Kailua Real Estate

Kailua Real Estate

Welcome to Kailua, a hidden gem nestled on the windward coast of Oahu, Hawaii. Renowned for its stunning beaches and vibrant community, Kailua offers a unique blend of natural beauty, rich culture, and a laid-back island lifestyle that captures the hearts of residents and visitors alike.

Kailua is famous for its pristine beaches, particularly Kailua Beach and Lanikai Beach, both of which boast soft, powdery sands and crystal-clear waters. These idyllic spots are perfect for swimming, kayaking, and paddleboarding, making them a haven for water sports enthusiasts. The breathtaking views of the Mokulua Islands just offshore add to the area's charm, creating a picturesque backdrop for sunbathing and beachcombing.

Beyond the beaches, Kailua is home to a vibrant local community, filled with charming boutiques, delightful cafes, and farm-to-table restaurants that showcase Hawaii’s culinary delights. The town's farmers market is a must-visit, offering fresh produce, artisanal goods, and a taste of local culture.

Kailua also boasts a rich history, with significant cultural sites and parks that reflect its heritage. The nearby Lanikai Pillbox Hike offers not only a bit of adventure but also panoramic views of the coastline that will leave you in awe.

With its friendly atmosphere, outdoor recreational opportunities, and stunning natural landscapes, Kailua is more than just a place to live; it’s a lifestyle. Whether you’re looking to relocate or invest in a vacation home, Kailua invites you to experience the true essence of island living. Discover the magic of Kailua, where every day feels like a tropical getaway!

Newest Listings in Kailua

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

1150B Kamahele Street Unit #3002, Kailua
$990,000
2 Beds ⋅ 2 Baths ⋅ 202614646 MLS ⋅ FS - Fee Simple Tenure ⋅ 2 DOM ⋅ Windward Passage BLDG.
Experience the best of the Kailua lifestyle in this upgraded + rarely available Windward Passage residence with endless ocean views and the most desirable floor plan. Located in the heart of Kailua, this home is moments away from the most iconic destinations—from the clear blue waters of Kailua + Lanikai beaches to the scenic Pillbox hike and golf courses. Plus the convenience of having Whole Foods, Target, Down to Earth, and endless dining options and boutiques just a short walk away. Originally a three-bedroom layout, one wall was removed to create more living area but is easily converted back if preferred. Enjoy endless views of the coastline from floor to ceiling windows perfectly framing the ocean views in every room, and start your mornings on the private lanai watching the sunrise over the Pacific. Well-maintained, pet-friendly community that feels like a private resort, featuring a full suite of amenities including a refreshing pool, fitness center, tennis + pickleball courts, racquetball courts, and dedicated racks for your bikes + surfboards. With an on-site manager and 24-hour security, enjoy luxury and peace of mind in one of Oahu’s most sought-after beach towns.

322 Aoloa Street Unit 1201, Kailua
$1,980,000
5 Beds ⋅ 3 Baths ⋅ 202610133 MLS ⋅ FS - Fee Simple Tenure ⋅ 31 DOM
Rare opportunity to own a massive 31,000+ square foot oasis in one of Kailua's most desirable neighborhoods, Keolu Hills. Tucked away on a quiet cul-de-sac with no rear neighbors and a beautiful hillside backdrop, this 5-bedroom, 3-bath home has remained in the same family for nearly six decades. With endless potential, it offers an ideal opportunity for multi-generational living or update a well-built home in an exceptional location. The expansive covered lanai opens to the lush backyard creating the perfect space for effortless island-style living, whether you’re relaxing in privacy or entertaining family and friends. Positioned at a higher elevation, the home naturally captures cooling trade winds and Koolau mountain sunsets. Located in one of Oahu’s most sought-after communities, this unique property must be seen to fully appreciate its scale, privacy, and setting. Schedule your private showing today. Number of bedrooms listed doesn't match tax records. Buyer to do their own due diligence. House has alarm system. Must have confirmed appointment before showing. Appraisal valued at $1,950,000 (March 2024). First open house Sunday, August 9 from 2 to 4 PM.

970 Apokula Place, Kailua
$1,550,000
4 Beds ⋅ 2 Baths ⋅ 202614500 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM
Beautifully remodeled in 2009, this 4-bedroom, 2-bath home combines quality finishes with the peaceful setting of Maunawili. The light-filled, open floor plan features elegant travertine flooring throughout and a spacious primary suite with brand-new carpeting and double closets. The beautifully appointed kitchen showcases African Mahogany shaker cabinetry, granite countertops, Bosch appliances, a gas cooktop, and a wine refrigerator. Both bathrooms have been tastefully upgraded, with the primary bath featuring a new walk-in shower and the hall bath featuring custom African Mahogany cabinetry. Split A/C units provide added comfort, while the two-car carport offers convenient covered parking. Situated on an expansive 8,000+ sq. ft. lot, lush tropical landscaping creates a private, tranquil setting ideal for relaxing or entertaining. Enjoy the quiet charm of Maunawili with convenient access to Kailua Town, hiking trails, parks, and major commuter routes. A wonderful opportunity to own a beautifully maintained home in one of Windward Oahu's most desirable neighborhoods.

1176 Lunaai Street, Kailua
$399,500
1 Beds ⋅ 1 Baths ⋅ 202614348 MLS ⋅ FS - Fee Simple Tenure ⋅ 5 DOM ⋅ 75 Kihapai BLDG.
Welcome home! Conveniently located one bedroom, one bath condo walking distance to Kailua town's shops and restaurants, and a few minutes bike ride or drive to beautiful Kailua Beach. The condo is move in ready, newly painted with new refrigerator, range, kitchen counters, and mirror closet doors. Other amenities include tile floors, a gated lanai, window a/c in the bedroom, plus hook-ups for a washer and dryer. This unit has easy access to the assigned parking stall and pool on the ground floor. Enjoy a swim in the condo pool while you watch the wildlife of Kawainui Marsh. Come make 75 Kihapai Street unit 5 your new home!

75 Kihapai Street Unit 5, Kailua
$4,995,000
4 Beds ⋅ 4 Baths ⋅ 202614221 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM
RARE DUNE CIRCLE OPPORTUNITY WITH PRIVATE BEACH ACCESS. Beautifully crafted custom single level island residence on highly coveted Dune Circle, this exceptional property is the only non-beachfront home currently available in this coveted beachside enclave. Enjoy private beach access just across the street to the world renowned shores of Kailua Beach. Exceptional quality & timeless island inspired design blend seamlessly w/an expansive indoor/outdoor floor plan. The Great Room features hardwood floors, dramatic vaulted open truss ceilings w/tongue & groove detailing & an exceptional chef's kitchen w/coastal inspired custom cabinetry, prof. stainless steel appliances, wraparound butcher block countertops, striking natural stone island w/ beverage center. 4 spacious bedroom suites feature vaulted ceilings w/custom wood detailing & plantation shutter doors & open to wraparound lanais w/random pattern lava stone decking, expansive grassy lawn areas, mature tropical landscaping & natural coral privacy walls. A brand new standing seam metal roof completes this exceptional residence just moments from Kailua's turquoise waters, white sand beaches, boutique shopping, cafés and restaurants.

343 Dune Circle, Kailua
$1,560,000
3 Beds ⋅ 2 Baths ⋅ 202614243 MLS ⋅ FS - Fee Simple Tenure ⋅ 4 DOM
621 Palawiki Street offers move-in ready Kailua living in desirable Enchanted lake. This refreshed three-bedroom, two-bath single -level home sits on a generous 7,500 square foot lot on a quiet street with minimal through traffic. This property enjoys cooling Tradewinds, and a peaceful private retreat feeling. Inside, high beam ceilings, updated LED lighting, fresh interior paint, luxury waterproof laminate flooring, and mountain views from the living room create a bright, modern setting. The open kitchen features quartz countertops, a new sink and new stainless-steel appliances. A spacious permitted addition add flexible living space for a family room, media room, or office. Outdoors, the exterior is freshly painted. There is a large permitted covered lanai, fully fenced and landscaped yard, and a fruit-bearing mango tree. This backyard is the ideal space for relaxing or hosting gatherings. Minutes to Kailua Beach and close to Kailua Town shops, groceries, restaurants, Windward schools, Castle Medical Center, Pali Highway and H-3, this home blends comfort, convenience, and fully embraces Windward Lifestyle

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

679 Kihapai Street Unit D, Kailua
$2,498,000
3 Beds ⋅ 2 Baths ⋅ 202614158 MLS ⋅ FS - Fee Simple Tenure ⋅ 5 DOM
Your classic Kailua beach house just 140 yards from Kalama Beach Park and one of the world's best beaches. Set on a 10,000 square-foot lot, this 3-bedroom, 2-bath home captures the easy indoor-outdoor lifestyle that makes this neighborhood so desirable. The spacious backyard features a pool, covered lanai, and plenty of lawn for relaxing, entertaining, or future possibilities. Kailua Town's restaurants, shops, and weekly farmers market are just minutes away, while the beach is right at the end of the street. A great opportunity to enjoy the best of Kailua beach living.

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

314 Lapa Place, Kailua
$690,000
2 Beds ⋅ 2 Baths ⋅ 202614286 MLS ⋅ FS - Fee Simple Tenure ⋅ 5 DOM ⋅ Poinciana Manor BLDG.
Experience the best of Kailua living! This beautifully updated 959 sq ft unit offers a modern kitchen with updated cabinets & countertops, updated bathroom vanities, and stainless steel appliances. Enjoy the convenience of a full-size washer and dryer, fresh paint throughout, newly installed luxury vinyl plank flooring, contemporary light fixtures, and a brand-new ceiling fan. The unit also includes two side-by-side covered parking stalls and a spacious 266 sq ft lanai, providing added privacy with an exterior-facing view. Located in the heart of Kailua, you're just steps away from boutique shops, local restaurants, cafes, bookstores, grocery stores, and the world-renowned Kailua Beach. The complex boasts fantastic amenities such as a saltwater pool, BBQ areas, gazebos, a kids’ playground, a koi pond, bike/surfboard storage, guest parking, on-site security, and a resident manager. The complex is fully insured and pet-friendly making it an excellent place to call home!

1015 Aoloa Place Unit 247, Kailua
$645,000
1 Beds ⋅ 1 Baths ⋅ 202614387 MLS ⋅ FS - Fee Simple Tenure ⋅ 5 DOM ⋅ Windward Passage BLDG.
Rarely available prestigious penthouse unit at the top of Windward Passage! Floor to ceiling windows open to a panoramic view out over Enchanted Lake & down the majestic Koolau Mountain range. You can even enjoy the colors of the sunset as the sun sinks below the mountains in the evenings. The whole apartment opens to the view, and all that window space gives you a bright airy open feel that makes the unit seem even larger than it is. The kitchen & bathroom have been upgraded. The bathroom renovation included replacing the tub with a full-size shower & brand-new vinyl plank flooring was just installed throughout. Everything is ready for you to move in & enjoy! Add to this the resort style amenities that Windward Passage has to offer including tennis courts, pickleball, a racquetball court, swimming pool, whirlpool, BBQ areas, dog park, fitness center with saunas, storage areas for surfboards & bicycles & additional storage for each unit. Plus, a can't beat location right in Kailua Town with easy access to shopping, restaurants, the open markets and so much more with Kailua Beach just moments away. What more could you ask for? This is just what you've been waiting for!

322 Aoloa Street Unit PH8, Kailua
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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.