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409 Kailua Road Unit 7101, Kailua
$995,000
2 Beds ⋅ 2 Baths ⋅ 202619687 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM ⋅ Ka Malanai At Kailua BLDG.
PRICED BELOW TAX ASSESSED VALUE! An incredible opportunity to own in Ka Malanai, where the convenience of Kailua living meets the comfort of a beautifully maintained home. This spacious 2-bedroom, 2-bath corner residence includes two parking stalls and offers a bright, open layout with high ceilings, a modern kitchen, and a private lanai perfect for enjoying your morning coffee or relaxing after a day at the beach. The generously sized primary suite features a walk-in closet, dual vanities, and a separate soaking tub and shower. Additional upgrades include quartz countertops, plantation shutters, and ceiling fans throughout. Residents also enjoy beautifully landscaped grounds, BBQ areas, exercise stations, and convenient storage for bikes and beach gear. Best of all, you're just minutes from Kailua's world-famous beaches and within easy reach of Whole Foods, restaurants, shopping, and everything else that makes this community such a special place to call home.

409 Kailua Road Unit 7101, Kailua
1278 Ulupalakua Street, Kailua
$1,595,000
4 Beds ⋅ 2 Baths ⋅ 202618213 MLS ⋅ FS - Fee Simple Tenure ⋅ 9 DOM
Priced almost 100k below recent appraisal, this charming Kailua home offers a rare opportunity to own a space filled with warmth, character, and island style. Far from a cookie-cutter, this home is surrounded by lush tropical landscaping that creates a sense of privacy and tranquility, complemented by peaceful mountain views and lush outdoor spaces. Enjoy indoor/outdoor living 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 newer roof, photovoltaic with net metering (lease is pre-paid until Feb 2033) and newer solar hot water. This welcoming Kailua home offers value, space, privacy, and the authentic charm that makes Kailua living so special.

1278 Ulupalakua Street, Kailua
1253 Nanawale Way, Kailua
$1,750,000
6 Beds ⋅ 4 Baths ⋅ 202619307 MLS ⋅ FS - Fee Simple Tenure ⋅ 11 DOM
$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
225 Awakea Road, Kailua
$2,295,000
4 Beds ⋅ 3 Baths ⋅ 202619050 MLS ⋅ FS - Fee Simple Tenure ⋅ 16 DOM
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
118 Kaiolena Drive, Kailua
$3,200,000
202617896 MLS ⋅ FS - Fee Simple Tenure ⋅ 17 DOM
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
315 A Ulupaina Street, Kailua
$969,000
2 Beds ⋅ 1 Baths ⋅ 202618404 MLS ⋅ FS - Fee Simple Tenure ⋅ 25 DOM
Great location for this tucked away 2 bedroom 1 bath Kailua cottage. Located on a quiet lane off of Ulupaina Street where there is a wide private driveway with access for the 6 homes on the lane. Short distance to Kailua town and Kalama Beach park. The cottage location gives the feeling of a spacious lot. New paint inside and out, new luxury vinyl flooring throughout. Ready for the new buyer to add your own personal touches. Flexible CPR's and By-Laws gives you total flexibility on remodeling, adding on or rebuilding. For those Buyers looking for a home in Kailua under $1 million this is a must see! Sold as is.

315 A Ulupaina Street, Kailua
322 Aoloa Street Unit 1706, Kailua
$595,000
1 Beds ⋅ 1 Baths ⋅ 202617742 MLS ⋅ FS - Fee Simple Tenure ⋅ 34 DOM ⋅ 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
118 Kaiolena Drive, Kailua
$3,200,000
202617739 MLS ⋅ FS - Fee Simple Tenure ⋅ 39 DOM
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 designed for comfort and gracious island living. Recent Survey is available. Don't miss this rare opportunity to secure buildable land of this size and caliber in Lanikai that seldom appears on the market.

118 Kaiolena Drive, Kailua
650 Oneawa Street, Kailua
$1,600,000
6 Beds ⋅ 3 Baths ⋅ 202617501 MLS ⋅ FS - Fee Simple Tenure ⋅ 39 DOM
More Aloha, A Lot More Possibility! Short Sale and potential 5.75% VA Assumable for any buyer! Welcome to this thoughtfully renovated 6+bedroom, 3-bath home offering approximately 2,100 SF of versatile living space. Currently arranged as a 3-bedroom main home plus bonus room, an attached 1-bedroom living space with bonus room, and a separate attached studio, this unique layout offers flexibility for multigenerational living, extended family, and guests. The additional living spaces may also be incorporated into the main home to create an even more expansive living arrangement. Buyer to conduct their own due diligence regarding permitted uses. Enjoy updated kitchens & baths, ceramic tile flooring, a 120 gallon water heater, 8 split ACs, and 40 solar panels plus batteries! The semi-enclosed carport lanai extends the living experience outdoors, offering a versatile space for entertaining, relaxing, storage, or additional parking. An electric gated yard provides privacy & room to garden, or simply enjoy. Near world-famous Kailua Beach and the heart of Kailua town, this move-in-ready home offers comfort, flexibility, and the relaxed island lifestyle Kailua is known for.

650 Oneawa Street, Kailua
322 Aoloa Street Unit 1601, Kailua
$1,385,000
3 Beds ⋅ 2 Baths ⋅ 202617370 MLS ⋅ FS - Fee Simple Tenure ⋅ 39 DOM ⋅ Windward Passage BLDG.
Rarely available 16th floor 01 stack at Windward Passage, just two floors from the top offering spectacular ocean, mountain and sunrise views from nearly every room! Originally a 3 bedroom 2 bath residence, the third bedroom has been thoughtfully opened to create an inviting sitting room and bar area, giving the home a spacious, open feel. The beautifully remodeled kitchen is complemented by extensive built-ins and storage surrounding the dining area. Located on the quieter side of the building, enjoy refreshing breezes and peaceful island living while being just a stroll from Kailua Town’s Whole Foods, boutiques, restaurants and shops_and the famous 3 mile stretch of white sandy Kailua Beach. Unmatched windward-side amenities include a heated saltwater pool, spa, tennis, pickleball and squash courts, fitness center, dog park, recently remodeled clubhouse, and storage for bikes, surfboards and kayaks. Pets and parking. VA approved. An exceptional Kailua lifestyle with a view!! This has FIVE parking stalls!! Rent three out to subsidize your HOA fee! It’s like lowering your interest rate!!

322 Aoloa Street Unit 1601, Kailua
320 Oneawa Street, Kailua
$1,250,000
3 Beds ⋅ 1 Baths ⋅ 202616190 MLS ⋅ FS - Fee Simple Tenure ⋅ 39 DOM
VA ASSUMABLE LOAN OPPORTUNITY AT 5.625% INTEREST! Ask about available financing details. This well-maintained 3-bedroom, 1-bath single-family home sits on a very spacious lot, move-in ready, NO HOA, and a wonderful blend of comfort, thoughtful updates, and future potential. Inside, enjoy a refreshed kitchen featuring shaker-style cabinetry, stone countertops, and beach-friendly vinyl plank flooring that flows throughout the living spaces. The home also features a beautiful bathroom vanity and new split A/C systems, providing efficient comfort throughout the home. Step outside to a generous yard with plenty of room for hosting, expansion, and more. The property has been thoughtfully cared for and recently enhanced with newly planted avocado, lemon, and lime trees, along with additional native flowers that add to the lush outdoor setting. The large carport can easily fit 2-3 vehicles comfortably. Located in the heart of Kailua, just minutes from world-famous Kailua Beach, local shops, restaurants, schools, and everything this vibrant beach community has to offer.

320 Oneawa Street, Kailua
526 Ulumawao Street, Kailua
$1,525,000
4 Beds ⋅ 2 Baths ⋅ 202617085 MLS ⋅ FS - Fee Simple Tenure ⋅ 49 DOM
$100,000 Price Improvement. Incredible Value and Best Buy on the Market. This highly desirable, single story, 4 bedroom, 2 bath home is located in the beautiful neighborhood of Pohakapu. Amazing new Kitchen including cabinets, countertop and appliances. The bathrooms have been designed in a luxurious manner that provides warmth and comfort. New Eurpoean style ceiling. Split level air conditioning systems and ceiling fans have been added to ther luxurious nature of this home. The property's exterior has been adorned with a bright inviting color scheme. The intrerior design and color palette provides a unique opportunity to utilize your personal touch to make this house your home. Easy to see and Easy to own.

526 Ulumawao Street, Kailua
50 Kalaka Place, Kailua
$2,800,000
4 Beds ⋅ 2 Baths ⋅ 202616703 MLS ⋅ FS - Fee Simple Tenure ⋅ 54 DOM
See this single-level beachside residence. First time on the market. Classic Kamaaina redwood mid century style with private pool. Move-in ready with the opportunity to make thoughtful updates and create a style that’s uniquely yours! Add your personal touches & create the lifestyle that suits you! Set on a private, fee simple level 10,002 sq ft. lot, this property offers mature, fruit-bearing trees—including varieties of guava, lemon, tangerines. pomegranate. Home features a newly remodeled kitchen 2020 and bathroom 2022/2023. LAND….POOL….BEACH ACCESS….POTENTIAL! Four doors from beach access. Have fun in the sand...and take in the sunset!! Prestigious Kailua Beach...with miles of beautiful white sand!! This home is situated in a quiet lane featuring luxury estates! Enjoy the close proximity to Kailua's boutique shops and restaurants. Easy H-3 commute to either direction of the island.

50 Kalaka Place, Kailua
1030 Aoloa Place Unit 212B, Kailua
$730,000
3 Beds ⋅ 2 Baths ⋅ 202616240 MLS ⋅ FS - Fee Simple Tenure ⋅ 55 DOM ⋅ Windward Harbour BLDG.
Welcome to Windward Harbour, a gated tropical oasis in the heart of beautiful Kailua! This spacious 3-bedroom, 2-bath condo offers the perfect opportunity to create your own dream retreat just minutes from world-famous Kailua Beach. Surrounded by lush tropical landscaping, tranquil koi ponds, garden views, and a peaceful man-made pond, the property offers a serene setting enhanced by the soothing sound of a beautiful water feature. While the interior is ready for some updating, its blank-slate appeal allows you to bring your vision to life and create a home that truly reflects your style. Enjoy Windward Harbour amenities including a sparkling pool and tennis courts, all within a private gated community. Ideally located near Kailua Beach, grocery stores, Target, UFC Gym, restaurants, boutiques, and the charming local shops that make Kailua so desirable. Whether you’re looking for a full-time residence or tropical retreat, this is your opportunity to create your dream home in paradise!

1030 Aoloa Place Unit 212B, Kailua
453 Iliaina Street, Kailua
$1,539,500
3 Beds ⋅ 2 Baths ⋅ 202616142 MLS ⋅ FS - Fee Simple Tenure ⋅ 58 DOM
MAJOR PRICE REDUCTION & EXTRAORDINARY VALUE!! E komo mai to this charming pool home in one of Kailua's most sought after neighborhoods, with less than a mile walk to beautiful Castles Beach! Located on a quiet street in the award winning Aikahi school district. Recently repainted interior & new luxury vinyl flooring in all bedrooms. This lovely home is single level with open floor plan, light and bright and plenty of privacy. Indoor/outdoor living with huge lanai area and pool perfect for social gatherings and Ohana get-togethers. Move right in or have a blank canvas ready for the most discerning buyer's upgrades, with plenty of room for expansion. Enclosed, private and large rear yard with swimming pool that is regularly serviced and cleaned. There is also a separate fenced area ideal for the pups. Close to all that Kailua has to offer. Seller will consider Seller Credit towards Buyer's Closing Costs and/or Interest Rate Reduction! Home Sweet Home Hawaii. Love where you live!

453 Iliaina Street, Kailua
1237 Akipohe Streets Unit 4C, Kailua
$835,000
3 Beds ⋅ 2 Baths ⋅ 202616364 MLS ⋅ FS - Fee Simple Tenure ⋅ 60 DOM ⋅ Lakeview BLDG.
Lake views, privacy, VA Assumable with a 5.75% mortgage rate and a layout that feels different from the typical townhome. This 3-bedroom, 2-bath home in Lakeview Townhomes offers one of the community’s rare full lake views and a floor plan with separation where it matters. The downstairs level creates a private primary retreat, with the primary bedroom and full bath tucked away from the rest of the home and surrounded by peaceful tree views. Thoughtfully maintained and refreshed throughout, the home features updated bathroom sinks, refreshed kitchen cabinetry, a new dishwasher, window screens, and blinds. The split AC condenser was relocated beneath the home, opening up additional usable lanai space for relaxing, entertaining, and enjoying the lakefront setting. There’s also additional storage beneath the home—an especially useful bonus in townhome living. Enjoy the lake views year-round, plus a front-row seat when Fourth of July and New Year’s fireworks light up the sky. Bike, walk or dive because you're minutes from Kailua Town, beaches, dining, shopping, and schools, this home offers the space, setting, and convenience that make Windward living so special.

1237 Akipohe Streets Unit 4C, Kailua
558 Ulumu Street, Kailua
$1,625,000
4 Beds ⋅ 2 Baths ⋅ 202615259 MLS ⋅ FS - Fee Simple Tenure ⋅ 67 DOM
Beautifully renovated single level home tucked away from the main roads, offering privacy and serenity. A spacious entry welcomes you into the bright living room featuring beautiful porcelain tile flooring. The gorgeous eat in kitchen boasts Quartz countertops, a tile backsplash, pendant lighting, and new stainless steel appliances. Stay comfortable year round with split A/C in every room. Numerous windows, replaced in 2016, provide abundant natural light, cool breezes, and lovely views of the fully fenced backyard with room to expand. Enjoy the shade and fruit of the mature mango tree and the irrigation system for the Palms. The large covered lanai is perfect for entertaining family and friends. Additional features include an extra-large storage unit. Conveniently located near world famous Kailua beaches, parks, shopping, and restaurants, with easy access to H3 and the Pali Highway without having to fight Kailua town traffic. Put this home on your must see list! One or more photos have been enhanced.

558 Ulumu Street, Kailua
701 Kihapai Street, Kailua
$1,695,000
3 Beds ⋅ 2 Baths ⋅ 202611826 MLS ⋅ FS - Fee Simple Tenure ⋅ 74 DOM
Welcome to this extensively upgraded Kailua home, ideally located between world-famous Kailua Beach and the scenic Kawainui Marsh. Move-in ready, this property combines modern finishes, exceptional energy efficiency, and the best of Windward living. The modern kitchen features custom cabinetry, quartz countertops, farmhouse sink, gas range, and newer stainless steel appliances. Additional improvements include split AC throughout, engineered hardwood flooring, newer windows, French shutters, vinyl fencing, tankless water heater, and a freshly painted exterior. Enjoy significant energy savings with 25 owned Tesla solar panels paired with two Tesla Powerwall batteries for backup power and added peace of mind. Gas service powers the water heater, range, and dryer. The fully enclosed yard offers plenty of room for pets, relaxing, entertaining, or gardening. Conveniently located just minutes from Kailua's beaches, shopping, dining, MCBH, and Kawainui Marsh Opportunity for qualified buyers to assume the existing VA loan at an attractive 2.625% interest rate.

701 Kihapai Street, Kailua
1015 Aoloa Place Unit 437, Kailua
$550,000
2 Beds ⋅ 2 Baths ⋅ 202615437 MLS ⋅ FS - Fee Simple Tenure ⋅ 76 DOM ⋅ Poinciana Manor BLDG.
Best value in Poinciana Manor! Bright and breezy top-floor end unit featuring peaceful garden views, cathedral ceiling, and two private lanais. This unit includes two covered parking stalls and a remodeled kitchen, while offering the opportunity to customize the rest to your personal style. Conveniently located in the heart of Kailua, close to shopping, dining, schools, and beaches. Poinciana Manor offers beautifully maintained grounds with a pond, water features, swimming pool, recreation and BBQ areas, plus guest parking. Property is being sold AS-IS. Unit is currently unstaged and includes no appliances except for a dishwasher. Photos shown are from the prior listing.

1015 Aoloa Place Unit 437, Kailua
491 Kihapai Street, Kailua
$1,250,000
2 Beds ⋅ 1 Baths ⋅ 202615245 MLS ⋅ FS - Fee Simple Tenure ⋅ 79 DOM
Charming 2-bedroom, 1bath Kailua home offering 828 sq ft of comfortable living space surrounded by a beautiful Tropical Garden. Move-in ready with complete updates including Plumbing redone and total Electrical rewiring. Freshly painted inside and out in September 2025 using Top-tier Sherwin Williams paint. Set on a fully fenced 5,000 sq ft landscaped, fenced yard with a Gated Entry and Banana Trees bearing Fruit. A Pergola including Funiture to enjoy the Outdoors. Enjpy the ultimate Kailua Lifestyle just a short walk or bike riide to world famous Kailua Beach and vibrant Town with Shops and Restaurants. Well loved and cared for by Owner.

491 Kihapai Street, Kailua
443 Maluniu Avenue, Kailua
$1,598,000
5 Beds ⋅ 3 Baths ⋅ 202613151 MLS ⋅ FS - Fee Simple Tenure ⋅ 80 DOM
Back on the market and better than before, including repairs and a $25k credit toward closing costs! This Coconut Grove Kailua home offers the rare combination of space, flexibility, and location. Less than a half-mile to Kalama Beach Park, this 5-bedroom, 3-bathroom property should jump out for its multi-generational living potential. The main house features 4 bedrooms and 2 baths, has been freshly repainted throughout, and includes an updated main kitchen, a handy kitchenette, and no carpet. On the far side of the property where the carport is located, a newly carpeted two-story suite offers built-in privacy: an en suite primary bedroom upstairs with its own private balcony, plus a cozy sitting room and kitchenette downstairs. The primary suite also has separate access via the carport, which is perfect for extended family, guests, or rental potential. Enjoy easy access to everything Kailua Town has to offer, from local eateries to boutique shopping, plus quick highway access for commuting across the island. Come see it for yourself!

443 Maluniu Avenue, Kailua
139 Hauoli Street, Kailua
$2,398,000
3 Beds ⋅ 2 Baths ⋅ 202615055 MLS ⋅ FS - Fee Simple Tenure ⋅ 81 DOM

139 Hauoli Street, Kailua
743 Akumu Street, Kailua
$1,849,000
3 Beds ⋅ 3 Baths ⋅ 202614109 MLS ⋅ FS - Fee Simple Tenure ⋅ 83 DOM
Price reduction! Great location! Don't miss this incredible opportunity to own a charming newly Completely renovated 3-bedroom, 2.5-bathroom home plus an work space in the main bedroom and a recreation room that can be use for extra living or exercise/TV room with a BBQ decking on a spacious 7677 sq ft level lot located at Enchanted lake kailua. The renovation includes new exterior and interior wall, new windows and doors, new roofing, new flooring, new cabinets and granite counter top, new appliances, new splits AC in every room, new gutter, new electric and plumbing lines and fixtures, new rock wall, new landscape and water sprinkler system etc. Enjoying beautiful mountain and lake views and the extra privacy the waterway that separates the property from its neighbors. This like new home is one of must see! The extra large backyard offers endless possibilities. Enjoying peaceful living just minutes to kailua's beach, shops, and dining. Tax record not updated with the new renovation.

743 Akumu Street, Kailua
650 Oneawa Street Unit A, Kailua
$1,359,500
3 Beds ⋅ 2 Baths ⋅ 202614171 MLS ⋅ FS - Fee Simple Tenure ⋅ 93 DOM
Experience refined island living in this beautifully remodeled 3-bedroom, 2-bath residence, ideally located in the heart of Kailua. Just moments from Kailua Beach, Kailua Town, Kailua Racquet Club, and convenient freeway access, this move-in-ready home offers the perfect blend of comfort, style, and location. Thoughtful updates include split A/C units, luxury vinyl flooring, fresh interior/exterior paint, and nice finishes throughout—an exceptional opportunity in one of Kailua’s most sought-after communities. Easy to See.

650 Oneawa Street Unit A, Kailua
725 Kihapai Place Unit B1, Kailua
$459,000
2 Beds ⋅ 1 Baths ⋅ 202614153 MLS ⋅ FS - Fee Simple Tenure ⋅ 94 DOM ⋅ 725 Kihapai Pl BLDG.
Seller relisted with HUGE Price Reduction! Don't miss this rare opportunity to own a charming 2-bedroom, 1-bath ground floor corner unit in Kailua's highly desirable Coconut Grove neighborhood. This bright and private townhome features an open-concept layout, low maintenance fees, assigned parking, and is just minutes from world-famous Kailua and Lanikai Beaches, Kailua Town's shopping and dining, H-3, the Pali Highway and Kaneohe Marine Corps Base. Whether you're a first time homebuyer, downsizing, or seeking a great investment property, this is your chance to own a piece of paradise in one of Oahu's most sought-after beach communities.

725 Kihapai Place Unit B1, Kailua
433 Kaimake Loop Unit A, Kailua
$1,395,000
4 Beds ⋅ 3 Baths ⋅ 202613595 MLS ⋅ FS - Fee Simple Tenure ⋅ 100 DOM
Lowest-Priced Home in Ko'olaupoko! SELLER SAYS, "SELL!" Don't miss this incredible opportunity to own a home on a quiet, private loop in the heart of Kailua! This single-level 3-bedroom, 2-bath home offers comfortable island living with a flexible layout and plenty of potential. Previous owners added a wet bar and a separate entrance to the primary suite, creating an opportunity to live in one area and rent out the other, or use the space to accommodate extended family or guests. Minimal yard work means more time to enjoy everything Kailua has to offer, including Kailua Town and the world-famous Kailua Beach. Additional features include owned solar panels to help reduce electricity costs and split A/C units throughout to keep you cool and comfortable year-round. Motivated Seller - let's make a deal! Schedule your private showing today and come see all this exceptional Kailua home has to offer!

433 Kaimake Loop Unit A, Kailua
1127 Lauloa Street, Kailua
$2,050,000
4 Beds ⋅ 2 Baths ⋅ 202613001 MLS ⋅ FS - Fee Simple Tenure ⋅ 100 DOM
Gorgeous, rare and turnkey single-level home in the desirable Enchanted Lake neighborhood of Kailua. The open-concept floor plan is complemented by split A/C throughout, a new roof, and picturesque Ko'olau Mountain views. Designed to embrace Hawaii's indoor-outdoor lifestyle, the backyard serves as a seamless extension of the home, featuring a tiled swimming pool with a rooftop solar pool heating system, covered lanai, built-in BBQ, wood-fired pizza oven, and generous outdoor living areas, complemented by a Sonos outdoor sound system, creating the perfect setting for al fresco dining, poolside gatherings, or movie nights under the stars. Ideally located just minutes from Kailua Town, shopping, dining, parks, and Kailua's renowned beaches.

1127 Lauloa Street, Kailua
322 Aoloa Street Unit 810, Kailua
$660,000
1 Beds ⋅ 1 Baths ⋅ 202613708 MLS ⋅ FS - Fee Simple Tenure ⋅ 102 DOM ⋅ Windward Passage BLDG.
Welcome to Windward Passage unit #810. This one-bedroom, one bathroom, and one assigned parking stall unit was just renovated with no expense spared. Every small detail was considered in the renovation to make this unit move-in ready. The kitchen features a single-level quartz countertop and brand-new stainless steel appliances. The entire unit has brand-new luxury vinyl plank flooring. The bathroom was converted to a shower, and a GFCI outlet was added so you can install a washlet on the toilet. Brand-new board-approved AC units were installed to help keep the unit cool during the warm summertime. Windward Passage features a wide variety of amenities, including a gym, kayak/surfboard racks, pool, jacuzzi, BBQ grills, dog park, tennis/pickleball courts, and a racquetball court. Located in Kailua town, shopping and restaurants are just steps away from this condo.

322 Aoloa Street Unit 810, Kailua
409 Wanaao Road, Kailua
$2,295,000
4 Beds ⋅ 4 Baths ⋅ 202612015 MLS ⋅ FS - Fee Simple Tenure ⋅ 127 DOM
Now offered below tax assessed value — your opportunity to own in Kailua just got better! Our seller has made new improvements to make this home shine! Experience the best of island living in this beautifully upgraded 4-bed/3.5-bath home featuring a legal ADU on a large, custom-landscaped lot (11,353 sq. ft.). This property offers stylish high-end finishes, an open layout, & seamless indoor-outdoor flow. The main house welcomes you with 3 bed/2.5 bathrooms with a well designed kitchen and 2 living rooms. Retreat to the primary suite with its soothing bathroom and walk-in California Closet. The custom-designed legal ADU was thoughtfully crafted with meticulous detail. The huge outdoor lanai extends this living space & is ideal for multi-family living, visitors or rental income. Energy efficiency abounds w/ 38 owned PV panels, 2 storage batteries and 2 solar water heaters. Add'l features include a laundry room, split AC's, storage room, covered parking for a boat or large vehicle, outdoor shower & a fully fenced landscaped yard with and automatic gate for privacy. Wonderful location just minutes from world-famous Kailua Beach!

409 Wanaao Road, Kailua
322 Aoloa Street Unit 306, Kailua
$349,700
1 Beds ⋅ 1 Baths ⋅ 202611325 MLS ⋅ FS - Fee Simple Tenure ⋅ 137 DOM ⋅ Windward Passage BLDG.
Welcome to Windward Passage, one of Kailua’s most established and desirable condominium residences, ideally positioned in the heart of Kailua Town. This exceptional address offers the rare combination of island ease, everyday convenience, and resort-style amenities, all just moments from world-famous Kailua Beach, boutique shopping, dining, cafés, farmers markets, and the relaxed charm that makes Kailua one of Oahu’s most beloved communities. Set within a well-known high-rise community at 322 Aoloa Street, residents enjoy an amenity-rich lifestyle with features that may include a pool, spa, fitness center, sauna, tennis/pickleball courts, BBQ areas, recreation spaces, storage options, security, and on-site management. Whether you are seeking a primary residence, island retreat, or investment opportunity, Windward Passage offers a compelling blend of location, lifestyle, and long-term appeal. Please note, some photos have been virtually staged. A wonderful opportunity to own in the heart of Kailua, where comfort, convenience, and island living come together beautifully.

322 Aoloa Street Unit 306, 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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