Kailua Homes for Sale

Welcome to Kailua, a hidden gem nestled on the windward coast of Oahu, Hawaii. Known for its breathtaking beaches, lush landscapes, and a vibrant community, Kailua offers a unique blend of tranquility and adventure. With the majestic Ko'olau Mountains as your backdrop and the azure waters of Kailua Beach just a stone's throw away, this charming town is a paradise for outdoor enthusiasts and families alike.

Kailua boasts a rich history and a welcoming atmosphere. The town is famous for its picturesque beaches, including the stunning Lanikai Beach, which is often ranked among the best in the world. Whether you enjoy kayaking, paddleboarding, or simply soaking up the sun, Kailua's pristine coastal beauty is sure to captivate you. The town also features an array of local boutiques, delightful eateries, and vibrant farmers' markets, making it a perfect place to immerse yourself in the local culture.

If you’re considering making Kailua your home, you’ll be pleased to discover a variety of homes for sale that cater to diverse lifestyles. From charming single-family residences to modern condos with stunning ocean views, there’s something for everyone. Many properties feature spacious yards, perfect for family gatherings or quiet evenings under the stars. With a strong sense of community and excellent schools, Kailua is an ideal place to raise a family or enjoy a serene retirement.

Explore the homes for sale in Kailua today and take the first step toward living your dream in this idyllic Hawaiian paradise!

Newest Kailua Homes for Sale

$1,825,000

6 Beds ⋅ 4 Baths ⋅ 202617417 MLS ⋅ FS - Fee Simple Tenure ⋅ 1 DOM

Legacy Pool Property in Kailua with 2 Separate Entry Rentals & Tons of Living Space! Located in the desirable Enchanted Lake area, 1253 Nanawale Way offers a flexible layout with rare versatility to have rental income offset your mortgage! Main home a spacious 4 bedroom with massive primary bedroom and 2 living rooms. A private-entry studio can optionally connect to the main house floor plan if desired. Separate-entry 2-bedroom 1 bathroom studio upstairs, has ocean views. Situated near Enchanted Lake Shopping Center, Safeway, Starbucks, restaurants, coffee shops, neighborhood conveniences, and schools, this location makes everyday living easy. Enjoy quick access to Kailua Town, Kailua Beach Park, Lanikai, Ka?elepulu/Enchanted Lake, Pali Highway, H-3, Adventist Health Castle, and Marine Corps Base Hawaii. Don't miss out on this property that has the potential to BUILD YOUR LEGACY! Open home at 9/13/2026 from 2pm to 5pm.

1253 Nanawale Way, Kailua

$2,149,000

4 Beds ⋅ 2 Baths ⋅ 202616975 MLS ⋅ FS - Fee Simple Tenure ⋅ 3 DOM

Fully remodeled in 2024, truly MOVE IN READY! Just a few blocks from Aikahi shopping center and Kailua beach! This 4 bedroom 2,020 SF home has a spacious great room, chef’s kitchen with gas range, pantry, indoor laundry room, & screened in bonus room, perfect for outdoor dining, or flex space. The primary suite is separated from the other 3 bedrooms with a custom closet and lg bathroom w/walk-in shower and freestanding tub. Step out to a sparkling pool, mature landscaping and multiple lanais. The vaulted breezeway leads to the additional bedrooms with a new custom Murphy bed in the middle bedroom. Spacious enough for a built in bar plus a home office. Louvered shutters throughout, solar shades in the kitchen, new fans and designer paint. A 24-panel owned photovoltaic system with battery storage on a new ’24 roof. All new windows and doors framing mountain and mature garden views. Split AC system throughout plus a gas range and two large propane tanks for a VERY energy efficient home! Plans to enclose the carport into a 2 car garage are in the permitting process! Minutes to military base, the beach, H-3, Pali and Likelike and a short stroll to great local schools.

340 Ilimano Street, Kailua

$1,625,000

4 Beds ⋅ 2 Baths ⋅ 202617085 MLS ⋅ FS - Fee Simple Tenure ⋅ 6 DOM

Welcome to this highly desirable, single story, 4 bedroom, 2 bath home in the beautiful neighborhood of Pohakapu. Amazing new Kitchen including cabinets, countertop and appliances. The bathrooms have been designed in a luxurious manner that provides warmth and comfort. New split level air conditioning systems and ceiling fans have been installed. Conveniently located near the Pali Highway, Castle Hospital and downtown Kailua. neighborhood. The home has been freshly painted inside and out. A must see.

526 Ulumawao Street, Kailua

$1,498,000

3 Beds ⋅ 2 Baths ⋅ 202616698 MLS ⋅ FS - Fee Simple Tenure ⋅ 8 DOM

Beautifully remodeled with panoramic Koolau views. Stylishly renovated with modern finishes, this home features a bright, open-concept design with vaulted ceilings, exposed beams, warm wood accents, and a new kitchen that flows seamlessly into the living and dining areas. Large windows and doors bring in natural light while capturing the stunning, unobstructed mountain views. The living area opens to a spacious lanai, creating an ideal setting for indoor-outdoor living and entertaining, with ample land to expand if desired. A prime location on desirable Kupau Street. First available viewing September 10th.

1375 Kupau Street, Kailua

$2,625,000

5 Beds ⋅ 3 Baths ⋅ 202616563 MLS ⋅ FS - Fee Simple Tenure ⋅ 9 DOM

Welcome to this single-level, classic Hawaii-style home, steps from the best stretch of sandy beach for miles, nestled between Kailua and Lanikai. See the ocean from the front yard of this oversized lot! With cul-de-sac entry and plenty of parking, the home offers a sweeping open-concept layout, perfect for effortless indoor-outdoor living. Travertine flooring, open-beam wood ceilings, and windows galore welcome natural light and exquisite views, bringing nature in as a stunning backdrop. The expansive living area flows seamlessly to two covered lanais, both with ceiling fans and recessed lighting, perfect for entertaining or relaxing. The kitchen features wood cabinetry, a large island, bar seating, new appliances and warm finishes that complement the island aesthetic. New ceiling fans throughout too. Every day can feel like vacation, living in style and comfort amid landscaping that creates a peaceful, resort-like setting. Minutes from famous turquoise beaches, parks, dining, cafes, and charming Kailua shops, the spacious main home has 3 bedrooms, 2 baths and bonus room, plus an 800+sf garage conversion with private entry, used as 2 bedrooms, 1 bath, wet bar and second laundry.

151 Alala Road, Kailua

$1,360,000

3 Beds ⋅ 1 Baths ⋅ 202616680 MLS ⋅ FS - Fee Simple Tenure ⋅ 11 DOM

Nestled at the end of a private lane, this cozy 3-bed 1-bath Kailua home offers a laidback beach lifestyle + modern charm. Located on the desirable beach-side of Coconut Grove and a nice walk to the beach, this home features a spacious, updated kitchen with sleek finishes, a 13-panel owned PV system, and ample storage. The oversized + fully enclosed yard with automatic gate is the standout and a true blank canvas, providing endless potential to expand the home, build a sparkling pool, create a lush outdoor oasis, or all of the above. Perfectly situated to enjoy the best of Kailua, with Kailua beach and the endless shopping + dining options of Kailua town just a short walk away. This home serves as the ultimate base for a relaxed, active lifestyle and is a rare opportunity to secure your own piece of paradise.

324 Olomana Street Unit D, Kailua

$2,800,000

4 Beds ⋅ 2 Baths ⋅ 202616703 MLS ⋅ FS - Fee Simple Tenure ⋅ 11 DOM

See this single-level beachside residence. First time on the market showcases timeless design, private pool that perfectly captures the essence of Island living. Move-in ready with the opportunity to make thoughtful updates and create a style that’s uniquely yours! Set on a private, fee simple level 10,002 sq ft. lot, this property offers a serene oasis with mature, fruit-bearing trees—including varieties of guava, lemon, tangerines. pomegranate. Home features a newly remodeled kitchen 2020 and bathroom 2022/2023. Upgraded flooring throughout. LAND….POOL….BEACHACCESS….POTENTIAL! Four doors from private beach access to prestigious Kailua Beach. Have fun in the sand and take in the sunset!! This home is situated in a quiet lane featuring luxury estates! Enjoy the close proximity to Kailua's boutique shops and restaurants. Easy H-3 commute to either direction of the island.

50 Kalaka Place, Kailua

$1,650,000

3 Beds ⋅ 2 Baths ⋅ 202616142 MLS ⋅ FS - Fee Simple Tenure ⋅ 15 DOM

OPEN HOUSE SUNDAY 9/13, 1-4PM!! E komo mai to this charming home in one of Kailua's most sought after neighborhoods with less than a mile walk to beautiful Castles Beach! Located on a quiet street in the award winning Aikahi school district. Recently repainted interior & new luxury vinyl flooring in all bedrooms. This lovely home is single level with open floor plan, light and bright and plenty of privacy. Indoor/outdoor living with huge lanai area and pool perfect for social gatherings and Ohana get-togethers. Move right in or have a blank canvas ready for the most discerning buyer's upgrades, with plenty of room for expansion. Enclosed, private and large rear yard with swimming pool that is regularly serviced and cleaned. There is also a separate fenced area ideal for the pups. Close to all that Kailua has to offer. Home Sweet Home Hawaii. Love where you live!

453 Iliaina Street, Kailua

$1,299,000

3 Beds ⋅ 2 Baths ⋅ 202615500 MLS ⋅ FS - Fee Simple Tenure ⋅ 16 DOM

Freshly renovated and move-in ready! A beautifully refreshed 3-bedroom, 1.5-bath single-family home offering an easy blend of modern updates and classic Kailua living. The bright, open interior features new LVP flooring throughout, an updated kitchen with new cabinetry, countertops and appliances, refreshed bathrooms, new lighting, and split-system air conditioning. Bonus room attached to the carport. Outside, enjoy a spacious yard, refreshed landscaping, updated fencing and ample room to relax, entertain or enjoy the outdoors. A covered carport and generous driveway provide convenient off-street parking. With 986 SF of interior living space, thoughtful improvements throughout, and a convenient Kailua location near shopping, dining, schools, freeway access, beaches and everything the Windward side has to offer, this turnkey home is ready for its next chapter.

1410 Akamai Street, Kailua

$875,000

3 Beds ⋅ 2 Baths ⋅ 202616409 MLS ⋅ FS - Fee Simple Tenure ⋅ 17 DOM ⋅ Kaopa Park Place BLDG.

Kaopa Park Place is a quaint, established townhome community in Kailua, offering more of a charming neighborhood feel than a typical condominium complex. Surrounded by lush greenery and beautiful shower trees that line the street, this home is refreshingly simple, with vinyl plank flooring throughout. The freshly painted interior creates a clean and cozy environment. The galley-styled kitchen features a new stove and dishwasher and the living area looks out to even more lush greenery. Downstairs you will find three bedrooms and 1.5 baths. Off the primary bedroom is a quaint lanai, the perfect place to start your day with a cup of freshly brewed coffee and a good book, easing gently into the morning. Outside, the generous 4,735 square foot grounds offer even more possibilities, including the potential to create a fenced-in outdoor space of your own. Beneath the townhome is additional storage, perfect for surfboards, outdoor gear and all the extras that come with an active Kailua lifestyle. Minutes away from restaurants, shopping, schools, beaches, with easy access to the Pali Hwy and Kalanianaole Hwy. This is it!

119 Kahako Street Unit B, Kailua

$1,525,000

4 Beds ⋅ 2 Baths ⋅ 202615171 MLS ⋅ FS - Fee Simple Tenure ⋅ 18 DOM

Single-level 4-bedroom, 2-bath home in Olomana, Kailua, located on a quiet cul-de-sac street with minimal through traffic. Features 1,848 sq. ft. of living space on a 10,944 sq. ft. lot. Easy access to the Pali Highway and H-3 provides a quick commute to town, with Castle Medical Center and Maunawili Elementary nearby. The open, light-filled floor plan features a skylight, Saltillo tile, and luxury vinyl flooring. The kitchen has white cabinets and countertops, along with newer appliances. 24 PV panels with net metering, an energy-efficient heat pump, and upgraded 200-amp electrical service help keep utility costs down. Enclosed garage. The private backyard has no homes directly behind the property and features a well-manicured slope with mature papaya, avocado, lemon, and lime trees. A covered lanai with a remote-operated cover is ideal for entertaining, morning coffee, or evening drinks with friends. Set near the base of Mount Olomana in a quiet, established neighborhood with long-time neighbors, this is a home where you can picture holidays, birthdays, and quiet Sunday mornings. Come see how easily this inviting Olomana home could feel like your own.

1567 Uluhaku Place, Kailua

$2,000,000

4 Beds ⋅ 2 Baths ⋅ 202615608 MLS ⋅ FS - Fee Simple Tenure ⋅ 18 DOM

A peaceful Kailua retreat where privacy, comfort, and the natural beauty of Hawai'i come together. Wake up to the beauty of Kailua and unwind in this serene, lovingly maintained single-level home, tucked beside a tranquil wetland and bird sanctuary with breathtaking Olomana views. A timeless tile roof and distinctive rock wall add character and lasting appeal. Designed for true island living, the expansive private back deck offers plenty of space to relax, enjoy quiet morning coffee, spend leisurely afternoons, or entertain friends. Inside, warm hardwood floors, vaulted ceilings, newer windows, split ACs and fans in every room, and 19 owned PV panels create a comfortable home with thoughtful modern upgrades. The flexible 4-bedroom, 2-bath layout includes a fourth bedroom currently used as a den. The remodeled kitchen features custom cabinetry and painted quartz countertops and flows naturally into the spacious family and dining areas. A beautiful picture-frame window frames the lush surroundings, bringing the beauty of nature indoors. Ideally located a few miles to Marine Corps Base, Kailua Beach, Lanikai Beach and Kailua town for Whole Foods, Target, shops, restaurants and more.

1188 Akuila Place, Kailua

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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.