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1287 Puualoha Street, Kailua
$1,925,000
4 Beds ⋅ 3 Baths ⋅ 202609203 MLS ⋅ FS - Fee Simple Tenure ⋅ 138 DOM
Welcome home to beautiful Maunawili! Tucked away on a quiet cul-de-sac and surrounded by lush greenery, this beautifully renovated home is stunning with Ko’olau mountain views that capture the essence of Windward living. Inside, enjoy a spacious open-concept layout with soaring high ceilings, creating a bright and airy feel throughout. The home features luxury vinyl flooring, split AC units in every room, and a modern kitchen with quartz countertops, a large waterfall island, and new appliances, perfect for everyday living and entertaining. The main level offers 3 bedrooms and 2 bathrooms, with the primary bedroom located on the lower level, while the upstairs includes a separate 1-bedroom, 1-bath living area, ideal for extended family or guests. Step outside to a large Trex deck overlooking a private, lush backyard, perfect for relaxing or hosting while taking in the surrounding greenery. A rare opportunity to own a move-in ready home in highly desirable Maunawili.

1287 Puualoha Street, Kailua

1350 Lopaka Place, Kailua
$2,000,000
4 Beds ⋅ 3 Baths ⋅ 202613204 MLS ⋅ FS - Fee Simple Tenure ⋅ 67 DOM
Discover a private sanctuary at the top of Maunawili Estates, one of Kailua’s most private neighborhoods, where old-school island charm meets some of the finest views in all of Kailua. Set on a 20,000-square-foot lot near the end of a quiet cul-de-sac and priced $234,700 below the current tax-assessed value, this distinctive 4BR/3BA home offers approximately 3,403 square feet of interior living area, plus 1,122 square feet of lanai, attic, and garage space. Custom Polynesian-inspired woodwork, handcrafted metal details, natural stone accents, curved architectural elements, and built-ins give the home character rarely found today. The light-filled main level features 3 bedrooms, 2 baths, an expansive primary suite, cooling valley breezes, and a wraparound lanai framing sweeping views of Kailua Bay, Olomana, and the Ko'olau Mountains. The flexible lower level includes a large bonus room and separate-entry 1BR/1BA apartment with private outdoor space. Terraced gardens, elevated lookout areas, 17 photovoltaic panels, a Tesla charger, two-car garage, and no rear neighbors complete this rare opportunity for a buyer ready to add personal touches and create an exceptional Kailua retreat.

1350 Lopaka Place, Kailua

1176 Lunaai Street, Kailua
$1,600,000
4 Beds ⋅ 2 Baths ⋅ 202614500 MLS ⋅ FS - Fee Simple Tenure ⋅ 52 DOM
Beautifully remodeled in 2009, this 4-bedroom, 2-bath home combines quality finishes with the peaceful setting of Maunawili. The light-filled, open floor plan features elegant travertine flooring throughout and a spacious primary suite with brand-new carpeting and double closets. The beautifully appointed kitchen showcases African Mahogany shaker cabinetry, granite countertops, Bosch appliances, a gas cooktop, and a wine refrigerator. Both bathrooms have been tastefully upgraded, with the primary bath featuring a new walk-in shower and the hall bath featuring custom African Mahogany cabinetry. Split A/C units provide added comfort, while the two-car carport offers convenient covered parking. Situated on an expansive 8,000+ sq. ft. lot, lush tropical landscaping creates a private, tranquil setting ideal for relaxing or entertaining. Enjoy the quiet charm of Maunawili with convenient access to Kailua Town, hiking trails, parks, and major commuter routes. A wonderful opportunity to own a beautifully maintained home in one of Windward Oahu's most desirable neighborhoods.

1176 Lunaai Street, Kailua

1002 Lunaai Street, Kailua
$1,892,000
4 Beds ⋅ 3 Baths ⋅ 202609848 MLS ⋅ FS - Fee Simple Tenure ⋅ 69 DOM
SPACE, PRIVACY & FLEXIBILITY ON A 15,373 SQ FT LOT IN MAUNAWILI. Set on a 15,373 sq ft lot in sought-after Maunawili, this beautifully updated property combines a spacious 3-bedroom, 2-bath main residence featuring hardwood flooring, split AC, double-wall construction, and a beautifully renovated primary suite with a spa-inspired bath, along with a private 1-bedroom, 1-bath living space complete with its own entrance, living room, lanai, and laundry. French doors open to a gazebo tucked just outside, creating a peaceful outdoor space to relax, gather, or enjoy the trade winds. The expansive fenced yard offers room to play, entertain, garden, and gather, while the terraced hillside above provides a unique vantage point to enjoy Olomana views. The private 1-bedroom, 1-bath living space offers an ideal setup for extended family, guests, or multigenerational living while maintaining separation from the main home. Recent improvements include a newer roof, PV with 2 Tesla Powerwalls, a new driveway, and additional updates. Conveniently located near Kailua Town, Castle Medical Center, and Pali Highway. Sq ft differs from tax records.

1002 Lunaai Street, Kailua

Kailua
$1,650,000
3 Beds ⋅ 2 Baths ⋅ 202611153 MLS ⋅ FS - Fee Simple Tenure ⋅ 50 DOM
Nestled in the lush, highly desirable community of Maunawili, this spacious single-level home offers a rare opportunity to create your dream property in one of Kailua's most sought-after neighborhoods. Situated on a generous 9,500 sq.ft. lot, the home features over 2,000 sq. ft. of interior living space with 4 bedrooms, 2 baths, and a flexible floor plan with vaulted ceilings waiting for your personal touch. Surrounded by the majestic Koolau Mountains and embraced by Maunawili's peaceful country atmosphere, you'll enjoy cool trade winds, established landscaping, and tranquility. The property includes a large garage/workshop, ample storage, and plenty of room for gardening, entertaining, or future enhancements. Conveniently located just minutes from Kailua Town, world-famous beaches, hiking trails, golf courses, and easy access to Honolulu via the Pali Highway, this home offers the perfect balance of privacy, convenience, and island living. Bring your vision and unlock the incredible potential of this rarely available Maunawili property. A wonderful opportunity for homeowners, investors, or anyone seeking a home in one of Oahu's most cherished neighborhoods.

Kailua

1074 Lunaai Street, Kailua
$1,440,000
4 Beds ⋅ 2 Baths ⋅ 202608819 MLS ⋅ FS - Fee Simple Tenure ⋅ 48 DOM
Tucked in the lush surroundings of Maunawili, this spacious 4-bedroom, 2-bath home offers a peaceful indoor-outdoor lifestyle on a generous 7,700 sq. ft. lot. With over 2,100 sq. ft. of interior living space, the home features an open, flowing layout filled with natural light and garden views throughout. The kitchen serves as the heart of the home with custom touches including an Olomana-inspired backsplash design that adds a unique sense of place and character. One of the standout features is the flexible 4th bedroom space, thoughtfully designed with Shoji doors, a separate entrance, wet bar, and adjoining tea house feel—ideal for guests, creative space, home office, or extended living possibilities. Surrounded by lush tropical greenery, the property creates a calm and private setting while still being conveniently located near Kailua, hiking trails, H-3 access, parks, and Windward Oahu conveniences. Complete with a 2-car carport and spacious outdoor areas, this home captures the relaxed lifestyle and natural beauty that make Maunawili so special.

1074 Lunaai Street, Kailua

1343 Maleko Street, Kailua
$1,660,000
3 Beds ⋅ 3 Baths ⋅ 202607008 MLS ⋅ FS - Fee Simple Tenure ⋅ 68 DOM
Nestled in Maunawili Estates, this beautifully crafted home offers privacy, comfort, and the best of island living. Located on a quiet cul-de-sac with no through traffic, the fully enclosed property provides a serene setting ideal for relaxation and pets. Built in 2000 on an elevated 12,627 sqft lot, the home captures cool trade wind breezes and is filled with abundant natural light, with split AC in every room for added comfort. The main living level features 2 en suite bedrooms, complemented by an additional den on the lower yard level... perfect for an office or workshop. A separate studio cottage with a closet and a full bathroom adds versatility for multigenerational living, rental potential, or a private workspace. Enjoy breathtaking Olomana and Koolau mountain views from the expansive wrap-around covered lanai. The classic kitchen features granite countertops, flagstone backsplash, a Viking range, along with koa hardwood floors and travertine tile bathrooms throughout. Spacious lot offers excellent potential for future expansion. Conveniently located with easy access to Kailua Town & Honolulu, yet tucked away from the daily hustle. Offered below tax assessed value.

1343 Maleko Street, Kailua

1269 Maleko Street, Kailua
$2,250,000
4 Beds ⋅ 3 Baths ⋅ 202608893 MLS ⋅ FS - Fee Simple Tenure ⋅ 38 DOM
Nestled along side the beautiful Ko'olau mountain range in one of Oahu's most sought-after locations is this tastefully renovated Maunawili Estates home. The property boasts an open layout with 20+ foot ceiling heights while being surrounded by lush landscaping, fully fenced custom tile lap pool, newly painted house, 39 wondered PV panels and gorgeous Ko'olau mountain views. Enjoy the tranquil experience of watching and listening to the Oma'O Stream flow down the mountain just outside of your backyard. Step inside to discover the spacious, newly tiled home where abundant natural light fills every room to showcase the thoughtfully updated contemporary finishes, while blending island-inspired elegance with modern comforts. Attention to detail and pride in this home is refreshing. You don't want to miss out on this beautiful property.

1269 Maleko Street, 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

1193 Kika Place, Kailua
$1,838,000
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

1126 Lunaai Street, Kailua
$1,935,000
4 Beds ⋅ 3 Baths ⋅ 202517938 MLS ⋅ FS - Fee Simple Tenure ⋅ 163 DOM
Beautifully reimagined Maunawili retreat with sweeping views of the majestic Ko'olau Mountains. Step into a thoughtfully redesigned home where comfort meets versatility. The main level features 3 spacious bedrooms and 2 modern bathrooms, all bathed in natural light and finished with soft textures and warm, contemporary touches. Custom sleek Italian cabinetry adds a touch of European elegance to the functional layout. Above the garage, a private 1-bedroom, 1-bathroom suite with a kitchenette—accessible via interior and exterior staircases—offers an ideal space for extended family, guests; possibilities are endless. This elevated space is perfectly positioned to capture stunning panoramic views of the majestic Ko‘olau range, creating a serene environment. With approximately 90% of the structure newly upgraded—including all-new electrical, roof, and rerouted plumbing—this home blends peace of mind with elevated design. Nestled in a quiet, lush setting, this property provides the perfect balance of mountain serenity and island convenience—just a short drive from Kailua’s beaches, shops, freeways, and restaurants. A true hidden gem in Windward Oahu.

1126 Lunaai Street, Kailua

1287 Puualoha Street, Kailua
$1,355,000
4 Beds ⋅ 3 Baths ⋅ 202526011 MLS ⋅ FS - Fee Simple Tenure ⋅ 52 DOM
Tucked away in a quiet cul-de-sac, this spacious 4-bedroom, 3-bathroom home offers a unique chance to own in one of Windward Oahu's most beloved neighborhoods. Surrounded by lush greenery, tropical foliage, and the serene beauty of Maunawili, this property is a peaceful retreat with incredible potential. Owned by only two families since its construction, the home features a well-designed floor plan, including a second-floor primary suite - ideal for multi-generational living or added privacy. While the home is being sold as-is and requires substantial renovation, it is priced to reflect the work needed, making it a great opportunity for buyers with vision. Enjoy the cool mountain breezes, quiet surroundings, and the close-knit community vibe, all just minutes from Kailua town, beaches, and freeway access. Bring your contractor and imagination - this is your chance to create something truly special in Maunawili.

1287 Puualoha Street, Kailua

1234 Kelewina Place, Kailua
$2,440,000
5 Beds ⋅ 5 Baths ⋅ 202520975 MLS ⋅ FS - Fee Simple Tenure ⋅ 95 DOM
This unique, multi-generational property features a total of 5 bdrm and 4.5 bth, offering an incredible opportunity for both comfortable living and rental income. The main house boasts a spacious layout with 3 large bedrooms and 2.5 bathrooms. Two of the bedrooms enjoy their own private outdoor space. In addition, you can utilize two separate 1-bdrm rentals, each equipped with its own kitchenette, perfect for family, guests, or as an income-generating investment. Sustainability and luxury meet with 76 owned PV panels and three tesla powerwalls, solar and tankless hotwater system reducing electric bills while supporting a greener lifestyle. Enjoy summers in comfort with split AC units throughout the home and a Tesla car charger for eco-conscious drivers. Relax on the large covered lanai, where you can take in the lush, serene surroundings, which include two tranquil waterfalls that enhance the landscape. Enjoy breathtaking views of the iconic Koolau mountains framed perfectly from your living room windows, providing an idyllic backdrop for your daily life. Additional features include an oversized two-car garage, a large, gated, fully fenced yard, and a storage shed.

1234 Kelewina Place, Kailua

1362 Lopaka Place, Kailua
$2,085,000
4 Beds ⋅ 3 Baths ⋅ 202518580 MLS ⋅ FS - Fee Simple Tenure ⋅ 93 DOM
If you are looking for natural beauty and maximum privacy, you have found your residence. Sophisticated hillside retreat nestled at the end of a quiet cul-de-sac in the serene highly sought after neighborhood-Maunawili Estates. Enjoy stunning mountain and ocean views from this well-maintained 4 bdrm/3 bath single-family home with 3,350 sq ft of interior living space situated on an expansive 20,210 sq. ft. lot. Features include fresh int/ext paint, vinyl plank flooring, and a residential elevator for between floors. Enjoy the picturesque views from your spacious living room and relax on your outdoor patio surrounded by your very own tranquil tropical oasis. Located near parks, schools with easy access to the Pali Hwy. Don’t miss this fantastic opportunity!

1362 Lopaka Place, Kailua

1230 Lola Place, Kailua
$1,700,000
4 Beds ⋅ 3 Baths ⋅ 202518270 MLS ⋅ FS - Fee Simple Tenure ⋅ 43 DOM
Open House Sunday, Oct 5, 12–3 PM. Imagine waking up every morning to breathtaking Ko'olau Mountain views in your own Maunawili Estates retreat. This beautifully maintained 4BR home is move-in ready with fresh paint, oak cabinets, and wood floors. Downstairs, a private guest suite with separate entry offers endless rental possibilities, opening directly to your pool deck and gazebo, perfect for relaxing by the saltwater pool. Your 10,000+ sq ft lot provides privacy, lush tropical landscaping, and an orchard of fruit trees: mango, lychee, bananas, citrus, and jaboticaba, alongside fragrant ginger, gardenia, and pikake. The pool has been updated with a new pump and pool deck. Enjoy a quite and close-knit community and new upgrades with 32 fully owned solar panels, EV charger, rebuilt pool house, carport with long driveway for up to 5 cars, new appliances, brand-new breaker panel, and a pre-listing home inspection for peace of mind. With three highway access points, commuting to town or the airport is a breeze. In Maunawili Estates, you’re not just buying a home—you’re claiming a lifestyle of comfort, community, and unparalleled natural beauty.

1230 Lola Place, 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.