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237 Kihapai Street Unit A, Kailua
$1,650,000
4 Beds ⋅ 2 Baths ⋅ 202618352 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM
This home is all about the views. Framed by the beautiful mountains and the marsh, the spacious deck offers the perfect setting to enjoy your morning coffee or unwind at the end of the day. Just off the deck is the primary suite that features a beautifully renovated bathroom done in 2022. Down the hall are 3 additional bedrooms, a full guest bathroom, and 2 storage closets. The open and inviting living area seamlessly connects the updated kitchen with the dining and living space, creating an ideal setting for both everyday living and entertaining. All while keeping those beautiful views front and center. Updates completed in 2026 include new flooring throughout, fresh exterior paint, & fresh deck paint. Other notable features include double wall construction, a kitchen renovation completed in 2022, and split AC in both the primary suite and living room. Despite its peaceful, quiet setting, you’re just a few blocks from some of Kailua’s best coffee shops, boutiques, grocery stores, and other local conveniences. While the home is incredible as is. Plans are with DPP for an addition & renovations & can potentially be transferred to the buyer if desired. Inquire for details.

237 Kihapai Street Unit A, Kailua

225 Awakea Road, Kailua
$2,295,000
4 Beds ⋅ 3 Baths ⋅ 202619050 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 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

935 Mokulua Drive, Kailua
$3,650,000
3 Beds ⋅ 3 Baths ⋅ 202618976 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM
Step back into the timeless charm of old Lanikai, where the classic beach cottage lifestyle endures and life moves to the rhythm of the ocean. With its traditional board-and-batten exterior and interior and inviting island character, 935 Mokulua Drive captures the nostalgia of barefoot days, salty breezes, and relaxed beachside living. Set on a spacious, level, gated lot enclosed by a privacy rock wall, this charming property offers a rare opportunity to create your own vision in one of Oahu's most beloved coastal communities. Just a short distance from beach access, enjoy morning swims, leisurely shoreline walks, and afternoons beneath the island sun. Cherish the home's original character and thoughtfully renovate to preserve its classic appeal, or explore the possibilities of rebuilding to create your own island retreat. Whether restoring the romance of a traditional Lanikai beach cottage or envisioning something entirely new, the generous grounds and sought-after setting offer wonderful possibilities. A special opportunity to embrace the enduring charm of old Hawaii and the timeless pleasures of Lanikai beachside living.

935 Mokulua Drive, Kailua

427 Kawainui Street Unit B, Kailua
$1,350,000
2 Beds ⋅ 1 Baths ⋅ 202615974 MLS ⋅ FS - Fee Simple Tenure ⋅ 2 DOM
Come and see!! Coconut Grove charm, completely reimagined. Fully remodeled in 2021, this thoughtfully designed home blends modern comfort with the warmth and character of island living. The kitchen features an oversized island with seating, extensive cabinetry, warm wood countertops, farmhouse sink, stainless-steel appliances, gas cooking with double ovens, statement range hood, tile backsplash and under-cabinet lighting—perfect for quiet mornings or entertaining friends. The remodeled bath features striking herringbone tile, rainfall shower, matte-black fixtures, vessel sink and warm wood cabinetry. The primary bedroom offers a beautiful natural wood accent wall, multiple windows, recessed lighting and A/C. Step outside to one of the home’s best surprises: a private tropical retreat with generous lawn, mature palms, custom wood privacy features and outdoor gathering areas. As the sun goes down, string lighting beneath the palms gives the backyard an entirely different personality.

427 Kawainui Street Unit B, Kailua

118 Kaiolena Drive, Kailua
$3,200,000
202617896 MLS ⋅ FS - Fee Simple Tenure ⋅ 2 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

471 Kailua Road Unit 3202, Kailua
$1,150,000
3 Beds ⋅ 2 Baths ⋅ 202618877 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM ⋅ Ka Malanai At Kailua BLDG.
Live-Work-Play! This is the heart of Kailua with so much to offer. The Urban lifestyle and the conveniences of daily living in a three bedroom that's just minutes to Kailua beach. Modern Architecture with an open breezy floorplan and lifestyle. This beautiful luxury condo features upgraded cabinets, custom Plantation windows treatments and upgraded tile floors. Enjoy cooking in your well-appointed kitchen offering stainless GE appliances, big farm sink and elegant dine-in countertops. One of the rare Kailua condos with central air conditioning to keep cool year round. A generous sized living/dining room filled with natural light plus a covered lanai taking in the majestic mountain views. The primary suite features walk-in closet, built-ins cabinet, ensuite bathroom with double vanities plus a separate bathtub and shower. Relax in the colorful landscaped gardens with BBQ areas and walking paths. Located directly across the street from Kailua district park, swimming pool & tennis courts. Enjoy a fabulous array of shopping, dining and recreational activities nearby. A perfect blend of island living at Ka Malanai@ Kailua.

471 Kailua Road Unit 3202, Kailua

445 Kaimake Loop, Kailua
$3,585,000
6 Beds ⋅ 4 Baths ⋅ 202618475 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM
Brand new construction meets modern island luxury in highly coveted Kailua. This stunning, meticulously designed home with 3,579 sq ft. of living offers the ultimate in sophisticated living. The main residence boasts a spacious 4 bedrooms, 3 bathrooms, highlighted by two en-suite bedrooms, an open-concept floor plan with high ceilings, a gourmet chef’s kitchen equipped with premium Thermador appliances, quartz countertops, contemporary cabinets, wine fridge, walk-in pantry, large laundry room, split AC, LVP flooring, solar water heater, sprinkler system, 220 outlet for your electric car, an expansive sliding glass doors that create a seamless indoor-outdoor transition. Step outside to a private, beautifully landscaped tropical oasis, complete with a sparkling swimming pool enhanced by the tranquil sound of a custom waterfall feature. Covered and open BBQ lanai, perfect for ultimate relaxation or elegant entertaining. ADU with 2 bedroom, 1 bath offers incredible versatility for guests, a home office, extended family or premium rental income with a separate electric meter. Enjoy ultimate living just minutes away from world-famous white sand beaches, boutique shopping, and dining.

445 Kaimake Loop, Kailua

636 Kaiemi Street Unit A, Kailua
$1,850,000
4 Beds ⋅ 3 Baths ⋅ 202618881 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM
Located in the Koolaupoku neighborhood, on a quiet street - 4 bedrooms, 3 bathrooms. Single Level open concept home with covered patio. Full street facing property with 2 car carport with views of Koolau Mountains. Fenced in yard with automatic gate. Original home built in 1955. Remodeled in 1987 with new Kitchen design, Added a true primary Bedroom with bathroom, Laundry Room inside home and an Office/Craft Room. 2 split AC systems. Three AC wall units. There are 22 Photovoltaic panels that helps offset Electricity Bill with possibility of new owner hooking up a critical load panel. Warranty is transferrable to new owner. Home comes with 2 split AC systems. Walkable to Kawainui Marsh Trail. Minutes to H-3, Kailua Town and Kailua & Lanikai Beach.

636 Kaiemi Street Unit A, Kailua

563 Alihi Place, Kailua
$1,645,000
3 Beds ⋅ 2 Baths ⋅ 202618852 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM
Meet your favorite morning spot: a sun-filled living room framed by distinctive trapezoid windows, where natural light pours in and beautiful mountain views set the tone for the day. Tucked at the end of a double-ended cul-de-sac, this gracious single-level home offers comfort, privacy, and easy living. The spacious lanai is perfect for morning coffee, weekend BBQs, entertaining, or unwinding with majestic Olomana as your backdrop. Pride of ownership shines throughout, with beautifully renovated bathrooms, new appliances, tasteful lighting, and thoughtful improvements that make this home truly move-in ready. Additional features include soft-close hardware added to existing kitchen cabinetry, new vinyl gates, new interior doors, an updated electrical panel, fresh interior paint (2023), and preventative ground termite treatment (2025). Enjoy indoor-outdoor living with beaches, parks, dining, and shopping just minutes away in Kailua Town. $10,000 Seller credit toward Buyer’s closing costs.

563 Alihi Place, Kailua

1458 Uluhala Place, Kailua
$1,695,000
5 Beds ⋅ 3 Baths ⋅ 202618644 MLS ⋅ FS - Fee Simple Tenure ⋅ 8 DOM
This spacious, 5-bedroom, 3-bath home, is perfectly set up for multigenerational living and also has the potential of generating additional income. One of the larger homes, with 2,729 square feet of living space, is on a level 9,875 square foot lot, ideally located on a quiet cul-de-sac, in the established Kailua neighborhood of Olomana. Majority of the home is single-level, with one bedroom and living space upstairs. It offers a versatile floor plan, with separate entrances that are perfect for guests, investment opportunities, or a dedicated home office. The fully fenced yard and large covered lanai space provide exceptional indoor-outdoor living, with plenty of room to relax, play with pets, or entertain friends. Mature fruit trees and lush landscaping create a private, tropical setting for you to enjoy. Large carport and driveway area, along with lots of storage, and a workshop, provide lots of room for hobbies. Conveniently located just minutes from Kailua’s world-renowned beaches, shopping, dining, and schools, this home offers both comfort and flexibility, in one of O‘ahu’s most desirable communities.

1458 Uluhala Place, Kailua

1575 Ulupii Street, Kailua
$1,895,000
4 Beds ⋅ 3 Baths ⋅ 202618639 MLS ⋅ FS - Fee Simple Tenure ⋅ 8 DOM
Set against the dramatic backdrop of Olomana, this charming single-level Mid-Century Modern home offers timeless character, an inviting open-concept layout, and a spacious, flat, usable lot. With 4 bedrooms and 3 baths, the home is designed for easy living with a seamless connection between indoor and outdoor spaces. Glass sliders throughout invite abundant natural light and frame the lush surroundings, while thoughtful built-ins add warmth, function, and vintage appeal. The spacious living and dining areas flow naturally into the kitchen and outdoor spaces, creating an ideal setting for everyday living and entertaining. Automatic garage doors add everyday convenience and ease. This is a rare opportunity to enjoy the beauty, character, and indoor-outdoor lifestyle of a true Hawai'i home.

1575 Ulupii Street, Kailua

119 Kuulei Road, Kailua
$1,600,000
3 Beds ⋅ 2 Baths ⋅ 202618194 MLS ⋅ FS - Fee Simple Tenure ⋅ 8 DOM
Opportunity knocks! This Kailua home is just a short walk to the beach and offers one of the lowest prices seen in years. A rare fixer-upper opportunity in sought after Kuulei Tract—with a pool and a location just 8 houses from world-famous Kailua Beach! Bring your vision to this property, just a couple of blocks from the heart of Kailua Town and close to schools, restaurants, markets, gyms, yoga studios, and farmers markets. The park-like backyard offers plenty of room to relax and play, with a refreshing pool and patio just outside the family room and a spacious grassy area beyond. The 3 bedrooms are located on the makai side of the house are cooled by the trade winds, and the 200+ s.f. workshop is located on the mauka side of the house. Fully fenced back yard provides a safe area for kids and pets.

119 Kuulei Road, Kailua

824 N Kalaheo Avenue Unit A, Kailua
$2,495,000
5 Beds ⋅ 5 Baths ⋅ 202618299 MLS ⋅ FS - Fee Simple Tenure ⋅ 10 DOM
Unbeatable value for a beachside estate inside Hale Kai Surf & Racquet Club, a private 14-home community in Kailua. A private access lane leads straight to the sand at Kailua Beach. This spacious home features nearly 4,000 sq. ft. of interior space, with 5 bedrooms and 4.5 baths. Soaring ceilings, with many living areas. A brand new split AC system was installed throughout. Four bedrooms are on the main level with the primary suite on the entire upper floor, with two closets, a sunroom. Enjoy Tennis, pickleball, basketball, a sparkling pool, and a clubhouse right across from the home and included in this community. Kailua town's coffee shops and restaurants are an easy bike ride away. Bring your own ideas and make it yours. Opportunities at this price and this close to Kailua Beach don't come up often, do not miss this opportunity!

824 N Kalaheo Avenue Unit A, Kailua

41-012 Wailea Street, Waimanalo
$1,699,000
2 Beds ⋅ 2 Baths ⋅ 202617903 MLS ⋅ FS - Fee Simple Tenure ⋅ 11 DOM
WHERE THE KOOLAUS MEET THE SEA. MOMENTS FROM WAIMANALO BEACH. Tucked into coveted Waimanalo Beach Lots, this beautifully updated 2-bedroom, 2-bath beach cottage pairs exceptional beach proximity with a rare sense of openness. Beach access is just moments away, while the property opens to an expansive green backdrop with Waimanalo Beach Park directly behind instead of another home. Koolau views, swaying palms, and the sound of the ocean complete the setting. Beautiful natural light fills the approx. 984 sq. ft. interior, with bamboo flooring throughout and custom driftwood vaulted ceilings creating a warm, relaxed aesthetic that complements the home’s easy beachside setting. Thoughtful updates include a remodeled kitchen and baths in 2022, a 2021 roof, and solar water-heating system. Outside, the fully enclosed yard and gathering spaces offer room to relax, entertain, or return home from the beach and talk story with friends. Set within one of Oahu’s most cherished beach communities, this is an opportunity to enjoy white sand, turquoise water, and the Koolau Mountains as part of everyday life. Actual square footage and number of bedrooms/baths do not match TMK records.

41-012 Wailea Street, Waimanalo

1315 Kupau Street, Kailua
$2,228,000
6 Beds ⋅ 4 Baths ⋅ 202618361 MLS ⋅ FS - Fee Simple Tenure ⋅ 12 DOM
Welcome to Keolu Hills offering sweeping views of the Ko’olau Mountains! Meticulously maintained 6 bedrooms, 4 full baths, private suite on the 2nd floor, and large bonus room in the back. Featuring a heated built-in swimming pool, 45 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 on the 2nd floor with 680 square feet of living space! This is a large house with over 3,0000 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. Active cameras on property disclosure.

1315 Kupau Street, Kailua

914 Mokulua Drive, Kailua
$8,100,000
3 Beds ⋅ 5 Baths ⋅ 202618112 MLS ⋅ FS - Fee Simple Tenure ⋅ 12 DOM
Set along an exceptional stretch of Lanikai beachfront, 914 Mokulua Drive offers direct access to white sand with 75 linear feet of ocean frontage, bordered by naupaka for a natural buffer. The home boasts sweeping views of the Windward coast, encompassing the iconic Mokulua Islands as well as Popoia Island and Mokapu beyond. Inside, the airy great room is designed to breathe, capturing ocean views and towering coconut palms across a lush grassy lawn. Three primary suites, each with an ensuite bath and walk-in closet, offer generous comfort, while a private office with an adjacent half bath provides a quiet workspace or flexible guest room. Beyond the main house, a separate studio cottage with a full bath plus workshop adds ample room to host, create, exercise, or simply spread out. Step outside for a swim, paddle, or a sunset walk, then head into Kailua town in minutes for shopping and restaurants. This is your chance to be part of Lanikai’s world-famous coastline—sun, sand, sea, and island views.

914 Mokulua Drive, Kailua

1342 Mokolea Drive, Kailua
$3,490,000
5 Beds ⋅ 3 Baths ⋅ 202617667 MLS ⋅ FS - Fee Simple Tenure ⋅ 17 DOM
Exceptional value and potential in the coveted Lanikai neighborhood! Tucked away on a quiet street off the main loop, this light-filled, move-in-ready 5-bedroom, 3-bath home captures beautiful ocean and Mokulua Island views from the main living areas, kitchen, dining area and primary bedroom. Abundant windows let in tons of natural light and ocean breezes and an expansive lanai for dining and entertaining offers memorable sunrise & moonrise views. Above the detached garage, a flexible suite with full bath, Murphy bed & built-in workspace offers exceptional Mokulua views—ideal as a fifth bedroom, guest suite or private office, while showcasing the property’s incredible view potential. Shovel-ready, approved permits expand the home to 4,400+ sq ft, maximizing its ocean and Mokulua views—with the 2-year design and permitting process already complete. Enjoy privacy from the lush landscaping. A level backyard has room for a pool and is ready for your vision. The private 5-foot-wide deeded easement to Aalapapa Drive puts Lanikai’s turquoise water and white sand just 300 yards away. This home is only being offered for a limited time so don’t wait to schedule your private showing!

1342 Mokolea Drive, Kailua

322 Aoloa Street Unit 1706, Kailua
$595,000
1 Beds ⋅ 1 Baths ⋅ 202617742 MLS ⋅ FS - Fee Simple Tenure ⋅ 19 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

958 Mokulua Drive, Kailua
$15,250,000
5 Beds ⋅ 5 Baths ⋅ 202609183 MLS ⋅ FS - Fee Simple Tenure ⋅ 19 DOM
This exceptional Lanikai beachfront estate features over half an acre of land extending from the street directly to the sand and ocean. Unlike many of the neighboring properties that sit above rock and reef, this home opens directly onto the sandy beach, offering a rare and true beachfront experience with views of the Mokulua Islands. The house is built for how people actually live. Walls of glass retract and disappear, so the kitchen, dining area, pool courtyard, and beach read as one space. The open kitchen is where people gather, sized for a crowd and opening to outdoor dining and the grill. In the ocean, at the pool, or in the cool air inside, you are never closed off from the other areas. The upstairs primary suite was designed to take full advantage of the views from your bed, sitting area, bath or the private ocean-view lanai. This is a property people can grow into and form to their lifestyle. Beyond the lawn you have the Lanikai Pillbox trailhead, Mid Pacific Country Club, and the shops and restaurants of Kailua a short drive away. The ocean is the front yard. Property is offered fully furnished and being sold turnkey.

958 Mokulua Drive, Kailua

711 Wailepo Place Unit 205, Kailua
$615,000
2 Beds ⋅ 2 Baths ⋅ 202617681 MLS ⋅ FS - Fee Simple Tenure ⋅ 24 DOM ⋅ Hale Makalei BLDG.
Welcome to Hale Makalei! Rarely available 2 bedroom, 2 bath unit with covered lanai. Nice open flow with the living area and primary bedroom opening out to the covered lanai. The perfect spot to sit back, relax and enjoy the view. Kitchen completely remodeled with granite counter tops and large island with bar seating that opens the kitchen to the living area. Quality vinyl plank flooring added throughout. This unit is move in ready! Wonderful location for easy access and convenience with restaurants, shops, town parties and open markets all within walking distance. Plus world renown Kailua Beach! 1 covered parking stall in gated garage. There's even a dog run for your pet and a community storage area for surfboards. This is one you need to see!

711 Wailepo Place Unit 205, Kailua

978-A Akipohe Place Unit 2A, Kailua
$845,000
3 Beds ⋅ 2 Baths ⋅ 202617820 MLS ⋅ FS - Fee Simple Tenure ⋅ 22 DOM ⋅ Lakeview BLDG.
Discover the comfort and convenience of Kailua living in this beautifully renovated 3-bed, 2-bath townhouse, ideal for a working professional or growing family. Fully renovated in 2026, the home has been thoughtfully refreshed from top to bottom, including the kitchen, flooring, bathrooms, appliances, and removed popcorn ceiling, creating a modern and move-in-ready living experience. As an end unit, the home offers an added sense of privacy and is tucked among lush greenery, creating a secluded atmosphere that feels like a retreat. The open-concept living area provides a welcoming space for everyday living and entertaining, while the patio extends the living space outdoors and captures the indoor-outdoor lifestyle Hawaii is known for. Multiple storage areas add valuable functionality, helping keep the home organized and comfortable. Located in a desirable neighborhood, the property also offers two parking spaces plus guest parking. With its comprehensive 2026 remodel, generous outdoor spaces, and desirable location, this is an opportunity to enjoy a brand new home while staying close to the lifestyle, community, and convenience that make Kailua such a special place to call home.

978-A Akipohe Place Unit 2A, 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.