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$2,185,000
4 Beds 3 Baths 202614657 MLS FS - Fee Simple Tenure
This is the one you have been waiting for! This home, in the desirable Kalaheo Hillside neighborhood, is strategically positioned on a large 10,000 sq. ft. lot to allow the cool ocean breezes to flow through. Large front windows overlook a welcoming tropical garden. There’s something for everyone! A large gourmet kitchen, open floor plan, sparkling tiled pool, indoor laundry, attached garage with workshop area, 4 bedrooms and three full bathrooms. Included in the 4 bedrooms is a studio with private entrance, kitchen, washer/dryer and ensuite bathroom totally separate from the rest of the house! Room for all and great for multi-generational living or long-term rental income. Ideally located with close proximity to Aikahi elementary school, Kalaheo High School, Aikahi Shopping Center, Kaneohe Marine Corp Base, H-3, Kailua Beach and mere minutes from Kailua town. Outside, a shower is conveniently located for washing off the beach sand and toys. The grounds surrounding the house are filled with beautiful Hawaiian flora, green grass lawn and mango, avacado and starfruit trees. On a quiet night you can even hear the sound of the breaking waves!

361 Iliaina Street, Kailua

Listing courtesy of Homequest LLC.

$1,699,000
3 Beds 3 Baths 202614621 MLS FS - Fee Simple Tenure
Anyone can take over this 2.75% assumable loan! Contact Tahiti for all the details. Easily open the interior stairwell and this becomes one 1,950 sq foot 3 bedroom 2.5 bath home with the primary bedroom on the main level — multiple lanai's with 180 degrees of windward O'ahu and an unobstructed views of Enchanted Lake from almost all rooms. The primary is large, full of natural light, opens to garden views, and the closet finally holds everything. A dedicated laundry room, with a separate entry door. Keep it as is and you have a one bedroom one bath rental (3rd bedroom served as a living room with wet bar that can be easily converted back to a bedroom). Its own entrance, lanai, and garden. Most of the home is already remodeled: kitchen rebuilt around an oversized 3x5 island in granite and luxury vinyl plank floors, split AC, double wall, leased PV on a tile roof. Enclosed 2 car garage plus driveway parking. Minutes to Kailua town and the beach. Floor plan of the home can change, but the priceless views will not.

1312 Aupapaohe Street, Kailua

Listing courtesy of REMAX Hawaii.

$1,495,000
3 Beds 3 Baths 202614708 MLS FS - Fee Simple Tenure Bluestone BLDG.
Bluestone's Kamahele Townhome with attached garage and additional driveway parking - under $1.5M! Welcome to Bluestone, one of Kailua’s most private and prestigious gated communities. Set on nearly 50 acres of lush grounds fronting Mid-Pacific Country Club and surrounded by preservation land, this 3-bedroom, 2.5-bath townhome offers rare privacy, sweeping golf course, Ko‘olau mountain, and sunset views, plus an attached full-size garage and driveway parking for two additional vehicles. Three covered lanais capture cooling trade winds and provide seamless indoor-outdoor living. Bluestone residents enjoy resort-style amenities including a pool, whirlpool, BBQ areas, recreation spaces, tennis/pickleball courts, sauna, and gated security with patrol. Ideally located in the hills of Kailua, just minutes from Lanikai Beach and the Pillbox hike, this is a rare opportunity to own a townhome style with attached garage in the prestigious community of Bluestone at $1,495,000 — one of the few under $1.5M. Come and see what the Bluestone community has to offer! Sold As-Is. Furniture is negotiable.

1150B Kamahele Street Unit #3002, Kailua

Listing courtesy of Lau & Associates, LLC.

$990,000
2 Beds 2 Baths 202614646 MLS FS - Fee Simple Tenure Windward Passage BLDG.
Experience the best of the Kailua lifestyle in this upgraded + rarely available Windward Passage residence with endless ocean views and the most desirable floor plan. Located in the heart of Kailua, this home is moments away from the most iconic destinations—from the clear blue waters of Kailua + Lanikai beaches to the scenic Pillbox hike and golf courses. Plus the convenience of having Whole Foods, Target, Down to Earth, and endless dining options and boutiques just a short walk away. Originally a three-bedroom layout, one wall was removed to create more living area but is easily converted back if preferred. Enjoy endless views of the coastline from floor to ceiling windows perfectly framing the ocean views in every room, and start your mornings on the private lanai watching the sunrise over the Pacific. Well-maintained, pet-friendly community that feels like a private resort, featuring a full suite of amenities including a refreshing pool, fitness center, tennis + pickleball courts, racquetball courts, and dedicated racks for your bikes + surfboards. With an on-site manager and 24-hour security, enjoy luxury and peace of mind in one of Oahu’s most sought-after beach towns.

322 Aoloa Street Unit 1201, Kailua

Listing courtesy of Compass.

$1,980,000
5 Beds 3 Baths 202610133 MLS FS - Fee Simple Tenure
Rare opportunity to own a massive 31,000+ square foot oasis in one of Kailua's most desirable neighborhoods, Keolu Hills. Tucked away on a quiet cul-de-sac with no rear neighbors and a beautiful hillside backdrop, this 5-bedroom, 3-bath home has remained in the same family for nearly six decades. With endless potential, it offers an ideal opportunity for multi-generational living or update a well-built home in an exceptional location. The expansive covered lanai opens to the lush backyard creating the perfect space for effortless island-style living, whether you’re relaxing in privacy or entertaining family and friends. Positioned at a higher elevation, the home naturally captures cooling trade winds and Koolau mountain sunsets. Located in one of Oahu’s most sought-after communities, this unique property must be seen to fully appreciate its scale, privacy, and setting. Schedule your private showing today. Number of bedrooms listed doesn't match tax records. Buyer to do their own due diligence. House has alarm system. Must have confirmed appointment before showing. Appraisal valued at $1,950,000 (March 2024). First open house Sunday, August 9 from 2 to 4 PM.

970 Apokula Place, Kailua

Listing courtesy of Aloha Properties, Inc..

$1,550,000
4 Beds 2 Baths 202614500 MLS FS - Fee Simple Tenure
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

Listing courtesy of Hawaii Modern Realty.

$4,995,000
4 Beds 4 Baths 202614221 MLS FS - Fee Simple Tenure
RARE DUNE CIRCLE OPPORTUNITY WITH PRIVATE BEACH ACCESS. Beautifully crafted custom single level island residence on highly coveted Dune Circle, this exceptional property is the only non-beachfront home currently available in this coveted beachside enclave. Enjoy private beach access just across the street to the world renowned shores of Kailua Beach. Exceptional quality & timeless island inspired design blend seamlessly w/an expansive indoor/outdoor floor plan. The Great Room features hardwood floors, dramatic vaulted open truss ceilings w/tongue & groove detailing & an exceptional chef's kitchen w/coastal inspired custom cabinetry, prof. stainless steel appliances, wraparound butcher block countertops, striking natural stone island w/ beverage center. 4 spacious bedroom suites feature vaulted ceilings w/custom wood detailing & plantation shutter doors & open to wraparound lanais w/random pattern lava stone decking, expansive grassy lawn areas, mature tropical landscaping & natural coral privacy walls. A brand new standing seam metal roof completes this exceptional residence just moments from Kailua's turquoise waters, white sand beaches, boutique shopping, cafés and restaurants.

343 Dune Circle, Kailua

Listing courtesy of Coldwell Banker Realty.

$1,560,000
3 Beds 2 Baths 202614243 MLS FS - Fee Simple Tenure
621 Palawiki Street offers move-in ready Kailua living in desirable Enchanted lake. This refreshed three-bedroom, two-bath single -level home sits on a generous 7,500 square foot lot on a quiet street with minimal through traffic. This property enjoys cooling Tradewinds, and a peaceful private retreat feeling. Inside, high beam ceilings, updated LED lighting, fresh interior paint, luxury waterproof laminate flooring, and mountain views from the living room create a bright, modern setting. The open kitchen features quartz countertops, a new sink and new stainless-steel appliances. A spacious permitted addition add flexible living space for a family room, media room, or office. Outdoors, the exterior is freshly painted. There is a large permitted covered lanai, fully fenced and landscaped yard, and a fruit-bearing mango tree. This backyard is the ideal space for relaxing or hosting gatherings. Minutes to Kailua Beach and close to Kailua Town shops, groceries, restaurants, Windward schools, Castle Medical Center, Pali Highway and H-3, this home blends comfort, convenience, and fully embraces Windward Lifestyle

621 Palawiki Street, Kailua

Listing courtesy of Coldwell Banker Realty.

$1,300,000
2 Beds 2 Baths 202614398 MLS FS - Fee Simple Tenure
OPEN HOUSE: Sunday August 2, 2 to 5 PM!! Located within "Kawainui Park Place" and adjacent to the Kawainui Marsh, this property offers expansive views, open space, and close proximity to nature. The home has been completely remodeled, inside and out, featuring top-of-the-line LG appliances, quartz counter tops in the kitchen and baths, luxury vinyl plank flooring throughout, 1/2 inch glass shower walls, Pella double pane windows, aluminum gutters and more. Additional upgrades include a 200-amp electrical service, new plumbing, and double-wall construction with HardieBoard / Board & Batten exterior siding. All this with Kailua Beach, shopping and entertainment close by. Listor must be present for showings, please do not drive on property without an appointment, Mahalo.

679 Kihapai Street Unit D, Kailua

Listing courtesy of Artie Wilson & Associates.

$4,250,000
5 Beds 6 Baths 202614376 MLS FS - Fee Simple Tenure
Nestled on a hillside cul-de-sac in the quiet end of Lanikai, this move-in ready, architect-designed, custom-built home offers a perfect blend of luxury & tranquility. A short walk to Lanikai Beach, and built new from the ground up in 2011, this home offers privacy, comfort & a lifestyle of unparalleled beauty. Ideal for entertaining, the spacious great room features custom mahogany slidersthat open 24 ft to an expansive covered lanai. The gourmet kitchen includes Thermador appliances, abundant custom Pyinkado cabinets & granite countertops. Travertine floors run seamlessly from the main level out onto the lanai, while the 2nd level showcases stunning solid Tigerwood hardwood floors. The 2nd floor features a primary suite w/an ensuite bath, large walk-in closet & private lanai w/ocean & Mokulua Island views. A 2nd bedroom on this level w/a full bath also makes a perfect office. The lower level, built new in 2020, consists of an expansive L-shaped rec room w/a wet bar, full bath, and a lanai w/steps leading to a terraced backyard filled w/plumeria, citrus, avocado, and banana trees. Eco-friendly features include 44 owned solar panels and a backup battery system.

314 Lapa Place, Kailua

Listing courtesy of Corcoran Pacific Properties.

$690,000
2 Beds 2 Baths 202614286 MLS FS - Fee Simple Tenure Poinciana Manor BLDG.
Experience the best of Kailua living! This beautifully updated 959 sq ft unit offers a modern kitchen with updated cabinets & countertops, updated bathroom vanities, and stainless steel appliances. Enjoy the convenience of a full-size washer and dryer, fresh paint throughout, newly installed luxury vinyl plank flooring, contemporary light fixtures, and a brand-new ceiling fan. The unit also includes two side-by-side covered parking stalls and a spacious 266 sq ft lanai, providing added privacy with an exterior-facing view. Located in the heart of Kailua, you're just steps away from boutique shops, local restaurants, cafes, bookstores, grocery stores, and the world-renowned Kailua Beach. The complex boasts fantastic amenities such as a saltwater pool, BBQ areas, gazebos, a kids’ playground, a koi pond, bike/surfboard storage, guest parking, on-site security, and a resident manager. The complex is fully insured and pet-friendly making it an excellent place to call home!

1015 Aoloa Place Unit 247, Kailua

Listing courtesy of REMAX Hawaii.

$645,000
1 Beds 1 Baths 202614387 MLS FS - Fee Simple Tenure Windward Passage BLDG.
Rarely available prestigious penthouse unit at the top of Windward Passage! Floor to ceiling windows open to a panoramic view out over Enchanted Lake & down the majestic Koolau Mountain range. You can even enjoy the colors of the sunset as the sun sinks below the mountains in the evenings. The whole apartment opens to the view, and all that window space gives you a bright airy open feel that makes the unit seem even larger than it is. The kitchen & bathroom have been upgraded. The bathroom renovation included replacing the tub with a full-size shower & brand-new vinyl plank flooring was just installed throughout. Everything is ready for you to move in & enjoy! Add to this the resort style amenities that Windward Passage has to offer including tennis courts, pickleball, a racquetball court, swimming pool, whirlpool, BBQ areas, dog park, fitness center with saunas, storage areas for surfboards & bicycles & additional storage for each unit. Plus, a can't beat location right in Kailua Town with easy access to shopping, restaurants, the open markets and so much more with Kailua Beach just moments away. What more could you ask for? This is just what you've been waiting for!

322 Aoloa Street Unit PH8, Kailua

Listing courtesy of Homequest LLC.

$1,690,000
4 Beds 3 Baths 202614340 MLS FS - Fee Simple Tenure
Experience elevated island living in this fully remodeled, single-level home in the heart of Kailua. Renovated from top to bottom, this property feels virtually new and offers the perfect blend of modern design and everyday comfort. The home features a 3-bedroom, 2-bath main residence plus a connected 1-bedroom, 1-bath suite with a kitchenette, providing exceptional flexibility for extended family, guests, a home office, or potential rental income. Inside, a bright open-concept floor plan seamlessly connects the kitchen, living, and dining areas, creating an inviting space for both entertaining and daily living. The bedrooms feature premium DuChâteau hardwood flooring, adding warmth and an elegant finish throughout. A thoughtfully designed hidden laundry room enhances functionality while maintaining clean lines and a spacious feel. Outside, enjoy a fully fenced, oversized backyard—perfect for entertaining, pets, or relaxing in your own private retreat—along with a generous front yard that enhances the home's curb appeal. Turnkey and move-in ready, this exceptional property offers modern island living in one of Oahu's most desirable beach communities.

1225 Mokapu Boulevard, Kailua

Listing courtesy of SC Realty, LLC.

$2,000,000
7 Beds 5 Baths 202614077 MLS FS - Fee Simple Tenure
Spacious two story Kailua Home built in 2006 as a multi-generational home. The exterior walls are concrete and the roof is covered in concrete tile. This home sits in the perfect location between Kailua Beach, Kailua Town Center, Enchanted Lake Elementary, & Enchanted Lake Center. There are three bedrooms, two bathrooms, a living room, kitchen and laundry connection downstairs. Both downstairs bathrooms have wide doors, walk in showers and floating sinks. Upstairs there are four bedrooms (2 have walk in closets), three bathrooms, a family room, laundry connections and a wet bar. Large backyard and side yards with many fruit trees. Two car garage and ample off street parking. Solar Water Heater. This home is zoned R-5 and the land may be large enough to build a second dwelling. Check with your architect or plan maker if you would like to create a duplex and also CPR.

646 Wanaao Road, Kailua

Listing courtesy of Blue Ribbon Realty Inc.

$1,695,000
3 Beds 2 Baths 202614050 MLS FS - Fee Simple Tenure
Welcome to the highly sought-after Kaopa neighborhood of Kailua, where pride of ownership is evident throughout the community. Located within the coveted Kaelepulu Elementary School District, this beautifully updated single-level home offers an open-concept floor plan and is truly move-in ready. The remodeled designer kitchen features stainless steel appliances, generous counter seating, and abundant cabinetry. Enjoy tile flooring throughout, remodeled bathrooms, crown molding, recessed lighting, split A/C in every room, Milgard dual-pane windows, a new water heater, and an owned PV system with Tesla battery backup. The fully fenced backyard is a private tropical retreat featuring an inviting courtyard, Jacuzzi hot tub, fragrant Tahitian tiare, and mature fruit trees, including mango. Just minutes from world-famous Kailua Beach, neighborhood parks, shopping, and dining, this exceptional home offers the perfect blend of comfort, energy efficiency, and the best of island living.

1325 Akele Street, Kailua

Listing courtesy of Arquette Properties Inc.

$1,590,000
3 Beds 2 Baths 202614057 MLS FS - Fee Simple Tenure
Welcome home to this spacious three-bedroom, two-bathroom residence in the highly sought-after Kalaheo Hillside. Freshly painted along with other upgrades throughout, this Kailua home offers a seamless blend of modern comfort and island charm. The open-concept interior is designed for indoor-outdoor living, leading you towards the large, flat fully-enclosed backyard oasis framed by lush tropical landscaping—a perfect backdrop for weekend gatherings or quiet afternoons in the sun. Situated just a short walk Castles Beach and the convenience of Aikahi Shopping Center, this location puts everything Kailua has to offer at your fingertips. Located within the Aikahi school district and just minutes to the vibrant dining and boutique shopping of Kailua town, this property captures the relaxed, active lifestyle you’ve been looking for.

923 Mokapu Boulevard, Kailua

Listing courtesy of Compass.

$725,000
2 Beds 2 Baths 202611451 MLS FS - Fee Simple Tenure Poinciana Manor BLDG.
Finally, a top floor unit at Poinciana Manor with a fully renovated, open concept kitchen and living room. No neighbor above, and a ceiling that clears 20 feet at the peak. The kitchen and living room wall came down years ago, done professionally with an engineer's letter on file. The kitchen carries it forward: quartz counters, shaker cabinets to the ceiling with crown molding, and all BRAND new (July 2026) stainless appliances in the kitchen, french door fridge, slide in range, microwave hood, dishwasher. The primary bath has a double vanity and separate walk in shower with new fixtures. Fresh paint runs through the living areas, plus new cabinet handles and an LG stacked washer and dryer. The 82 square foot lanai adds real outdoor space. Two covered stalls, side by side, no stacking. A tree blocks the sightline to the neighboring unit for extra privacy. Grounds include a pool and picnic pavilion, and Kailua adds postcard beaches and trade winds a short distance from home. Ask your agent about an assumable VA loan option for qualified veterans ONLY (2.25% interest rate, $428,556.14 balance, P&I $2,057.30). Check out our Open House Saturday, July 26th, 2-4PM.

1015 Aoloa Place Unit 451, Kailua

Listing courtesy of eXp Realty.

$759,000
1 Beds 1 Baths 202613740 MLS FS - Fee Simple Tenure Ka Malanai At Kailua BLDG.
Tucked away in one of the most peaceful locations within Ka Malanai, this desirable one-bedroom residence enjoys a quiet back corner, top floor setting surrounded by lush tropical landscaping, offering exceptional privacy and a serene island atmosphere. Fresh new carpet and a bright, well-maintained interior create a welcoming space ready to enjoy, while the convenient in-unit washer and dryer make everyday living effortless. Two parking stalls provide the flexibility and convenience that are rarely found with a one-bedroom home. Perfectly positioned in the heart of Kailua, this residence offers easy access to world-famous Kailua Beach, where turquoise waters and powder-soft sand invite morning swims, paddling, and sunset strolls. Kailua Town's vibrant collection of boutiques, cafés, restaurants, grocery stores, and everyday conveniences are just moments away, creating an ideal balance of relaxation and accessibility. Nearby Kailua District Park offers tennis courts, sports fields, fitness opportunities, and community events, completing the lifestyle that makes Ka Malanai one of Kailua's most sought-after communities.

445 Kailua Road Unit 5304, Kailua

Listing courtesy of Hawaii Modern Realty.

$1,985,000
4 Beds 3 Baths 202613204 MLS FS - Fee Simple Tenure
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

Listing courtesy of Compass.

$2,750,000
5 Beds 5 Baths 202613874 MLS FS - Fee Simple Tenure
Best Value in Beachside, Kailua priced under tax assessed value! Only seven homes away from the beach without the oceanfront premium. Set within the private 14-home Hale Kai Surf & Racquet Club, this special beachside estate offers 5 bedrooms, 4.5 baths and 3,958 interior sqft. Upgraded with brand new split AC, owned photovoltaic system, generous living spaces, Main level features 4 bedrooms, 3.5 baths. The entire upstairs level is a private primary ensuite with large dual closets, a sunroom retreat, and access to multiple rooftop spaces. Impressive courtyard entry leads to a grand foyer with soaring ceilings and multiple indoor-outdoor living areas designed for both entertaining and quiet enjoyment. Hale Kai community's exclusive amenities, including an upgraded pool, repaved pickleball, tennis and basketball courts, and clubhouse, are located directly across from the home's front entrance, offering the ultimate convenience. This customized legacy home offers the dream beachside lifestyle with an invitation for personal touches. Exceptional opportunity not to be missed!

824 N Kalaheo Avenue Unit A, Kailua

Listing courtesy of Koi Realty.

$2,050,000
4 Beds 2 Baths 202613001 MLS FS - Fee Simple Tenure
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. First Open House this Sunday 7/19/2026 from 2-5pm!

1127 Lauloa Street, Kailua

Listing courtesy of Coldwell Banker 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.