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445 Kaimake Loop, Kailua
$2,995,000
6 Beds ⋅ 4 Baths ⋅ 202619508 MLS ⋅ FS - Fee Simple Tenure
Brand new construction meets modern island luxury in highly coveted Kailua. This stunning, meticulously designed home with 3,579 sq ft. of living offers the ultimate in sophisticated living. The main residence boasts a spacious 4 bedrooms, 3 bathrooms, highlighted by two en-suite bedrooms, an open-concept floor plan with high ceilings, a gourmet chef’s kitchen equipped with premium Thermador appliances, quartz countertops, contemporary cabinets, wine fridge, walk-in pantry, large laundry room, split AC, LVP flooring, solar water heater, sprinkler system, 220 outlet for your electric car, an expansive sliding glass doors that create a seamless indoor-outdoor transition. Step outside to a private, beautifully landscaped tropical oasis, complete with a sparkling swimming pool enhanced by the tranquil sound of a custom waterfall feature. Covered and open BBQ lanai, perfect for ultimate relaxation or elegant entertaining. ADU with 2 bedroom, 1 bath offers incredible versatility for guests, a home office, extended family or premium rental income with a separate electric meter. Enjoy ultimate living just minutes away from world-famous white sand beaches, boutique shopping, and dining.

445 Kaimake Loop, Kailua

Listing courtesy of MG Hawaii Realty, LLC.

1278 Ulupalakua Street, Kailua
$1,575,000
4 Beds ⋅ 2 Baths ⋅ 202618213 MLS ⋅ FS - Fee Simple Tenure
Charming Kailua home offers a rare blend of indoor/outdoor space, warmth, character, and island style. Far from a cookie-cutter, this home is surrounded by lush tropical landscaping creating a sense of privacy and tranquility. Enjoy the large outdoor space with a covered gazebo, a cozy fire pit for evening conversations, tree swings for the young at heart, and a thriving vegetable garden. This backyard oasis invites you to slow down and enjoy the beauty of everyday life. Inside, the flexible floor plan offers plenty of room for entertaining, remote work, or hobbies. Conveniently located with quick access to Castle medical center and the H-3 and Pali Highway, commuting is a breeze. Just minutes from the world-renowned beaches of Kailua and Waimanalo as well as the shops, restaurants, markets, and vibrant energy of Kailua Town. The home has a 2021 roof, photovoltaic with net metering (lease is pre-paid until Feb 2033), and a 2021 solar hot water. Lots of fruit trees including, avocado, lime, Surinam Cherry, papaya, and strawberry guava. Also flowering Puakenikeni and Plumeria. Almost like country living near the beauty and beaches of Kailua.

1278 Ulupalakua Street, Kailua

Listing courtesy of Coldwell Banker Realty.

1310 Kupau Street, Kailua
$1,730,000
3 Beds ⋅ 2 Baths ⋅ 202618141 MLS ⋅ FS - Fee Simple Tenure
Escape to paradise in the heart of the Kailua community, close to its lovely beaches. This charming single-level, 3-bedroom, 2-bath home features an airy, open layout with vaulted ceilings & slate flooring throughout. The spacious living area flows into a well-appointed kitchen with eat-in bar. The dining room offers a flexible space for a home office or media room, if desired. A large primary suite is a relaxing retreat with French doors to the backyard, a walk-in closet, & an ensuite featuring a custom rock shower floor. A bright & light coastal inspired 2nd full bathroom w/ pretty tiled shower & 2 more bedrooms at the opposite end of house offer privacy. The island lifestyle extends outdoors through 2 different sets of French doors to a level, fully fenced 7,500 sq ft lot complete with a tiled saltwater pool & hot tub & cascading waterfall, flagstone lanais, lava-rock walls, & lush greenery. Additional features include split ACs throughout, inside laundry room, a 2-car garage, a 46-panel fully paid for PV system w/ net metering, & solar hot water. Set on a peaceful side street close to all Kailua has to offer, this home captures the essence of Hawaii living. OPEN SUNDAY 12-3.

1310 Kupau Street, Kailua

Listing courtesy of Coldwell Banker Realty.

41-539 Makakalo Street, Waimanalo
$5,400,000
202619101 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.

41-539 Makakalo Street, Waimanalo
$5,400,000
202619102 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.

41-539 Makakalo Street, Waimanalo
$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.

41-539 Makakalo Street, Waimanalo
$5,400,000
202619100 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.

1253 Nanawale Way, Kailua
$1,750,000
6 Beds ⋅ 4 Baths ⋅ 202619307 MLS ⋅ FS - Fee Simple Tenure
$50,000 SELLER CREDIT! Legacy Pool Property in Kailua with 2 Separate Entry Rentals & Tons of Living Space! Located in the desirable Enchanted Lake area, 1253 Nanawale Way offers a flexible layout with rare versatility to have rental income offset your mortgage! Main home a spacious 4 bedroom with massive primary bedroom and 2 living rooms. A private-entry studio can optionally connect to the main house floor plan if desired. Separate-entry 2-bedroom 1 bathroom studio upstairs, has ocean views. Situated near Enchanted Lake Shopping Center, Safeway, Starbucks, restaurants, coffee shops, neighborhood conveniences, and schools, this location makes everyday living easy. Enjoy quick access to Kailua Town, Kailua Beach Park, Lanikai, Ka?elepulu/Enchanted Lake, Pali Highway, H-3, Adventist Health Castle, and Marine Corps Base Hawaii. Don't miss out on this property that has the potential to BUILD YOUR LEGACY!

1253 Nanawale Way, Kailua

Listing courtesy of Real Broker.

675 Ulumalu Street, Kailua
$1,000,000
3 Beds ⋅ 2 Baths ⋅ 202619286 MLS ⋅ FS - Fee Simple Tenure
Single-level home in Pohakupu on a 7,500 sq ft lot, offered at $1,000,000. This 3-bedroom, 2-bath home has 1,386 sq ft of interior living space, a 596 sq ft lanai, and an interior laundry area. This is a project home. The kitchen, bathrooms, and the rest of the interior are ready for a full remodel. A kitchen remodel was started several years ago and never completed. The kitchen also has 12-foot ceilings, which gives you a lot to work with in a redesign. The 888 sq ft garage is the standout. It fits three cars and has 12-foot ceilings. A garage door opens at the front, and at the back a heavy-duty Raynor overhead coiling roll-up door opens through to the other side, the type usually found in commercial buildings. Room for vehicles, a boat, a workshop, or serious storage. The lot offers space to garden, expand outdoor living, or explore future additions. Pohakupu is an established Kailua neighborhood, and this corner location puts everyday conveniences close by, with quick access to Kalanianaole Hwy, Kailua town, and the beaches. A single-level Kailua home with a garage and lot like this, at this price, is a rare opportunity for a buyer ready to take on a project.

675 Ulumalu Street, Kailua

Listing courtesy of Hawaii Modern Realty.

1254 Ulupii Street, Kailua
$1,445,000
3 Beds ⋅ 2 Baths ⋅ 202619271 MLS ⋅ FS - Fee Simple Tenure
Need $$ to help pay the Mortg? This charming homes has a cottage in the back yard that has been rented for $2,300 a mo. House features lovely hardwood floors, updated kitchen, bath, & lighting. Main house has three bedrooms, one bath w/lots of closet space. Cottage features cathedral ceilings, upgraded wet bar and bath, spacious private deck, and a separate gated entry. Many leased PV panels keep energy costs low. Large private yard has plenty of room for potential expansion. Property is located in the friendly neighborhood of Pohakupu. Kailua town and beach are a short distance away. This is a very special property. This is the only one that I can find for this price with a separate cottage. (Some of the photos are digitally staged.)

1254 Ulupii Street, Kailua

Listing courtesy of Carvill Sotheby's Intl. Realty.

237 Kihapai Street Unit A, Kailua
$1,650,000
4 Beds ⋅ 2 Baths ⋅ 202618352 MLS ⋅ FS - Fee Simple Tenure
This home is all about the views. Framed by the beautiful mountains and the marsh, the spacious deck offers the perfect setting to enjoy your morning coffee or unwind at the end of the day. Just off the deck is the primary suite that features a beautifully renovated bathroom done in 2022. Down the hall are 3 additional bedrooms, a full guest bathroom, and 2 storage closets. The open and inviting living area seamlessly connects the updated kitchen with the dining and living space, creating an ideal setting for both everyday living and entertaining. All while keeping those beautiful views front and center. Updates completed in 2026 include new flooring throughout, fresh exterior paint, & fresh deck paint. Other notable features include double wall construction, a kitchen renovation completed in 2022, and split AC in both the primary suite and living room. Despite its peaceful, quiet setting, you’re just a few blocks from some of Kailua’s best coffee shops, boutiques, grocery stores, and other local conveniences. While the home is incredible as is. Plans are with DPP for an addition & renovations & can potentially be transferred to the buyer if desired. Inquire for details.

237 Kihapai Street Unit A, Kailua

Listing courtesy of Keller Williams Honolulu.

225 Awakea Road, Kailua
$2,295,000
4 Beds ⋅ 3 Baths ⋅ 202619050 MLS ⋅ FS - Fee Simple Tenure
Classic Kailua charm meets modern comfort in this beautifully updated 4-bedroom, 2.5-bath home offering 2,520 square feet of living space, just a short stroll from Kailua Beach Park and the shops, restaurants, and conveniences of Kailua Town. At the heart of the home is an exceptionally spacious great room, featuring warm wood ceilings, exposed beams, and an expansive, open layout that effortlessly accommodates multiple seating and entertaining areas. Whether hosting a crowd or enjoying a quiet evening at home, this versatile space offers an uncommon combination of size, comfort, and character. The newly remodeled kitchen and bathrooms bring a fresh, modern touch, while rich wood floors and thoughtful architectural details preserve the home's timeless appeal. Situated adjacent to Triangle Park, the property enjoys a wonderful neighborhood setting where morning beach walks, afternoons on the sand, and evenings dining in Kailua Town are all within easy reach. With its generous living spaces, tasteful updates, and highly desirable location, this is an opportunity to enjoy the best of the Kailua lifestyle.

225 Awakea Road, Kailua

Listing courtesy of Carvill Sotheby's Intl. Realty.

935 Mokulua Drive, Kailua
$3,650,000
3 Beds ⋅ 3 Baths ⋅ 202618976 MLS ⋅ FS - Fee Simple Tenure
Step back into the timeless charm of old Lanikai, where the classic beach cottage lifestyle endures and life moves to the rhythm of the ocean. With its traditional board-and-batten details and inviting island character, 935 Mokulua Drive captures the nostalgia of barefoot days, salty breezes, and relaxed beachside living. Set on a spacious, level, gated lot enclosed by a privacy rock wall, this charming property offers a rare opportunity to create your own vision in one of Oahu's most beloved coastal communities. Just a short distance from beach access, enjoy morning swims, leisurely shoreline walks, and afternoons beneath the island sun. Cherish the home's original character and thoughtfully renovate to preserve its classic appeal, or explore the possibilities of rebuilding to create your own island retreat. Whether restoring the romance of a traditional Lanikai beach cottage or envisioning something entirely new, the generous grounds and sought-after setting offer wonderful possibilities. A special opportunity to embrace the enduring charm of old Hawaii and the timeless pleasures of Lanikai beachside living.

935 Mokulua Drive, Kailua

Listing courtesy of Hawaii Life.

1058 Keolu Drive Unit B6, Kailua
$120,000
202615987 MLS ⋅ LH - Leasehold Tenure
Excellent opportunity to acquire a well-established Chinese restaurant located in Enchanted Lakes Shopping Center. Yen Yen Chinese Cuisine is a highly regarded dining establishment known for its authentic Chinese dishes. Conveniently situated in a busy Kailua shopping center, the restaurant benefits from strong visibility, ample parking, and steady foot traffic from both residents and visitors throughout the day. This turnkey operation features a fully equipped kitchen, comfortable dine-in area, and established take-out and delivery systems. With daily operations running smoothly from 11:00 AM to 8:30 PM, the business maintains a loyal customer base and steady sales. The diverse menu is appealing to a wide range of customer base. Yen Yen Chinese Cuisine presents a strong opportunity for an owner-operator, restaurateur, or investor seeking a proven business model with room for expansion. With its prime location, long-standing reputation, and established operations, this is a good chance to own your very own Chinese restaurant in a desirable community. Financial information, lease terms, and equipment lists are available upon request.

1058 Keolu Drive Unit B6, Kailua

Listing courtesy of Five Star Realty, Inc..

427 Kawainui Street Unit B, Kailua
$1,350,000
2 Beds ⋅ 1 Baths ⋅ 202615974 MLS ⋅ FS - Fee Simple Tenure
Come and see!! Coconut Grove charm, completely reimagined. Fully remodeled in 2021, this thoughtfully designed home blends modern comfort with the warmth and character of island living. The kitchen features an oversized island with seating, extensive cabinetry, warm wood countertops, farmhouse sink, stainless-steel appliances, gas cooking with double ovens, statement range hood, tile backsplash and under-cabinet lighting—perfect for quiet mornings or entertaining friends. The remodeled bath features striking herringbone tile, rainfall shower, matte-black fixtures, vessel sink and warm wood cabinetry. The primary bedroom offers a beautiful natural wood accent wall, multiple windows, recessed lighting and A/C. Step outside to one of the home’s best surprises: a private tropical retreat with generous lawn, mature palms, custom wood privacy features and outdoor gathering areas. As the sun goes down, string lighting beneath the palms gives the backyard an entirely different personality.

427 Kawainui Street Unit B, Kailua

Listing courtesy of List Sotheby's Int'l Realty.

554-A Auwai Street, Kailua
$1,075,000
3 Beds ⋅ 2 Baths ⋅ 202618584 MLS ⋅ FS - Fee Simple Tenure
KAILUA COCONUT GROVE Opportunity awaits in this fee-simple 3-bedroom, 2-bath home on a 5,000 sq. ft. flag lot. Enjoy added privacy, a carport, yard space, and desirable single-level living. This home is ready for updating and offers excellent potential for renovation. Conveniently located near Kailua Town's shopping, dining, farmers markets, parks, and beautiful beaches. A great opportunity to create your dream home in one of Kailua's most sought-after neighborhoods.

554-A Auwai Street, Kailua

Listing courtesy of Coldwell Banker Island Prop.

118 Kaiolena Drive, Kailua
$3,200,000
202617896 MLS ⋅ FS - Fee Simple Tenure
Rare Lanikai Opportunity | 16,125 SQ FT Cleared & Level Parcel Offered at $3,200,000 Embrace the ultimate coastal lifestyle in Oahu's premier beachside enclave. Situated just two houses back from the powder-soft sands and clear turquoise waters of world-renowned Lanikai Beach, this extraordinary 16,125-square-foot level parcel presents an exceptional opportunity to construct a custom legacy estate. Significantly larger than the average lot size in the neighborhood, this cleared, buildable and surveyed property provides a pristine canvas for your architectural vision. Enjoy effortless ocean access just steps from your driveway—launch your paddleboard or kayak for an easy excursion to the iconic Mokulua Islands. Hike Ka'iwa Ridge to the WW II pillbox for sunrise and windward panoramic views. Enjoy the recreation, dining and social life that MidPacific Country Club offers in your own neighborhood. Comes complete with architect sketches for a gracious Kamaaina-style home (3050SF+950SF) designed for comfort and gracious island living. Recent Survey available. Don't miss this rare opportunity to secure buildable land of this size and caliber in Lanikai that seldom appear on the market.

118 Kaiolena Drive, Kailua

Listing courtesy of Corcoran Pacific Properties.

471 Kailua Road Unit 3202, Kailua
$1,150,000
3 Beds ⋅ 2 Baths ⋅ 202618877 MLS ⋅ FS - Fee Simple Tenure ⋅ Ka Malanai At Kailua BLDG.
Live-Work-Play! This is the heart of Kailua with so much to offer. The Urban lifestyle and the conveniences of daily living in a three bedroom that's just minutes to Kailua beach. Modern Architecture with an open breezy floorplan and lifestyle. This beautiful luxury condo features upgraded cabinets, custom Plantation windows treatments and upgraded tile floors. Enjoy cooking in your well-appointed kitchen offering stainless GE appliances, big farm sink and elegant dine-in countertops. One of the rare Kailua condos with central air conditioning to keep cool year round. A generous sized living/dining room filled with natural light plus a covered lanai taking in the majestic mountain views. The primary suite features walk-in closet, built-ins cabinet, ensuite bathroom with double vanities plus a separate bathtub and shower. Relax in the colorful landscaped gardens with BBQ areas and walking paths. Located directly across the street from Kailua district park, swimming pool & tennis courts. Enjoy a fabulous array of shopping, dining and recreational activities nearby. A perfect blend of island living at Ka Malanai@ Kailua.

471 Kailua Road Unit 3202, Kailua

Listing courtesy of Homequest LLC.

636 Kaiemi Street Unit A, Kailua
$1,688,800
4 Beds ⋅ 3 Baths ⋅ 202618881 MLS ⋅ FS - Fee Simple Tenure
Located in the Koolaupoku neighborhood, on a quiet street - 4 bedrooms, 3 bathrooms. Single Level open concept home with covered patio. Full street facing property with 2 car carport with views of Koolau Mountains. Fenced in yard with automatic gate. Original home built in 1955. Remodeled in 1987 with new Kitchen design, Added a true primary Bedroom with bathroom, Laundry Room inside home and an Office/Craft Room. 2 split AC systems. Three AC wall units. There are 22 Photovoltaic panels that helps offset Electricity Bill with possibility of new owner hooking up a critical load panel. Warranty is transferrable to new owner. Home comes with 2 split AC systems. Walkable to Kawainui Marsh Trail. Minutes to H-3, Kailua Town and Kailua & Lanikai Beach.

636 Kaiemi Street Unit A, Kailua

Listing courtesy of Coldwell Banker Realty.

563 Alihi Place, Kailua
$1,599,000
3 Beds ⋅ 2 Baths ⋅ 202618852 MLS ⋅ FS - Fee Simple Tenure
Now offered at a compelling new price of $1.599M, this is your chance to own a slice of Kailua paradise. Imagine starting every day in a sun-filled living room framed by distinctive trapezoid windows, where natural light pours in, & the majestic silhouette of Olomana is your backdrop. Tucked at the end of a quiet cul-de-sc, this gracious single-level home is designed for an effortless lifestyle. The spacious lanai is the heart of the home—perfect for hosting weekend BBQs or simply unwinding while taking in mountain views. Inside, pride of ownership shines through beautifully renovated bathrooms, & brand-new appliances. With thoughtful updates like an improved electrical panel, new interior doors, & soft-close cabinetry, every detail has been handled for you to move in & enjoy. Experience the best indoor-outdoor living w/ the vibrant dining, shopping, & world-class beaches of Kailua Town just minutes away. This price adjustment makes an incredible lifestyle even more attainable. Don't miss this opportunity to make this retreat your own!

563 Alihi Place, Kailua

Listing courtesy of Coldwell Banker Realty.

413 Kihapai Street Unit A, Kailua
$1,200,000
2 Beds ⋅ 1 Baths ⋅ 202618788 MLS ⋅ FS - Fee Simple Tenure
Open House Sunday 11/8 from 2-5 PM. Dreamy Kailua cottage on a 5,000 sf lot, with no maintenance fees and a $10,000 seller credit toward buyer’s closing costs. Tucked down a quiet private lane in Coconut Grove, this single-family, detached 2-bedroom, 1-bath home is minutes from Kailua town and the beach. Inside are rich ipe hardwood floors. Ipe is one of the densest hardwoods in the world and naturally resists moisture, rot, and termites, making it ideal for island living. You’ll also find a well-laid-out kitchen, a tiled shower, and a living room whose sliding door opens to a big, level, fenced yard with Meyer lemon, avocado, coconut, and plumeria trees. The carport fits two cars tandem and holds the washer/dryer & water heater. Room to grow, with neighboring homes having expanded over the years. Fee simple, self-managed CPR with no monthly or annual fees. Easy to show. Check out the video tour!

413 Kihapai Street Unit A, Kailua

Listing courtesy of At Home Hawaii LLC.

41-727 Kaaumoana Place Unit NA, Waimanalo
$665,000
3 Beds ⋅ 1 Baths ⋅ 202614425 MLS ⋅ FS - Fee Simple Tenure ⋅ Waimanalo Banyan Tree BLDG.
Wonderful opportunity for this rarely available Waimanalo Banyan Tree PUD with large Fenced in courtyard/yard area off the 2-vehicle carport. Current maintenance fee's under $500 for a 3 bedroom unit!! 2-stories with bedrooms and bathrooms upstairs. Living room, dining room, kitchen, courtyard on level 1. Good, clean condition... very livable, but flooring and interior paint will probably want to be updated by new owners at some point. Washer/Dryer is in the courtyard and storage closet. Feels like a single family home! Kaaumoana Place is the last road on the right in the complex, so very private and quiet.

41-727 Kaaumoana Place Unit NA, Waimanalo

Listing courtesy of REMAX Hawaii.

41-010 Wailea Street, Waimanalo
$7,850,000
202618731 MLS ⋅ FS - Fee Simple Tenure
Amazing opportunity to own a very special non-conforming multi-family compound owned and operated by a Kama'aina family since 1956 right off of one of the worlds best beaches (#35 world/#4 US). Waimanalo Beach Cottages offers the best in authentic local hospitality and in location. Steps to the world class Waimanalo Beach. !DO NOT ENTER PROPERTY W/OUT AUTHORIZATION AND DO NOT DISTURB GUESTS! 2 Studio units, 4 One Bed units, 2 Two Beds units and 1 Three Bedroom unit. See the 3D Virtual Tour herein.

41-010 Wailea Street, Waimanalo

Listing courtesy of Chaney Brooks Residential LLC.

41-010 Wailea Street, Waimanalo
$7,850,000
202618736 MLS ⋅ FS - Fee Simple Tenure
Amazing opportunity to own a very special non-conforming multi-family compound owned and operated by a Kama'aina family since 1956 right off of one of the worlds best beaches (#35 world/#4 US). Waimanalo Beach Cottages offers the best in authentic local hospitality and in location. Steps to the world class Waimanalo Beach. !DO NOT ENTER PROPERTY W/OUT AUTHORIZATION AND DO NOT DISTURB GUESTS! 2 Studio units, 4 One Bed units, 2 Two Beds units and 1 Three Bedroom unit. See the 3D Virtual Tour herein.

41-010 Wailea Street, Waimanalo

Listing courtesy of Chaney Brooks Residential LLC.

1458 Uluhala Place, Kailua
$1,695,000
5 Beds ⋅ 3 Baths ⋅ 202618644 MLS ⋅ FS - Fee Simple Tenure
This spacious, 5-bedroom, 3-bath home, is perfectly set up for multigenerational living and also has the potential of generating additional income. One of the larger homes, with 2,729 square feet of living space, is on a level 9,875 square foot lot, ideally located on a quiet cul-de-sac, in the established Kailua neighborhood of Olomana. Majority of the home is single-level, with one bedroom and living space upstairs. It offers a versatile floor plan, with separate entrances that are perfect for guests, investment opportunities, or a dedicated home office. The fully fenced yard and large covered lanai space provide exceptional indoor-outdoor living, with plenty of room to relax, play with pets, or entertain friends. Mature fruit trees and lush landscaping create a private, tropical setting for you to enjoy. Large carport and driveway area, along with lots of storage, and a workshop, provide lots of room for hobbies. Conveniently located just minutes from Kailua’s world-renowned beaches, shopping, dining, and schools, this home offers both comfort and flexibility, in one of O‘ahu’s most desirable communities.

1458 Uluhala Place, Kailua

Listing courtesy of Coldwell Banker Realty.

824 N Kalaheo Avenue Unit A, Kailua
$2,495,000
5 Beds ⋅ 5 Baths ⋅ 202618299 MLS ⋅ FS - Fee Simple Tenure
Unbeatable value for a beachside estate inside Hale Kai Surf & Racquet Club, a private 14-home community in Kailua. A private access lane leads straight to the sand at Kailua Beach. This spacious home features nearly 4,000 sq. ft. of interior space, with 5 bedrooms and 4.5 baths. Soaring ceilings, with many living areas. A brand new split AC system was installed throughout. Four bedrooms are on the main level with the primary suite on the entire upper floor, with two closets, a sunroom. Enjoy Tennis, pickleball, basketball, a sparkling pool, and a clubhouse right across from the home and included in this community. Kailua town's coffee shops and restaurants are also conveniently located nearby. Bring your own ideas and make it yours. Opportunities at this price and this close to Kailua Beach don't come up often, do not miss this opportunity!

824 N Kalaheo Avenue Unit A, Kailua

Listing courtesy of Koi Realty.

41-012 Wailea Street, Waimanalo
$1,699,000
2 Beds ⋅ 2 Baths ⋅ 202617903 MLS ⋅ FS - Fee Simple Tenure
WHERE THE KOOLAUS MEET THE SEA. MOMENTS FROM WAIMANALO BEACH. Tucked into coveted Waimanalo Beach Lots, this beautifully updated 2-bedroom, 2-bath beach cottage pairs exceptional beach proximity with a rare sense of openness. Beach access is just moments away, while the property opens to an expansive green backdrop with Waimanalo Beach Park directly behind instead of another home. Koolau views, swaying palms, and the sound of the ocean complete the setting. Beautiful natural light fills the approx. 984 sq. ft. interior, with bamboo flooring throughout and custom driftwood vaulted ceilings creating a warm, relaxed aesthetic that complements the home’s easy beachside setting. Thoughtful updates include a remodeled kitchen and baths in 2022, a 2021 roof, and solar water-heating system. Outside, the fully enclosed yard and gathering spaces offer room to relax, entertain, or return home from the beach and talk story with friends. Set within one of Oahu’s most cherished beach communities, this is an opportunity to enjoy white sand, turquoise water, and the Koolau Mountains as part of everyday life. Actual square footage and number of bedrooms/baths do not match TMK records.

41-012 Wailea Street, Waimanalo

Listing courtesy of Coldwell Banker Realty.

1315 Kupau Street, Kailua
$2,228,000
6 Beds ⋅ 4 Baths ⋅ 202618361 MLS ⋅ FS - Fee Simple Tenure
Welcome to Keolu Hills offering sweeping views of the Ko’olau Mountains! Meticulously maintained 6 bedrooms, 4 full baths, private suite on the 2nd floor, and large bonus room in the back. Featuring a heated built-in swimming pool, 45 PV panels on HECO’s NEM agreement, 9 split AC systems, full alarm system with cameras. The layout offers flexibility of main living on the 1st floor having 5 bedrooms, and the 6th bedroom is a private studio on the 2nd floor with 680 square feet of living space! This is a large house with over 3,0000 square feet of living space inside, huge lot size of 9,000 square feet, carport for 2 cars, extended driveway for 3 additional vehicles. Image yourself floating in the heated swimming pool, watching the sunset glimmering off the Ko’olau mountains. Located just minutes from Enchanted Lake Shopping Center, Kailua Town, and only 3 miles to world-famous Kailua Beach, this property combines convenience with privacy. Set back from the road and surrounded by tropical beauty, this home is the perfect Kailua retreat. Active cameras on property disclosure.

1315 Kupau Street, Kailua

Listing courtesy of Coldwell Banker Realty.

1342 Mokolea Drive, Kailua
$3,490,000
5 Beds ⋅ 3 Baths ⋅ 202617667 MLS ⋅ FS - Fee Simple Tenure
Exceptional value and potential in the coveted Lanikai neighborhood! Tucked away on a quiet street off the main loop, this light-filled, move-in-ready 5-bedroom, 3-bath home captures beautiful ocean and Mokulua Island views from the main living areas, kitchen, dining area and primary bedroom. Abundant windows let in tons of natural light and ocean breezes and an expansive lanai for dining and entertaining offers memorable sunrise & moonrise views. Above the detached garage, a flexible suite with full bath, Murphy bed & built-in workspace offers exceptional Mokulua views—ideal as a fifth bedroom, guest suite or private office, while showcasing the property’s incredible view potential. Shovel-ready, approved permits expand the home to 4,400+ sq ft, maximizing its ocean and Mokulua views—with the 2-year design and permitting process already complete. Enjoy privacy from the lush landscaping. A level backyard has room for a pool and is ready for your vision. The private 5-foot-wide deeded easement to Aalapapa Drive puts Lanikai’s turquoise water and white sand just 300 yards away. This home is only being offered for a limited time so don’t wait to schedule your private showing!

1342 Mokolea Drive, Kailua

Listing courtesy of Compass.

322 Aoloa Street Unit 1706, Kailua
$595,000
1 Beds ⋅ 1 Baths ⋅ 202617742 MLS ⋅ FS - Fee Simple Tenure ⋅ Windward Passage BLDG.
Stunning views and the best of Kailua living await at Windward Passage! This inviting one-bedroom condo on the 17th floor features floor-to-ceiling windows spanning the mauka side, capturing panoramic views of the Ko'olau mountains, Olomana, and Enchanted Lake. Move-in ready with fresh interior paint and AC units to keep you cool as you enjoy the views. Built-ins provide ample storage, plus the unit comes with separate storage in the building. Enjoy extraordinary amenities including a heated saltwater pool and whirlpool, BBQ area, well-equipped gym, tennis and pickleball courts, storage for bikes and beach gear, and a beautifully remodeled clubhouse. Your dog will love the unique dog park tucked into a natural quarry beneath banyan trees. Kailua Town’s coffee shops, boutiques, restaurants, Whole Foods, and Target are close by, along with beautiful Kailua Beach. Easy access to KBAY, VA approved and pet friendly. Come for the views, stay for the lifestyle!

322 Aoloa Street Unit 1706, Kailua

Listing courtesy of eXp Realty.

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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