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$1,665,000
3 Beds ⋅ 2 Baths ⋅ 202609934 MLS ⋅ FS - Fee Simple Tenure
Meet your favorite morning spot: a sun-filled living room framed by distinctive trapezoid windows that flood the home w/natural light & showcase beautiful mountain views. This gracious & single level layout home is tucked at the end of a double-ended cul-de-sac; offering comfort, convenience, and privacy. The spacious lanai is ideal for weekend BBQs, entertaining, or relaxing w/ Olomana as your backdrop. You'll notice the care & pride of ownership throughout , w/ beautifully renovated bathrooms, new appliances, tasteful lighting & thoughtful improvements. Truly move in ready. Additional features include hardwood kitchen cabinetry enhanced with new soft-close hardware, new vinyl gates, new solid wood interior doors, updated electrical panel, fresh interior paint (2023), and preventative ground termite treatment (2025). Enjoy indoor-outdoor living w/ easy access to beaches, parks, dining & shopping in Kailua Town. Photos reflect prior furnishings. $ 10,000 Seller credit toward buyer's closing costs.

563 Alihi Place, Kailua

Listing courtesy of Coldwell Banker Realty.

$5,280,000
3 Beds ⋅ 2 Baths ⋅ 202610235 MLS ⋅ FS - Fee Simple Tenure ⋅ Kamaaina Beach BLDG.
KAILUA BEACH is Absolutely one of the most BREATHTAKING beachfront neighborhoods on Oahu and this property doesn't disappoint! Nestled among the palm trees with direct beach frontage, this charming 1950's cottage harkens back to a slower time in the Islands. Expansive front lawn leads to a Powder White Sand Beach with gentle rolling waves suitable for all ages. Perfect location to build a dream home, restore the existing structure or simply slow down and enjoy the property. Kama'aina Beach CPR. Sold with contents and strictly As-Is. A Rare Beachfront find at this price.

140C N Kalaheo Avenue, Kailua

Listing courtesy of Coldwell Banker Island Prop.

$2,249,000
7 Beds ⋅ 5 Baths ⋅ 202610167 MLS ⋅ FS - Fee Simple Tenure
$200k PRICE REDUCTION! Now listed at $2,249,000! Move-in ready and ideal for multi-generational living, Maunawili’s 1031 Lunaai Place is a rare Kailua gem! Lovingly maintained by the original owners, this spacious home offers 7 bedrooms and 4.5 baths with flexible living spaces throughout. The main level features 4 bedrooms, 2 baths, a large living room, family room, dining area, and a generous kitchen. Upstairs, connected by an interior staircase, are 3 additional bedrooms, 1.5 baths, and a spacious family/rec room—perfect for extended family or guests. Both upper and lower levels include separate washer/dryer areas. This homes has a wonderful pool, ready memories to be made! Past the carport, a permitted 4th bathroom and bonus area with separate entrance adding even more versatility. Conveniently located with easy access to the Pali Hwy and/or H-3, making your commute to any of Oahu’s military bases, medical centers, finance district or University of Hawaii, in any direction is about 30 min! Let’s not forget, Kailua Town, with amazing shops, eateries and its famous beaches are also just 10 min. away! Find your favorite realtor TODAY and let’s get started!

1031 Lunaai Place, Kailua

Listing courtesy of Hawaii Modern Realty.

$2,650,000
3 Beds ⋅ 3 Baths ⋅ 202609988 MLS ⋅ FS - Fee Simple Tenure
Escape to the tranquility of your private sanctuary, conveniently located within a ten-minute walk from the renowned Kailua Beach. This exquisite residence was meticulously designed for casual island entertaining and seamless indoor-outdoor living. A sparkling pool, a luxurious jacuzzi, & a verdant landscape of mature tropical vegetation create a serene and visually appealing ambiance. Nestled within the picturesque town of Kailua, this property offers unparalleled convenience, with all necessary amenities within a short bicycle ride. The tranquil neighborhood provides a peaceful retreat, while the presence of a thriving lime tree named Eileen adds a touch of local charm. Pau Hana or intimate gatherings with family and friends will create lasting memories. This is the home everyone wants to come to for every occasion! Boasting a spacious yard, expansive pool deck, and an open-floor plan that is aesthetically pleasing and easy to maintain. The apartment can be kept and collected for $2,500+ per month or used as a chic private primary suite…steps to the jacuzzi and pool for midnight swims. Masterful! Hurry over. Owned solar panels, split AC, Gas Cooking, Oversized Garage, Limes!

294 Awakea Road, Kailua

Listing courtesy of Compass.

$718,000
2 Beds ⋅ 2 Baths ⋅ 202607942 MLS ⋅ FS - Fee Simple Tenure ⋅ Hokulani In Kailua BLDG.
Whether relaxing at home or entertaining guests, this inviting condo offers an exceptional Kailua lifestyle. Features include stylish vinyl flooring, ceiling fans throughout, and a thoughtfully remodeled kitchen (2019) with brand new appliances, including a LG Smart French Door Refrigerator and LG Smart WashTower, plus a Frigidaire Gallery microwave and range/convection oven with air fry and steam clean functions. Recently painted and move-in ready. Pet-friendly community set in a peaceful, park-like setting with BBQ areas, gazebo, and play area. Assigned parking included, with ample guest and street parking available. Enjoy close proximity to some of the world’s most beautiful beaches, as well as nearby shopping, dining, and the local farmers market. This well-maintained community with reasonable maintenance fees, was recently repainted and had all new windows a few years ago!

355 Aoloa Street Unit L103, Kailua

Listing courtesy of Manaolana Realty.

$368,000
2 Beds ⋅ 2 Baths ⋅ 202609902 MLS ⋅ LH - Leasehold Tenure ⋅ Hokulani In Kailua BLDG.
Enjoy peaceful treetop views from this charming light-filled 2-bedroom, 2-bath home, ideally situated with no unit below for added privacy. This property is leasehold and the Fee is available for purchase. The open living and dining area flows seamlessly to a covered lanai, perfect for morning coffee or evening relaxation surrounded by greenery. Brand new stainless steel kitchen appliances, sink and countertops make the kitchen a dream to work in. Arched doorways and countertop seating add to the charm. Fresh paint, new light fixtures, and newer windows enhance natural light and comfort throughout. Bathrooms have new sinks, countertops, and fixtures. Located in a desirable corner building within the complex, this residence offers a serene setting while remaining conveniently close to shopping, dining, Kailua beach, and everyday essentials. Gardens, playground, gazebo and park like setting make this property enjoyable everyday.

355 Aoloa Street Unit E202, Kailua

Listing courtesy of Coldwell Banker Realty.

$1,595,000
3 Beds ⋅ 2 Baths ⋅ 202609924 MLS ⋅ FS - Fee Simple Tenure
Land. Location. Opportunity. Rare 10,000+ sq ft corner lot in desirable Enchanted Lakes offered below recent appraised value. Whether you're looking to renovate, rebuild, develop, or create your dream Kailua property, opportunities like this are increasingly difficult to find. The property includes owned photovoltaic panels and potential future development possibilities, subject to buyer verification and due diligence. Ideally located near Kailua Town, beaches, schools, parks, shopping, and dining. A rare chance to secure a large parcel in one of Oahu's most sought-after neighborhoods.

524 Pauku Street, Kailua

Listing courtesy of HI Roots Realty LLC.

$4,925,000
7 Beds ⋅ 7 Baths ⋅ 202610108 MLS ⋅ FS - Fee Simple Tenure
The most extraordinary remodel transformation you’ll ever see! This stunning 7 bedroom, 6.5 bath residence spans over 6,000 square feet on a generous 14,125-square-foot lot, just a short stroll from Kailua’s iconic 3 mile sandy beach. Completely reimagined, the home feels brand new, fresh, modern, and thoughtfully designed for today’s island lifestyle. Two expansive primary suites anchor the home, each featuring spa-level amenities with private saunas, oversized walk-in showers, washer/dryer's and luxurious soaking tubs. A large rumpus room offers the perfect retreat for the little’s or additional entertaining, while the yard is surrounded by new areka palms that will give total privacy in the near future and a prized mango tree. Plenty of room for a pool too. The kitchen is a showpiece, centered around a 14-foot quartzite island, complemented by striking windows, doors, stone flooring, and two architectural staircases. A rare 2,000-square-foot rooftop deck delivers flexibility for entertaining or relaxing under the stars. Additional highlights include an au-pair suite with kitchenette, a stunning porte-cochère, and an unbeatable location close to the heart of Kailua.

125 N Kalaheo Avenue, Kailua

Listing courtesy of eXp Realty.

$1,399,000
3 Beds ⋅ 2 Baths ⋅ 202610095 MLS ⋅ FS - Fee Simple Tenure
KAILUA BLUFFS. Original owners. Single story home on huge lot with 13,105 sf of land. Tons of potential! Needs TLC and cosmetic upgrades to make it your own. The second and third bedrooms have loft areas that can be utilized for den/study. Covered lanai perfect for outdoor entertaining. Home to be sold in AS-IS Condition.

1595 Kanapuu Drive, Kailua

Listing courtesy of Innovative Realty Group, Inc..

$865,000
3 Beds ⋅ 2 Baths ⋅ 202609777 MLS ⋅ FS - Fee Simple Tenure ⋅ Lakeview BLDG.
Rarely available and highly desirable , spacious 3 bedroom, 2 bath residence at Lakeview in Kailua! This home welcomes you to this relaxing , private and well maintained neighborhood . Situated at the end of of a quiet street with lush landscaping and your 2 assigned parking . Experience island living with a large grassy area in front of your private enclosed entry and storage , the back of home includes a spacious open deck for entertaining and to enjoy the wonderful Kailua weather all year around. Enjoy cooking in your open kitchen , stainless steel appliances, full bath and 2 bedrooms downstairs, upstairs includes the primary with spacious bath and custom shutters throughout the home. Newer Split Air conditioners downstairs to keep you cool during the summer months . Full size washer and dryer in the home for your conveinance . Close to the world famous Lanikai and Kailua white sand beaches, unique boutiques , restaurants , Target, whole foods , groceries , hospital, schools and easy access to the freeways . VA approved and pet friendly

1111 Akipohe Street Unit 13B, Kailua

Listing courtesy of LUVA Real Estate.

$699,000
2 Beds ⋅ 2 Baths ⋅ 202609673 MLS ⋅ FS - Fee Simple Tenure ⋅ Hokulani In Kailua BLDG.
Located in the heart of Kailua Town, this ground floor 2-bedroom, 2-bathroom, 1-covered parking townhome has been lovingly cared for. Newer appliances, spacious bedrooms and bath, lanai with built in closets and no neighbors behind you make this unit a winner! This unit is located near the back end of the project, very close to ample street parking perfect for guests or a second vehicle. Conveniently located in close proximity to the beach, Farmer's markets, Target, Whole Foods and many enjoyable restaurants nearby, this ready to move in unit welcomes a new owner. Hokulani in Kailua is a very pet friendly building. Don't miss this opportunity to enjoy Kailua living at its best. Reasonable maintenance fees and a ground floor unit! A few photos have been virtually staged(enhanced).

355 Aoloa Street Unit Q102, Kailua

Listing courtesy of REMAX Hawaii.

$1,340,000
3 Beds ⋅ 2 Baths ⋅ 202609762 MLS ⋅ FS - Fee Simple Tenure
SELLER FINANCING AVAILABLE. Highly desirable Kailua location. Discover the charm of Olomana living at 614 Ululani Street, where comfort, space, and island lifestyle come together on a generous 7,980 sq ft lot. This single level 3 bedroom home features a bright, open layout that connects the main living areas to an inviting covered lanai, creating an effortless indoor outdoor flow ideal for gatherings or quiet relaxation. The expansive yard is a standout feature, thoughtfully landscaped with vibrant flowering plants and a variety of fruit trees that bring color and life to the property. A separate workshop/shed provides added flexibility for storage or creative projects. Perfectly positioned just minutes from Kailua Town, world renowned beaches, local parks, schools, and everyday conveniences, this home offers both tranquility and accessibility. Opportunities in this neighborhood are limited — and with this new price, interest is expected to rise quickly. Act now to secure one of Kailua’s most sought after lifestyle settings at an exceptional value.

614 Ululani Street, Kailua

Listing courtesy of Coldwell Banker Realty.

$1,450,000
3 Beds ⋅ 3 Baths ⋅ 202609500 MLS ⋅ FS - Fee Simple Tenure
Don’t miss this opportunity to own a beautiful 3-bedroom, 2.5-bath home at 590 Alihi Place! Designed for modern living, this home offers a spacious layout, inviting living areas, and stunning vaulted ceilings that enhance the sense of openness and natural light throughout. Enjoy unobstructed mountain views, creating a peaceful and scenic backdrop from the comfort of your home. The seamless indoor-outdoor flow and private wrap-around yard make it perfect for entertaining or relaxing. Primary en-suite is on the top floor of three floors. Split AC units in each bedroom and in living room. Built-in bookshelves! Kitchen and dining area opens to a covered outdoor lanai - great for hosting. Conveniently located near shopping, dining, and major commuting routes, this home combines comfort, functionality, and location. Schedule your showing today!

590 Alihi Place, Kailua

Listing courtesy of Harper Island Realty LLC.

$1,275,000
3 Beds ⋅ 2 Baths ⋅ 202609541 MLS ⋅ FS - Fee Simple Tenure
Welcome to island living at 327 Manae Street! This home is absolutely adorable! Nestled on a quiet street in Coconut Grove, this charming property features a wonderful front and back yard. In the back yard there is large deck area with views of the Koolau mountains and a spa; perfect for entertaining. The inside is just as enchanting! You'll delight in the spacious living area that seamlessly opens up the the wonderful kitchen. The hardwood flooring is so cozy! The primary bedroom has an extra large bathroom with designer tiles. The secondary bedrooms are the perfect size. The hallway bathroom also has designer tile accents. The carport area has additional storage. Freshly painted interior and exterior. 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.

327 Manae Street, Kailua

Listing courtesy of Horita Realty LLC.

$1,375,000
4 Beds ⋅ 2 Baths ⋅ 202609595 MLS ⋅ FS - Fee Simple Tenure
Welcome to Enchanted Lake Estates, one of Kailua’s most sought-after neighborhoods. Situated on a desirable corner lot, this 4-bedroom, 1.5-bath single-family home offers a wonderful opportunity to own in a prime location just minutes from beaches, parks, shopping, dining, and top-rated schools. The home features a functional floor plan with comfortable living spaces, great natural light, and plenty of potential to update and personalize to your taste. The spacious yard provides ample room for outdoor entertaining, gardening, or creating your own private island retreat. Conveniently located near Kailua Town, Enchanted Lake Center, and with easy access to H-3 and MCBH, this property combines lifestyle, location, and value. Whether you’re looking for a primary residence, investment opportunity, or a home to renovate and make your own, this property is full of potential in a highly desirable community.

604 Paokano Loop, Kailua

Listing courtesy of Jeffrey Samuels Realty.

$1,885,000
3 Beds ⋅ 2 Baths ⋅ 202606901 MLS ⋅ FS - Fee Simple Tenure
Live on ONE LEVEL with a very private backyard oasis complete with Pool, Jacuzzi and covered Patio! Enjoy high open-beamed ceilings throughout the home. A quality kitchen with real wood cabinets and granite countertops. Updates include a 30,000 BTU split A/C, Roof re-coating, Acasia flooring, windows, Pentair Pool Pump, new pool skimmer, a new ABS sewer line from street to house, new incoming copper water lines, ceiling fans, lighting, primary bathroom vanity, automated sprinkler system, and a large detached storage shed complete with electrical and double walled framing. Exceptional curb appeal with a six-foot lava rock wall bordering the street, landscaped front yard, stamped concrete driveway, two-car carport, and extra driveway parking. Situated on a quiet dead-end street with sidewalks, this is the ideal peaceful Kailua neighborhood if you like morning/evening walks. The shops, groceries, eateries, and a movie theaters of Enchanted Lakes shopping plaza are within walking distance. This home is a turnkey gem designed to make memories!

533 Iana Street, Kailua

Listing courtesy of Corcoran Pacific Properties.

$2,099,500
4 Beds ⋅ 3 Baths ⋅ 202609203 MLS ⋅ FS - Fee Simple Tenure
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

Listing courtesy of REMAX Hawaii.

$17,500,000
4 Beds ⋅ 5 Baths ⋅ 202609316 MLS ⋅ FS - Fee Simple Tenure
Experience tranquil beachfront living in one of the most pristine areas along Kailua Beach, featuring stunning ocean views from the modern kitchen, spacious living room, and primary bedroom with a private oceanfront deck. Recent renovations include stylish baths that enhance the contemporary vibe. The custom kitchen flows into a welcoming dining area, ideal for gatherings and entertaining. A cozy cottage offers guest privacy, while ample parking and a three-car garage provide convenience. A dedicated office with courtyard access creates a peaceful workspace. Enjoy the lagoon pool and waterfall spa, with the beach just steps away for swimming, paddleboarding, or relaxing. Minutes from Kailua Beach Park, Mid-Pac Country Club, and Kailua Town, this home combines luxury and convenience. Your dream island lifestyle awaits!

200 S Kalaheo Avenue, Kailua

Listing courtesy of Coldwell Banker Realty.

$859,000
3 Beds ⋅ 2 Baths ⋅ 202608782 MLS ⋅ FS - Fee Simple Tenure ⋅ Windward Passage BLDG.
Completely renovated from top to bottom! Freshly painted throughout! No popcorn ceilings! New vinyl flooring throughout. New tile on the lanai. New kitchen cabinets, appliances and lighting. New bathroom vanities, mirrors and lighting. This cool side of the building has wonderful windward breezes. Peek-a-boo ocean view. 3 new AC units. This beautiful Kailua condo has everything you could need: tennis courts, BBQ area, onsite dog park, salt water pool, spa, bike/ surfboard /kayak racks, fitness room, racquetball, and gorgeous views of Kailua. Close to Kailua Town with shopping galore and numerous restaurants. Don't forget world famous Kailua Beach just moments away.

322 Aoloa Street Unit 611, Kailua

Listing courtesy of Horita Realty LLC.

$1,200,000
3 Beds ⋅ 2 Baths ⋅ 202608964 MLS ⋅ FS - Fee Simple Tenure
Huge Price Reduction! Priced Well Below Tax Assessed Value! Don't miss this incredible opportunity to own in the highly desirable Enchanted Lake neighborhood of Kailua. Bring your vision and renovation ideas to transform this single-level home into the island retreat of your dreams. Featuring 3 bedrooms, 2 baths, and two spacious family rooms, there's plenty of room to create a space that fits your lifestyle. Step outside and enjoy a backyard filled with mature fruit trees, including mountain apple, starfruit, and a rare Samoan coconut tree. Beyond the property, you'll love the charm of the neighborhood, known for its boutique shopping, cozy coffee shops, and popular local restaurants. And best of all, world-famous Kailua Beach is just minutes away. This is your chance to secure a home in one of Kailua's most sought-after communities at an exceptional value. Let's talk!

889 Alahaki Street, Kailua

Listing courtesy of Engel & Volkers Honolulu.

$3,150,000
6 Beds ⋅ 4 Baths ⋅ 202608800 MLS ⋅ FS - Fee Simple Tenure
Rarely available in Kailua Estates, 244 Awakea Rd is a beautifully remodeled plantation-style property on a spacious 10,000 sq ft lot just a short stroll to Kailua Beach and minutes to Kailua Town. Fully renovated in 2019, the property offers approximately 3,150 sq ft of total living space with a versatile multi-dwelling layout ideal for investors, multi-generational living, or those seeking flexible income potential. The main home features 3 bedrooms, 2 bathrooms plus a den, with vaulted ceilings, hardwood flooring, a walk-in pantry, and seamless indoor-outdoor living. In addition, the property includes a spacious 1-bedroom cottage with high ceilings and a separate 2-bedroom, 1-bath ADU, both beautifully designed and tenant occupied with strong income potential. A dedicated storage and yoga room adds additional flexibility for wellness, workspace, or lifestyle use. Located in one of Kailua’s most desirable beachside neighborhoods, enjoy easy access to Kailua and Lanikai beaches, Kalapawai Market, and local shops and dining. A rare opportunity to own a flexible compound in a prime location offering both lifestyle and income potential.

244 Awakea Road, Kailua

Listing courtesy of Compass.

$700,000
2 Beds ⋅ 2 Baths ⋅ 202609173 MLS ⋅ FS - Fee Simple Tenure ⋅ Hokulani In Kailua BLDG.
Wonderful 2 Bedroom 2 Bath at Hokulani in Kailua! Covered Parking Space and ample guest parking! High, vaulted ceilings, laminate floors, and a bright kitchen with Corian counter tops. No one above you! Both baths have upgraded vanities and ceramic tile flooring. Covered Lanai. The Hokulani recently installed new windows and sliding doors and are now completing a parking cover renovation. Nestled with a park-like setting and gazebo. Located in the heart of Kailua conveniently located near restaurants, Whole Foods, Foodland, Target, Coffee Shops, the Post Office and world-famous Kailua Beach!

355 Aoloa Street Unit G205, Kailua

Listing courtesy of Keller Williams Honolulu.

$2,599,000
5 Beds ⋅ 3 Baths ⋅ 202609140 MLS ⋅ FS - Fee Simple Tenure
One of Kailua's most sought-after neighborhoods. This lovely home comes with 5 bedrooms and 3 baths, a 3035 square foot home located on a cul-de-sac just a 10-minute, half-mile walk to Kailua Beach and minutes to Kailua town, shops, restaurants, boutiques, coffee shops, farmers' markets, schools, and parks. The main house on the lower level is 3 bedrooms, 2 baths, with 2 covered outdoor lanai areas, plus an upstairs 2 bedrooms, 1 bath with a separate entrance with mountain view. Includes a 2-car garage, situated on a large, level 10,000+ square foot lot.

260 Kuukama Street, Kailua

Listing courtesy of OahuRE.com.

$2,490,000
6 Beds ⋅ 4 Baths ⋅ 202608541 MLS ⋅ FS - Fee Simple Tenure
Motivated seller willing to review all offers!!! Welcome to Keolu Hills offering sweeping views of the Ko’olau Mountains! Meticulously maintained 6 bedrooms, 4 full baths, and large bonus room in the back. Featuring a heated built-in swimming pool, 43 PV panels on HECO’s NEM agreement, 9 split AC systems, full alarm system with cameras. The layout offers flexibility of main living on the 1st floor having 5 bedrooms, and the 6th bedroom is a private studio/office on the 2nd floor. This is a large house with 3,536 square feet of living space inside, huge lot size of 9,000 square feet, carport for 2 cars, extended driveway for 3 additional vehicles. Image yourself floating in the heated swimming pool, watching the sunset glimmering off the Ko’olau mountains. Located just minutes from Enchanted Lake Shopping Center, Kailua Town, and only 3 miles to world-famous Kailua Beach, this property combines convenience with privacy. Set back from the road and surrounded by tropical beauty, this home is the perfect Kailua retreat. MatterPort virtual walk through available in link under main picture.

1315 Kupau Street, Kailua

Listing courtesy of Coldwell Banker Realty.

$2,700,000
5 Beds ⋅ 3 Baths ⋅ 202606811 MLS ⋅ FS - Fee Simple Tenure
Two blocks from turquoise water and best strip of sandy beach for miles, nestled between Kailua Beach and Lanikai, this classic Hawaiian style home offers the perfect balance of privacy and effortless indoor-outdoor living. High wood beam ceilings with rich detail and open-concept layout invites natural light and garden views throughout. Walls of windows perfectly frame a backdrop that is connected to nature. The spacious living area flows seamlessly to 2 covered lanais—perfect for entertaining or relaxing. The kitchen features wood cabinetry, large island, bar seating, new appliances, and warm finishes that complement the island aesthetic. It’s a retreat designed with both style and ease in mind, while the surrounding landscape creates a peaceful, resort-like setting. Minutes from famous beaches, parks, and charming shops and cafes of Kailua, this home delivers a lifestyle of morning beach walks, sunset paddles, and the quiet luxury of island living. The main home is spacious with 3 beds and 2 baths. Enjoy a separate, private entry, ample 800+sf rec area, with wet bar, bath, and second laundry, to be used for recreation, artist studio, exercise space, caretaker or guest area.

151 Alala Road, Kailua

Listing courtesy of Coldwell Banker Realty.

$569,000
2 Beds ⋅ 2 Baths ⋅ 202608729 MLS ⋅ FS - Fee Simple Tenure ⋅ Koolau Vista BLDG.
Koolau Vista - Move In Ready! Priced to sell with Assumable 2.250% VA Loan. Heart of Town! Live Your Best Kailua Life! Minutes to Shopping, Dining, Beaches. Updated Two Bedroom, 1.5 Bath Split Level Townhome. with One Covered Parking Stall. Vacant - Easy to Show! Being Sold As-Is.

350 Aoloa Street Unit C214, Kailua

Listing courtesy of Home Town Hawaii Realty LLC.

$1,519,000
3 Beds ⋅ 3 Baths ⋅ 202608250 MLS ⋅ FS - Fee Simple Tenure ⋅ Bluestone BLDG.
New Price! Welcome to Bluestone, an exceptional 3-bedroom, 2.5-bath townhome in one of Kailua’s most private and prestigious gated communities. Set across nearly 50 acres of lush land fronting the Mid-Pacific Country Club golf course & surrounded by preservation land, Bluestone offers a rare sense of seclusion with sweeping golf course, Ko'olau mountain, & sunset views rarely found in townhome living. This spacious residence features an attached full-size garage & driveway parking for two additional vehicles! Three covered lanais designed to capture the cross breeze of cooling trade winds & seamless indoor-outdoor living. Bird watching from the lanais brings a deep sense of calm through the quiet beauty of birds, trees, and majestic mountain sunset view. Bluestone boasts resort-style amenities, including a pool, whirlpool, BBQ, recreation areas, tennis/pickleball courts, and sauna, all within a secure, gated community w/patrol. Condo Master Insurance policy is 100% insured. Ideally located in the hills of Kailua, just minutes from world-renowned Lanikai Beach and the iconic Lanikai Pillbox hike, this home offers a unique blend of privacy, natural beauty, and refined island living.

1150B Kamahele Street Unit #3002, Kailua

Listing courtesy of Lau & Associates, LLC.

$1,780,000
4 Beds ⋅ 3 Baths ⋅ 202608198 MLS ⋅ FS - Fee Simple Tenure
Nestled in the highly desirable Keolu Hills neighborhood, this fully renovated Kailua home offers the perfect blend of comfort, convenience, and island living. Situated on a generous 6,300 sqft lot, this property features a spacious and functional layout ideal for both everyday living and entertaining. Enjoy the brand new beautiful remodel with split ACs to keep you cool, 2 car garage with EV charging, functional floor plan, new kitchen and bathrooms, separate guest house studio with kitchenette, and thoughtfully designed indoor & outdoor spaces that capture the essence of Hawaii living. The expansive yard provides endless possibilities with the built in BBQ station, stream lights for outdoor dining, or put out tables and chairs for your own party venue. Conveniently located just minutes from world-renowned Kailua Beach, shopping, dining, and top-rated schools, this home offers the best of Windward Oahu living. With easy access to H-3 and Pali Highway, commuting to town is a breeze while still enjoying the peaceful charm of Kailua. Don’t miss this opportunity to own a piece of paradise in one of Kailua’s most sought-after neighborhoods. Schedule your showing today!

1232 Hele Street, Kailua

Listing courtesy of Compass.

$4,098,000
5 Beds ⋅ 4 Baths ⋅ 202608270 MLS ⋅ FS - Fee Simple Tenure
Set along the coveted waterfront canal of Kailua, this iconic property 485 Wanaao, captures the essence of modern island living with rare versatility & timeless appeal. Situated on a generous lot, the residence offers a seamless blend of indoor-outdoor living, framed by tranquil water views & lush surroundings. The main home features 4 bedrooms & 2.5 bathrooms, thoughtfully designed with soaring ceilings, & a spacious open-concept layout that fills the interior with natural light & refreshing trade winds. Clean lines, modern finishes, & refined craftsmanship create an inviting yet sophisticated atmosphere, perfect for both everyday living & entertaining. The fully legal 1-bedroom, 1-bath ADU—ideal for guests, extended family, or rental income—adding exceptional flexibility to this already remarkable offering. Expansive outdoor spaces invite you to unwind, host gatherings & enjoy peaceful waterfront setting. This home delivers a lifestyle that is both rare and deeply connected to its surroundings. Minutes from Kailua's beaches, dining and shopping. A true once-in-a-lifetime opportunity to own a signature property in one of O‘ahu’s most desirable coastal communities.

485 Wanaao Road, Kailua

Listing courtesy of Corcoran Pacific Properties.

$1,798,000
5 Beds ⋅ 3 Baths ⋅ 202608144 MLS ⋅ FS - Fee Simple Tenure
With stunning upgrades in the last year,, this five bedroom home located in Kailua Bluffs has unobstructed views of the Olomana peaks, a private greenbelt backdrop, and no rear neighbors — just mountain, sky, and quiet. Inside, the home has been updated with care: fully renovated kitchen with new cabinets, countertops, appliances, and flooring. Updated bathrooms. New paint, baseboards, and canned lighting and fixtures throughout. New HVAC system with whole-home AC, including a new split system addition. It's move-in ready and thoughtfully done. The layout is flexible — two bedrooms and a full bath on the main level for multi-generational living, guests, or a home office. Soaring ceilings and an open-concept living area flow to a spacious covered patio, making indoor-outdoor living effortless. Outside, a level, private backyard with mature pomelo, avocado, and bilimbi trees. Morning light, evening breeze, and the kind of view you don't get tired of. 49 owned solar panels with two large battery banks keep energy costs low. This is a rare opportunity in one of Kailua's most sought-after neighborhoods.

1614 Paukiki Street, Kailua

Listing courtesy of Jeffrey Samuels Realty.

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.