Refine Search
Map
Sort by
$1,595,000
3 Beds ⋅ 2 Baths ⋅ 202601803 MLS ⋅ FS - Fee Simple Tenure ⋅ 45 DOM
This is where your Kailua story begins. Nestled on a quiet street in the heart of sought-after Enchanted Lake, this inviting home blends comfort, style, and island charm. The thoughtfully remodeled kitchen features custom cabinetry, stunning granite countertops, cabinet pull-outs, and abundant storage. The custom-designed primary bathroom adds a luxurious touch, while striking ohia wood posts bring warmth and character to the living area. Recent 2026 upgrades include luxury vinyl plank flooring, fresh interior and exterior paint, new light fixtures, updated switches and outlets, new doors, and smooth ceilings with the popcorn removed. Split AC units in the main living area and guest bedrooms help keep the home cool and comfortable year-round. Enjoy indoor-outdoor living on the spacious covered lanai, perfect for entertaining or relaxing with friends and family. The backyard offers a custom shed and plenty of room for a future pool or garden oasis. Conveniently located near the Marine Corps Base Hawaii, Adventist Health Castle, the Pali Highway, and H-3, this is a wonderful opportunity to enjoy the best of Kailua living.

1356 Kahili Street, Kailua
$749,000
3 Beds ⋅ 2 Baths ⋅ 202611171 MLS ⋅ FS - Fee Simple Tenure ⋅ 45 DOM
Contractor special and Exceptional opportunity in the heart of Waimanalo! Set on a 6,777 sq ft lot with a tiny association fee, this attached single family home is ready for a buyer to create something special, whether it's a complete renovation or brand-new custom residence, the possibilities are plentiful. The existing structure was originally configured as a 3 bedroom, 1 1/2 bath home, and is in need of significant repairs. Additions have been made over the years, including a large living room plus a covered deck and another attached room on the backside. There is a new roof and gutters were added on the front portion of the home, but the property had extensive water damage from the Kona Low storm. Offered strictly As Is, Where Is, and with all its contents, it is priced less than current land value. This property is best suited for investors, builders, contractors, or buyers seeking a project. Enjoy the beauty and charm of Waimanalo, with its world-famous beaches, and the majestic Ko'olau mountain range in the background.

41-569 Inoaole Street, Waimanalo
$2,600,000
4 Beds ⋅ 2 Baths ⋅ 202607969 MLS ⋅ FS - Fee Simple Tenure ⋅ 59 DOM
You will love this location in Lanikai where an active lifestyle awaits you. One block to beach access where swimming, windsurfing, paddling are yours to enjoy every day. In the other direction is the entrance to Lanikai trail and Midpac Golf Course and Country Club. Impressive lava rock wall encloses a 4-bedroom home with enclosed porch addition and large deck overlooking an expansive yard. Build your dream multilevel home with 2 street entrances and potential view of Mokulua Islands and ocean.

150 Kaelepulu Drive, Kailua
$1,925,000
3 Beds ⋅ 2 Baths ⋅ 202610224 MLS ⋅ FS - Fee Simple Tenure ⋅ 60 DOM
Tucked away on Oahu’s Windward Coast, this charming mid-century home captures the essence of Hawaiian beach living. A short walk from the powder-soft sands and turquoise waters of Waimanalo Beach—consistently ranked among the most beautiful shorelines in the world—this thoughtfully maintained 3-bedroom, 2-bath residence offers a rare opportunity to live the lifestyle so many dream about. Set on an expansive 14,518 sq. ft. level lot, the property provides exceptional outdoor space for entertaining, gardening, or simply unwinding in the tropical breeze. Mature fruit trees dot the grounds, offering both shade and a true taste of island abundance. The home’s mid-century character shines through with timeless lines and a welcoming, move-in ready feel. Every detail reflects pride of ownership, making this a turn-key opportunity for buyers seeking a seamless transition to coastal living. The 24 owned photovoltaic panels provide meaningful savings. Positioned between the conveniences of Honolulu and the charm of Kailua, yet nestled in the quiet, country feel of Waimanalo, this property strikes the balance of seclusion and accessibility. Beach living, mountain views and abundant space.

41-1025 Nenue Street, Waimanalo
$598,000
2 Beds ⋅ 2 Baths ⋅ 202610419 MLS ⋅ FS - Fee Simple Tenure ⋅ 63 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
$1,450,000
3 Beds ⋅ 3 Baths ⋅ 202607704 MLS ⋅ FS - Fee Simple Tenure ⋅ 64 DOM ⋅ Windsurfer BLDG.
Experience the quintessential Kailua LIFESTYLE at The WINDSURFER, a boutique 10-unit townhome community situated directly across from Kailua Beach. LOCATION. This part of Kailua Beach has Oahu's BEST KITESURFING; it's heaven! The Windsurfers Unit #4 Is the Special Unit that sits right on the lily pond, a happy and serene spot to reflect the days activities.  This RARELY AVAILABLE residence features a freshly painted interior, loft, new washer and dryer, and updated kitchen and bathrooms from a 2018 renovation. The versatile layout can accommodate either three bedrooms, or two bedrooms with a flex space and a half bath. The large tiled private patio offers many opportunities, entertaining, dining, outdoor living room and is has a lighted walk in storage closet for bikes, tools, and equipment. 2 reserved and excellent parking spaces right outside your door and guest parking is available for your friends. Most importantly ... Yes, PET FRIENDLY! Located just steps from world-class windsurfing, Kalapawai Market, and BUZZ'S Steakhouse, this serene retreat offers a welcome escape from the bustle of Honolulu.  CALL today to learn all about the outstanding lifestyle at the Windsurfer!

445 Kawailoa Road Unit 4, Kailua
$1,665,000
3 Beds ⋅ 2 Baths ⋅ 202609934 MLS ⋅ FS - Fee Simple Tenure ⋅ 65 DOM
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
$2,249,000
7 Beds ⋅ 5 Baths ⋅ 202610167 MLS ⋅ FS - Fee Simple Tenure ⋅ 66 DOM
$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
$2,650,000
3 Beds ⋅ 3 Baths ⋅ 202609988 MLS ⋅ FS - Fee Simple Tenure ⋅ 66 DOM
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
$368,000
2 Beds ⋅ 2 Baths ⋅ 202609902 MLS ⋅ LH - Leasehold Tenure ⋅ 69 DOM ⋅ 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
$865,000
3 Beds ⋅ 2 Baths ⋅ 202609777 MLS ⋅ FS - Fee Simple Tenure ⋅ 71 DOM ⋅ 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
$1,375,000
4 Beds ⋅ 2 Baths ⋅ 202609595 MLS ⋅ FS - Fee Simple Tenure ⋅ 77 DOM
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
$1,885,000
3 Beds ⋅ 2 Baths ⋅ 202606901 MLS ⋅ FS - Fee Simple Tenure ⋅ 81 DOM
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
$17,500,000
4 Beds ⋅ 5 Baths ⋅ 202609316 MLS ⋅ FS - Fee Simple Tenure ⋅ 81 DOM
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
$859,000
3 Beds ⋅ 2 Baths ⋅ 202608782 MLS ⋅ FS - Fee Simple Tenure ⋅ 81 DOM ⋅ 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
$3,150,000
6 Beds ⋅ 4 Baths ⋅ 202608800 MLS ⋅ FS - Fee Simple Tenure ⋅ 81 DOM
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
$700,000
2 Beds ⋅ 2 Baths ⋅ 202609173 MLS ⋅ FS - Fee Simple Tenure ⋅ 83 DOM ⋅ 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
$2,700,000
5 Beds ⋅ 3 Baths ⋅ 202606811 MLS ⋅ FS - Fee Simple Tenure ⋅ 88 DOM
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
$1,798,000
5 Beds ⋅ 3 Baths ⋅ 202608144 MLS ⋅ FS - Fee Simple Tenure ⋅ 98 DOM
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
$1,498,000
3 Beds ⋅ 3 Baths ⋅ 202607772 MLS ⋅ FS - Fee Simple Tenure ⋅ 100 DOM
Welcome home to this wonderful two story home that features 3 bedrooms and 2 1/2 bathrooms located in the highly desirable Kailua Bluffs neighborhood. Home features an open living area with soaring vaulted ceilings. Large covered patio located in back of home is perfect for BBQ with family and friends. Spacious primary bedroom with en suite bathroom. 2nd, 3rd bedrooms and 2nd bathroom is on the second floor. Half bathroom is located on the 1st floor. Just minutes away from world famous beaches, shops, dining and outdoor adventures. Don't miss this opportunity!

1479 Kanapuu Drive, Kailua
$1,150,000
2 Beds ⋅ 2 Baths ⋅ 202604866 MLS ⋅ FS - Fee Simple Tenure ⋅ 102 DOM ⋅ Ka Malanai At Kailua BLDG.
Newly priced - Light and bright - one of only 8 in the complex and offered for the first time since the original developer sale, this prime - front of the building - two-bedroom residence is located in the heart of Kailua and has a well-designed floor plan. The open living/dining/kitchen with big windows is a refreshing wonderful difference than other 2 bedroom layouts. The condo features triple pane front windows and double pane side windows for enhanced comfort and efficiency. A lanai off the primary bedroom is perfect for enjoying fresh island breezes. This floorplan is the largest two bedroom layout and has the wow factor. Laundry room is located off the kitchen. The bedrooms sit on either side of the living/kitchen/dining areas, giving more privacy. With brand new carpet and paint, central a/c and two parking stalls next to each other it sits ready for its new owner. Truly a special place.

471 Kailua Road Unit 3307, Kailua
$839,000
3 Beds ⋅ 2 Baths ⋅ 202603858 MLS ⋅ FS - Fee Simple Tenure ⋅ 143 DOM ⋅ Gardenia Manor BLDG.
VA assumable loan at 2.75%! Nestled in the heart of Kailua, this beautifully remodeled end-unit offers a prime location within the complex. Conveniently situated near the elevators and covered parking stalls, this single-level home features a highly sought-after floor plan with no stairs—perfect for easy living. Inside, you'll find modern upgrades including sleek granite countertops, durable vinyl flooring, and a built-in wine fridge, ideal for entertaining or relaxing in style. The spacious living room opens to a private lanai where you can enjoy morning coffee and gentle island breezes surrounded by peaceful treetop views. The primary bedroom also features its own lanai, creating a quiet retreat to unwind. Just minutes away are Kailua’s iconic beaches with soft white sand and turquoise water, along with boutique shops, trendy cafes, and local farmers’ markets. Whether paddleboarding at Kailua Beach, exploring nearby hiking trails, or enjoying the laid-back island lifestyle, this location truly offers it all. Don’t miss this rare opportunity to own a move-in-ready gem in one of Oahu’s most desirable communities.

333 Aoloa Street Unit 204, Kailua
$795,000
2 Beds ⋅ 2 Baths ⋅ 202528258 MLS ⋅ FS - Fee Simple Tenure ⋅ 146 DOM ⋅ Windward Passage BLDG.
A gorgeous, breezy light-filled space is yours with this remodeled 2 BR/2 Full BA condo in the premiere Windward Passage building. Features include a tree-top view, smooth/no-popcorn ceiling, fresh paint, new lighting & fans, & new primary bedroom carpet. Oak cabinets & granite counters with a breakfast bar, complement the expanded kitchen area. This condo has great storage & includes a separate exterior locker, as well as common spaces for surfboard, bike, & kayak storage. Building amenities are many: on-site manager, 24/7 security, pool, spa, fitness center, dog park, recreation area near pool, recreation/party room, & even tennis & pickle ball courts. The Windward Passage plumbing project is also complete, meaning new toilets, as well as new drain & supply lines, & shut-off valves for all units in building. Garage spalling project ongoing & near completion. This building is very well-maintained & already includes sprinklers & other fire safety measures. Pet friendly & the minimum rental period is 6 mo. The building is ideally located in the center of Kailua, within a mile of Kailua Beach & just a few blocks to shopping (Target/Whole Foods/Safeway etc.) & many restaurants.

322 Aoloa Street Unit 505, Kailua
$4,350,000
6 Beds ⋅ 4 Baths ⋅ 202525771 MLS ⋅ FS - Fee Simple Tenure ⋅ 149 DOM
Discover the perfect blend of lifestyle, comfort, and value at 1251 Kainui Drive—an exceptional canal-front retreat situated along an established, palm tree-lined street in North Kailua. Fully renovated in 2026 & move-in ready, the spacious single-level main residence offers 4 beds, 3 baths, and over 3000 SF of beautifully designed living space with soaring ceilings, high-end finishes, and an effortless flow. New standing seam roof, net-metered PV & split AC. The kitchen is the heart of the home, featuring a grand island and luxurious, durable Taj Mahal quartzite countertops, ceiling-high cabinetry, premium appliances, a butler’s pantry, dedicated dining area and a charming breakfast nook. Covered and open lanais connect the living areas to landscaped grounds and a peaceful canal with ocean access—perfect for paddling from your backyard. Room to build your dream pool! A dedicated laundry room, 2-car garage, & ample storage provide everyday ease. The 2-bed, 1-bath ADU adds ~800 SF for multi-generational living, guests or rental flexibility. This desirable location is just two blocks from the beach and provides easy access to Kailua Town, top schools, and freeways for easy commuting.

1251 Kainui Drive, Kailua
$31,000,000
9 Beds ⋅ 10 Baths ⋅ 202600075 MLS ⋅ FS - Fee Simple Tenure ⋅ 198 DOM
The Mokulua Estate is a breathtaking oceanfront sanctuary set within the prestigious Lanikai neighborhood. This exceptional property offers unobstructed views of the Mokulua Islands from nearly every vantage point. With over 150 linear feet of ocean frontage and a private gated entrance, the estate provides an ideal blend of seclusion, security, and harmony with its natural surroundings. Encompassing more than 10,000 square feet of refined indoor/outdoor living space, this state-of-the-art residence, designed by award winning architect Jim Jennings showcases dramatic ocean and mountain vistas throughout. A guest house and caretaker’s quarters ensure ample accommodation for family and guests. Direct ocean access from the backyard invites an active island lifestyle, from swimming and snorkeling to kayaking, surfing, fishing, or simply relaxing by the pool in your own tropical paradise. This is a rare, Once-In-A-Lifetime offering you won’t want to miss!!

1240 Mokulua Drive, Kailua
$695,000
2 Beds ⋅ 2 Baths ⋅ 202600370 MLS ⋅ FS - Fee Simple Tenure ⋅ 203 DOM ⋅ Poinciana Manor BLDG.
Discover island living in this beautifully maintained 2 bdrm/2 bath condo at desirable Poinciana Manor in Kailua. Offering 959 sq ft of interior living space, this residence features fresh interior paint, a contemporary kitchen with stainless steel appliances, and a spacious lanai ideal for relaxing or entertaining. Enjoy the convenience of 2 covered parking stalls and a thoughtfully designed layout. Poinciana Manor offers amazing amenities including a swimming pool, BBQ area, recreation space, and an on-site resident manager. Ideally located near Kailua’s popular restaurants, shopping, and world-famous beaches, this condo combines comfort, convenience, and an exceptional lifestyle opportunity.

1015 Aoloa Place Unit 217, Kailua
$2,125,000
4 Beds ⋅ 3 Baths ⋅ 202525463 MLS ⋅ FS - Fee Simple Tenure ⋅ 121 DOM
This beautiful home provides the perfect blend of Security, Privacy & TONS of space!! The 3/2 Main floor features a deck, large living room transitioning into chefs kitchen w/ island & walk-in pantry + a family room w/ wet bar & laundry room w/ extra storage. Main bedroom includes a tasteful en-suite bathroom & walk-in closet. Outside is a landscaped, fully fenced yard, & a covered patio w/ utility sink. Upstairs living area is substantial & unique. It includes a large office leading to the huge ~750 sqft. bedroom with its own entertainment area & oversized walk-in closet. The bathroom includes dual sinks, vanity, linen closet & open format shower. Sliding doors lead to the fully enclosed ~280 sq. ft. private deck. Truly a one of a kind space. There is a 2 car garage with workshop space & storage, and a total of 5 parking (1 for boat/jet skis). Original construction was done with post tension slabs to ensure structural stability. The home also includes an insulated attic, 4 split ac units, 40 owned PV panels, 3 Tesla batteries & Tesla power charger. Pre-listing Home inspection completed 8/28/2025 with no major findings.

1386 Nanialii Street, Kailua
$4,300,000
4 Beds ⋅ 4 Baths ⋅ 202525307 MLS ⋅ FS - Fee Simple Tenure ⋅ 262 DOM
Experience elevated island living in this fully renovated Lanikai retreat where luxury, privacy, and the natural beauty of Hawaii come together. Just two blocks from a secluded beach cove and a short paddle to the Mokulua Islands, this thoughtfully designed property captures the laid-back yet refined Lanikai lifestyle. Enter through a landscaped courtyard into a 3-bed, 3-bath main home featuring two spacious primary suites, customizable closets, and open-air lanais that make indoor-outdoor living effortless. High ceilings, large sliding doors, hardwood floors, large-format tile, and custom cabinetry reflect quality at every turn. The kitchen features a generous island, sunlit dining nook, and designer finishes ideal for casual meals or entertaining. Surrounded by mature landscaping, the property offers room for a pool in either the front courtyard or level backyard. A detached 1-bed, 1-bath suite with wet bar, laundry, and large private lanai above the garage offers versatility for guests, multi-generational living, or rental income—while preserving privacy for the main residence. Furnishings and decor negotiable with purchase, creating a turn-key paradise ready for your enjoyment.

223 Lanipo Drive, Kailua
$810,000
2 Beds ⋅ 2 Baths ⋅ 202521443 MLS ⋅ FS - Fee Simple Tenure ⋅ 304 DOM ⋅ Aikahi Gardens BLDG.
SELLER WILL RELEASE VA ELIGIBILITY FOR VA ASSUMABLE LOAN! VA Loan at 2.5% with a monthly mortgage of $2,748!! Remaining balance is $502,000. Welcome to Aikahi Gardens, a desirable community less than a mile from the beach and close proximity to Kailua Town, Kaneohe, and Marine Corps Base Hawaii. This remodeled 2-bedroom, 1.5-bath townhome blends style and function with split A/C and luxury flooring that’s scratch- and pet-resistant throughout. The spacious kitchen is designed for the home chef, while the private, covered courtyard is perfect for relaxing, gardening, or entertaining. Enjoy being less than a mile from the beach and just a short, convenient distance to Aikahi Shopping Center. Two assigned parking stalls plus guest parking provide ease for you and your visitors. Community amenities include a sparkling pool, recreation area, and lush surroundings, all in a pet-friendly setting. A standout benefit: an assumable With its prime location, thoughtful updates, and inviting spaces, this home is ready for you to move right in and start living the Kailua lifestyle.

3182 Kuau Street Unit 702, Kailua
$1,495,000
2 Beds ⋅ 2 Baths ⋅ 202519242 MLS ⋅ FS - Fee Simple Tenure ⋅ 329 DOM
Your gateway to turquoise waters, soft white sand, and the quintessential island lifestyle! Waking up to ocean breezes and a stroll across the street to world-famous Kailua Beach, this charming 2-bedroom, 2-bath cottage makes every day feel like vacation. A cozy size set on a low-maintenance parcel, it lives comfortably larger—providing all the benefits of a single-family home without the maintenance fees of a condo. Enjoy park and partial ocean views from multiple rooms, and dining al fresco on your private lanai. Wander a few minutes to Kailua or Lanikai Beach for paddleboarding, kite boarding, kayaking, snorkeling, or open-water swims. With bike paths out your front door, a restaurant a stroll away, a public charter school just up the road, and a private country club nearby, this cottage places you in the heart of Kailua’s active, outdoor lifestyle.

29 Alala Road, 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.