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141 Kuailima Drive, Kailua
$4,550,000
5 Beds ⋅ 4 Baths ⋅ 202608060 MLS ⋅ FS - Fee Simple Tenure ⋅ 45 DOM
Set in one of Oahu’s most coveted beachside neighborhoods, this exceptional Lanikai property offers versatility and island charm—just steps from the soft sands and turquoise waters of world-famous Lanikai Beach. This unique estate features 2 separate homes (3 bed/2 bath and 2bed/1bath), providing opportunities for multi-generational living, hosting guests, or rental income potential. Both houses showcase new flooring and many modern upgrades. When outside, enjoy swimming in the bright blue heated pool and taking in views of the iconic Lanikai Pillbox hike. The property also includes a dedicated pool house complete with its own bathroom, outdoor kitchenette, and dining area—perfect for hosting gatherings and enjoying laid-back evenings by the pool. The expansive, fully-fenced grassy area of the backyard is ideal for outdoor activities like volleyball, or a secure haven for pets to roam freely. Ample parking adds to the property’s convenience. In this prime location, your days can begin and end with ocean breezes and sunrise views. This is a truly special opportunity to own a beautifully-updated property in one of Hawaii’s most desirable beach communities.

141 Kuailima Drive, Kailua

635 Olomana Street, Kailua
$1,205,000
3 Beds ⋅ 2 Baths ⋅ 202603334 MLS ⋅ FS - Fee Simple Tenure ⋅ 48 DOM
Move-in ready Coconut Grove home at an exceptional value of $1,175,000! This 3-bedroom, 2-bath single-family residence showcases stylish upgrades throughout, including hardwood and ceramic tile flooring, granite kitchen countertops, sage shaker-style cabinetry with modern hardware, and stainless steel appliances. Bright and inviting with abundant natural light, plantation shutter window coverings, and updated vanities and lighting. The primary bedroom and bathroom feature a separate entrance that opens to the backyard—ideal for added privacy or flexible living. Enjoy peace of mind with a new roof (2024) and fresh exterior paint. The fully fenced yard with new white vinyl fencing surrounds a manicured lawn—perfect for indoor-outdoor living. Carport with enclosed laundry and storage adds convenience. Enjoy access to a private pool shared exclusively within a 12-home community in the Westwood Community Association. Monthly fee of $354.26 includes water and sewer. Ideally located near Kailua’s world-famous beaches, dining, shopping, Target, Whole Foods, and more. (Photos have been enhanced).

635 Olomana Street, Kailua

1015 Aoloa Place Unit 448, Kailua
$725,000
2 Beds ⋅ 2 Baths ⋅ 202607552 MLS ⋅ FS - Fee Simple Tenure ⋅ 51 DOM ⋅ Poinciana Manor BLDG.
Welcome to Poinciana Manor, where comfort and convenience meet in this top 4th-floor residence. The open and airy living area features a vaulted ceiling with windows that invite abundant natural light and refreshing cross-breezes, creating a bright and welcoming atmosphere. Enjoy tranquil treetop views from the private lanai. This thoughtfully designed 2-bedroom, 2-bath home includes an updated kitchen and bathrooms, luxury vinyl flooring throughout, and tile flooring in both bathrooms. The second bedroom offers added flexibility with a built-in Murphy bed. Additional highlights include two covered parking stalls and storage conveniently located in the parking garage. Community amenities include a swimming pool, BBQ area, 3 elevators, clubhouse, and on-site resident manager. All just minutes from famous Kailua beaches, shopping, dining, and outdoor adventures - This is island living at its best!

1015 Aoloa Place Unit 448, Kailua

661 N Kainalu Drive, Kailua
$1,725,000
3 Beds ⋅ 2 Baths ⋅ 202601947 MLS ⋅ FS - Fee Simple Tenure ⋅ 77 DOM
Located just moments from the white sands of Kailua Beach, this charming corner-lot home is the perfect foundation for your family’s forever retreat. Freshly painted tongue and groove walls with brand-new bedroom carpeting, this single-level residence allows you to settle in comfortably while you begin customizing and modernizing each space to your unique taste. Or embrace it and live in it as is. but whichever you decide don't miss this incredible opportunity. The home balances its original "old-world" character with oversized original windows in the bedrooms, an expansive living area with bamboo flooring and a wall of sliding doors leading out to the front courtyard. Outside, the generous corner lot offers incredible flexibility—whether you dream of building an ADU for guest, rental, or extended family or creating a lush oasis with a pool for entertaining and relaxing. Situated in an active community where walking and biking are the norm, you’ll enjoy a front-row seat to the local 4th of July parade and seamless commutes via the H-3. Being close to schools and the Kaneohe Marine Base are also convenient.

661 N Kainalu Drive, Kailua

1351 Nanawale Place, Kailua
$1,225,000
3 Beds ⋅ 2 Baths ⋅ 202608456 MLS ⋅ FS - Fee Simple Tenure ⋅ 30 DOM
Welcome home to this beautifully updated 3-bedroom, 2-bath residence tucked away on a quiet dead-end street in desirable Kailua. Lovingly cared for, this warm and inviting home is ready for its next chapter. In 2023, the home was thoughtfully refreshed with new interior and exterior paint, vinyl flooring throughout, a renovated kitchen, primary bath and so much more - Must See! Reroofed in 2021 with warranty. Outside, the fully fenced yard is perfect for play, pets, gardening, or simply relaxing among blooming plumeria and hibiscus, all framed by beautiful mountain views. Whether you're hosting loved ones, enjoying a quiet morning coffee, or creating new memories at home, this property offers the comfort, privacy, and sense of home so many buyers are searching for. A rare opportunity to own a lovingly maintained Kailua home in a peaceful setting—come feel the charm for yourself. Where memories are waiting to be made. *A few photos have been virtually staged(enhanced).

1351 Nanawale Place, Kailua

117 N Kainalu Drive, Kailua
$1,125,000
3 Beds ⋅ 1 Baths ⋅ 202608734 MLS ⋅ FS - Fee Simple Tenure ⋅ 31 DOM
Live the Kailua lifestyle in this exceptional property ideally located just moments from world-famous Kailua Beach and the vibrant charm of Kailua Town. Nestled in one of Oahu's most sought-after neighborhoods, this residence offers the perfect blend of island comfort, indoor-outdoor living, and everyday convenience. Enjoy refreshing trade winds, abundant natural light, and a spacious layout designed for both relaxing and entertaining. The lush yard provides room to garden, play, or simply unwind in your own private tropical setting. Whether hosting gatherings, spending quiet mornings with coffee, or heading out for a beach day, this home embraces the best of Windward side living. With easy access to boutique shopping, dining, parks, farmers' markets, and top-rated schools, this is a rare opportunity to own in highly desirable Kailua. Experience the beauty, tranquility, and community that make this beach town one of Hawai'i's most treasured places to call home.

117 N Kainalu Drive, Kailua

146 Maluniu Avenue Unit B, Kailua
$1,749,000
3 Beds ⋅ 2 Baths ⋅ 202607025 MLS ⋅ FS - Fee Simple Tenure ⋅ 43 DOM
Exceptional Kalama/Coconut Grove turnkey home privately set back from the road in a peaceful cul-de-sac setting just steps from Kailua Town and less than a mile from world-famous Kailua Beach. This beautifully upgraded 3br/2ba residence offers seamless indoor-outdoor living with a dramatic 12-foot double sliding glass door opening to a spacious covered lanai with low-maintenance Trex decking. Features include tile flooring throughout, custom LED lighting, multi-zone split-system AC, custom double-hung windows with lifetime warranty, and plantation shutters throughout, providing excellent airflow, privacy, and natural light. The kitchen offers granite countertops with center island and high-end stainless steel appliances. The primary suite features walk-in closet and large sliding glass door opening directly to the lanai. Enjoy resort-style outdoor living with professional landscaping, brass lighting, copper tiki torches, outdoor shower, and a top-quality hot tub. Additional highlights include 3-car parking, lockable storage shed for surfboards and beach gear, fully gated front and back yards, and a complete sprinkler system.

146 Maluniu Avenue Unit B, Kailua

1142 Mokapu Boulevard, Kailua
$2,229,100
4 Beds ⋅ 4 Baths ⋅ 202606138 MLS ⋅ FS - Fee Simple Tenure ⋅ 52 DOM
Island luxury abounds in this newer-built single-family residence in Kailua. Very privately situated, and tucked behind a gated driveway, the CPR home welcomes you with expansive parking and 2+ car garage. Soaring ceilings and open entry foyer set the tone for a light-filled, spacious interior. The open-concept living area features built-in entertainment center and flows seamlessly to a covered lanai, where tranquil canal views and sunrise hues create a serene daily backdrop over the lush landscaping. A chef’s kitchen is appointed with quartz, high end appliances, gas, and a decked out indoor butler pantry/laundry area, perfect for entertaining and everyday living. Upstairs, the primary suite is a peaceful retreat with huge walk-in closet and a glass-enclosed shower, dual vanities. Two additional bedrooms, and hallway bath with tub. A separate downstairs bedroom suite with exterior access, full bath, and walk-in closet provides flexibility for guests, multigenerational living, or a private workspace. LVP flooring, quality craftsmanship and thoughtful design complete this exceptional opportunity to enjoy modern Kailua living indoor and out, your personal paradise.

1142 Mokapu Boulevard, Kailua

1015 Aoloa Place Unit 214, Kailua
$685,000
2 Beds ⋅ 2 Baths ⋅ 202606620 MLS ⋅ FS - Fee Simple Tenure ⋅ 40 DOM ⋅ Poinciana Manor BLDG.
Welcome home! Charming Poinciana Manor two bedroom, two bath condo. This corner unit has easy access to the two covered parking stalls, elevator, and stairs. The spacious lanai with additional closet can be accessed from the living room and primary bedroom. Amenities include: corner unit, two covered parking stalls, spacious lanai, storage, vinyl plank floors, two bathrooms each with a tub/shower, refrigerator, range, dishwasher, water heater, washer, and dryer. The condo has been recently painted and is move in ready. Poinciana Manor has lovely gardens, a recreation area, pool, plus guest parking. Conveniently located walking distance to Kailua town (ex. Target, Safeway, Longs, Whole Foods, Foodland, Tokyo Central, Starbucks, the post office, etc.) and beautiful Kailua Beach just a few blocks away. Come make Poinciana Manor 214 your new home!

1015 Aoloa Place Unit 214, Kailua

554 Ulukanu Street, Kailua
$1,350,000
3 Beds ⋅ 2 Baths ⋅ 202601519 MLS ⋅ FS - Fee Simple Tenure ⋅ 84 DOM
This inviting single-level residence in the Olomana neighborhood in Kailua sits on a quiet street with minimal through traffic, offering privacy and breezes from its location at the bottom slopes of Olomana/Three Peaks. The property features a new roof, fresh interior paint, new flooring, including carpet and luxury vinyl. The kitchen includes a new refrigerator and oven/stove (2025), making it move-in ready. Enjoy the lush, fruiting landscape, including a Fairchild mango tree, avocado tree bred by a UH AG professor that produces extra large/creamy avocados, calamansi, coffee, lemon, lime, chico fruit tree (sapodilla), rosemary and bay leaf. The backyard provides an ideal space for entertaining or relaxing, while the workshop/shed adds functional space for hobbies or storage. This home offers the perfect combination of privacy and convenience. Just minutes from award-winning blue Ribbon Maunawili Elem. School, Olomana Park, fire station, Sunday farmers market, and Kailua town's shops, grocery stores, restaurants, and beautiful beaches. Easy access to Castle Medical Center and the Pali and H-3 highways.

554 Ulukanu Street, Kailua

638 Keolu Drive, Kailua
$2,050,000
5 Beds ⋅ 3 Baths ⋅ 202601778 MLS ⋅ FS - Fee Simple Tenure ⋅ 101 DOM
Completely ready to move right in! Brand new gorgeous plank ceramic tile floors throughout home. Open concept floor plan with vaulted ceilings. Large sliding glass doors in living room & dining room bring in brightness & light. Covered 161 sq ft lanai extends the living space with an outdoor/indoor feeling and lovely tropical, easy-to-care for landscaping. All brand new or newer stainless electric appliances in kitchen with newer cabinets, quartz countertops and deep, stainless farm sink. Main home is 4 bedrooms, 2 bathrooms with separate entry lockout studio suite for total of 5 bedrooms, 3 bathrooms and 2,067 sq ft of living space. All bathrooms have been recently updated with attractive tile in shower, new vanities & solid surface countertops. 2 car garage with ample room for storage. 18 owned PV panels help to offset the electric bill substantially. Close to Hamakua Drive and all the great Kailua restaurants, stores and businesses. 1-1/2 miles to Kailua Beach, 12 miles to downtown Honolulu and 19 miles to Honolulu International airport. Open House: March 29 @ 2-5pm.

638 Keolu Drive, Kailua

626 Papalani Street, Kailua
$1,725,000
4 Beds ⋅ 2 Baths ⋅ 202601541 MLS ⋅ FS - Fee Simple Tenure ⋅ 43 DOM
Nestled in the charming community of Kailua, this stunning property is island living at its best! This 4-bedroom, 2-bathroom home is thoughtfully designed with open concept living spaces. The spacious primary suite is the perfect retreat, boasting custom built-in drawers & bookcases and split A/C. The expanded spa-like bathroom also features beautifully designed cabinetry, granite countertops, and a walk-in shower. Enjoy your own private outdoor oasis—complete with a hot water shower, perfect for rinsing off after a day at the beach. Need room to work or create? This house has it all! The 4th bedroom is currently an office/art studio with custom built-ins but can easily be converted back to a 4th bedroom. There is also a 2nd office nook, ideal for remote work or hobbies. 19 prepaid leased PV panels with net metering keep electricity costs low. The interior’s finishes include elegant flagstone flooring throughout the main living areas and luxury vinyl plank flooring for durability and style. Located in top rated Kaelepulu school district, near Kailua's trendy shops, restaurants, and the turquoise waters of Kailua Beach. Don’t miss your chance to call this slice of paradise home!

626 Papalani Street, Kailua

1204 Kahili Street, Kailua
$1,569,750
3 Beds ⋅ 2 Baths ⋅ 202606564 MLS ⋅ FS - Fee Simple Tenure ⋅ 57 DOM
Offering a spacious 1,848 sq ft interior 3-bed 2-bath single-level home in the desirable Enchanted Lake neighborhood with an enclosed garage, 20 PV solar panels, a Tesla backup battery, and hot water solar panels. Nicely landscaped front and back yard, a covered lanai, and a jacuzzi hot tub. 2 living rooms for comfort and space, plus 5 split air conditioning units. All building permits have been properly closed (garage conversion, 200 amp meter upgrade service, house addition, fence, solar water heater, and the PV panels with battery). Kailua Town, white sandy beach, Pali Hwy, H-3 Hwy, and Marine Corps Base are all just minutes away. New pictures will be uploaded after the tenant moves; currently tenant occupied until April 30, 2026.

1204 Kahili Street, Kailua

1020 Aoloa Place Unit 109B, Kailua
$849,000
3 Beds ⋅ 2 Baths ⋅ 202607605 MLS ⋅ FS - Fee Simple Tenure ⋅ 37 DOM ⋅ Windward Cove BLDG.
Welcome to Windward Cove, a gated tropical oasis in the heart of Kailua. This beautifully refreshed ground-floor 3-bedroom, 2-bath residence offers the best of beach-town living, just one mile from Kailua Beach and minutes from shopping, dining, cafés, and farmers markets. Set among over three acres of lush tropical landscaping, koi ponds, waterfalls, water fountains, and tranquil water features, the community feels like a private resort. The home features a peaceful lanai with an amazing view of the property, additional storage in the garage area, and two tandem parking stalls in the secure gated garage. Recent updates include fresh interior paint, new microwave, dishwasher, washer/dryer and new water heater. Pet-friendly Windward Cove offers resort-style amenities including a pool, hot tub, sauna, tennis and pickleball courts, BBQ areas, EV charging stations, bike and surfboard storage, a recreation room, rooftop deck with mountain views, secure entry, on-site management, and ample guest parking.

1020 Aoloa Place Unit 109B, Kailua

325 Hamakua Drive, Kailua
$2,239,500
3 Beds ⋅ 3 Baths ⋅ 202605416 MLS ⋅ FS - Fee Simple Tenure ⋅ 72 DOM
LOCATION, LOCATION, LOCATION – NEW ENCHANTED LAKE LISTING ON THE WATER - This well maintained 3bed/2.5bath single level home is located in desirable Enchanted Lake and features a LARGE 14,756sf lot, open floorplan, high ceilings, quiet cul-de-sac, ample storage, natural lighting, multiple fruit trees, cool trade winds, very private, beautiful pool, split AC’s, large yard, & large open lanai space perfect for children, pets, and entertaining family & friends. This home is conveniently located near, Kailua Town, Kaneohe Bay, H3/Pali/Likelike, Kaneohe Marine Base, world famous Kailua Beach, Lanikai, restaurants, schools, grocery stores, parks, bus stops, beaches & more...Don’t miss this opportunity!!

325 Hamakua Drive, Kailua

102 Kahako Street Unit A, Kailua
$875,000
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
$740,000
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
$2,395,000
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
$1,450,000
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
$805,000
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
$1,250,000
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
$1,735,000
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
$1,630,000
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

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