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396 Dune Circle, Kailua
$12,995,000
4 Beds ⋅ 4 Baths ⋅ 202606968 MLS ⋅ FS - Fee Simple Tenure
Exquisite beachfront estate on coveted Dune Circle in Kailua, tucked away on a quiet cul-de-sac. Built in 2006, this sophisticated custom residence seamlessly blends luxury, privacy, & effortless island living. Enter through a private tropical courtyard featuring a sunny pool & hot tub, beautifully redesigned in 2016 by DeBiasi Pacific, along with a spacious BBQ area ideal for entertaining. Inside, sweeping ocean views pour through floor-to-ceiling windows, filling the great room, chef’s kitchen, & primary suite with natural light. The stunning kitchen is anchored by a curved island with seating, creating an inviting gathering space for family & guests. Seamless indoor-outdoor flow extends to multiple lanai areas—perfect for relaxing poolside or taking in the ocean views. A detached guest suite or fitness room, complete with a Murphy bed, offers flexibility & privacy just off the pool area. The home is thoughtfully buffered from the beach by a lush, grassy lawn, providing both privacy & direct access to the soft sands of Kailua Beach. Enjoy the comfort of central A/C, or drift off to sleep with the soothing sound of the waves and gentle trade winds. Beachfront living at its finest.

396 Dune Circle, Kailua

Listing courtesy of Corcoran Pacific Properties.

1642 W Kuiaha Rd, Haiku
$12,900,000
4 Beds ⋅ 4 Baths ⋅ 411187 MLS ⋅ Fee Simple Tenure
There are properties that follow the landscape, and others that transform the way you experience it. Set across more than 18 acres of rolling green pastures in Haiku, this extraordinary modern retreat offers a remarkable intersection of architecture, art, and nature, with sweeping views from Haleakala to the Pacific Ocean. Designed by SEE Architecture and featured in Dwell, Wallpaper, and Maui Magazine, the residence draws inspiration from celebrated museums, mid-century modernism, and the understated elegance of contemporary retreat architecture. Its clean, minimalist exterior reveals a beautifully considered interior, where soaring glass walls frame the surrounding landscape and blur the distinction between indoors and out. The materials are as exceptional as the design itself. Vein-cut silver travertine, western red cedar, Italian porcelain tile, custom Henrybuilt cabinetry, Heath Ceramics tile, Waterworks fixtures, and a bronze-clad Honduran mahogany pivot entry door reflect an uncompromising attention to craftsmanship. A precision-engineered BONE Structure steel framing system forms the architectural foundation. Beyond the residence, more than two decades of thoughtfully cultivated landscaping have created a lush private setting. Mature tropical gardens, established orchards, expansive pastures, sculptural stone installations, and a sleek swimming pool complement the architecture while celebrating the natural beauty of Ha?iku. A separate two-bedroom guest cottage offers its own private retreat, complete with a full kitchen, covered lanais, and garden views. A 1,000 sq ft barn near a secluded eucalyptus grove provides additional utility and flexibility, while the property's fenced pastures and existing equestrian infrastructure invite a connection to the land. The result is something rarely encountered on Maui: a property where contemporary architecture, extraordinary craftsmanship, and the freedom of expansive acreage exist in remarkable harmony.

1642 W Kuiaha Rd, Haiku

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

8 Kapalua Pl, Lahaina
$12,900,000
5 Beds ⋅ 8 Baths ⋅ 409428 MLS ⋅ Fee Simple Tenure
Nestled withing the prestigious enclave to Kapalua Place, this extraordinary oceanview estate on over 1 landscaped acre offers an unparalleled blend of luxury, privacy, and island elegance. Encompassing over 10,000 square feet of living space, the magnificent five bedroom, 7.5 bath residence is designed to capture the essence of refined Hawaiian living. Thoughtfully crafted with an expansive open floor plan, the home flows seamlessly from grand interior living spaces to breathtaking outdoor spaces perfect for effortless entertaining and relaxed island living. Walls of glass frame panoramic ocean vistas while inviting natural light and gentle trade winds throughout the residence. The open chef's kitchen with gorgeous granite countertops anchors the main living area and opens to generous living and dining areas for hosting both intimate dinners and large celebrations. Each of the 5 bedroom suites offers exceptional comfort and privacy creating a serene retreat for family and guests alike. Complete with an elevator. The resort style outdoor living spaces create a tropical sanctuary designed for both relaxation and entertaining. At the heart of the grounds is a spectacular swimming pool accented by a cascading waterfall evoking the ambiance of a five star luxury living in the Kapalua resort. There is a separate private spa. Set within Maui's most coveted enclaves, this remarkable property provides both exclusivity and proximity to the world-class amenities of Kapalua, including championship golf, pristine beaches, fine dining, and luxury resort experiences. A rare offering where timeless architecture, breathtaking ocean views, famous sunsets and the west maui mountains frame the views and the spirit of aloha come together in perfect harmony. Private gated enterance to the white sand beach at Oneloa Bay with views up the coastline to Honolua Bay.

8 Kapalua Pl, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

5385 Lower Honoapi'ilani Rd, Lahaina
$12,900,000
8 Beds ⋅ 13 Baths ⋅ 408480 MLS ⋅ Fee Simple Tenure
Located in gorgeous Napili, Maui, 5385 Lower Honoapi'ilani Road, also known as the Napili Beach House, is a uniquely spacious Maui home boasting stunning views of Napili Bay, the enchanting island of Moloka'i, and incredible features throughout. Amenities include a gated entrance, a heated rooftop ocean-view swimming pool with spa, an outdoor rooftop kitchen with a built-in barbecue, an elevator, two dining areas, two Great Rooms, two dens, and twelve Smart TVs. The home's expansive rooftop deck features a magnificent swimming pool and jetted spa, surrounded by panoramic ocean views and a majestic mountain backdrop. Imagine taking a dip in the pool or luxuriating in the jetted spa as you soak in the breathtaking sunset every evening. During winter, you can watch majestic humpback whales frolicking just offshore from the comfort of your home's private perch! The rooftop also includes an outdoor kitchen, barbecue, dishwasher, and refrigerator, allowing you to prepare meals in a stunning setting. You can enjoy breathtaking views from the second floor, which features two magnificent Great Rooms and four exquisite bedrooms, transforming it into the vibrant heart of this extraordinary home. The second floor is accessible via a private elevator or two staircases, making the home mobility-friendly. On one side, you'll discover a culinary haven with a gourmet kitchen, dining area, and a spacious Great Room. On the other side, indulge in the ultimate entertainment experience at the sleek wet bar, accompanied by a wine fridge, a second dining area, and an equally impressive second Great Room! Large sliding glass doors seamlessly connect two distinct lanai areas. The gourmet kitchen is well-appointed, with everything a home chef may need. There is a 5-burner range, double refrigerator, dishwasher, and microwave. A full-size freezer and a separate commercial ice maker are just off the kitchen. Eight bedrooms provide ample space for family and friends. All bedrooms have en-suite baths and are lavishly outfitted with California King beds. Each first-floor bedroom opens onto a quiet lanai in the backyard, sheltered from street view, while the four second-floor bedrooms offer stunning ocean views. The first floor also features two offices and two private dens equipped with large Smart TVs in a media-room setting. Central air conditioning with individual climate controls and ceiling fans ensures personalized comfort in every room. You are also within walking distance of gorgeous Napili Bay and a short drive from award-winning Kapalua Bay Beach and the world-class PGA Plantation Course. This unique home offers a rare opportunity for someone seeking a large Maui residence close to the ocean, services, and entertainment. The property must be seen!

5385 Lower Honoapi'ilani Rd, Lahaina

Listing courtesy of Welcome Hawaii Properties.

68-1029 Pauoa Way, KAMUELA
$12,900,000
5 Beds ⋅ 6 Baths ⋅ 725565 MLS ⋅ ['Fee Simple'] Tenure
Beachfront property at Pauoa Beach within Mauna Lani Resort, occupying one of the most sought after parcels along this coast, with direct access to the sand and uninterrupted ocean and sunset views from its private setting. Set on over an acre with generous ocean frontage, the property’s orientation captures year round sunsets, coastal breezes, and affords a spectacular view of the Pacific. The beach begins at the edge of the backyard, creating an intimate connection to the ocean. The existing residence retains its permitted footprint and utilities in place, presenting an exceptional opportunity for a full rebuild or remodel to modern standards. Residents enjoy access to the exclusive oceanfront Pauoa Beach Club, with its private pool, fitness pavilion, and direct beach entry onto one of the resort’s most scenic oceanfront coves. The shoreline here features calm waters ideal for swimming and snorkeling, set against natural lava formations. Mauna Lani Resort also offers world class golf, tennis, and spa facilities, together with fine dining and boutique shopping within minutes of the property. Offered at $12.9 million, this property represents the value of its premier site and enduring position within one of Hawaiis most private enclaves.

68-1029 Pauoa Way, KAMUELA

Listing courtesy of Private Listings Hawaii.

4441 Pilikoa St, HANALEI
$12,500,000
6 Beds ⋅ 3 Baths ⋅ 734426 MLS ⋅ ['Fee Simple'] Tenure
Steps from the sand at iconic Hanalei, where emerald mountains embrace the crescent shores of the bay, this distinctive residence embodies the beauty of Kauaʻi, as the spirit of aloha brightens each day. A rare Hanalei investment opportunity with a coveted TVNC permit #1021 and decades of established vacation rental history, this distinctive 6 BD, 3 BA, 3,006 sq. ft. custom wood-and-glass residence offers a compelling combination of lifestyle and income potential. Offered for the first time in over three decades, this long-held property features soaring open-beam ceilings, rich natural woodwork, expansive windows, and wraparound lanais immersed in tropical greenery. Arranged across three levels, the versatile floor plan includes a 3 BD, 2 BA main living area with approximately 500 sq. ft. of wraparound lanais, a separate 2 BD, 1 BA lower-level living area with private entrance, expanded carport, ample storage, and a flexible upper-level family room with study overlooking the treetops. Ideal for multigenerational living, extended family, a second home, or investment. Set in the sought-after Hanalei Palms neighborhood, the property enjoys private tropical gardens including avocado, papaya, and banana trees. Waterfall and mountain scenery, swaying palms, and Hanalei’s natural beauty create a tranquil retreat, just a short stroll from the village. Enjoy beach walks, surfing, sailing, fishing, paddling the Hanalei River, or strolling to the beloved Hanalei Pier. Shops, coffee, groceries, acclaimed dining, art galleries, and boutiques are nearby, along with North Shore golf, tennis, and resort amenities. A rare Hanalei offering where cherished ownership, established vacation rental history, and the extraordinary beauty of Kauaʻi come together in a home that invites you to experience the spirit of aloha every day.

4441 Pilikoa St, HANALEI

Listing courtesy of Berkshire Hathaway HomeServices Hawaii Island Properties.

7336 Alealea Rd, HANALEI
$12,500,000
3 Beds ⋅ 4 Baths ⋅ 726686 MLS ⋅ ['Fee Simple'] Tenure
Set directly above the golden sand in Ha‘ena on Kaua‘i’s North Shore, this contemporary beachfront home offers immediate access to the beach in a quiet, naturally sheltered setting. Reef-protected water lies just beyond the lanai, with ridgelines behind, creating a location that feels open yet protected. The open, one-level floor plan supports easy, everyday living. The home connects indoor and outdoor spaces through covered and shaded lanais finished in ipe decking that extend the living areas toward the shoreline. The design supports a relaxed way of living—morning walks on the beach, time in the water, outdoor meals, and evenings spent listening to the ocean. Interior finishes are natural and durable, including reclaimed teak cabinetry, wide-plank walnut flooring, honed black basalt countertops, and custom millwork. Rooms are spacious and well proportioned throughout. The primary suite is set apart with private lanai access and a bath that includes a soaking tub and walk-in steam shower. The kitchen is centrally located and designed for daily use and entertaining, with a large island, Viking cooktop, Sub-Zero refrigerator, and open living spaces that flow into a media room. Two additional bedrooms with en suite baths provide flexibility for guests or extended stays. Additional features include a brand new split-zoned air-conditioning system, an outdoor shower, whole-house water filtration, integrated audio, solar photovoltaic system with Tesla PowerWall, copper gutters with rain chains, gated entry, and an attached two-car garage. The property has been consistently cared for. Just beyond Hanalei, Ha‘ena is known for limited development and long-term stewardship. The home is close to Tunnels, Ke‘e, Lumaha‘i Beach, Limahuli Garden, and the Nā Pali Coast trails, while remaining removed from traffic and crowds.

7336 Alealea Rd, HANALEI

Listing courtesy of Hawaii Life.

114 Keoawa St, Lahaina
$12,250,000
4 Beds ⋅ 5 Baths ⋅ 410057 MLS ⋅ Fee Simple Tenure
A rare offering in Kapalua's coveted Honolua Ridge. This private estate commands sweeping ocean vistas with Molokai Island, Honolua Bay, and miles of Pacific blue ocean as a breathtaking backdrop, complemented by views across the renowned Kapalua Plantation Course. Beyond the gates, exquisite landscaping and a stunning Wyland dolphin sculpture greet you, setting the tone for a residence defined by artistry, grand scale and thoughtful design throughout. Perched above the west Maui coastline on a generous, gently sloping lot, the home is designed to embrace Maui's signature indoor-outdoor lifestyle, with expansive living spaces flowing seamlessly to multiple covered and uncovered lanais, a large resort style pool, and lush tropical gardens. The main residence features a chef's kitchen including 2 islands, complemented by and additional prep kitchen ideal for refined daily living and elevated entertaining. Rich acacia wood floors, custom wood detailing, and carefully selected finishes reflect a commitment to craftsmanship and timeless island elegance throughout. The home features a private office, 4 ensuite bedrooms that all enjoy exquisite ocean views, A detached 2-bedroom, 2-bathroom ohana offers exceptional versatility for hosting guests, extended family, or creating a private retreat. It is privately situated with its own driveway and garage. From the gorgeous Maui sunsets and panoramic sea views to the serenity of surrounding golf and coastal landscapes, this fee simple estate delivers privacy, space, and enduring sophistication in one of west Maui's most prestigious enclaves. Kapalua resort is a 23,000-acre planned community comprised of 12 residential neighborhoods of single-family homes and luxury vacation condominiums. Residents enjoy privileged access to the amenities of the world renowned The Resort at Kapalua Bay, the prestigious Ritz Carlton Kapalua Hotel, championship golf courses, the acclaimed Golf Academy, The Kapalua Tennis and Pickleball Garden, 3 pristine white sandy beaches, and miles of scenic coastal and hiking trails that showcase the natural beauty of the island of Maui and the luxurious Kapalua Resort. Enhancing the resort lifestyle is the spectacular 30,000 square foot spa, ideally situated adjacent to the hotel and Coconut Grove, The resort is also home to several award winning restaurants, where exceptional cuisine, ocean views, and impeccable service create memorable dining experiences.

114 Keoawa St, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

79-7346 Hawaii Belt Rd, KEALAKEKUA
$12,000,000
9 Beds ⋅ 6 Baths ⋅ 734778 MLS ⋅ ['Fee Simple'] Tenure
Stunning 20-Acre Kona Coffee Farm – Turnkey Agricultural Paradise Nestled in the heart of Hawaii’s world-renowned Kona coffee belt, this breathtaking 20-acre farm offers a rare opportunity to own a fully operational, income-generating agricultural estate. With lush coffee orchards, state-of-the-art facilities, and established business ventures, this property is a dream for entrepreneurs, coffee enthusiasts, and investors alike. Key Features: • 20 acres of fertile, well-maintained land producing premium Kona coffee • Fully equipped wet mill and dry mill for efficient, high-quality coffee processing • Charming on-site coffee shop showcasing farm-fresh brews and attracting visitors • Special use permit for bus tours, with a thriving tour business highlighting the farm’s coffee production and scenic beauty • Multiple vacation rental units offering guests an authentic farm-stay experience • Panoramic views of the Kona coastline and lush tropical surroundings • Established processes and operational infrastructure for seamless business continuity This property is more than a farm—it’s a lifestyle and a legacy. Perfect for those seeking to immerse themselves in Kona’s rich coffee culture while running a multifaceted business with diverse revenue streams. Don’t miss this chance to own a piece of paradise in one of the world’s most coveted coffee-growing regions. This sale includes two contiguous 10 acre parcels (3-7-9-7-72 and 3-7-9-7-8) for a total of 20 acres.

79-7346 Hawaii Belt Rd, KEALAKEKUA

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

4851 Lower Honoapiilani Rd, Lahaina
$12,000,000
4 Beds ⋅ 4 Baths ⋅ 410353 MLS ⋅ Fee Simple Tenure
This contemporary Polynesian-style oceanfront gated estate is architecturally designed to maximize ocean views. 4851 Lower Honoapiilani Road is built with the highest quality, high-tech materials, and finishes. 10-foot motorized pocket doors create seamless indoor-outdoor living for both entertainment and relaxation. The lower level features a great room, dining area, spectacular kitchen, 2 bedroom suites, an additional bedroom or home office, media room, fabulous infinity pool, spa, and water features. The upper level features the primary suite easily accessible by elevator with a mezzanine and expansive ocean views from a private lanai. The attached ohana features its own living room, kitchen, bedroom, walk-in closet and full bath, also with a private tiled lanai and ocean views. There is a 3-car garage and custom water features at entry. Offered Turnkey.

4851 Lower Honoapiilani Rd, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

1586 Mokulua Drive, Kailua
$11,950,000
4 Beds ⋅ 5 Baths ⋅ 202611360 MLS ⋅ FS - Fee Simple Tenure
LANIKAI 5 STAR RESORT, with steps right into the sea. This charming jewel box sits right on the bright blue clear waters of Lanikai with a perfect view of the Mokulua Islands. Open your eyes each day to incredible Lanikai Sunrises! Situated at the quiet coveted end of the Lanikai loop, this home is private, gated and has everything for your new Hawaiian lifestyle. Newly built in 2007 by Chris Emerson this custom home is a show case of quality construction with a timeless Hawaiian design. This well maintained home features board-and-batten on both the interior and exterior walls of the home, vaulted Ceilings in each room, all custom doors and built ins, concrete floors, marble counter tops, mature landscaping, large park like green spaces with over 18,000 sq ft of land, and a newly renovated salt water pool & jacuzzi. The Main home features 3 ensuite beds with 3.5 baths, 2 outside showers, a very large primary closet, the pool house / recreation room is now set up as a bedroom with private bath. Features include an Infrared sauna, small gym area, oversized 2 car garage, gated 1 car carport, 2 on demand gas water heaters, propane gas, gas tiki torches, solar panels and generator.

1586 Mokulua Drive, Kailua

Listing courtesy of Compass.

4201 Anini Vista Dr Unit C, KILAUEA
$11,115,000
4 Beds ⋅ 5 Baths ⋅ 728629 MLS ⋅ ['Fee Simple'] Tenure ⋅ Kohola Point BLDG.
An elegant modern oceanview estate in Anini Vista on the North Shore of Kaua'i, this four-bedroom residence sits within a private gated enclave atop the bluffs overlooking Anini's reef-sheltered waters, with sweeping views from nearly every room. Upon entry, a covered breezeway welcomes you into an outdoor dining and entertainment space, where the pavilion design creates a natural flow between indoor and outdoor living. The eastern pavilion serves as the heart of the home, with living and dining areas, a well-appointed kitchen, and spacious primary suite. Views extend from Anini's reef to Kīlauea Lighthouse. Across the breezeway, three bedrooms offer comfort and privacy, two with ensuite baths alongside the pool and private ocean-view lanais. An infinity-edge pool and spa with generous lanai complete the setting. The property offers access to Kīlauea, Princeville, and Hanalei, with world-class golf, dining, beaches, and surf. Anini Beach and its calm, protected waters are minutes away. An opportunity to experience island living at its finest on Kaua'i's North Shore.

4201 Anini Vista Dr Unit C, KILAUEA

Listing courtesy of Hawaii Life.

3735 C Diamond Head Road, Honolulu
$11,000,000
5 Beds ⋅ 4 Baths ⋅ 202613905 MLS ⋅ FS - Fee Simple Tenure
TIMELESS DIAMOND HEAD BEACHFRONT LIVING. Tucked away at the end of a private drive on highly coveted Diamond Head Beach, this classic 5-BD, 4-BA beachfront residence presents a rare opportunity to own in one of Oahu's most iconic oceanfront enclaves. Situated on a 15,398 sq ft parcel, the home enjoys spectacular unobstructed ocean views, rolling surf, swaying coconut palms & the soothing sounds of the Pacific from an exceptionally private setting. A welcoming courtyard w/ tropical landscaping & signature plumeria tree leads to light-filled interiors w/ vaulted ceilings & an open floor plan showcasing the sparkling azure waters of the Pacific. Expansive living & dining areas flow seamlessly to the oceanfront lanai, grassy seaside lawn, and steps to the water's edge. The kitchen features granite countertops, abundant cabinetry, dine-in seating & a breakfast nook. The oceanfront primary suite enjoys breathtaking views & spa like bath. Four additional bedrooms offer flexibility for family/guests or office. Conveniently located near Kapiolani Park, Diamond HD hiking trails, golf, Farmers Market, Waikiki, restaurants & shopping. A truly rare opportunity to own on Diamond Head Beach.

3735 C Diamond Head Road, Honolulu

Listing courtesy of Coldwell Banker Realty.

14 Halapa Pl, Kihei
$10,998,000
4 Beds ⋅ 5 Baths ⋅ 411371 MLS ⋅ Fee Simple Tenure
Perched atop the exclusive and private enclave of The Ridge at Wailea, this extraordinary Guy Dreier-designed residence is a rare expression of contemporary architecture where design, light, and nature exist in perfect harmony. This remarkable residence is more than a home—it is a livable sculpture. Every curve, angle, and architectural detail was thoughtfully conceived to frame breathtaking ocean vistas stretching from Molokini across the sparkling Pacific to the majestic West Maui Mountains. A dramatic covered entry welcomes you through a striking black magma stone courtyard, where a sculptural steel and stone spiral staircase sets the tone for the extraordinary experience that follows. Beyond, soaring walls of glass dissolve the boundaries between indoors and out, filling the home with natural light while embracing Maui's celebrated indoor-outdoor lifestyle. As the sun moves across the sky, light becomes part of the architecture, transforming the home's sculptural forms into an ever-changing living work of art from morning through sunset. Offering over 5,000 square feet of thoughtfully designed living space, the residence features four bedrooms, four and one-half baths, expansive living and dining areas, a media room, elevator, spacious multi-car garage, and two private bedroom wings that provide exceptional comfort and privacy for family and guests alike. The primary south wing offers a serene retreat complete with a spa-inspired bath, indoor and outdoor showers, walk-in closet, private lanai with coastal views, adjacent office or guest suite, laundry room, and private elevator access. The north wing features an equally impressive primary suite with sweeping ocean views, a private poolside lanai, walk-in closet, indoor and outdoor shower, and convenient access to the home's exceptional entertaining spaces. At the heart of the residence, the chef's kitchen is designed for both everyday living and unforgettable gatherings, featuring a generous island, walk-in pantry, sunken conversation bar, Miele wine refrigeration, and premium appliances. Just beyond, expansive lanais surround the striking Avant-Garde pool and spa, built-in barbecue, inviting fire pit, and multiple outdoor living and dining areas designed to celebrate Maui's year-round climate. Refined finishes throughout—including soaring ceilings, dramatic quartzite slab surfaces, custom Poliform systems, and exceptional craftsmanship—create an atmosphere of understated sophistication. Every space has been carefully curated to maximize comfort, privacy, and the home's extraordinary connection to its natural surroundings. More than a residence, this is a home designed to be experienced—where inspired architecture, extraordinary light, and breathtaking ocean views become part of everyday life. Maui, It's a Lifestyle! It's Time to Make It a Part of Yours! Listing Broker has a recorded ownership interest in the property and is licensed in the State of Hawaii.

14 Halapa Pl, Kihei

Listing courtesy of Hawaii Life (W).

1536 Halama St, Kihei
$10,995,000
5 Beds ⋅ 6 Baths ⋅ 411261 MLS ⋅ Fee Simple Tenure
Built in 2015, this exceptional oceanfront residence was designed with a clear vision: to create a place on Maui where generations could gather, relax, and enjoy time together. This fee-simple property sits directly on a sandy beach at the quiet end of Halama Street. Constructed by Smith Builders Maui, the home reflects thoughtful design, quality craftsmanship, and durable materials throughout. Interior finishes include Douglas fir wainscoting, artisan wallpaper, and Rocky Mountain hardware. Five ensuite bedrooms provide privacy and comfort for family and guests, while the primary suite occupies the entire upper level, complete with dual closets, a dedicated office, private laundry, and an expansive covered lanai overlooking the ocean. The main living areas, kitchen, and dining spaces open seamlessly to the outdoors, where a swimming pool, spacious lawn, and tropical landscaping lead directly to the sandy shoreline. Ocean, mountain, and garden views complement the property's exceptional coastal setting. A detached three-car garage with an upstairs ohana provides additional accommodations for extended family, guests, or an onsite caretaker. Built for longevity, the residence features a Monier tile roof, Hardie siding, and copper gutters. Conveniently located and just 10 minutes from Wailea and 25 minutes from the airport, this location is near restaurants, shopping, and amenities, yet tucked away in a peaceful beachfront setting. This is a chance to own a thoughtfully designed oceanfront estate created for multigenerational living and lasting enjoyment.

1536 Halama St, Kihei

Listing courtesy of Hawaii Life (W).

72-106 Hainoa Pl Unit 4, KAILUA KONA
$10,950,000
4 Beds ⋅ 5 Baths ⋅ 732490 MLS ⋅ ['Fee Simple'] Tenure ⋅ Estate Villas At Hainoa BLDG.
Hainoa Estate Villa 4 stands alone in the present Hualalai Resort market. This single level residence has 3,499 square feet, 4 bedrooms and 4.5 bathrooms. It overlooks the 1st fairway of the Ke‘olu Golf Course, with views of the Pacific Ocean, Maui and sunsets. Pocketing glass doors open the great room to a covered lanai, private pool, spa and outdoor kitchen with built in gas grill. The primary suite has a private ocean facing lanai, dual sinks, soaking tub, walk in shower and outdoor shower. One guest suite is detached from the main residence. A separate bonus room can serve as an office, media room or additional guest space. Mahogany doors, cabinetry and trim are used throughout. The property also includes a 3 car garage. The Members’ Ke‘olu Clubhouse is within walking distance, with the resort amenities a short golf cart ride away.

72-106 Hainoa Pl Unit 4, KAILUA KONA

Listing courtesy of Private Listings Hawaii.

325 Hokiokio Pl, Lahaina
$10,950,000
5 Beds ⋅ 6 Baths ⋅ 407837 MLS ⋅ Fee Simple Tenure
This stunning brand-new estate is situated on a prime lot within Puunoa Estates. Puunoa is a prestigious gated community located just south of Lahaina Towne comprised of only 24 estate sites which are a minimum of 5 acres in size. Recently completed in 2024, 325 Hokiokio Place embodies a unique French Country Farmhouse-style architecture with chic modern interior design. It is truly one of a kind on West Maui. The single-level sprawling floor plan includes a spacious great room and dining area, gourmet kitchen, five-bedroom suites, and a separate media suite. This captivating property is built with the highest quality of craftsmanship. The inviting exterior includes a beautiful pool, spa, and outdoor kitchen for relaxing and entertaining. A plumeria grove and fruit trees create true Hawaiian ambiance. Puunoa Estates owners are drawn to a lifestyle where summer never ends, and remarkable beaches are easily accessible. Outstanding views of the ocean, neighboring islands, West Maui mountains, sunsets and whale watching in season, create a dramatic setting to call home. Just above the property is a six-mile paved trail limited to pedestrians, bicyclists, and equestrians. Seller will consider the sale of a 50% partnership interest.

325 Hokiokio Pl, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

81-555 Kaiue St, KEALAKEKUA
$10,555,000
4 Beds ⋅ 6 Baths ⋅ 734977 MLS ⋅ ['Fee Simple'] Tenure
HOKULI’A’S MOST EXTRAORDINARY VALUE! Sitting on an exquisite 1-acre lot in Hokuli’a is a Roth Kimura-designed masterpiece. At an elevation of 514 feet, this Hawai’i Island dream home enjoys sun-soaked days and Kona Coast’s iconic sunsets at night with unimpeded coastline views. This luxury property boasts over 5,000 sq ft of living space with a central great room that flows seamlessly to a 1,000 sq ft central covered lanai. All 4 bedrooms are ensuite, with spacious walk-in closets. The primary suite includes an outdoor shower and an adjacent office with 2 built-in workstations. Notable features of this extraordinary residence include: *Separate A/C in every room, provided by Mitsubishi Multi-City systems. *The gourmet kitchen offers *A 5-foot Wolf range/ double oven and a third Wolf 30-inch oven, plus a built-in microwave and warming drawer. *Top of line Miele and double drawer Fisher/Paykel dishwashers inside and Bosch dishwasher outside. *A built-in Subzero side by side refrigerator/freezer and additional Subzero refrigerator over freezer next to adjacent pullout pantries. *3 oversized granite sinks. *Walk-in 400 bottle, fully climatized, wine room. *Outdoor kitchen with built in BBQ, warming drawer, refrigerator, icemaker and dishwasher. * 20 KW PV system and 11 KW Generac backup generator. *The 50’ x 24’ glass-tiled pool with infinity edge and spa is heated by hidden rooftop solar panels and a 400,000 BTU gas-fired heater. *Pond and river water features that cultivate an air of tranquility. *A professionally designed theater with 8 seats, a 132-inch screen, Sony 4 K laser projector, and high-end sound system. The purchase price includes an equity membership in The Club at Hokuli'a, as well as the adjoining 2 acre property TMK 3-8-1-26-19, two golf carts, and a 2022 low-mileage BMW i4.

81-555 Kaiue St, KEALAKEKUA

Listing courtesy of Hawaii Life.

426 Wailau Pl, Lahaina
$10,500,000
5 Beds ⋅ 7 Baths ⋅ 408714 MLS ⋅ Fee Simple Tenure
Commanding one of the largest and most remarkable panoramic ocean views anywhere in the Hawaiian Islands, the residence at 426 Wailau occupies a truly iconic location in the uppermost heights of Launiupoko. This 25 + acre, agriculturally-zoned mountain top retreat offers an exclusive Westward perspective of the Auau Channel that spans from Sweetheart Rock on Lanai almost completely to Elephant Rock on Molokai. After driving through the gated entrance you will feel the collective magnitude of the property and anticipate the comforts found inside this ambitious, newly-constructed residence. In the spring of 2023, after 18 months of construction, the renowned Imagine It Builders delivered a modern luxury masterpiece with 6,682 square feet of single-level interior living space designed to occupy two expansive wings as well as a central open living area and kitchen. The North Wing features the primary suite with not one, but two, full en-suite bathrooms, including a steam shower and soaking tub. The North Wing, connected to the 4 car garage, also features a powder room in the hall, a pantry, and laundry room. The South Wing features 4 bedrooms, all with ensuite baths, a fully outfitted gym, and a flexible room for entertaining complete with wet bar. From the living area, massive retractable sliding glass doors open up to almost 2,000 square feet of covered outdoor lanai space with a 70 ft wide pool and 12ft wide hot tub. An outdoor kitchen and bar complement the lanai while all of the bathrooms feature their own private, connected outdoor showers to rinse off when coming back into the home. Every material finish has been thoughtfully designed and impeccably constructed, it isn't hyperbole to say that there are simply too many amazing features to list in a few paragraphs. This is one you will have to see to believe!

426 Wailau Pl, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

95 & 285 Kekaulike Ave, Kula
$9,950,000
3 Beds ⋅ 3 Baths ⋅ 408390 MLS ⋅ Fee Simple Tenure
Situated on Maui’s Upcountry serene landscape, this Legacy Estate offers stunning panoramic ocean and mountain views across 22.25 acres of pristine pastoral land. The first parcel of 10.46 acres features a spacious main residence and large detached cottage/studio. The second parcel of 11.79 acres is accompanied with a 2-bedroom 2-bath cottage, ideal for guests or caretakers, with room to build a main residence, and barn. Both parcels have separate water meters. Designed by Hans Riecke and Brian Bolter and constructed by Stephen King and Bill King, this impressive main residence includes an expansive great room with soaring ceilings, four stone fireplaces, a spacious open kitchen with top of the line appliances, dining areas, open sitting-room, office and den, a beautiful primary suite with spacious walk in closets and built-ins, two large guest rooms and covered decks for the enjoyment of the property, providing additional areas for entertaining guests and relaxation. The features throughout the homes exemplify fine craftsmanship with exotic hardwoods and custom finishes. A koa tree forest, producing olive orchard, and citrus orchard are among the many landscape features. This Extraordinary Estate is an Upcountry Maui treasure to behold.

95 & 285 Kekaulike Ave, Kula

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

3026 Ala Haku Lei Lp, KOLOA
$9,900,000
4 Beds ⋅ 5 Baths ⋅ 733772 MLS ⋅ ['Fee Simple'] Tenure
From its elevated position at Aepo Nei 19, breathtaking southerly views unfold across the 8th green toward a horizon painted nightly in unforgettable sunsets. As the day unfolds, the setting invites you to slow down, settle in, and savor the extraordinary beauty of island living. Beautifully designed by renowned architectural firm Architects+CO and developed by Kauai Bahia Construction, vaulted ceilings and rich teak accents create an atmosphere of effortless sophistication, balanced by the warmth and soul of exceptional craftsmanship. Every element has been thoughtfully considered to deliver a refined interpretation of barefoot luxury. The interior design by Bossa Homes adds an effortless sense of warmth, relaxation, and sophistication, with carefully considered furnishings, textures, and finishes complementing the architectural character of the home. There is also a 611 sq.ft. garage. The connection between indoors and out is equally compelling. Expansive glass walls open to a generous lānai designed for effortless entertaining, complete with a built-in outdoor BBQ space and sweeping views that provide a spectacular backdrop to every gathering. Spend the afternoon gliding through the infinity-edge pool as the landscape and sky unfold around you, then unwind in the adjoining jacuzzi or retreat to the swim-in, swim-out sauna. As evening descends, the experience becomes even more magical. Gather around the outdoor fire pit beneath a vast Pacific sky, perhaps making plans for tomorrow, perhaps simply watching the stars emerge overhead. Here, the distinction between luxury and nature seems to disappear, replaced by an extraordinary sense of freedom, tranquility, and connection to place. As an exceptional added opportunity, the adjacent Aepo Nei Lot 18 may also be acquired, offering the rare possibility to create a private family compound—an expansive island retreat designed for generations to gather and enjoy together.

3026 Ala Haku Lei Lp, KOLOA

Listing courtesy of Hawaii Life.

3016 Ala Haku Lei Lp, KOLOA
$9,900,000
4 Beds ⋅ 5 Baths ⋅ 733770 MLS ⋅ ['Fee Simple'] Tenure
Surrounded by lush tropical landscape, this exceptional four-bedroom retreat captures the essence of Pacific Modern tropical living at its most refined. Beautifully designed by renowned architectural firm Architects+CO, the residence seamlessly blends clean, contemporary lines with distinctive island influences. Rich teak finishes and natural textures are thoughtfully layered throughout, creating a sophisticated sense of harmony. Soaring ceilings and an uncompromising level of craftsmanship, brought to life by Kauai Bahia Construction, create a residence that feels both grand and deeply inviting. The interior design by Bossa Homes adds an effortless sense of warmth, relaxation, and sophistication, with carefully considered furnishings, textures, and finishes complementing the architectural character of the home. There is also a generous 611 sq.ft. garage. Floor-to-ceiling glass walls and expansive sliding doors dissolve the boundary between indoors and out, framing uninterrupted views across the 8th hole and lush fairways toward the infinity-edge pool and the Pacific Ocean beyond. The expansive outdoor lanai becomes a natural extension of the living spaces, complete with a fully equipped outdoor BBQ space, fire pit and multiple areas designed for effortless entertaining, relaxed gatherings, or quiet moments of retreat. The infinity pool invites long, leisurely afternoons and refreshing swims, complemented by a swim-in, swim-out sauna and adjoining jacuzzi for an elevated sense of relaxation. Every element of this residence has been thoughtfully considered to create a seamless connection between architecture, nature, and the effortless rhythm of island living. As an exceptional added opportunity, the adjacent Aepo Nei Lot 19 may also be acquired, offering the rare possibility to create a private family compound—an expansive island retreat designed for generations to gather and enjoy together.

3016 Ala Haku Lei Lp, KOLOA

Listing courtesy of Hawaii Life.

5070 Kukuna Rd, KAPAA
$9,800,000
6 Beds ⋅ 6 Baths ⋅ 729255 MLS ⋅ ['Fee Simple'] Tenure
Hale Aliomanu is a private oceanfront estate located on Aliomanu Bay on the Northeast side of Kauai. As you drive in the gate, you enter your own personal retreat of swaying palm trees, the soothing sound of the ocean, lush tropical landscaping and the tranquility of Aliomanu. Enjoy unobstructed ocean views from most all of the rooms. Watch the sun come up from the comfort of your bed or stargaze from your lanai. Walk out your front door and stroll across the lush lawn to one of the most private and year round swimmer-friendly beaches on the island. This spacious estate features a primary oceanfront residence of well over 3,200 sqft of interior living spaces, five bedrooms and five and half bathrooms. A detached garage/workshop also has a second story suite quarters featuring a 500 sqft studio bedroom and bathroom. The elegance of this estate home is evident everywhere, with Ipe wood floors throughout, split A/C system, top of the line kitchen appliances and attention to every detail. This property also has a transient vacation rental license giving the property flexibility in use and income potential. Located on the northeast corridor of the island, you are just a short trip away from the beaches, world class surfing, tennis and golf of Kilauea and Princeville to the North and the shopping and restaurants of Kapaa to the south.

5070 Kukuna Rd, KAPAA

Listing courtesy of Hawaii Life.

100 Kalelemuku Pl, Kula
$9,745,000
5 Beds ⋅ 5 Baths ⋅ 406423 MLS ⋅ Fee Simple Tenure
100 Kalelemuku is a newly completed (2025) architectural estate set within Kula I'o, a gated enclave that redefines upcountry luxury. This landmark estate is fully fenced and gated, offering sweeping bi-coastal and mountain views across 3.6 acres. The estate offers 7,085 square feet of interior living space, including a 6,070-square-foot primary residence, a 1,015-square-foot two-bedroom ohana, together with a 2,718-square-foot covered lanai and an expansive 1,728-square-foot garage and storage. Every element is designed to celebrate indoor-outdoor living, with a seamless connection to the estate's refined, beautifully planned outdoor spaces. At the heart of the home is a dramatic great room, airy, open, and braced by vaulted ceilings and Fleetwood glass doors that frame vistas of Haleakala and the Pacific. The space flows into a sculptural Gaggenau kitchen, where waterfall-edge quartzite counters, custom cabinetry, and designer fixtures create a kitchen as elegant as it is functional. The home's layout is thoughtfully designed, featuring dual wings that ensure both seclusion and connection to the living areas. One wing houses the primary suite, complete with a private garden retreat, custom dressing room, and spa-style bath featuring luxurious surfaces and fixtures. Two additional bedroom suites are nearby, each with its own en-suite bath. The second primary suite opens directly to the lanai and a second garden retreat, offering ideal accommodations for guests or multi-generational living. A fourth bedroom and a media/flex room complete this wing, providing versatile space for work or relaxation. Each area offers residents seamless access to outdoor living. A sprawling covered lanai includes a full Lynx barbecue kitchen, outdoor refrigeration, and a 42" Trident grill, all shaded and designed for year-round use. Beyond, a 47-foot pool with a Baja shelf, jetted spa, and panoramic views complete the resort-like experience. Every finish in the home reflects a dedication to craftsmanship and contemporary luxury – exquisite wood flooring, Shibusa Tortora and Pietra Italia tile. Gaggenau appliances are featured throughout the kitchen and bar, including refrigeration columns, dual-zone wine and beverage coolers, and a custom coffee system. The bathrooms are appointed with marble and quartzite counters, soaking tubs and premium fixtures. The Ohana guest residence mirrors the same attention to detail. Fully self-contained with two bedrooms and two bathrooms, it features a Thermador kitchen suite, Teak cabinetry, a private garage, and its own covered lanai with a built-in Blaze grill - perfect for long-term guests. Set against the peaceful rhythm of upcountry life yet elevated by modern design and premium appointments, 100 Kalelemuku is a rare new-build offering in one of Maui's most desirable settings. Whether you're watching the sun rise over Haleakala or winding down with a sunset over the Pacific, every moment is choreographed around its beautiful setting and luxurious amenities. Inquire today for a private tour and the opportunity to see this incredible upcountry estate in person.

100 Kalelemuku Pl, Kula

Listing courtesy of Welcome Hawaii Properties.

94 Keoawa Pl, Lahaina
$9,675,000
6 Beds ⋅ 6 Baths ⋅ 410943 MLS ⋅ Fee Simple Tenure
Set within the premier gated community of Honolua Ridge, 94 Keoawa Place is a reimagined Kapalua residence offering more than 7,199 square feet of refined living space on nearly four acres of gently sloping land. Designed to embody world-class island living, the estate captures panoramic views of the Pacific Ocean, Molokai, Lanai, and the dramatic West Maui Mountains. 94 Keoawa Place stands as one of the most significant estates in Kapalua, uniting scale, seclusion, and a premier location with the assurance of a recent comprehensive, "down-to-the-studs" renovation. The house blends timeless island architecture with modern sophistication and state-of-the-art technology. For example, a new fully integrated Lutron system provides seamless control of audio and video throughout, including the dedicated theater room. Every element has been renewed—custom hardwood floors, new wiring and plumbing, fresh stucco, and all-new fascia and gutters, and a new tile roof. New Marvin windows and doors frame the views, while a 300K photovoltaic system with multiple backup batteries ensures both sustainability and independence. Inside, the residence offers 6 bedrooms, 5 full bathrooms and 2 half baths, thoughtfully arranged for comfort and versatility. Highlights also include a newly designed office, a lighted custom pantry, refreshed powder and laundry rooms, and elegantly updated bathrooms. There is a new stairway and railings that add architectural presence, while the main level features an all-new kitchen and dining area with an abundance of natural light. The outdoor spaces are equally striking. Expansive lanais flow into lush tropical landscaping, where a heated in-ground pool and spa overlook the Pailolo Channel. Here, sunsets are unforgettable, and in winter, humpback whales can be seen breaching against the horizon of Lanai and Molokai. Practical features include a three-car garage, underground utilities, private water and septic systems, cable TV, and automatic sprinklers—all designed for ease of living without compromising luxury. Life in Honolua Ridge offers privileged access to the best of Kapalua: two championship golf courses, including the famed Plantation Course, home of the PGA TOUR's Sentry Tournament of Champions; the Ritz-Carlton Maui and Montage Kapalua Bay resorts; acclaimed dining; hiking trails; and pristine white-sand beaches. For those seeking a private retreat in one of Hawaii's most celebrated resort communities, this residence is without equal.

94 Keoawa Pl, Lahaina

Listing courtesy of Welcome Hawaii Properties.

81-6575 Hiaaiono Pl, KEALAKEKUA
$9,600,000
4 Beds ⋅ 5 Baths ⋅ 734686 MLS ⋅ ['Fee Simple'] Tenure ⋅ Hokulia Phase 1 BLDG.
AUCTION: Bidder registration deadline: 1 December. Starting bids expected between $5M–$7M. Protected coastline and endless Pacific panoramas frame this turnkey-furnished estate behind the private gates of Hokuli’a. Spanning 1.15 acres above a Jack Nicklaus Signature fairway, the grounds flow seamlessly into the course, while pocketing walls of glass dissolve the boundary between refined interiors and the lush tropical landscape. The expansive covered lanai offers a front-row seat each whale season, as humpbacks pass from late fall through spring. Two guest suites with private lanais open to a serene courtyard, and a private pool and spa capture the famed Kona sunsets. Beyond the estate, adventure awaits: snorkeling in Nāwāwā Bay, coastal trails around Puʻu ʻOhau, and world-class sport fishing, scuba diving and snorkeling offshore, with an included Club at Hokulia membership.

81-6575 Hiaaiono Pl, KEALAKEKUA

Listing courtesy of COMPASS.

3165 Diamond Head Road Unit 4, Honolulu
$9,500,000
3 Beds ⋅ 3 Baths ⋅ 202525708 MLS ⋅ FS - Fee Simple Tenure ⋅ Kuu Makana@ Diamond Hd BLDG.
NEW PRICE!! This turnkey luxury residence is a rare offering, now enhanced w further upgrades. Encompassing more than 4,000 sf of seamless indoor-outdoor living, the home sits at the foot of Diamond Head in the oceanfront enclave of Kuu Makana at Diamond Head. Within this private, gated community, the 3-bed + den/3-bath property exemplifies island elegance & refined sophistication. Rich, handcrafted woodwork flows throughout, elevating its timeless aesthetic. The gourmet kitchen is equipped for the discerning chef, showcasing Sub-Zero & Wolf appliances, custom Koa cabinetry & premium countertops. Generous living spaces incl a fireplace, creating a warm & tranquil setting. Expansive bedrooms offer peaceful retreats w/custom shelving, stunning Koa doors & the convenience of an elevator. Every detail reflects exceptional craftsmanship and thoughtful design. Sustainable feats incl 34 PV panels, 3 TESLA Powerwalls and EV charger. Also features a large 2-car enclosed garage. With unparalleled ocean views, a premier location & impeccably curated interiors, this home stands alone. This is a rare chance to own a piece of paradise in one of Hawaii’s most coveted coastal communities.

3165 Diamond Head Road Unit 4, Honolulu

Listing courtesy of Caron B Realty.

184 Lolowaa Pl, Kihei
$9,495,000
4 Beds ⋅ 5 Baths ⋅ 408267 MLS ⋅ Fee Simple Tenure
NEXT LEVEL LUXURY . . . The Crown Jewel of Wailea Golf Estates II . . . Never Occupied - Wailea’s larger .54 Acre landscaped homesite - 23,461 sf level land - 4891sf under roof- Oversized 2-car garage - 52 owned PV solar panels - 4 Tesla backup batteries - EV charger- Seamless indoor-outdoor living- 9’6” pocketed sliding glass doors - Pre-wired for automated shades - Spacious open great room- 15 ft vaulted imperial plaster great room ceiling & walls - Recessed 2” square LED lighting - Elevated design wall & ceiling light fixtures- European white oak herringbone flooring- 8' redefined interior doors & hardware- Fully lit wall shelving- Mollteni & C gourmet Italian designed kitchen - Sunrise Oak cabinetry- Miele Premium Appliances- Push open Miele refrigerator- Wine refrigerator - Breccia Capraia marble countertops- Kallista Juxtapose Faucet- Additional Butler’s kitchen- Primary suite showcases a spa-inspired bath with floor-to-ceiling Calacatta Viola quartzite & freestanding soaking tub - Refined brass - The most exciting new luxury release to hit the market. A brand new single-level ocean view smart home that truly makes you say WOW. A 2025 Wailea Cohen Development Group design- Clean architectural lines- Bright & sophisticated - Contemporary architecture- Refined natural materials- Wailea Golf Estates II is a 6.97 acre CPR gated subdivision.

184 Lolowaa Pl, Kihei

Listing courtesy of Compass-W.

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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