Kailua Real Estate

Kailua Real Estate

Welcome to Kailua, a true gem nestled on the windward coast of Oahu, Hawaii. Known for its stunning beaches, lush landscapes, and vibrant community, Kailua offers a unique blend of natural beauty and island charm that captivates both residents and visitors alike.

Kailua is renowned for its pristine shoreline, with the famous Kailua Beach and Lanikai Beach often ranking among the best beaches in the world. The soft, powdery sands and crystal-clear turquoise waters create an idyllic setting for swimming, kayaking, and stand-up paddleboarding. The gentle trade winds make it a favorite spot for windsurfing and kiteboarding, attracting water sports enthusiasts from all over.

Beyond its breathtaking beaches, Kailua boasts a rich cultural heritage and a tight-knit community. The town is dotted with charming boutiques, local eateries, and farmers' markets, where residents can savor fresh, locally-sourced produce and unique island delicacies. The vibrant arts scene flourishes here, with local galleries and studios showcasing the talents of Hawaiian artisans.

Nature lovers will appreciate the abundant outdoor activities available in Kailua, from hiking the scenic trails of the nearby Lanikai Pillbox to exploring the lush landscapes of the Maunawili Falls. The region is also home to numerous parks, perfect for picnics, family gatherings, and enjoying the stunning sunsets that Kailua is famous for.

With its perfect blend of adventure, relaxation, and community spirit, Kailua is more than just a place to live—it's a lifestyle. Whether you're seeking a serene retreat or an active outdoor experience, Kailua invites you to discover the magic of island living. Come and explore this enchanting paradise, where every day feels like a vacation!

Newest Listings in Kailua

$1,928,000
3 Beds ⋅ 3 Baths ⋅ 202614109 MLS ⋅ FS - Fee Simple Tenure
Great location! Don't miss this incredible opportunity to own a charming newly Completely renovated 3-bedroom, 2.5-bathroom home plus an work space in the main bedroom and a recreation room that can be use for extra living or exercise/TV room with a BBQ decking on a spacious 7677 sq ft level lot located at Enchanted lake kailua. The renovation includes new exterior and interior wall, new windows and doors, new roofing, new flooring, new cabinets and granite counter top, new appliances, new splits AC in every room, new gutter, new electric and plumbing lines and fixtures, new rock wall, new landscape and water sprinkler system etc. Enjoying beautiful mountain and lake views and the extra privacy the waterway that separates the property from its neighbors. This like new home is one of must see with endless possibilities in the big extra space in the back of the house. Enjoying peaceful living just minutes to kailua's beach, shops, and dining. Tax record not updated with the new renovation, First open house on 8/9/2026 from 2pm-5pm.

743 Akumu Street, Kailua

Listing courtesy of HomeSmart Island Homes.

$2,185,000
4 Beds ⋅ 3 Baths ⋅ 202614657 MLS ⋅ FS - Fee Simple Tenure
This is the one you have been waiting for! This home, in the desirable Kalaheo Hillside neighborhood, is strategically positioned on a large 10,000 sq. ft. lot to allow the cool ocean breezes to flow through. Large front windows overlook a welcoming tropical garden. There’s something for everyone! A large gourmet kitchen, open floor plan, sparkling tiled pool, indoor laundry, attached garage with workshop area, 4 bedrooms and three full bathrooms. Included in the 4 bedrooms is a studio with private entrance, kitchen, washer/dryer and ensuite bathroom totally separate from the rest of the house! Room for all and great for multi-generational living or long-term rental income. Ideally located with close proximity to Aikahi elementary school, Kalaheo High School, Aikahi Shopping Center, Kaneohe Marine Corp Base, H-3, Kailua Beach and mere minutes from Kailua town. Outside, a shower is conveniently located for washing off the beach sand and toys. The grounds surrounding the house are filled with beautiful Hawaiian flora, green grass lawn and mango, avacado and starfruit trees. On a quiet night you can even hear the sound of the breaking waves!

361 Iliaina Street, Kailua

Listing courtesy of Homequest LLC.

$1,699,000
3 Beds ⋅ 3 Baths ⋅ 202614621 MLS ⋅ FS - Fee Simple Tenure
Anyone can take over this 2.75% assumable loan! Contact Tahiti for all the details. Easily open the interior stairwell and this becomes one 1,950 sq foot 3 bedroom 2.5 bath home with the primary bedroom on the main level — multiple lanai's with 180 degrees of windward O'ahu and an unobstructed views of Enchanted Lake from almost all rooms. The primary is large, full of natural light, opens to garden views, and the closet finally holds everything. A dedicated laundry room, with a separate entry door. Keep it as is and you have a one bedroom one bath rental (3rd bedroom served as a living room with wet bar that can be easily converted back to a bedroom) with its own entrance, lanai, and garden. Most of the home is already remodeled: kitchen rebuilt around an oversized 3x5 island in granite and luxury vinyl plank floors, split AC, double wall, leased PV on a tile roof. Enclosed 2 car garage plus driveway parking. Minutes to Kailua town and the beach. Floor plan of the home can change, but the priceless views will not.

1312 Aupapaohe Street, Kailua

Listing courtesy of REMAX Hawaii.

$988,000
3 Beds ⋅ 1 Baths ⋅ 202614578 MLS ⋅ FS - Fee Simple Tenure
Rarely available corner lot. New electrcial rewiring and panel done in 2025.

1037 Kina Street, Kailua

Listing courtesy of Graham Realty Inc..

$1,495,000
3 Beds ⋅ 3 Baths ⋅ 202614708 MLS ⋅ FS - Fee Simple Tenure ⋅ Bluestone BLDG.
Bluestone's Kamahele Townhome - 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

Listing courtesy of Lau & Associates, LLC.

$990,000
2 Beds ⋅ 2 Baths ⋅ 202614646 MLS ⋅ FS - Fee Simple Tenure ⋅ 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

Listing courtesy of Compass.

$1,980,000
5 Beds ⋅ 3 Baths ⋅ 202610133 MLS ⋅ FS - Fee Simple Tenure
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

Listing courtesy of Aloha Properties, Inc..

$1,550,000
4 Beds ⋅ 2 Baths ⋅ 202614500 MLS ⋅ FS - Fee Simple Tenure
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

Listing courtesy of Hawaii Modern Realty.

$399,500
1 Beds ⋅ 1 Baths ⋅ 202614348 MLS ⋅ FS - Fee Simple Tenure ⋅ 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

Listing courtesy of Kailua Beach Properties LLC.

$4,995,000
4 Beds ⋅ 4 Baths ⋅ 202614221 MLS ⋅ FS - Fee Simple Tenure
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

Listing courtesy of Coldwell Banker Realty.

$1,560,000
3 Beds ⋅ 2 Baths ⋅ 202614243 MLS ⋅ FS - Fee Simple Tenure
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

Listing courtesy of Coldwell Banker Realty.

$1,300,000
2 Beds ⋅ 2 Baths ⋅ 202614398 MLS ⋅ FS - Fee Simple Tenure
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

Listing courtesy of Artie Wilson & Associates.

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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.