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.
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.
Great location for this tucked away 2 bedroom 1 bath Kailua cottage. Located on a quiet lane off of Ulupaina Street where there is a wide private driveway with access for the 6 homes on the lane. Short distance to Kailua town and Kalama Beach park. The cottage location gives the feeling of a spacious lot. New paint inside and out, new luxury vinyl flooring throughout. Ready for the new buyer to add your own personal touches. Flexible CPR's and By-Laws gives you total flexibility on remodeling, adding on or rebuilding. For those Buyers looking for a home in Kailua under $1 million this is a must see! Sold as is.
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!
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.
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.
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!
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.
“I Love Kailua” - Experience the ultimate Hawaii lifestyle in a town famous for world-renowned beaches, vibrant open markets, abundant eateries, and boutique shopping, all wrapped in a charming heritage town vibe. This newly built, move-in-ready home offers an exceptional dual-living or multi-generational layout: •Top Floor: Features 3 bedrooms and 2 bathrooms, a spacious living area, and a beautiful outdoor deck perfect for hosting gatherings with family and friends. •Ground Floor: Includes 3 bedrooms and 1 bathroom, centered around a large, open entertaining space complete with a wet bar.
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.
Have you been searching for your forever home to raise a young family and build lasting memories? Or maybe looking for a home to age-in-place? Look no further! Welcome to 1322 Ulupuni Street. Tucked away in a quiet neighborhood, this single-level 3 bed, 2 bath gem offers the space, flexibility, and opportunity to create the home you’ve been dreaming of or simply move-in and start living life! The vaulted ceilings in the living room create a generous, open feel, while warm wood finishes bring natural texture and island charm. Moreover, experience indoor-outdoor living with a large covered lanai, perfect for grilling or unwinding after a long day of work. Not only that, but the expansive flat yard is great for hosting and entertaining events with your favorite people. Truly making the home feel like your own personal oasis. Featuring 32 owned photovoltaic panels to help reduce electricity costs, blends everyday practicality with future possibilities. Being centrally located, your just moments away from Kailua, Town, and everything Oahu has to offer. Don’t miss out on this rare opportunity to own in one of Oahu’s most desirable communities. TMK DOES NOT MATCH ACTUAL BATHROOMS.
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!
Welcome to 1536 Kina Street — a rare opportunity to own a generously sized 5-bedroom, 2-bath single-family home in the heart of Kailua. Nestled in a great neighborhood, this property offers the perfect blend of island living and modern comfort. With an expansive layout ideal for multigenerational living or growing families, this home features flexible living spaces, a functional kitchen. The yard provides ample room for outdoor entertaining, gardening, or workshop. Conveniently located just minutes from world-renowned Kailua Beach, shopping, dining, schools, and parks — enjoy the best of Windward O‘ahu living in this desirable location. Don’t miss your chance to own a piece of paradise — schedule your private showing today! First Open House 9/20 from 2-5PM!
More Aloha, A Lot More Possibility! 5.75% VA Assumable!Welcome to this thoughtfully renovated 6+bedroom, 3-bath home offering approximately 2,100 SF of versatile living space. Currently arranged as a 3-bedroom main home plus bonus room, an attached 1-bedroom living space with bonus room, and a separate attached studio, this unique layout offers flexibility for multigenerational living, extended family, and guests. The additional living spaces may also be incorporated into the main home to create an even more expansive living arrangement. Buyer to conduct their own due diligence regarding permitted uses. Enjoy updated kitchens & baths, ceramic tile flooring, a 120 gallon water heater, 8 split ACs, and 40 solar panels plus batteries! The semi-enclosed carport lanai extends the living experience outdoors, offering a versatile space for entertaining, relaxing, storage, or additional parking. An electric gated yard provides privacy & room to garden, or simply enjoy. Near world-famous Kailua Beach and the heart of Kailua town, this move-in-ready home offers comfort, flexibility, and the relaxed island lifestyle Kailua is known for. VA assumable loan option available for qualified buyers.
Panoramic turquoise ocean views set the stage for this exceptional Lanikai hillside property. Perched high enough to capture refreshing trade winds and breathtaking vistas, yet easily accessible without a long climb, this home offers the best of both worlds. Whether you’re seeking a private retreat, a spacious single-family residence, or a unique investment opportunity, this versatile property offers endless possibilities. Continue generating excellent rental income with the current upper and lower living areas, or easily restore the home to a single-family residence by reopening the center staircase. Enjoy split ACs in every bedroom, along with beautiful hardwood flooring that adds character throughout portions of the home. Located on a quiet cul de sac with no through traffic and dual-street access, a generous lot with meandering lava rock walls extending from Koohoo Pl. to Aalapapa Dr. A prime location just moments from one of Lanikai’s beautiful sandy beach access points, Lanikai Park, Mid Pacific Country Club and Golf Course, and highly regarded Ka'ohao Elementary School, this is a rare opportunity to own an exceptional property in one of Hawaii's most coveted neighborhoods.
Welcome to Bluestone – 53 beautiful acres of gated hillside overlooking Kailua! Picture yourself sipping your morning coffee or dining in the evening on your lanai while looking across acres of green to sunsets dipping behind the Ko'olau Mountain Range. Or waking up to the sound of birds sing and perhaps a rainbow over the golf course. Maybe join a friend for a meal or round of golf at nearby Mid-Pacific Country Club. Enjoy a walk through the complex or the resort-like amenities that Bluestone has to offer such as tennis courts, pickle ball, salt-water pool, hot tub, sauna. Venture out to one-of-many other activities available to you nearby. It’s the Kailua lifestyle, beautiful Lanikai Beach, the open spaces and the scenic beauty that makes Bluestone a truly fabulous place to live. Add to that list a lovely townhome in a gated community with stunning views and cooling breezes. Spacious, scenic, and serene, Bluestone is a very special place to call home.
Live the Kailua lifestyle at 676 Mokapu—where beach days, poolside evenings & flexible island living come together in one exceptional 5BR/4BA home plus a bonus private-entry studio! The 3BR/2BA main residence offers two spacious living areas, a full kitchen & seamless access to a lush tropical yard with saltwater pool, jacuzzi, granite bar & built-in BBQ—an entertainer’s dream. The studio features its own yard, wet bar, full bath & massive walk-in closet. Upstairs, a separate-entry 2BR/1BA living space offers an open-concept kitchen/living area and picturesque wraparound lanai with views. Use the spaces together as one expansive home or enjoy private living areas for extended ?ohana, guests or potential rental income. Owned PV, a 2-car garage with abundant storage & a large driveway add even more value. Near MCBH, Aikahi Shopping Center, Kailua Town, Castle Beach & Kailua Beach—enjoy morning walks, surf sessions, coffee runs, dining, boutiques & everyday conveniences. This is the Kailua lifestyle buyers dream about, with flexibility and income potential to create a legacy for generations. Don't Miss Out on this Legacy Home, Open Home Thursday 9:30 to 11:30am & Sunday 2 to 5pm!
Rarely available 16th floor 01 stack at Windward Passage, just two floors from the top offering spectacular ocean, mountain and sunrise views from nearly every room! Originally a 3 bedroom 2 bath residence, the third bedroom has been thoughtfully opened to create an inviting sitting room and bar area, giving the home a spacious, open feel. The beautifully remodeled kitchen is complemented by extensive built-ins and storage surrounding the dining area. Located on the quieter side of the building, enjoy refreshing breezes and peaceful island living while being just a stroll from Kailua Town’s Whole Foods, boutiques, restaurants and shops_and the famous 3 mile stretch of white sandy Kailua Beach. Unmatched windward-side amenities include a heated saltwater pool, spa, tennis, pickleball and squash courts, fitness center, dog park, recently remodeled clubhouse, and storage for bikes, surfboards and kayaks. Pets and parking. VA approved. An exceptional Kailua lifestyle with a view!! This has FIVE parking stalls!! Rent three out to subsidize your HOA fee! It’s like lowering your interest rate!!
Tucked into Keolu Hills, this highly upgraded home feels like a private retreat, positioned to capture cooling trade winds and beautiful mountain and ocean views. Offering 4 bedrooms plus a dedicated office that could serve as a 5th bedroom, 2 full baths, 2,196 sq. ft. of living space and an 8,956 sq. ft. lot. The open floor plan flows naturally outdoors to a flagstone patio, 6-person spa and lush tropical garden—an inviting setting for entertaining or simply enjoying the peaceful surroundings. A custom entry gate, moss rock walls and vinyl fencing enhance the privacy. The remodeled kitchen features quartz countertops, sea-blue subway tile and top-of-the-line Bosch appliances. Additional upgrades include new luxury vinyl plank flooring, new windows and sliding glass doors, remodeled baths with travertine floors, split A/C and custom closets. Enjoy an outdoor shower and abundant storage, plus 24 PV panels, 2 Tesla Powerwalls, Tesla charger and 2-car carport. Tropical plantings include mango, papaya, banana, fig, kaffir lime, plumeria and white ginger.
Enjoy the Kailua lifestyle in Coconut Grove with a LEGAL Ohana unit w/ Separate Electrical Meter, 37 PV Solar Panels + 3 Batteries, and attractive Assumable Loan terms for VA eligible buyers. The main home features a spacious kitchen, vaulted ceilings, and an attached covered lanai of over 500 square feet, ideal for entertaining, outdoor dining, or relaxing in the trade winds. Above the three-car carport, the ohana studio has its own electrical meter and, full kitchen, bedroom, bathroom and can very easily be made to function as a 1/1. Use the added flexibility for guests, extended family, or long-term rental income. A wide driveway provides plenty of parking. The fully fenced, generous yard is planted with fruit trees, including banana, papaya, and a mature, productive avocado. The home is a short bike ride to the beach and all your favorite spots in Kailua.
This rare 27,725 sq. ft. estate property has fabulous mountain views over the wide canal, in a prime Kailua location one street from the beach. Enjoy over 295 ft of direct waterfront canal living! Kayak, SUP right from your yard. The layout gives you incredible flexibility, featuring multiple suites within a spacious compound. The original single-level 3-bedroom/2-bath home opens to a green yard along the waterfront, flanked by two 2-bedroom/1-bath wings with private entrances and ample parking. A breezeway carport connects to another living area with 3 bedrooms/2.5-baths upstairs opening to a gorgeous view lanai. On the ground level is a two-car enclosed garage and workshop plus a 1-bd/1-bath wing. The property has been well-kept and maintained over the years by one family. Everything Kailua has to offer is convenient to this estate including the canal, beach, restaurants and businesses, shopping centers, the Pali and H-3. 117 owned PV panels and EV Charger too! Don’t miss this one-of-a-kind opportunity!
This rare 27,725 sq. ft. estate property has fabulous mountain views over the wide canal, in a prime Kailua location one street from the beach. Enjoy over 295 ft of direct waterfront canal living! Kayak, SUP right from your yard. The layout gives you incredible flexibility, featuring multiple suites within a spacious compound. The original single-level 3-bedroom/2-bath home opens to a green yard along the waterfront, flanked by two 2-bedroom/1-bath wings with private entrances and ample parking. A breezeway carport connects to another living area with 3 bedrooms/2.5-baths upstairs opening to a gorgeous view lanai. On the ground level is a two-car enclosed garage and workshop plus a 1-bd/1-bath wing. The property has been well-kept and maintained over the years by one family. Everything Kailua has to offer is convenient to this estate including the canal, beach, restaurants and businesses, shopping centers, the Pali and H-3. 117 owned PV panels and EV Charger too! Don’t miss this one-of-a-kind opportunity!
PRICED TO SELL 3-BEDROOM home in Kailua perfectly situated with a large lot for expansion and taking offers! This well-maintained 3-bedroom, 1-bath single-family home sits on a very spacious lot, move-in ready, NO HOA, and a wonderful blend of comfort, thoughtful updates, and future potential. Inside, enjoy a refreshed kitchen featuring shaker-style cabinetry, stone countertops, and beach-friendly vinyl plank flooring that flows throughout the living spaces. The home also features a beautiful bathroom vanity and brand-new split A/C systems, providing efficient comfort throughout the home. Step outside to a generous yard with plenty of room for hosting, expansion, and more. The property has been thoughtfully cared for and recently enhanced with newly planted avocado, lemon, and lime trees, along with additional native flowers that add to the lush outdoor setting. The large carport can easily fit 2-3 vehicles comfortably. Located in the heart of Kailua, just minutes from world-famous Kailua Beach, local shops, restaurants, schools, and everything this vibrant beach community has to offer.
Just three homes from Kailua Beach. This is exactly the kind of location most people only dream about. Morning walks on the sand, an afternoon swim, paddle before sunset. When the beach is this close, it becomes part of your everyday life. Come back from a day at the beach and enter directly into the downstairs bath to rinse off the sand, then step outside to the private patio, where casual dinners and barbecues are a must. Upstairs features four bedrooms and one full bath, with the primary bedroom offering peek-a-boo ocean views. Off the main living room, a separate studio adds valuable flexibility for family, guests or rental income. The entire property has previously rented for more than $10,000 a month. Fresh exterior paint and newly installed split-air conditioning adds cool comfort throughout the year. This home offers, less yard to maintain and more of Kailua to enjoy! It is not just about living near to the beach. It’s about having Kailua Beach become part of the way you live. Watch the video to see for yourself just how close paradise really is. Aloha!
Welcome to a rare opportunity in coveted Kuulei Tract, where the best of Kailua living comes together on an expansive 12,000+ square foot lot just a short walk from Kailua Beach. Thoughtfully rebuilt in 2004, this single-level residence offers 3,054 square feet of comfortable, open living designed around Hawaii’s indoor-outdoor lifestyle. At the heart of the home is a modern chef’s kitchen that opens seamlessly to generous living and entertaining spaces. Step outside and the property becomes a private tropical retreat. Lush landscaping surrounds a solar-heated pool and spa, complemented by a tranquil waterfall and covered outdoor living areas that invite year-round entertaining. Whether hosting a gathering after a day at the beach, enjoying dinner outdoors, or simply relaxing poolside, the home was designed to make the most of Kailua’s lifestyle. Features include 46 owned (net metered) photovoltaic panels, solar pool heating (separate from PV system), and propane gas for cooking and heating the spa. The large lot provides a sense of space and privacy that is increasingly difficult to find this close to Kailua Beach.
Kailua is located in Hawaii. Kailua, Hawaii has a population of 89,397. Kailua is less family-centric than the surrounding county with 31.56% of the households containing married families with children. The county average for households married with children is 32.25%.
The median household income in Kailua, Hawaii is $99,617. The median household income for the surrounding county is $92,600 compared to the national median of $69,021. The median age of people living in Kailua is 39.5 years.
The average high temperature in July is 83.85 degrees, with an average low temperature in January of 66.6 degrees. The average rainfall is approximately 27.8 inches per year, with 0 inches of snow per year.
