Feature Properties

4 Beds ⋅ 4 Baths ⋅ 202601273 MLS ⋅ FS - Fee Simple Tenure

Luxury living beyond expectations - Sweeping, breathtaking views unfold in a way that can only be fully appreciated in person. Meticulously redesigned and rebuilt, the home blends architectural sophistication with tranquility, oriented to capture expansive ocean views, mountain ranges, and iconic Diamond Head stretching as far as the eye can see. High ceilings, an open floor plan, and beautiful finishes elevate both form and function, with the home thoughtfully designed for effortless entertaining. Expansive living spaces and a seamless indoor/outdoor flow create the perfect setting for gatherings, allowing the home to live as beautifully as it looks. The architectural design is further enhanced by premium, custom-made and imported Eagon aluminum doors engineered for luxury living, offering exceptional thermal performance and effortless function. Refined design, coastal serenity, and craftsmanship that speaks for itself. Walk through video and upgrades and features list attached. Rebuilt in 2023!

132 Poipu Drive, Honolulu

Listing courtesy of Coldwell Banker Island Prop.

$5,400,000

3 Beds ⋅ 2 Baths ⋅ 202619098 MLS ⋅ FS - Fee Simple Tenure

A Rare Waimanalo Opportunity: Where Country Living Meets Exceptional Possibilities. Perfect for equestrian enthusiasts, ranchers, farmers, and those seeking a truly unique piece of paradise. Set against the dramatic beauty of the Ko'olau mountains, this private, fully fenced property offers a remarkable combination of natural beauty, usable space and convenient access to town. Enjoy the peaceful, open atmosphere of Waimanalo while remaining close to its beautiful white-sand beaches. Featuring two cottages, over 26,000 square feet of warehouse, office space, and other roofed area. Surrounded by O'ahu’s lush windward landscape and magnificent mountain views, it’s more than just a property; it’s an opportunity to create a distinctive lifestyle, agricultural operation, or private retreat in Waimanalo’s scenic setting. Private. Fully fenced. Expansive. Versatile. Enjoy the beauty and tranquility of country living while staying connected to the conveniences of O'ahu. Priced under the appraised value!

41-539 Makakalo Street, Waimanalo

Listing courtesy of Coldwell Banker Realty.

$5,300,000

5 Beds ⋅ 5 Baths ⋅ 734679 MLS ⋅ ['Fee Simple'] Tenure

Rarely does an estate of this caliber come to market on Hawaiʻi Island. Set on nearly two private acres above Kailua Bay, this Lucky Bennett-designed residence is a study in scale, craftsmanship and island grace. A long private drive winds through mature gardens to a grand four-car carport pavilion, built to match the residence, and a courtyard with a stone water feature, where the view opens straight through the home to the Pacific. Within 5,830 square feet of single-level living, warm teak and mahogany run throughout beneath soaring coffered ceilings washed in cove lighting. Walls of glass slide away entirely, dissolving the line between home and island. The great room and the dining area flow as one onto 1,354 square feet of covered lanai. The chef's kitchen, anchored by a French range, opens through a window counter to the lanai bar. Beyond, a 75-foot infinity-edge pool and travertine spa stretch toward the horizon. Lounges, outdoor dining, a koi pond and fire bowls invite long evenings as the sun sets over the Pacific and the lights of Kona town glow along the coast. Five bedrooms and four and a half baths offer privacy throughout. The primary suite opens to the lanai and ocean views, with a custom wood dressing room and a spa-inspired bath of river stone sinks and a soaking tub framed in live-edge wood. One bedroom opens to a private lanai among the treetops. A separate guest retreat offers its own living space, wet bar and garden courtyard, while a game room lined with library shelving flows into an office with its own garden lanai. Thoughtfully refreshed with designer lighting, a renewed pool, new plantings and an owned photovoltaic system, the home is ready for its next chapter. Framed by lava rock walls and terraced lawns, with mango and an abundance of fruit trees bearing throughout the grounds, this is one of Hawaiʻi Island's premier estates. A Kona legacy, made for gathering.

75-656 Makalauna Pl, KAILUA KONA

Listing courtesy of Coldwell Banker Island Properties - Kona.

$5,300,000

5 Beds ⋅ 3 Baths ⋅ 202618721 MLS ⋅ FS - Fee Simple Tenure

Perched high above Honolulu on Round Top Drive, this extraordinary estate spans six parcels totaling 76,970 square feet and offers a rare combination of privacy, history, and unrivaled panoramic views stretching from Diamond Head and the Pacific Ocean across the Honolulu skyline to Manoa Valley and the surrounding mountains. Held by the same family for nearly a century, the property is anchored by a 5-bedroom, 3-bath residence with a total of 3,360 square feet of interior living space. Originally built in 1937 and later expanded with an addition designed by renowned architect Alfred Preis, the home retains distinctive midcentury features and character throughout. A separate downstairs living area with its own kitchenette offers flexibility for extended family, guests, or rental use. Decades of thoughtful landscaping have created lush, established grounds with mature koa and fruit trees and a remarkable sense of privacy. The estate also presents significant potential for additional residences, a multi-generational compound, or a thoughtful reimagining, subject to buyer due diligence. A rare opportunity to own a legacy property of this scale, setting, and character in Honolulu.

3955 Round Top Drive, Honolulu

Listing courtesy of Compass.

59-011 Kamehameha Highway Unit B, Haleiwa

$5,300,000

5 Beds ⋅ 5 Baths ⋅ 202611319 MLS ⋅ FS - Fee Simple Tenure

RARE North Shore luxury retreat with panoramic ocean views to Kaena Point! Elevated approx. 85 ft above sea level and outside the flood zone, enjoy peace of mind, cooling trade winds, and seasonal whale watching from your own property. Ideally located near the world-famous "7 Mile Miracle" surf breaks, Haleiwa, and Turtle Bay Resort. The expansive 5 bedroom, 4 bath main home offers open-concept living, seamless indoor-outdoor flow, and a grand porte-cochere entry. Resort-style grounds feature a pool, jacuzzi, covered outdoor grill, cabana, and hotel quality turf lawn--perfect for entertaining. A detached guest house with full bath plus an attached apartment WITHIN the main home (separate entry + kitchenette) creates strong multi-generational living or income potential. Opportunities like this are limited-- secure your piece of North Shore paradise before it's gone. One or more photos have been enhanced.

59-011 Kamehameha Highway Unit B, Haleiwa

Listing courtesy of Keller Williams Honolulu.

$5,280,000

3 Beds ⋅ 2 Baths ⋅ 202610235 MLS ⋅ FS - Fee Simple Tenure ⋅ Kamaaina Beach BLDG.

KAILUA BEACH is Absolutely one of the most BREATHTAKING beachfront neighborhoods on Oahu and this property doesn't disappoint! Nestled among the palm trees with direct beach frontage, this charming 1950's cottage harkens back to a slower time in the Islands. Expansive front lawn leads to a Powder White Sand Beach with gentle rolling waves suitable for all ages. Perfect location to build a dream home, restore the existing structure or simply slow down and enjoy the property. Kama'aina Beach CPR. Sold with contents and strictly As-Is. A Rare Beachfront find at this price.

140C N Kalaheo Avenue, Kailua

Listing courtesy of Coldwell Banker Island Prop.

$5,250,000

4 Beds ⋅ 4 Baths ⋅ 410774 MLS ⋅ Fee Simple Tenure

YOUR WAIT IS TRULY OVER! Surrounded by the world’s finest coffee groves, YOU will enjoy stunning breathtaking views of ocean, sunset, Molokai, Lanai’I & Kaanapali resort views from YOUR spacious lanai, pool, spa or inground trampoline! The private estate located at 3251 Aina Mahiai Place offers it all! Consisting of 4 bedrooms, 3.5 bathrooms & den, this home is spread across 2,698 living square feet. Additionally, the estate also offers a detached flex-structure perfect for a game room or additional storage for vehicles. Built in 2022, recent additions include pool, spa, fire-table, inground trampoline, photovoltaic & Telsa batter system, Blackstone lanai kitchen & outdoor shower. The garden boxes & rich landscaping reinforce this tropical environment. The interior improvements range from home automation to art/frame-televisions as well as new window treatments. This modern yet comfortable island decor makes for a one-of-a-kind property. Sold furnished (with exceptions). The 6-seater golf cart rides to the world-renowned Kaanapali beaches await YOU from YOUR home in Paradise! Kaanapali Coffee Farms is an exclusively gated community consisting of over 336 acres zoned agriculture. Kaanapali Coffee Farms Phase 1 consists of 51 lots ranging 4 to 7 acres Fee Simple lots with approximately 1-acre homesites. Your Time Is Now.

3251 Aina Mahiai Pl Unit 13, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$5,200,000

3 Beds ⋅ 4 Baths ⋅ 729299 MLS ⋅ ['Fee Simple'] Tenure

AN EXCEPTIONAL KOHALA COAST RANCH ESTATE within a gated private oceanfront community. Welcome to HALE PILIKUA, “Land of Imagination”, an extraordinary retreat in the Ranch at Puakea. Set across more than 21 fully fenced acres amid mature tropical landscaping, this pod-style enclave offers a rare sense of privacy, beauty, and architectural distinction. Composed of four detached, air-conditioned living areas, the residence pairs modern island ranch design with expansive roof overhangs, stucco finishes, and partial lava wainscoting - creating an atmosphere that is both sophisticated and deeply connected to its natural surroundings. At its heart, a grand lanai and firepit overlooks the pool, sweeping ocean vistas, year-round sunsets, and views of Maui, delivering a truly unforgettable backdrop for refined daily living and effortless entertaining. The estate unfolds across four detached living areas: GREAT ROOM: Open-concept living, dining, and kitchen spaces, a walk-in pantry, convenient half-bath, and a pass-through window convenient for indoor and outdoor dining, all designed for seamless gathering. PRIMARY HALE: A serene private sanctuary featuring a spa-inspired en-suite bath, Jacuzzi tub, glass shower, and an outdoor shower immersed in the island setting. GUEST HALE: Two-ensuite bedrooms thoughtfully arranged with a lanai and outdoor half kitchen. OFFICE, FITNESS, AND LAUNDRY AREA: A versatile area tailored for productivity, wellness, and the rhythms of everyday life. Additional Features: * Beautifully Stained Ohia hardwood flooring throughout the home. * Large Outdoor Riding Arena, Barn, and Equipment Storage area. * Extensive Landscaping framed by large lichen-covered rocks and a rich variety of mature trees. * Owner owned 28 panel photovoltaic system. Discover the rare beauty, privacy, and a sense of place that define Hale Pilikua. Come and feel the magic!

56-153 Pualani Rd, HAWI

Listing courtesy of Coldwell Banker Island Properties - Kamuela.

$5,200,000

5 Beds ⋅ 5 Baths ⋅ 407666 MLS ⋅ Fee Simple Tenure

Nestled on 3.02 acres in the gated Puunoa community, 257 Hokiokio Place overlooks Lahaina from its gently sloping hillside setting, offering sweeping ocean and sunset views from nearly every room. Built in 2024 and now nearing completion by its owner-builder, this single-level estate blends modern design with comfortable, open-concept living. Spanning over 3,500 square feet, the home features 5 bedrooms and 4.5 baths, providing generous space for family and guests. The thoughtful floor plan captures both indoor and outdoor living, perfectly positioned to take advantage of Maui’s year-round sunshine and trade winds. While the finishing touches and landscaping are still in progress, the groundwork for a remarkable estate has been laid. Many fruit trees have already been planted, and grading is underway for future horse stables, an ideal setup for equestrian enthusiasts seeking proximity to nearby riding trails. An infinity-edge pool has been fully designed and permitted, allowing the next owner to complete this final element to their own taste. Easy bypass access ensures convenient travel around Maui and quick connection to the rebirth of historic Lahaina town below. This is an exceptional opportunity to own a newly built residence in one of West Maui’s most sought-after locations, offering expansive space, unmatched views, and a chance to put your own finishing touches on a true Lahaina legacy property. This is a residential CPR. The 3.02 acre property is lot "A". The six acre lot "C", makai of lot "A", may also be available for purchase.

257 Hokiokio Pl Unit A, Lahaina

Listing courtesy of eXp Realty.

$5,199,000

4 Beds ⋅ 3 Baths ⋅ 734719 MLS ⋅ ['Fee Simple'] Tenure

Situated within the gated enclave of Kohala Waterfront—an intimate, non-resort community limited to just 50 residences—this single-level home offers a rare alignment of privacy, elevation, and expansive Pacific Ocean views. Positioned above the coastline at an optimal height, the property captures sweeping sunset vistas and near-constant ocean sightlines while remaining naturally protected from direct exposure to salt and coastal winds. Nearly every interior space is oriented toward the ocean, allowing natural light, horizon views, and the rhythm of the sea to define daily living. Seasonal whale migration adds an unmistakably Hawaiian dimension—audible from the home and visible offshore during winter months. The residence has been meticulously maintained and is offered fully furnished for immediate enjoyment. The homesite itself is a distinguishing feature. Encompassing nearly two acres—the largest lot within Kohala Waterfront—the property enjoys exceptional separation from neighboring homes and borders preserved coastal land, ensuring long-term privacy and unobstructed natural surroundings. This combination of acreage, elevation, and protected adjacency is increasingly scarce along the Kohala Coast. Kohala Waterfront is valued for its quiet sophistication: a secure, gated environment without resort density, short-term rental traffic, or commercial intrusion. Yet the location remains highly convenient—just minutes from the Kohala Coast’s renowned beaches, championship golf courses, and luxury resorts, while Waimea is approximately 15 minutes inland, offering top-tier private schools, a respected medical community, and a vibrant farmers market culture.

59-217 Lele Naia Dr, KAMUELA

Listing courtesy of Aloha Sotheby's Intl Realty - Hawai'i.

$5,165,000

4 Beds ⋅ 4 Baths ⋅ 407481 MLS ⋅ Fee Simple Tenure

Upon entering this magnificent 3,315 sq. ft. home you will be mesmerized by its spectacular panoramic due west views of the Pacific Ocean between Lana'i and Moloka'i offering colorful year-round sunsets. A remodeled masterpiece featuring vaulted cedar ceilings, Italian marble and eucalyptus wood floors, quartz countertops and sapele cabinets, just to name a few of the recent refinements of this tastefully furnished home. This most popular floorplan offers all 4 bedrooms, 3 1/2 bathrooms, living room, kitchen, outdoor living are and pool on the main level. The added bonus of an upstairs loft offers many use options, currently set up as an office/sitting area to enjoy the ocean views from the high dormer windows. A beautiful infinity edge pool with Baja steps and spa was just completed, with the entire house and pool equipment are supported by 52 solar panels and 2 Tesla batteries. This home is perched on a quiet cul-de-sac at the crest of Pineapple Hill, a highly desirable gated subdivision which offers residents a very large community/lap pool, tennis & pickleball courts, a pavilion / entertainment area, catering kitchen and barbecues. Pineapple Hill itself is located inside the 1,650-acre resort area of Kapalua's famed 23,000-acre plantation. Kapalua offers more than 100 miles of hiking trails, duck pond, bike trails, tennis center, two world famous golf courses, two five-star hotels plus five-star Montage Spa and numerous fine dining restaurants, all accessible via complimentary resort-wide shuttles. 104 Woodrose Place is a must-see home in impeccable condition, it looks and shows as if it were built yesterday.

104 Woodrose Pl, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$5,100,000

4 Beds ⋅ 3 Baths ⋅ 734455 MLS ⋅ ['Fee Simple'] Tenure ⋅ Maluhia BLDG.

Private Tropical Paradise on 4.88 Acres – Kauaʻi's North Shore Discover this beautiful custom-built 2024 home in Kalihiwai Ridge surrounded by lush greenery and a peaceful stream that winds around the property. This 4-bedroom, 3-bathroom home offers 2,152 sq. ft. of bright, open living space with vaulted ceilings, a modern kitchen, a spacious loft, and expansive covered lanais perfect for enjoying Kauaʻi's indoor-outdoor lifestyle. Property Highlights- • Modern island-style home with soaring vaulted ceilings • Spacious open-concept kitchen, dining, and living areas • Primary suite with garden views and direct lanai access • Spa-inspired bathroom with soaking tub and walk-in shower • Flexible upper-level loft for office, fitness, or recreational use • Expansive covered lanai for outdoor dining and entertaining • Installed fire sprinkler protection system • Mature ʻulu, tangerine, banana, kukui nut, avocado, and starfruit trees • Beautiful tropical flowers, mature palms, and lush landscaping • Expansive lawns and inviting outdoor gathering spaces • Detached permitted Barn that can be used as a yoga sanctuary or art studio. The Home is tucked away and is not visible from the road, gated entry, not a drive by. A unique opportunity to own nearly 5 acres of privacy, natural beauty, and modern island comfort on Kauaʻi's stunning North Shore!

5647-R Kahiliholo Rd, KILAUEA

Listing courtesy of Kauai Dreams Realty.

$5,100,000

4 Beds ⋅ 5 Baths ⋅ 734004 MLS ⋅ ['Fee Simple'] Tenure ⋅ Waiulaula At Mauna Kea Resort BLDG.

Spend the morning on the fairways, the afternoon at the beach, and the evening beside your own pool as the sun drops toward the Pacific. Within gated Waiʻulaʻula at Mauna Kea Resort, this single-level residence brings that lifestyle home, with four bedroom suites and sweeping ocean, golf course, and Maui views. Here, space and privacy make longer stays especially inviting. Four spacious suites, including a separate ʻohana suite, offer room to welcome guests while giving everyone a retreat of their own. Living spaces open to a covered lanai, heated pool, and spa, creating an easy flow for outdoor dining, relaxed entertaining, and quiet evenings overlooking the Kohala Coast. Tropical landscaping completes the setting. Beyond your door is the Mauna Kea experience: the beautiful white sands of Kaunaʻoa Bay and Hāpuna Beach, two championship golf courses, oceanfront tennis, pickleball, luxury spas, and dining overlooking the water. Optional membership in The Club at Mauna Kea offers access to resort amenities at Mauna Kea Beach Hotel and The Westin Hapuna Beach Resort, subject to membership terms and applicable fees. Meticulously maintained by its original owner, the residence pairs thoughtful custom upgrades with practical technology. A photovoltaic solar system with Tesla battery storage, whole-home water filtration, Sonos audio, and smart home features support comfortable, efficient island living. Yard and pool maintenance are included in the maintenance fee, simplifying ownership whether you stay for a week or settle in for the season. Vacation rental potential offers another possibility, subject to applicable approvals and requirements. For those discovering Mauna Kea, or ready for more room within a resort they already love, this residence brings together expansive views, private outdoor living, and the convenience of a lock-and-leave home. Explore the virtual tour (top-right corner button).

62-3600 Amuai Pl Unit 417, KAMUELA

Listing courtesy of Better Homes and Gardens Real Estate Island Lifestyle.

$5,090,000

5 Beds ⋅ 4 Baths ⋅ 202610282 MLS ⋅ FS - Fee Simple Tenure

Open House Cancelled 7/26/26 Nestled in the prestigious Hawaii Loa Ridge, this exceptional residence at 399 Puuikena offers breathtaking 180-degree panoramic views spanning the sparkling Pacific Ocean, coastline, and lush mountain ridges. Enjoy true island luxury with a stunning pool perfectly positioned to capture sunrise, sunset, and sweeping vistas. The elevated setting provides privacy, cooling tradewinds, and a serene atmosphere above the city. Designed for seamless indoor-outdoor living, the home features spacious open living areas, expansive lanais, and large windows that frame the incredible views from nearly every room. Whether relaxing poolside or entertaining guests, this property delivers an unforgettable Hawaii lifestyle experience. Located in a gated, secure community known for its exclusivity, scenic surroundings, and convenient access to beaches, shopping, and dining, this is a rare opportunity to own in one of East Oahu's most sought-after neighborhoods.

399 Puuikena Drive, Honolulu

Listing courtesy of Keller Williams Honolulu.

$5,000,000

1 Beds ⋅ 2 Baths ⋅ 730960 MLS ⋅ ['Fee Simple'] Tenure ⋅ Secret Cove BLDG.

Perched above Kauai’s most iconic stretches of North Shore coastline, this extraordinary 1.3-acre property offers the rare privilege of private access to legendary Secret Beach. The 2,076-sq-ft residence, built just 12 yrs ago and meticulously maintained by its original owner, is nestled within a lush botanical sanctuary of tropical plantings, fruit trees, and tranquil water features. At the upper level, ocean and sunset views stretch across the horizon, while expansive stone lanais and sliding glass doors welcome the island’s gentle trade winds and blur the line between indoors and out. Sapele wood flooring flows throughout the home, including the open kitchen with its custom breakfast bar. Bathrooms are finished in natural stone and tile, and a striking Sapele wood and glass spiral staircase rises beneath a dramatic pyramid skylight, creating a sculptural focal point at the heart of the home. Designed for comfort and self-sufficiency, the home is fully air-conditioned and equipped with a whole-house water filtration system, tankless water heater, and a 14-panel owned photovoltaic system. Highlights include a dedicated dance and exercise studio; a tropical outdoor shower off the half bath; copper gutters and trim, and generous storage throughout. Custom teak and Sapele furnishings are included, allowing the home to be enjoyed immediately as a refined island retreat. The property also offers exceptional flexibility for the future. Infrastructure is in place to support expansion, including underground electrical for a spa and pool. An attached 446-square-foot garage and covered carport provide ample space for vehicles and outdoor equipment suited to Kauai’s adventurous lifestyle. Offered fully turnkey, this home includes everything from a fully appointed kitchen to a well-maintained Nissan Juke housed in the garage. Concept plans created by the original designer, an established local Kauai architect, are available to expand the home into 3-bedrooms, 3.5-baths.

2874-A Kauapea Rd, KILAUEA

Listing courtesy of Hawaii Life.

$4,999,000

4 Beds ⋅ 4 Baths ⋅ 733281 MLS ⋅ ['Fee Simple'] Tenure

Set behind the coveted “Makai” ocean side gates of the legendary Mauna Kea Resort, Fairways North #22 is a sanctuary crafted for those who value privacy and design, on Hawaiʻi’s most storied coastline. Just moments from the iconic Mauna Kea Beach Hotel and the white sands of Kaunaʻoa Bay, this residence enjoys one of the most desirable locations in the resort. • Host with style in the gourmet kitchen and expansive open-concept living spaces • Unwind by to a private pool, cedar sauna and two outdoor showers or soak beneath the stars in the serene tub. • Offer guests the comfort of a separate pool house complete with kitchenette • Appreciate interior finishes of marble, hardwood and basalt stone • Savor panoramic views of the Pacific, Maui, Kohala Mountains, and the Mauna Kea Golf Course Meticulously maintained by Mauna Kea Residences, the on-site management team. Ownership includes the opportunity to join the Club at Mauna Kea, granting privileged access to 2 championship golf courses, oceanfront tennis, fine dining, and two of Hawaiʻi’s favorite beaches, This opportunity comes at a pivotal moment: the resort itself is undergoing a $240+M reimagining, to be unveiled in late 2025. The transformation includes redesigned guest rooms and suites, revitalized dining venues—including the legendary Manta restaurant—and the debut of a world-class destination spa with infinity pool, open-air treatment rooms, a full-service salon, and enhanced fitness center. The famed Mauna Kea Golf Course has also being re-envisioned, to elevate the resort's enduring legacy as one of Hawaii's premier destinations.

62-3459 Aloalii Pl, KAMUELA

Listing courtesy of Aloha Sotheby's Intl Realty - Hawai'i.

$4,999,000

4 Beds ⋅ 4 Baths ⋅ 731176 MLS ⋅ ['Fee Simple'] Tenure

Seller says let's get this SOLD with a very bold price reduction. Experience the essence of oceanfront living in the prestigious Kohala Waterfront community. Where golden sunsets, gentle trade winds, and the rhythmic sound of the Pacific set the tone for everyday life. This private enclave offers dramatic ocean views rare blend of serenity and accessibility to the Kohala Coast’s most celebrated beaches, golf courses, and luxury resorts. Designed to embrace Hawaii’s quintessential indoor-outdoor lifestyle, this newly built in 2023, 4-bedroom, 4-bath residence boasts refined finishes with a relaxed, sophisticated atmosphere which open effortlessly to expansive ocean views. Grand expansive lanai features a resort-style infinity pool, integrated outdoor BBQ entertainment area and lush custom landscaping by Bioscape Hawaii. All interiors are tastefully curated by designer, Peggy Chestnut. The chef’s kitchen, equipped with premium Hestan appliances, flows into open living areas perfectly suited for both grand entertaining and quiet moments. The primary suite serves as a true sanctuary, featuring private lanai access, a spa-inspired bath, and a secluded outdoor shower garden. Each guest suite is thoughtfully designed for comfort and privacy. More premium features include automated window shades and a fully owned solar system. This exceptional turnkey home invites you to step into a fully realized island lifestyle.

59-121 Kihi Kihi Pl, KAMUELA

Listing courtesy of Hawaii Luxury Real Estate.

$4,999,000

2 Beds ⋅ 1 Baths ⋅ 408461 MLS ⋅ Fee Simple Tenure

Also listed as Commercial-For sale - MLS# 408462. Best Mixed Use, Turnkey business/residential complex, Landmark & Iconic Maui, HI property. $26K/mo. existing & diversified residential & commercial rental income with 5,000sf commercial space and 1800sf residential space currently leased with 100% occupancy. Multiple very profitable business opportunities grossing over $1.2mil/yr. Additional rental and business income being added. This property is way less than free!! Subdividable and CPRable. Exceptional, 360 deg views in perfect weather, very affluent Lower Kula area of $2-15mil homes. This growing area needs more business development with a huge upside potential in the near future. Destined to be a possible $40mil project-mixed use condos, medical plaza, hotel/restaurant, or Kula Town Center. Purchase now at a high cap rate and realize your future income ambitions with this unique offering in Paradise. Almost an acre, all utilities, 2 water meters, level and all useable. Over $150K in repairs/upgrades recently. Owner or SBA financing with best terms available. 1031 Exchange, Sale Leaseback, or Lease Option possible. More info/pics at Loopnet.com and Bizbuysell.com. Do Not Disturb businesses/tenants. Shown by appt only. Beware!! Vicious guard dog on site 24/7. You will not find a better, more lucrative deal Anywhere!

3135 Lower Kula Rd, Kula

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

$4,999,000

9 Beds ⋅ 4 Baths ⋅ 202600054 MLS ⋅ FS - Fee Simple Tenure

Two, Gated, ocean front properties for sale with 4 houses. 1. TMK:1-9-1-123-106-0000 (B&D houses on 12,482 sq ft lot) 2. TMK: 1-9-1-023-023-0000 (A&C) houses on 12,382 sq ft) 4 Houses are rented for $9,600.00 per month total rent. On a beautiful, white sandy beach with Diamond Head View Large, open grassy area. Security System, Pavilion Area.

91-249 Ewa Beach Road, Ewa Beach

Listing courtesy of West Oahu Realty, Inc..

$4,999,000

4 Beds ⋅ 5 Baths ⋅ 406460 MLS ⋅ Fee Simple Tenure

Contemporary aesthetics define this gorgeous new home in Ka'anapali's Lanikeha community. This elegant new 4-bedroom, 5-bathroom home boasts 3,691 sq. ft. of living space, 956 sq. ft of covered lanai space, a 104 sq. ft. covered entry, and 1,298 sq. ft. of double-garage space: that's two separate, two-car garages - a rare and highly desirable feature for added flexibility and storage! The finishes in this new construction are luxury-class, featuring elegant tile and stone throughout, custom wood cabinetry, refined bathroom fixtures, and best-in-class kitchen appliances. From the entry, the home draws you into the Great Room and out to stunning ocean and outer-island views, which are protected by the community’s CCR roof-height restrictions. The Great Room and kitchen open onto the covered lanai; this functional and beautiful space lends itself to classic indoor-outdoor Hawaiian resort-style living. Outside, the lanai provides ample shaded space for dining, with an infinity-edge pool and jetted spa just beyond. The design allows bathers and those relaxing outside to take in the stunning ocean views from every angle. A built-in barbecue area complements the lanai amenities, making it ideal for entertaining and everyday living. The home features two wings that flank the Great Room, each housing bedrooms and amenities. On the left side is the Primary Suite wing, complete with an ocean-facing, private, covered lanai and a spacious bathroom; a second guest room is also located in the Primary wing. The right wing is home to two additional guest rooms; an ocean-facing bedroom also boasts a private covered lanai. The lucky owners of this new home will enjoy stunning views of the outer islands of Lanai and Molokai, as well as arguably the best sunsets on Maui year-round. During the winter, you will be treated to the magical sight of Hawaii's famous humpbacks breaching in the blue Pacific. While you will enjoy living inside a gated community, you are also just minutes from some of Maui's best beaches, restaurants, and shopping in the Ka'anapali Beach resort area. The property is offered furnished. Furnishings included in the sale are subject to an inventory list to be provided by Seller. Be the first to live in this Maui dream designer property that's been three years in the making!

44 Loli'i Pl, Lahaina

Listing courtesy of Welcome Hawaii Properties.

$4,995,000

4 Beds ⋅ 4 Baths ⋅ 411128 MLS ⋅ Fee Simple Tenure

AN ESTATE WITHOUT EQUAL. A SETTING BEYOND COMPARE: VILLA ROCAVALLO: A Tuscan-Inspired Estate in the Heart of Maui’s Ulupalakua Wine Country...Welcome to VILLA ROCAVALLO, a rare and refined estate nestled on over 3 pristine acres in the peaceful uplands of Ulupalakua, just above the world-renowned Makena Golf & Beach Club. Perched at a sublime 1,300-foot elevation, this triple-gated sanctuary offers an extraordinary fusion of Old World Italian charm and the raw, breathtaking beauty of Maui. As you arrive through stone walls and lush landscaping, you are immediately transported to the rolling hills of Tuscany - yet the horizon reveals the sparkling Pacific, with unobstructed views of Molokini, Kahoolawe, Lanai, and Molokai. From sunrise to sunset, the views are cinematic. Residence | 4 Bed | 4 Bath + Media Loft | plus Garage Structure equal ~3,667 sq ft., all of central ducted A/C throughout. Step inside to soaring open-beamed ceilings, wide-plank hardwood floors, and sun-drenched interiors designed with intention and elegance. The home exudes warmth and sophistication, blending Tuscan farmhouse style with clean, contemporary lines and high-end finishes. Gourmet chef’s kitchen with white shaker cabinetry, oversized blue fusion quartzite island, and premium Thermador appliances, Open living and dining areas with walls of glass that flow seamlessly to outdoor terraces, Ocean-facing primary suite with private lanai and spa-like bath, Spacious guest rooms and a media loft ideal for work or relaxation. Outdoor Living | ~3,600 sq ft of additional Covered + Uncovered Space. True to its Italian inspiration, the estate is designed for al fresco living and entertaining on every scale: Heated saline pool and spa with panoramic views, Outdoor kitchen and cabana bath, Separate guest suite with private entrance and living space, Manicured gardens with bougainvillea, olive, cypress, and jacaranda trees, and peaceful views that stretch across the islands and down to Maui’s South Shore. Available for sale completely furnished (with exclusions) on separate Bill of Sale. Sustainability & Infrastructure... This estate is not only beautiful—it is self-sustaining and thoughtfully equipped: 60 owned solar PV panels with 12-battery storage + grid tie-in to MECO, Private water well, Cummings diesel generator, and Detached structure with 2-car garage, second laundry room, and storage/gym. A Legacy Property | 3-Lot CPR on 8.575 Acres (Available Individually or Together): Offered here is Lot C, the main residence on a 3.048 acre parcel. Buyers also have the opportunity to acquire: Lot A (2.109 acres): Improved as future Ohana unit; Lot B (3.111 acres): Vacant grazing pasture. Each parcel features triple-gated access and private water, offering ultimate privacy and flexibility. Listor is owner.

1521 Kanaio-kalama Park Lot C Rd, Kula

Listing courtesy of Maui Real Estate Advisors LLC.

$4,995,000

3 Beds ⋅ 2 Baths ⋅ 410634 MLS ⋅ Fee Simple Tenure

OCEANFRONT LIVING, NORTH SHORE STYLE. Some oceanfront homes give you a view. This one makes the ocean part of everyday life. Set beside Tavares Bay, just minutes east of Paia, 465 & 467 Hana Hwy combine an oceanfront main residence, private guest cottage and additional approx. 6,000 SF adjacent parcel into one exceptional North Shore retreat. From the moment you enter, the Pacific draws you through the home, filling the living and dining spaces with blue water, horizon and light. The Pacific is the backdrop, the surf is the soundtrack, and the home creates an effortless connection between indoor and outdoor living. Treasured as the owner’s retreat for over twenty years, the light-filled, furnished, single-level main residence offers 2,072 sq. ft. with 3 bedrooms and 2 baths. Imagine waking to the sea and ending the day to the gentle lull of the waves. Vaulted natural wood ceilings, crisp white enameled beams and travertine floors create a warm, natural palette throughout the home, complemented by granite counters, soft-close cabinetry, stainless-steel appliances and central A/C. Renovated in approximately 2004 and updated in 2018, expansive windows keep the ocean ever present throughout the home. The ocean-facing primary suite opens to a private outdoor seating area. Its spacious en-suite bath features a walk-in closet, floor-to-ceiling stone-tiled open shower, private outdoor shower and soaking tub. Outside, the grounds have been artfully nurtured over time. Mature tropical landscaping, including ginger, heliconia, plumeria and abundant foliage, creates privacy and the feeling of an established Hawaiian garden. Panoramic Pacific, West Maui Mountain, Molokai and Sunset Color views surround the property. Here, the ocean becomes part of the rhythm of the day. Look toward Tavares Bay to see what the swell is bringing, head down to the beach, or simply stay home and watch the ocean change throughout the day. A separate guest cottage, thoughtfully divided into two independent studio accommodations, adds another dimension to the property. Studio One features a wet bar and full bathroom, while Studio Two includes a full kitchen and full bathroom. The cottage creates inviting possibilities for guests or extended family while maintaining comfortable separation from the main residence. Together, the two parcels total 18,988 sq. ft., nearly half an acre adjacent to Tavares Bay. The included adjacent vacant parcel has its own water meter and expands the possibilities of the property, offering additional space to shape it around your own vision for the future. Two parcels. A private guest cottage. Nearly half an acre beside Tavares Bay. Thoughtfully established tropical grounds. And at the heart of it all, a home where the Pacific is part of how you live.

465 & 467 Hana Hwy, Paia

Listing courtesy of Maui Real Estate Advisors LLC.

$4,995,000

5 Beds ⋅ 4 Baths ⋅ 732424 MLS ⋅ ['Fee Simple'] Tenure

Welcome to 3938 Namakeha Loop, a luxury residence in the heart of Princeville offering the perfect balance of island elegance, comfort, and resort-style living. This beautifully designed five-bedroom plus extra room for a flex space home features spacious living areas, quality finishes, and indoor-outdoor living ideal for entertaining or relaxing with family and friends. A dedicated theater room provides the perfect space for movie nights, while the open-concept great room flows effortlessly to the backyard retreat. The extensively upgraded pool and spa create a spectacular focal point, featuring a waterfall cascading from the elevated spa into the pool below. Surrounded by tropical landscaping and generous outdoor living spaces, this private oasis captures the essence of Kauai living. The thoughtfully designed floor plan offers spacious bedrooms, inviting gathering spaces, and the flexibility to accommodate family and guests with ease. Ideally located just minutes from Princeville’s golf courses, beaches, dining, shopping, and the breathtaking North Shore coastline, this home provides convenient access to the very best of Kauai. Multiple vacation rental income pro forma indicate the potential for more than $500,000 in annual gross rental revenue. Buyers should independently verify all vacation rental regulations, and projected income potential. An extensive list of upgrades and work has been done to this beautiful property! This is an extraordinary home in one of Kauai’s most desirable resort communities. Bedroom count may differ from public record. The information herein may contain inaccuracies and is provided without warranty or guaranty of any kind. Agents and Buyers must independently verify any info they deem material or important to their purchase or any offered price thereunder. Square footage, room, bathroom count should be confirmed by an appraiser. Video available above in the media toolbar. Mahalo

3938 Namakeha Lp Unit 1, PRINCEVILLE

Listing courtesy of Coldwell Banker Island Properties - Kauai.

$4,995,000

4 Beds ⋅ 5 Baths ⋅ 404626 MLS ⋅ Fee Simple Tenure

Elevated design meets serene island living in this architectural triumph within the esteemed double-gated Lanikeha community in the Ka'anapali Golf Estates. This 4-bedroom, 5-bathroom residence spans 3,710 square feet of interior space, offering a harmonious blend of contemporary luxury and timeless Hawaiian elegance. From the moment you enter, you'll be captivated by the expansive, light-filled layout. High ceilings and wide-plank white oak flooring create a seamless flow throughout the home. The gourmet kitchen boasts a Miele refrigerator, a Wolf range, dual dishwashers, and a thoughtfully designed pass-through window connecting to the outdoor kitchen and BBQ—a feature crafted for effortless entertaining. Nearly 1,000 square feet of covered lanai beckons you to savor meals and tranquil moments while soaking in panoramic ocean and outer-island views. Just beyond, the stunning in-ground pool boasts a Baja shelf and an oversized hot tub—a true retreat designed for relaxation and indulgence. Practicality meets luxury with features such as a three-car garage, two-zone central air conditioning, and Hana Hou Builders' signature attention to detail. Each element of the home has been meticulously curated to enhance your elegant living experience, including the landscaped grounds that complement the home's modern aesthetic. You are within 5 minutes of Kaanapali Beach and Whalers Village shops. You are also a stone's throw away from the Ka'anapali Golf Courses, while the PGA Plantation Course in Kapalua is just a 15-minute drive. Lanikeha owners also enjoy access to a fabulous community clubhouse with a fitness center, billiards, and a beautiful infinity-edge pool. This move-in ready, new luxury residence exemplifies elegant contemporary island design. Its flawless design, functionality, and perfect location make it an extraordinary opportunity to open the door to the ultimate Ka'anapali resort-style living.

837 Anapuni Loop, Lahaina

Listing courtesy of Welcome Hawaii Properties.

$4,988,000

3 Beds ⋅ 4 Baths ⋅ 409685 MLS ⋅ Fee Simple Tenure

Poised within a prestigious oceanfront community, but positioned without the front row real estate price premium, 10 Hui Road E is a fully updated, multi-level estate that combines dramatic ocean views with a protected location. Just steps back from the shoreline, the property captures elevated Pacific views and year-round sunsets. The residence has undergone a comprehensive renovation featuring high-end fixtures and finishes throughout. The main level centers on an open-concept kitchen equipped with custom cabinetry, countertops, and premium integrated appliances. Stone flooring runs through the living spaces, where large glass sliders open to a spacious covered lanai, a flat green lawn, and newly cleared landscape corridors designed to maximize the ocean view. Truly an indoor-outdoor lifestyle dream. The 3,175-square-foot floor plan provides excellent separation of space. The main floor hosts two private guest en-suites. The entire second level is dedicated to the primary suite, which includes a gracious ocean view deck, a custom walk-in closet, and a stone-finished bathroom with a soaking tub and dual vanities. The home is situated just south of the luxury Kapalua Resort, providing quick access to world-class golf courses, fine dining, shopping, tennis, and pickleball. It is offered exquisitely furnished, ready to move right in to your Maui Beach Home.

10 Hui Rd E Rd, Lahaina

Listing courtesy of Coldwell Banker Island Prop(S).

$4,985,000

4 Beds ⋅ 6 Baths ⋅ 733602 MLS ⋅ ['Fee Simple'] Tenure

Newly completed custom construction in Poipu Beach Estates, set on an expansive 35,309-square-foot homesite in the heart of Kauai’s South Shore. The residence provides approximately 3,626 square feet of interior living space with 4 bedrooms, 5 full bathrooms and 1 half-bath, and is offered partially furnished with new, high-end furnishings. Extensive covered outdoor living areas, a private pool, and large openings throughout the home create a seamless connection between indoors and out, taking full advantage of Kauai’s year-round climate. Thoughtfully oriented around the property itself, the home considers natural trade winds, sunset exposure, and the openness afforded by its expansive setting. Clean, timeless architecture, quality materials, custom finishes, and attention to detail are complemented by zoned split-system air conditioning, wiring for surround sound, EV charging, an automatic backup generator, on-demand water heaters, and connection to the public sewer system. Poipu Beach Estates combines a residential setting and generous homesites with exceptional access to the Poipu resort area. The Shops at Kukui‘ula, Poipu Shopping Village, Kiahuna Golf Club, dining, shopping, and some of the South Shore’s best beaches are nearby, with many of Poipu’s resort-area amenities close at hand. The oversized homesite provides a sense of space increasingly difficult to find this close to the heart of Poipu. Located within Kauai’s Visitor Destination Area (VDA), the property offers flexibility for use as a primary residence, second home, or potential vacation rental. With new construction, more than 35,000 square feet of land, a private pool, extensive indoor-outdoor living, modern amenities, and a location within one of Poipu’s established residential communities, this is a unique offering in today’s South Shore market.

2638-B Halalu St, KOLOA

Listing courtesy of COMPASS.

$4,975,000

4 Beds ⋅ 5 Baths ⋅ 409156 MLS ⋅ Fee Simple Tenure

Located within the prestigious gated enclave of Pineapple Hill in the world-renowned Kapalua resort, 620 Silversword Drive represents a rare offering in one of Maui’s most exclusive communities. This impeccably maintained 4-bedroom, 4.5-bath residence has been substantially remodeled and is in flawless, move-in-ready condition, including a new roof with photovoltaic and Tesla battery. Perfectly positioned to capture unobstructed panoramic vistas, the home showcases breathtaking sunset views that stretch across the Pacific, widely considered among the finest in Kapalua. The seamless indoor-outdoor living experience is designed to embrace Maui’s natural beauty, with large backyard ideal for entertaining or quiet relaxation. Residents enjoy privileged access to Kapalua’s top-notch amenities, including championship golf course, full-service spa, tennis and pickleball facilities, and a collection of exceptional dining experiences. Pineapple Hill is known for its privacy, elegance, and elevated lifestyle, making it one of Maui’s most sought-after luxury communities. This is a rare opportunity to own a turnkey home in a premier location, where refined island living meets unmatched views and world-class resort amenities

620 Silversword Dr Unit 26, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$4,950,000

5 Beds ⋅ 4 Baths ⋅ 202619416 MLS ⋅ FS - Fee Simple Tenure

DESIGNED FOR THE WAY WE LIVE IN HAWAI‘I. This beautifully appointed 5 bedroom home in the heart of Kahala offers a spacious floor plan, light-filled interiors, contemporary finishes & custom wood details. A stunning professional kitchen features wraparound counters, premium appliances & dine-in counter seating. Both the kitchen & living room open to a spacious cov’d lanai overlooking tropical gardens & large, tiled pool, creating a seamless connection between indoor & outdoor spaces that makes everyday island living so enjoyable. The main level includes 3 bedrooms, one of which offers flexibility as an additional entertainment or family room w/pool & garden views. Upstairs, the generous primary suite features a lounge area, bath w/dual vanities, walk-in shower & deep soaking tub in a separate alcove. A large walk-in closet w/custom Koa wood cabinetry, wellness room w/infrared sauna & dedicated office complete the suite. A 5th bedroom w/sizable closet & full hall bath is also on this level. Walled & gated, w/ 2-car garage & addt’l driveway parking + 60 owned PV panels. Minutes from neighborhood parks, Kahala Mall, beaches, Waialae Country Club, Kahala Hotel, dining, shopping & more!

4619 Moho Street, Honolulu

Listing courtesy of Coldwell Banker Realty.

$4,950,000

4 Beds ⋅ 3 Baths ⋅ 202616764 MLS ⋅ FS - Fee Simple Tenure

Rare opportunity in one of Oahu’s most coveted locations with spectacular ocean views. This distinctive property is Lot 3 of Leahi Estates. Gated private access driveway. No HOA, no CCRs, no board, no fees. Directly across street from Leahi Beach Park; easy walk to Diamond Head, Makalei and Kaimana Beaches, Kapiolani Park, and iconic South Shore surf breaks. A truly exceptional Diamond Head location offering privacy, ocean views, and easy access to some of Oahu’s best beaches, parks, and surf.

3200 Diamond Head Road, Honolulu

Listing courtesy of OahuRE.com.

$4,950,000

3 Beds ⋅ 3 Baths ⋅ 410375 MLS ⋅ Fee Simple Tenure

Perched within the prestigious double-gated enclave of Lanikeha in the Ka‘anapali Golf Estates, this exceptional fully furnished single-level residence was thoughtfully designed to showcase one of West Maui’s most captivating panoramas. Framed by breathtaking views of the Pacific Ocean, the neighboring islands of Lana'i and Moloka'i, and spectacular sunsets throughout the year, the home offers an effortless blend of timeless craftsmanship, modern technology, and the relaxed elegance that defines luxury island living. From the moment you enter, soaring vaulted Tigerwood ceilings, exquisite Sapele wood trim, and impressive 8-foot solid Mahogany doors create an immediate sense of warmth, scale, and refinement. Every finish has been carefully selected, resulting in a residence that feels both sophisticated and inviting. An integrated whole-home audio system provides the perfect soundtrack whether enjoying a quiet evening or entertaining family and friends. Designed for those who appreciate both beauty and functionality, the gourmet kitchen features premium Bosch appliances, a Liebherr refrigerator and freezer, and an open-concept layout that keeps the spectacular ocean views front and center. Whether preparing a casual breakfast or hosting sunset dinners, the surrounding scenery becomes part of every experience. The primary suite serves as a private sanctuary, offering a spa-inspired bath complete with both indoor and outdoor showers. The outdoor shower is a true work of art, highlighted by an extraordinary solid granite slab that transforms a daily routine into a uniquely luxurious experience. Modern convenience is seamlessly integrated throughout the home with Legrand smart lighting and fan controls, voice-activated motorized lanai screens, multi-zone air conditioning, and advanced home automation. Sustainability is equally impressive, with 33 owned photovoltaic solar panels paired with three Tesla Powerwalls, providing exceptional energy efficiency and peace of mind without sacrificing comfort. Beyond the residence itself, Lani?keha offers one of Maui’s most desirable lifestyles. Situated behind two private gated entrances within a golf cart-friendly community, owners enjoy the convenience of leaving the car behind for many of life’s daily pleasures. A short golf cart ride leads to world-renowned Ka‘anapali Beach, Whalers Village, championship golf, oceanfront dining, upscale shopping, tennis and pickleball facilities, luxury resorts, and countless recreational activities. West-facing and perfectly positioned between the islands of Lana'i and Moloka'i, the home captures mesmerizing sunsets nearly every evening, while seasonal whale watching becomes part of everyday life during the winter months. Combined with West Maui’s remarkably temperate climate—widely regarded as one of the finest anywhere in the world—this extraordinary property offers an unparalleled opportunity to experience the very best of island living.

24 Lolii Pl, Lahaina

Listing courtesy of Berkshire Hathaway Maui Prop-L.

$4,950,000

5 Beds ⋅ 5 Baths ⋅ 202606798 MLS ⋅ FS - Fee Simple Tenure

Oceanfront residence on one of Oahu's most beautiful stretches of coastline. 5811 Kalanianaole Highway is a contemporary oceanfront residence where the remodel and the setting work together. Thoughtfully remodeled with a contemporary design sensibility, every detail has been considered and every space elevated. The open plan kitchen anchors the main living area with a large island, upgraded appliances, and a flow that makes it as comfortable for quiet mornings as it is for entertaining. Generous lanai space leads to the lawn and the ocean beyond. Morning coffee with the sunrise over the Pacific, afternoon barbecues on the lawn with the water right in front of you. The second-floor primary suite is designed to maximize the setting. Ocean and mountain views from the primary bedroom, ocean views from the bath, and a dedicated space that works equally well as a home office or art studio, all facing the water. Five bedrooms, four full baths, and a half bath across 3,300 square feet of living on 8,674 square feet of fee simple land. The first floor includes a full bedroom suite. A pool provides a private retreat in back. Two-car garage. Photovoltaic owned. Direct ocean access.

5811 Kalanianaole Highway, Honolulu

Listing courtesy of Compass.

$4,950,000

2 Beds ⋅ 2 Baths ⋅ 729851 MLS ⋅ ['Fee Simple'] Tenure

Steps to the sand - low priced in Hanalei. This is a fixer upper ready for you to put your personal stamp on your own piece of Hanalei. The location on the corner of Weke Road and Hee Road can't be beat. A 60 second stroll puts your feet on the sandy shore of Hanalei Bay. Experience world class surfing in the winter, gentle boogie-board combers in the summer. Need groceries, looking for dinner out? Three blocks away brings you into Hanalei town. Hanalei is the place to be. Don't miss this opportunity. Property sold AS IS, WHERE IS. All offers must include an AS IS Addendum. Sellers reserve the right to structure this sale as a 1031 Tax Deferred Exchange, at no cost to the buyer. Price is set to attract offers.

5404 Weke Rd, PRINCEVILLE

Listing courtesy of Na Pali Properties, Inc..

$4,950,000

3 Beds ⋅ 3 Baths ⋅ 408178 MLS ⋅ Fee Simple Tenure

Breathtaking panoramic ocean views greet you the moment you step through the doors of 232 Crestview Road, located within the highly sought-after, gated community of Pineapple Hill Estates at Kapalua. This luxurious single-level residence spans 3,354 square feet of interior living space and is set on a large half acre lot. The property is ideally positioned at the end of a quiet cul-de-sac, nestled between two vacant lots offering exceptional privacy and the potential for further expansion. The home features three bedrooms and three bathrooms plus a bonus room adjacent to the 2 car garage, with thoughtfully designed living spaces that open seamlessly to spacious lanais. Highlights include a designer walk-in closet in the primary suite, a Jacuzzi soaking tub, state-of-the-art appliances, Ubatuba granite countertops, cherry wood cabinetry, a fireplace, ceramic Moro Italian wood like floor tiles and elegant finishes. Outdoor pleasures include a large lap pool and spa adorned with luxurious Monier tile imported from Switzerland, creating a true resort-style experience. Recent improvements include a upgraded AC and Lutron Smart home system installed in 2025. Ownership in Pineapple Hill Estates provides access to premier amenities including a private clubhouse, swimming pool, tennis courts, and pickleball courts. The surrounding Kapalua resort area is home to the world-famous Plantation golf course, scenic hiking trails, and renowned five-star resorts such as Montage Kapalua Bay and The Ritz-Carlton. A variety of acclaimed restaurants offer both local flavors and world-class dining experiences. Offered fully furnished, this exceptional home presents a rare opportunity to own a private piece of paradise—ready for your personal touch and perfectly suited for embracing the refined elegance of luxury island living.

232 Crestview Rd, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$4,950,000

4 Beds ⋅ 2 Baths ⋅ 408089 MLS ⋅ Fee Simple Tenure

Rare opportunity to own one or two contiguous beachfront homes on one of South Maui's favorite beaches. Consolidation of the lots located at 1606 and 1598 Halama Street would create an estate site of over 32,000 square feet. The property is being sold for land value only. The main home and ohana are currently rented to long term tenants. The structures are being sold in "As Is" Condition.

1606 Halama St, Kihei

Listing courtesy of Coldwell Banker Island Prop-KP.

$4,950,000

3 Beds ⋅ 3 Baths ⋅ 408090 MLS ⋅ Fee Simple Tenure

Rare opportunity to own one or two contiguous beachfront homes on one of South Maui's favorite beaches. Consolidation of the lots located at 1598 and 1606 Halama Street would create an estate site of over 32,000 square feet. The property is being sold for land value only. The main home and ohana are currently rented to long term tenants. The structures are being sold in "As Is" Condition.

1598 Halama St, Kihei

Listing courtesy of Coldwell Banker Island Prop-KP.

$4,950,000

3 Beds ⋅ 3 Baths ⋅ 725861 MLS ⋅ ['Fee Simple'] Tenure

One of the best locations in Hanalei. Set in the quiet, cul-de-sac at the end of coveted Weke Road, this well maintained, clean and simple family home at 5527 Weke Road is located just steps from the iconic crescent beach of Hanalei Bay. Across two levels, this peaceful 3 bedroom, 2 bathroom home also offers open living areas for relaxing or entertaining and sits surrounded by lush mountains and pristine waterfalls. With its proximity to Hanalei town center, as well as the beach and waves of Hanalei Bay, this is a true Hanalei lifestyle property. Known for its stunning natural beauty, laid-back atmosphere, and vibrant cultural scene, Hanalei offers a lifestyle that's hard to find anywhere else. In addition to its outdoor attractions, Hanalei is home to a thriving arts and culture community. The town has a number of galleries and boutique shops showcasing the work of local artists, as well as a weekly farmers' market throughout the year. Outdoor pursuits, including swimming, kayaking, surfing, hiking and snorkeling, are all conveniently accessible and world class golf and tennis facilities are located just ten minutes away in Princeville. This is a rare opportunity to own a home in one of the most prized locations on Kauai.

5527 Weke Rd, HANALEI

Listing courtesy of Hawaii Life.

$4,935,000

4 Beds ⋅ 4 Baths ⋅ 411194 MLS ⋅ Fee Simple Tenure

Beyond the gates of Lanikeha within the Kaanapali Golf Estates, you will find 140 Lewa Lani Place. This newly crafted residence combines contemporary island architecture and thoughtful design to embrace the exceptional livability of West Maui. Encompassing more than 3,700 square feet of indoor living space, the four-bedroom, three-and-a-half-bath home enjoys expansive ocean and outer-island views from its elevated Kaanapali locale. Open living and dining areas feature clean architectural lines, warm wood accents, and abundant natural light. Generous windows frame the ocean and surrounding landscape. Enjoy easy access to the outdoor spaces and a spacious covered lanai featuring an infinity-edge pool and spa which share the stunning view. Savor this inviting setting for relaxing, entertaining, and soaking in Kaanapali’s exceptional year-round climate. Inside, a soothing palette of premium materials weaves warmth and refinement into the design. Wide-plank engineered French Oak flooring complements Linea Decor European cabinetry, Silestone countertops, and Viking appliances. The generously proportioned primary suite includes a spacious and indulgent ensuite bath, while a second ensuite bedroom provides additional privacy for guests. Refined vanities and fixtures from Grohe, Kohler, Moen, and TOTO continue to exemplify the attention to detail throughout the home. The residence is pre-wired for security and integrated speakers, features a three-zone A/C system, solar hot water, and is equipped with an integrated whole-home fire suppression system. Offered unfurnished, 140 Lewa Lani Place invites its next curator to bring their vision to the spaces. Lanikeha owners enjoy access to a private clubhouse with a fitness center, pool, and a gathering space for private events. From the privacy of the community, unrivaled beaches, championship golf courses, dining, shopping, and the resorts of Kaanapali are all just minutes away. The architecture, setting, and surroundings are already in place—what comes next is yours to define. If an inspired lifestyle is in the hands of its creator, consider this your canvas.

140 Lewa Lani Pl, Lahaina

Listing courtesy of Island Sotheby's International Realty(L).

$4,900,000

3 Beds ⋅ 3 Baths ⋅ 733494 MLS ⋅ ['Fee Simple'] Tenure

RARE 35-ACRE HOLUALOA COFFEE ESTATE WITH KONA COAST VIEWS Discover an extraordinary opportunity to own approximately 35 acres in the coveted Holualoa area of Hawaiʻi Island, where agriculture, privacy, breathtaking coastal scenery, and a custom Hawaiian home come together in one remarkable property. Once home to a coffee operation, the property offers an established agricultural infrastructure with coffee processing equipment designed to take coffee from freshly harvested cherry through processing to green coffee beans ready for roasting. The existing coffee farm will need to be replanted, creating a unique opportunity for a new owner to reimagine and restore the agricultural operation, establish a new coffee varietal, or create a personalized farm-to-cup vision in one of Kona's most celebrated coffee-growing regions. At the heart of the estate is a beautifully crafted 3-bedroom, 3-bath custom residence encompassing approximately 3,302 square feet. Designed to embrace its spectacular surroundings, the home features multiple balconies overlooking the Kona coastline, providing an exceptional vantage point for Hawaiʻi's legendary sunsets. Imagine relaxing at the end of the day as the sun sinks into the Pacific, with sweeping ocean views stretching along the Kona Coast. The property's substantial acreage provides an uncommon level of privacy and flexibility, with room to cultivate, expand agricultural possibilities, or simply enjoy the space and tranquility of a private Kona estate. The combination of 35 acres, a custom 3-bedroom residence, established coffee-processing infrastructure, agricultural potential, and commanding Kona Coast sunset views makes this a truly distinctive opportunity.

76-1133 Waiono Ranch Rd, HOLUALOA

Listing courtesy of eXp Realty.

$4,900,000

5 Beds ⋅ 5 Baths ⋅ 202618611 MLS ⋅ FS - Fee Simple Tenure

Konishiki Hale is a one-of-a-kind beachfront estate built by Hawaii-born sumo legend Konishiki Yasokichi. Set across two oceanfront parcels on Oahu’s Leeward Coast, the property combines scale, privacy, and a story that is impossible to replicate. The main residence features soaring wood-clad ceilings, expansive gathering spaces, and walls of glass that open the home to sweeping Pacific views. The ocean-facing kitchen is anchored by a large granite island and flows naturally into the main living areas, creating an ideal setup for entertaining and everyday living. Outside, the estate feels private and removed, with mature landscaping, broad lawns, covered lanais, and a tropical pool with waterfall. A detached guesthouse adds flexibility for visitors, extended family, or additional living space. With direct beach access, coastline and Waianae Mountain views, and unforgettable sunsets, Konishiki Hale offers a rare opportunity to own a substantial oceanfront property with genuine Hawaii history behind it. Square footage on mls may differ from tax records due to two tmk's being included. Buyer to do their own due diligence.

87-579 Farrington Highway, Waianae

Listing courtesy of Real Broker.

$4,900,000

3 Beds ⋅ 4 Baths ⋅ 723034 MLS ⋅ ['Fee Simple'] Tenure

Club Cottage #11 within Kukuiula consists of a serene and architecturally significant 2-bedroom 2.5 bath residence and a complementing 1-bedroom 1 bath detached guest house. Located adjacent to The Club at Kukuiula, this property affords the exclusive opportunity to join the exclusive Lodge Program at Kukuiula where you and your vacationing guests may enjoy coveted access to the Club at Kukuiula and its amenities. This Club Cottage Property provides fine features Including: Conditioned Living: 2,048 SF Living Lanai: 660 SF Land Area: 13,522 SF Two Primary Suites with Large Built-in Closets Two Bathrooms with Dual Sinks, Tub and Interior & Shower Garden Showers One Bedroom – One Bath Guest Cottage Oversized covered lanai spaces Dark Ipe Flooring Black Honed Granite Kitchen Countertops GE Monogram Series & SubZero Kitchen Appliances Professionally Designed Furnishings Included Private Front and Backyards Lush Tropical Native Plantings Lava Rock Fire Pit Kukuiula Ownership Privileges and Amenities Include: Private Club Membership Tom Weiskopf-designed, Private 18-hole Par-72 golf course that was named, "Best New Private Golf Course 2011" by Golf Magazine World-class spa featuring indoor/outdoor treatment rooms, outdoor lap pool, steam rooms, and complete fitness rooms and movement studios Golf Club House Fine dining in the Kukuiula Plantation House Design Guidelines Comprehensive paths and hiking trails throughout the Community Roving 24/7 Security Services Access to Upcountry Farm and Lake Fitness and Spa Programs Volleyball, Pickleball, Tennis, Pool Bar and Grille Club Membership Initiation Fee of $150,000.00 payable at closing by Buyer

2815 Ke Alaula Street, KOLOA

Listing courtesy of COMPASS.

$4,900,000

3 Beds ⋅ 4 Baths ⋅ 202519051 MLS ⋅ FS - Fee Simple Tenure

Club Cottage #11 within Kukuiula consists of a serene and architecturally significant 2-bedroom/2.5-bath residence and a complementing 1 bedroom 1 bath detached guest house. Located adjacent to The Club at Kukuiula, this property affords the exclusive opportunity to join the exclusive Lodge Program at Kukuiula where you and your vacationing guests may enjoy coveted access to the Club at Kukuiula and its amenities.This Club Cottage Property provides fine features including: 2 Primary Suites, a Separate, Detached 1-bdrm Cottage, Professionally Designed Furnishings, Private Front and Backyards, Lush Tropical Native Plantings, and Lava Rock Fire Pit. Amenities Include: Private Club Membership, Tom Weiskopf-designed, Private 18-hole Par-72 golf course, World-class spa featuring indoor/outdoor treatment rooms, outdoor lap pool, steam rooms, and complete fitness rooms and movement studios, Golf Club House, Fine dining in the Kukuiula Plantation House, Design Guidelines, Comprehensive paths and hiking trails throughout the Community, Roving 24/7 Security Services, Access to Upcountry Farm and Lake, Fitness and Spa Programs, Volleyball, Pickleball, Tennis, Pool Bar and Grille.

2815 Ke Alaula Street, Koloa

Listing courtesy of Locations LLC.

$4,895,000

3 Beds ⋅ 4 Baths ⋅ 732411 MLS ⋅ ['Fee Simple'] Tenure

One owner. Never rented. Located within Kukuiʻula's federally designated Opportunity Zone. Buyers should consult their tax advisor regarding eligibility and potential benefits. Ideally situated on one of Kukuiʻula's most desirable streets, this single level residence offers convenient access by foot or golf cart to The Club at Kukuiʻula, the Tom Weiskopf award winning golf course, and the Shops at Kukuiʻula. Direct golf cart access connects to Kukuiʻula's landscaped greenbelt, ponds, waterfalls, and pathways throughout the community. The 3 bedroom, 3.5 bathroom home offers approximately 2,760 sqft of interior living space on a 13,553 sqft homesite, larger than many in the Kaulu neighborhood. Property Features: ° 16 foot wall of Afromosia framed pocketing glass and screened doors that tuck completely away for seamless indoor outdoor living ° Plantation inspired architecture with ensuite baths & private outdoor garden showers ° Zoned for vacation rental (VDA) ° Custom Afromosia cabinetry ° Taj Mahal quartzite countertops ° Premium appliances ° Walk in pantry with dedicated climate control ° Primary suite with cedar lined walk in closet ° Standing height semi finished attic with angled pull down ladder and handrail ° Private pool, covered pavilion, and built in BBQ ° Central AC, whole house water filtration, instant and solar hot water, and 18 owned - photovoltaic panels ° Oversized garage with third bay, plumbing and electrical roughed in for future flexibility, subject to County and Kukuiʻula approval A rare opportunity to own a meticulously maintained Kukuiʻula residence combining thoughtful island architecture, privacy, and an unmatched Kauaʻi lifestyle.

5015 Lau Nahele St, KOLOA

Listing courtesy of Kamen Realty & Development LLC.

$4,859,999

6 Beds ⋅ 4 Baths ⋅ 202617181 MLS ⋅ FS - Fee Simple Tenure

This elegant two-story 6 bedroom and 4 bathroom home blends functional layout with a distinct tropical Hawaiian aesthetic. The expansive main floor includes two living areas. A dining room and multiple bedrooms. The primary kitchen features rich cherry wood cabinetry, granite countertops, stainless steel wall ovens and hardwood flooring. A secondary kitchenette includes dark granite counters and a cozy dining nook. The main living areas showcases gleaming engineered floors, tropical-style ceiling fans, and large sliding glass doors that open directly to an outdoor pool and covered patios, ideal for seamless indoor-outdoor living. Bedrooms are generously sized, with three primary ensuite bedrooms. Plantation shutters, hardwood floors, ceiling fans, and split AC’s throughout the home. The upstairs ensuite bedroom features a walk in closet and separate office area. Bathrooms are well-appointed, green mosaic tile accents, and tropical-themed décor. The home carries a warm island-inspired character with vibrant natural materials. A gated, keyed, beach entrance is available exclusively for neighbors on this street.

56 Namala Place, Kailua

Listing courtesy of Coldwell Banker Realty.

$4,800,000

4 Beds ⋅ 4 Baths ⋅ 732592 MLS ⋅ ['Fee Simple'] Tenure ⋅ Nob Hill I BLDG.

Positioned at one of the highest elevations in Waimea, this exceptional property captures sweeping panoramic views of Mauna Kea, Mauna Loa, Hualālai, the Kohala coastline, the Pacific Ocean, and Waimea's rolling green pastures. Set on a generous 19,950 sq. ft. lot along one of Waimea's most desirable streets, the residence offers approximately 3,365 sq. ft. of living space, including a newly constructed detached two-car garage with a private one-bedroom, one-bath guest apartment above. Originally built in 1993, this exceptional residence has been luxuriously renovated and thoughtfully upgraded throughout by the current owner. The home seamlessly blends timeless character with refined contemporary finishes and thoughtful upgrades throughout. The flexible floor plan offers generous living spaces that can accommodate extended family, guests, a home office, gym, or income-producing opportunities. Glass-enclosed lanais on both levels frame the extraordinary mountain and ocean vistas while creating comfortable year-round indoor-outdoor living in Waimea's ideal climate. Ideally located just minutes from the heart of Waimea, the property enjoys convenient access to acclaimed private schools, restaurants, shopping, medical services, and cultural attractions. The world-renowned beaches, championship golf courses, and luxury resorts of the Kohala Coast are only a short drive away. Combining exceptional craftsmanship, remarkable views, generous living spaces, and one of Waimea's premier locations, this is a rare opportunity to own one of the area's finest luxury residences.

65-1347 Konokohau Rd, KAMUELA

Listing courtesy of Hawaii Life.

$4,800,000

5 Beds ⋅ 7 Baths ⋅ 202528272 MLS ⋅ FS - Fee Simple Tenure

Perched on the eastern facing perimeter of the prestigious Hawai’i Loa Ridge, 875 Ikena Circle brings a unique grandness to Oahu. Enjoy picturesque views of the Pacific Ocean, Hawai’i Kai Marina, Koko Head, and Portlock. A multi level layout provides the ideal recipe for entertainment and multigenerational living. The main level of the home showcases vaulted ceilings and an abundance of natural light. A spacious primary bedroom suite is situated on the main level adjacent to the living room. Make your way downstairs where you are presented with 3 suites along with an additional living room that opens to the pool deck. A detached pool house provides a personal sanctuary that can be utilized as a home office, a space for guests, or a cozy man cave. Amenities within the community include: Gated entry, 24/7 security, tennis & pickleball.

875 Ikena Circle, Honolulu

Listing courtesy of Coldwell Banker Island Prop.

$4,770,000

5 Beds ⋅ 3 Baths ⋅ 732847 MLS ⋅ ['Fee Simple'] Tenure

Wake up and smell the Kona coffee, grown, processed and roasted right here on the estate. Kona Rainforest presents a rare opportunity to acquire one of the larger USDA Certified Organic Kona coffee farms, spanning 78.64 acres across three contiguous parcels in the heart of the Kona Coffee Belt. This turnkey farm to cup estate includes two residences, approximately 35 acres of coffee, extensive processing infrastructure, an estate roastery, established brand, equipment, rolling stock and operating business. More than two decades of cultivation have transformed Kona Rainforest from five planted acres into the expansive coffee estate it is today, earning recognition as a Kona Classic Division winner at the Kona Coffee Cupping Competition. Property highlights include: • Approximately 35 acres of coffee at 1,600 to 2,200 feet elevation. • Coffee varieties include Kona Typica, Red Bourbon, SL34 and K7. • Tropical fruit trees including established lychee trees. • Processing infrastructure including optical sorter, fermentation tanks and climate controlled storage. • Original wet mill and drying building remain functional but are not currently in use. • Estate roastery for on site roasting and packaging. • Newly built approximately 8,000 sq ft processing facility. • Established brand, website and online retail channels. Entirely off grid, the processing facility is powered by a 39 kW photovoltaic array with Blue Ion battery storage and 48 kW Generac backup. The two residences are powered by a separate solar system. Rain catchment provides approximately 150,000 gallons of designed water storage capacity. Two ocean view residences convey, including a 3 bedroom, 2 bath main residence with attached great room and a separate 2 bedroom, 1 bath farm dwelling. The operating business, brand, website, vehicles, tractors, and various farm implements are included in the offering.

87-2854 Hawaii Belt Rd, CAPTAIN COOK

Listing courtesy of eXp Realty.

$4,750,000

4 Beds ⋅ 4 Baths ⋅ 733010 MLS ⋅ ['Fee Simple'] Tenure

Ocean, golf course, mountain, and Maui views take center stage at Moani Heights 3. Within a small gated community at Mauna Kea Resort, this golf-front residence enjoys a sweeping, front-row outlook with a comfortable setback from the fairway. The setting feels open, inviting, and unmistakably Hawaiʻi. With approximately 2,901 square feet of interior living space, four bedrooms and four full baths, the home offers room to gather and space to retreat. High ceilings and expansive glass doors draw the scenery into the living and dining areas, opening to a covered lanai designed for leisurely meals and relaxed afternoons. Beyond, a private infinity-edge pool and spa overlook the fairways and Pacific Ocean. The dining room is lovely, but the lanai may get most of the reservations. The kitchen features Sub-Zero and Viking appliances, gas cooking, and generous cabinetry. The primary suite enjoys ocean, golf course, and Maui views, while the separate ʻohana suite, complete with its own kitchen and full bath, provides a welcoming retreat with added privacy for guests. Owned solar and a two-car garage add everyday convenience. The surrounding Mauna Kea Resort brings together the white-sand shores of Kaunaʻoa Bay and Hāpuna Beach, two championship golf courses, oceanfront tennis and pickleball, and a variety of dining experiences. Owners may purchase membership in The Club at Mauna Kea Resort for access to amenities at both Mauna Kea Beach Hotel and The Westin Hāpuna Beach Resort, including beach and pool services, fitness facilities and golf and tennis privileges, subject to the selected membership plan, fees and current Club terms. Expansive views, a separate guest retreat and poolside living come together in one of the Kohala Coast’s most established resort settings. Explore the virtual tour on the top right-hand side of this listing for a closer look inside.

62-4014 Moani Pikake Pl, KAMUELA

Listing courtesy of Better Homes and Gardens Real Estate Island Lifestyle.

$4,750,000

2 Beds ⋅ 2 Baths ⋅ 410959 MLS ⋅ Fee Simple Tenure

Old Kihei, the way it used to be. Beneath huge old mango trees, this gracious 1938 beach house recalls an earlier Hawai'i of open lanais, trade winds and evenings spent watching the sun sink into the Pacific. Completely remodeled in 2006, the 2BR/2BA, 1,156 SF home retains its Territorial-era character with soaring gables and post & pier construction, while an airy great room and travertine floors bring it comfortably into the present. A 252 SF covered lanai spans the entire ocean side of the home—made for morning coffee, shared meals and year-round sunsets, from open ocean to Lana'i, with whales offshore in season. Beyond the yard, State-owned open land dotted with coconut palms leads toward a natural beach approximately 170' away, without a seawall or revetment. Honu have nested directly in front, and groups regularly come ashore nearby at sunset. Separate 2-car garage & washhouse (laundry.) Beach access next door, Azeka Makai approximately 400' away, and much of everyday Kihei within walking distance. Tennis, pickleball and County pool nearby. Many homes try to capture old Hawai'i. This one has been here all along. This is Unit 1 of a 2-unit Land Condo-Adjacent 6,495 SF CPR Unit 2 also available (Vacant Land MLS #410958; $250K discount with purchase of both.)

1210 Uluniu Rd Unit Unit 1, Kihei

Listing courtesy of Hawaiian Voyage Realty.

$4,750,000

11 Beds ⋅ 8 Baths ⋅ 202616094 MLS ⋅ FS - Fee Simple Tenure

This rare 27,725 sq. ft. estate property has fabulous mountain views over the wide canal, in a prime Kailua location one street from the beach. Enjoy over 295 ft of direct waterfront canal living! Kayak, SUP right from your yard. The layout gives you incredible flexibility, featuring multiple suites within a spacious compound. The original single-level 3-bedroom/2-bath home opens to a green yard along the waterfront, flanked by two 2-bedroom/1-bath wings with private entrances and ample parking. A breezeway carport connects to another living area with 3 bedrooms/2.5-baths upstairs opening to a gorgeous view lanai. On the ground level is a two-car enclosed garage and workshop plus a 1-bd/1-bath wing. The property has been well-kept and maintained over the years by one family. Everything Kailua has to offer is convenient to this estate including the canal, beach, restaurants and businesses, shopping centers, the Pali and H-3. 117 owned PV panels and EV Charger too! Don’t miss this one-of-a-kind opportunity!

865 N Kalaheo Avenue, Kailua

Listing courtesy of Coldwell Banker Realty.

$4,750,000

4 Beds ⋅ 4 Baths ⋅ 202614529 MLS ⋅ FS - Fee Simple Tenure

Live in a truly custom designed and renovated home in Waialae Iki, the result of a four year project devoted to craftsmanship, function, and thoughtful design. Enter a kitchen where rich forest green cabinetry echoes the lush greenery surrounding the home, paired with premium Thermador appliances with integrated smart technology. This four bedroom, three and a half bath residence features two primary suites, high vaulted ceilings, custom bathrooms, and carefully selected finishes throughout. A whole home water purification system, thoughtfully engineered drainage, and an enlarged garage reflect the attention given to every detail. Seamless indoor-outdoor living and lush landscaping create rare privacy, while the newly plastered and retiled pool and patio complete this exceptional Waialae Iki residence.

1931 Alaweo Street, Honolulu

Listing courtesy of REMAX Hawaii.

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