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102 Kahako Street Unit A, Kailua
$890,000
3 Beds ⋅ 2 Baths ⋅ 202600155 MLS ⋅ FS - Fee Simple Tenure ⋅ 134 DOM ⋅ Kaopa Park Place BLDG.
Tucked along the hillside of Keolu Hills, this perimeter townhome at Kaopa Park Place offers privacy, functionality, and the relaxed Kailua lifestyle. Located in a quiet cul-de-sac and surrounded by greenery, the home features a fully enclosed yard-ideal for entertaining, gardening, or unwinding. The interior offers three bedrooms and two bathrooms with laminate flooring throughout. Split AC systems and ceiling fans in every room provide year-round comfort. An enclosed two-car garage adds convenience, while space beneath the home offers potential for additional storage or creative use. Recently and significantly reduced, this well-priced home represents exceptional value in the Kailua market. Seller offers a $5,000 credit for yard enhancements. Sellers are motivated and open to strong offers. Low maintenance fees include exterior upkeep and common area insurance. Pet-friendly community with full hurricane coverage. Minutes to Kailua Town, world-renowned beaches, dining, shopping, parks, and schools-enjoy the best of Windward living. A compelling opportunity in today's market-don't miss it.

102 Kahako Street Unit A, Kailua
455 Kailua Road Unit 4303, Kailua
$1,150,000
2 Beds ⋅ 2 Baths ⋅ 202602139 MLS ⋅ FS - Fee Simple Tenure ⋅ 84 DOM ⋅ Ka Malanai At Kailua BLDG.
Discover the perfect blend of comfort and convenience in this spacious top floor 2-bd., 2-ba. corner residence at Ka Malanai, featuring one of the larger 2 bd. floor plans rarely available in the community. This desirable corner unit enjoys beautiful mountain views, spacious lanai, and refreshing cross breezes. The well-maintained interior offers generous living areas and a functional layout ideal for relaxing, entertaining, or working from home while enjoying the best of island living. Two covered parking spaces add further value and convenience. Ideally located just a short 10 min. stroll to world-famous Kailua Beach Park, the home also places you close to everyday essentials including the post office, Target, grocery stores, local cafés, and Kailua Town’s vibrant mix of boutiques and dining options. Enjoy the convenience of living near everything while still coming home to a peaceful residential setting. Pet-friendly and rarely available in this size and location, this residence presents an exceptional opportunity to own in one of Oahu’s most desirable beach communities—perfect as a primary home or long-term investment in paradise. One or more photos have been enhanced.

455 Kailua Road Unit 4303, Kailua
1422 Lekeona Street, Kailua
$1,275,000
3 Beds ⋅ 2 Baths ⋅ 202604719 MLS ⋅ FS - Fee Simple Tenure ⋅ 75 DOM
Welcome to island living in the heart of Keolu Hills! This charming 3-bedroom, 2 bath home with enormous bonus room offers comfort and space. Set behind lush tropical landscaping, this home features a spacious driveway with covered carport that could also be easily used as outside living area. There is a welcoming front and side entrance. Inside, you'll find a bright and functional layout with plenty of natural light, island breezes, and new vinyl flooring. Freshly painted interior and exterior. The property sits on a generous lot with room to garden, entertain, or create your own oasis. Enjoy the convenience of being just minutes from world-famous beaches, local shops, restaurants and parks while still tucked into a residential neighborhood. Come and discover your piece of paradise in Kailua.

1422 Lekeona Street, Kailua
1015 Aoloa Place Unit 411, Kailua
$750,000
2 Beds ⋅ 2 Baths ⋅ 202604674 MLS ⋅ FS - Fee Simple Tenure ⋅ 81 DOM ⋅ Poinciana Manor BLDG.
Live the Kailua lifestyle at 1015 Aoloa Pl. #411 in the well-maintained Poinciana Manor community. This thoughtfully renovated 2-bedroom, 2-bath residence blends modern finishes with comfortable island living. The unit is well positioned within the complex offering enhanced privacy, creating a peaceful retreat while remaining close to Kailua’s vibrant energy. Poinciana Manor features a pool, recreation area, BBQ spaces, guest parking, secured entry, and lush tropical landscaping that creates a welcoming residential feel. Minutes from your front door, Kailua Town is approximately 0.5 miles away, or about a 2-minute drive, placing Whole Foods, Target, boutique shopping, cafés, and popular dining options within easy reach. Kailua Beach is just 1.5 miles away (about 5 minutes), where turquoise waters invite kayaking, stand-up paddling, and other beach activities along the shore. Enjoy the balance of convenience and coastal charm—beach days, fitness, dining, and daily essentials all just minutes from home.

1015 Aoloa Place Unit 411, Kailua
1182 Akuila Place, Kailua
$2,499,000
4 Beds ⋅ 3 Baths ⋅ 202604990 MLS ⋅ FS - Fee Simple Tenure ⋅ 75 DOM
Welcome to your lakefront retreat in coveted Enchanted Lake. Tucked away on a quiet cul-de-sac, this fully renovated 4-bedroom, 3-bath home offers the perfect blend of privacy, flexibility, and modern island living. With direct lake frontage and breathtaking views of the Olomana peaks, the setting feels peaceful and picturesque from sunrise to sunset. The open-concept interior is designed for both everyday comfort and entertaining, featuring an oversized pivot entry door, split A/C in every room, and a beautifully updated kitchen with Bosch stainless steel appliances. An oversized patio and expansive bifold doors create seamless indoor-outdoor living, perfect for gatherings and relaxed island evenings. The flexible layout provides ideal separation for multigenerational living, guests, or extended family. Step outside to your private backyard oasis complete with a pool, jacuzzi, and sweeping lake views. A spacious 2-car garage adds convenience and storage. Rarely available, move-in ready, and set in one of Kailua’s most desirable neighborhoods. This is lakefront living at its best.

1182 Akuila Place, Kailua
536 Olomana Street, Kailua
$1,410,000
3 Beds ⋅ 2 Baths ⋅ 202602237 MLS ⋅ FS - Fee Simple Tenure ⋅ 81 DOM
$39k PRICE DROP… COME & GET IT!!! Beautifully renovated in 2022 and tucked into one of Kailua’s most beloved neighborhoods, this single-story home offers the relaxed island lifestyle so many dream about. Just under a mile from world-famous Kailua Beach, mornings begin with soft sunrise colors & a peek at Mount Olomana right from your living room, while days flow effortlessly between indoor comfort & outdoor living. The thoughtfully updated interior features modern finishes, quartz countertops with warm veining, butcherblock island, waterproof luxury vinyl flooring, updated cabinetry, & split AC for year-round comfort. Outside, the newly landscaped backyard offers a fresh lawn and a cool covered patio perfect for weekend barbecues, or unwinding after a day at the beach. Located on a quiet, low-traffic street w plenty of guest parking, this home also offers freedom from HOA fees & convenience to parks, shopping, dining, Target, Whole Foods, plus easy access to H-3 & the Pali. Dedicated indoor laundry room, carport storage, & 2022 termite tenting, this home blends peace of mind with the charm & ease of Windward living — experience the Kailua lifestyle! (1+ photos have been enhanced)

536 Olomana Street, Kailua
1030 Aoloa Place Unit 11/311B, Kailua
$925,000
3 Beds ⋅ 2 Baths ⋅ 202605074 MLS ⋅ FS - Fee Simple Tenure ⋅ 52 DOM ⋅ Windward Harbour BLDG.
One of Kailua’s most tranquil resort-style communities, loved for its tropical landscaping, meandering koi ponds, and peaceful garden ambiance. This beautiful, well situated home offers generous space, privacy, and options for indoor-outdoor living. Welcome home to a dramatic wall of windows anchoring the main living area overlooking serene koi ponds, swaying palms, and greenery. High ceilings enhance the light-filled, treehouse-like retreat cooled by gentle tradewinds, with breathtaking floor-to-ceiling mountain views from the private lanai, kitchen, living room, and rooftop terrace. The open-concept layout is ideal for everyday living and entertaining. The primary suite downstairs boasts a large walk-in closet and ensuite bath, two bedrooms plus full bath upstairs. Ample closets and storage throughout. The rooftop lanai is perfect for relaxing or hosting against the backdrop of mountain vistas. Two covered parking stalls. Easy path to parking and Windward Harbour's exceptional amenities, pool, spa, sauna, tennis courts, BBQ areas, and rec room. Secured entry. All just minutes from famous Kailua beaches, shopping, dining, and outdoor adventures—this is island living at its best.

1030 Aoloa Place Unit 11/311B, Kailua
137-1 Oko Street Unit 901, Kailua
$825,000
3 Beds ⋅ 2 Baths ⋅ 202605988 MLS ⋅ FS - Fee Simple Tenure ⋅ 56 DOM ⋅ Aikahi Gardens BLDG.
Great corner unit in Aikahi Gardens now available! Aikahi Gardens is a complex conveniently located close to the Marine Base, H-3, Safeway shopping center (with a Japanese restaurant, Starbucks, a veterinarian and much more) and of course world famous Kailua Beach. This freshly painted unit has a private entrance on the Kailua side of Oko Street and two great close parking places in the shade! Features include adesirable floor plan with the primary bedroom (and a full bathroom!) on the first level opening up to the private enclosed courtyard. Upstairs are two more bedrooms and another full bathroom. The back lanai opens to large grassy area perfect for kids or just enjoying the view. A short walk away is the large sparking pool, spa - big enough to swim laps in and hours of fun for the kiddos! An open air clubhouse large enough to hold parties in is the cherry on top.

137-1 Oko Street Unit 901, Kailua
453 Ulupaina Street Unit A, Kailua
$1,295,000
4 Beds ⋅ 3 Baths ⋅ 202606651 MLS ⋅ FS - Fee Simple Tenure ⋅ 44 DOM
Cute Kailua home in highly sought after Coconut Grove neighborhood! Home features 3 bed & 2 baths, along with a separate one-bedroom with full bathroom and detached recreation room. The primary bedroom includes its own private bath and features French doors that open directly to the backyard and back deck. Open concept with kitchen and living room. Ideally located and conveniently situated just three blocks from Kailua town. Placing your family within close range for shopping and dining. Kailua Beach is located only four and a half blocks away, perfect for days at the beach! For commuters, the home offers easy access to major transportation highways, including the Pali Highway and H3, both just a few blocks away. This property is a must-see, offering a unique blend of convenience and privacy. Located on a flag lot, it provides a peaceful escape and boasts ample parking. The yard is landscaped and fully fenced, providing a private and inviting outdoor space. The property also has CPR potential for additional living space. Buyers due diligence advised.

453 Ulupaina Street Unit A, Kailua
1202 Lola Way, Kailua
$1,900,000
3 Beds ⋅ 2 Baths ⋅ 202527505 MLS ⋅ FS - Fee Simple Tenure ⋅ 151 DOM
Discover a rare opportunity in the quiet Maunawili community, tucked against the majestic Ko'olau mountain range. This 3-bedroom, 2-bath home, with a bonus den, sits on an oversized 12,090 sq. ft. lot at the end of a cul-de-sac and features one of its most unique highlights—an indoor heated swimming pool in a screened-in lanai. Large windows and sliding doors open to an expansive wraparound deck overlooking lush tropical foliage, creating a peaceful, treehouse-like setting. The fenced outdoor space includes a small grassy area and mature plantings, while the elevated deck offers a private perch among the trees. Inside, natural light filters through the home, adding warmth to the living spaces. A pull-down ladder in the garage leads to a spacious attic, providing an uncommon amount of storage for a Hawai‘i property. The residence also includes a two-car carport, additional driveway parking, ample attic space and rooftop solar panels dedicated to heating the pool. Located just minutes from Kailua Town, beaches, schools, and freeway access, this Maunawili retreat blends privacy, space, and possibility in one of Windward O‘ahu’s most serene neighborhoods.

1202 Lola Way, Kailua
133 Kuailima Drive, Kailua
$5,500,000
6 Beds ⋅ 5 Baths ⋅ 202600468 MLS ⋅ FS - Fee Simple Tenure ⋅ 112 DOM
Rarely available: large lot with 2 homes on one of Lanikai’s most coveted beach streets. It's easy to fall in love with this dream property where privacy, luxury, and lifestyle converge. Elevated, refined & stacked with extras, this custom compound features a beautifully renovated 4bd/3bath main house & an adorable 2 bd/1.5bath guest cottage. The motorized-entry gate leads to generous driveway parking +enclosed 2-car garage. Privately set back from the street, the main house showcases an open-concept modern design w/ sleek chef’s kitchen + prep kitchen, 3 spa-like bathrooms, split AC & spacious primary suite w/ double sinks & custom walk-in closet. Thermador, Sub zero & Bosch appliances, Taj Mahal leathered granite countertops & beautiful Duchateau wood floors blend effortlessly w/ lush resort style landscaping for indoor/outdoor life without compromise. Unwind in the sauna or perfect your short game on the custom putting green. New roof with 40-owned PV panels, 3 Tesla batteries & a wired video security system provide extra piece of mind. Additional storage room off the garage is ideal for surf & paddle boards or your home gym/office. Don't miss this opportunity to live the dream!

133 Kuailima Drive, Kailua
642 Papalani Street, Kailua
$1,575,000
3 Beds ⋅ 2 Baths ⋅ 202605341 MLS ⋅ FS - Fee Simple Tenure ⋅ 50 DOM
Feel the trade winds and enjoy easy single-level living in Kailua’s desirable Enchanted Lake neighborhood. This 3-bedroom, 2-bath home sits on a generous 7,562 sq ft level lot and features vaulted ceilings and an open, flowing layout that creates a bright and comfortable living space. Thoughtful updates include a remodeled kitchen and baths with custom cabinetry, deep drawers, pull-out pantry storage, and updated appliances. Additional improvements include upgraded 200-amp electrical service, photovoltaic system with 13 panels and net metering (2012), and a roof replaced in 2014. Fresh interior and exterior paint in 2025, new carpet, plantation shutters, and double-wall construction add to the home’s appeal. Enjoy indoor-outdoor living with a flagstone lanai and a fully fenced yard with vinyl fencing—perfect for relaxing, gardening, or gathering with family and friends. In the coveted Kaelepulu School district. Conveniently located near Kailua beaches, parks, schools, shopping, and dining, this home offers a wonderful opportunity to enjoy the Windward lifestyle.

642 Papalani Street, Kailua
589 Kipuka Place, Kailua
$1,100,000
3 Beds ⋅ 2 Baths ⋅ 202607814 MLS ⋅ FS - Fee Simple Tenure ⋅ 15 DOM
Opportunity knocking in one of Oahu's most coveted communities! Bring your imagination and contractor to refresh this home situated on a quiet Cul-De-Sac nearby to Kailua Town. Home needs major repairs. Spacious 3 bedroom, 2 bathroom structure in largely original condition. Existing appliances and fixtures to be conveyed in their current, As-Is condition. Cash offers will be given preference.

589 Kipuka Place, Kailua
214 Kakahiaka Street, Kailua
$2,150,000
4 Beds ⋅ 2 Baths ⋅ 202605694 MLS ⋅ FS - Fee Simple Tenure ⋅ 49 DOM
Nestled in one of Kailua’s most sought-after neighborhoods, this exceptional 4-bedroom, 2-bath residence sits on over 10,000 sq ft of land and offers the perfect blend of island elegance and everyday comfort—just moments from the beach. Thoughtfully updated, the home features a beautifully renovated kitchen with sleek quartz countertops and newly remodeled bathrooms designed with modern style in mind. Skylights throughout the home invite an abundance of natural light, creating a bright and airy ambiance. A separate living room offers a welcoming space for quiet relaxation, while the expansive family room opens seamlessly to a level, enclosed yard—ideal for entertaining, outdoor dining, and enjoying Kailua’s indoor-outdoor lifestyle. With generous space, tasteful upgrades, and an unbeatable location near the beach, this home is a rare opportunity to experience the very best of island​​‌​​​​‌​‌​​​​‌‌​​‌‌​‌‌​​‌​​​‌​‌ living.

214 Kakahiaka Street, Kailua
358 D Kaelepulu Drive Unit 704, Kailua
$1,075,000
2 Beds ⋅ 3 Baths ⋅ 202523276 MLS ⋅ FS - Fee Simple Tenure ⋅ 204 DOM ⋅ Bluestone BLDG.
SELLER MOTIVATED & PRICE REDUCED. Lowest-Priced Residence in Bluestone. Rarely available, generously sized 2-bedroom, 2.5-bath residence offering over 1,500sqft of interior living space within the coveted gated Bluestone community. Beautifully maintained, this home features upscale finishes: travertine flooring on the main level, Berber carpet in the bedrooms, and granite countertops in the bathrooms. Designed for seamless indoor-outdoor living, the residence showcases a dramatic double-height dining area with chandelier, skylights, and a convenient guest powder room. Bluestone is an exclusive 50-acre private community comprised of just 136 residences, with only 23 homes offering this desirable 2-bedroom floor plan. Residents enjoy resort-style amenities including a swimming pool, tennis courts, clubhouse, BBQ area, sauna, and scenic walking and jogging paths set amidst lush tropical landscaping with sweeping views of the Ko‘olau Mountains. Ideally located by Mid-Pacific Country Club, Lanikai Pillbox Hike, world-famous Lanikai Beach, and the vibrant town of Kailua, Bluestone offers a rare opportunity to enjoy a peaceful, highly sought-after island lifestyle at exceptional value.

358 D Kaelepulu Drive Unit 704, Kailua
1166 Akuila Place, Kailua
$1,800,000
3 Beds ⋅ 2 Baths ⋅ 202605064 MLS ⋅ FS - Fee Simple Tenure ⋅ 59 DOM
Nestled in the Enchanted Lake neighborhood of Kailua, this 3-bedroom, 2-bathroom home offers a rare opportunity to create your dream retreat. Tucked away on a cul-de-sac and backing directly onto the serene Ka'elepulu Wetland, this property offers tranquil views of Enchanted Lake. As you enter the home, you are greeted by 20ft open-beam ceilings with lake and Olomana views! The home carries timeless character while featuring subtle modern touches throughout the interior. It's the perfect canvas-move in comfortably as-is or reimagine and transform the space to reflect your own style and vision. The layout provides flexibility for family living, guests, or a home office. Outside, you will find 2 generous side yards offering endless possibilities-gardening, additional outdoor entertaining areas, or possible expansion. The large, covered back deck is ideal for relaxing or hosting while taking in peaceful lake views, with cool trade winds and natural beauty as your backdrop. Located just minutes from Kailua's world-famous beaches, shopping, and dining. This property combines location, potential, and lifestyle in one exceptional offering.

1166 Akuila Place, Kailua
14 Aulike Street Unit 806, Kailua
$679,000
2 Beds ⋅ 2 Baths ⋅ 202603867 MLS ⋅ FS - Fee Simple Tenure ⋅ 67 DOM ⋅ Meridian East BLDG.
Live the vibrant Kailua lifestyle in this spacious 2-bedroom, 2-bath residence in the highly desirable Meridian East. Located in the heart of Kailua Town, this ocean-view, fully renovated home offers the relaxed, beach-town atmosphere that makes every day feel like a vacation. Upgrades include vinyl jalousie windows, luxury vinyl plank flooring, an in-unit washer/dryer, and granite countertops and vanities in both bathrooms with a soaking tub with jets in the primary bath. The extra-large lanai extends your living space outdoors — perfect for entertaining, gardening, or simply enjoying the trade winds. Meridian East provides secured entry, gated parking, and storage for bikes, kayaks, and stand-up paddleboards, making island living effortless. Unwind by the pool with stunning Ko‘olau mountain views, or head just minutes to Lanikai Beach, Kailua Beach, Whole Foods, Target, Morning Brew, and popular restaurants. Convenience, comfort, and coastal charm come together in this exceptional opportunity to own one of Oahu’s most sought-after communities.

14 Aulike Street Unit 806, Kailua
1193 Kika Place, Kailua
$1,858,000
4 Beds ⋅ 3 Baths ⋅ 202601291 MLS ⋅ FS - Fee Simple Tenure ⋅ 97 DOM
Located in the highly desirable neighborhood of Maunawili, this beautifully remodeled home sits under the breathtaking and serene mountains while the location provides a peaceful and relaxing environment. This home offers an enclosed garage and two levels of living space with wrap around decks on each floor (approx. 570 sf on the second level and almost 1000 sf on the top level), perfect for entertaining family and friends. You will love the attention to details throughout. The main floor boasts an open concept design with a large open kitchen with Cafe Brand appliances, a walk-in pantry, full bathroom and a bright, spacious living room perfect for entertainment and enjoying the views. The upper floor offers 4 bedrooms and 2 bathrooms. The primary bedroom is designed with a walk-in closet, spa like bathroom with a soaking tub and separate shower, a wall mounted electric fire place, and a wine refrigerator. Come home and appreciate the jacuzzi and BBQ grill that is included on the deck. Maunawili is just a short distance away from Pali Hwy, H-3, Downtown, shopping centers and to the beaches.

1193 Kika Place, Kailua
376 Dune Circle, Kailua
$11,200,000
4 Beds ⋅ 4 Baths ⋅ 202505746 MLS ⋅ FS - Fee Simple Tenure ⋅ 385 DOM
Nestled along the pristine shores of Kailua Beach, 376 Dune Circle offers an unparalleled beachfront living experience on one of Oahu’s most coveted beachside streets. This luxurious 4-bedroom, 4-bathroom single-story retreat on a generous 10,283-square-foot lot blends timeless elegance with modern comfort. This home showcases a warm, earthy palette inspired by the surrounding sand and native hardwoods such as koa, monkeypod and ohia creating a harmonious connection with its natural environment. Step inside to discover an open, light-filled interior with high peaked ceilings and terrazzo tile floors effortlessly combining casual sophistication with low-maintenance island living. The well designed layout features rich wood and stone accents, complimenting the azure ocean views that serve as the home’s stunning backdrop. The spacious living areas flow seamlessly, offering the perfect setting for relaxation or entertaining, while the meticulously appointed kitchen with high end appliances reflects a commitment to quality and style. Thoughtfully designed by Jaime Jackson and Mark Eyler, the architect. A true sanctuary where luxury meets the laid-back spirit of the islands.

376 Dune Circle, Kailua

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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