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10 most walkable neighborhoods in Kailua

Take a look at the ten most walkable neighborhood in Kailua. If you enjoy walking to your preferred spots and nearby conveniences, these areas might be perfect for you!

14.96 / 20

About this neighborhood

Coconut Grove neighborhood in Kailua has a Walkability score of 14.96, making it the most walkable neighborhood in Kailua.

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14.85 / 20

About this neighborhood

The Kailua Town neighborhood in Kailua has a Walkability score of 14.85, making it the second most walkable neighborhood in Kailua. It is somewhat walkable.

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14.09 / 20

About this neighborhood

The Kalama Tract neighborhood in Kailua has a Walkability score of 14.09. It is somewhat walkable.

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13.03 / 20

About this neighborhood

The Enchanted Lake neighborhood in Kailua has a Walkability score of 13.03. It is somewhat walkable.

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12.92 / 20

About this neighborhood

The Beachside neighborhood in Kailua has a Walkability score of 12.92. It is somewhat walkable.

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12.90 / 20

About this neighborhood

The Keolu Hills neighborhood in Kailua has a Walkability score of 12.90. It is somewhat walkable.

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11.58 / 20

About this neighborhood

The Aikahi Park neighborhood in Kailua has a Walkability score of 11.58. It is somewhat walkable.

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11.05 / 20

About this neighborhood

The Lanikai neighborhood in Kailua has a Walkability score of 11.05. It is somewhat walkable.

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11.04 / 20

About this neighborhood

The Maunawili neighborhood in Kailua has a Walkability score of 11.04, making it the 9th most walkable neighborhood in Kailua. it is somewhat walkable.

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10.07 / 20

About this neighborhood

The Waimanalo neighborhood in Kailua has a Walkability score of 10.07, making it the 10th most walkable neighborhood in Kailua. it is somewhat walkable.

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* Walkability according to the National Walkability Index
* information deemed reliable, but not guaranteed
$1.01m
Coconut Grove
708 Oneawa St, Kailua
Home
2 bd
918 sqft
$1,010,000
2
bd
918
sqft
Welcome to 708 Oneawa Street — a charming single-level, two-bedroom, one-bath home nestled on a 5,480 sq ft lot in the heart of Coconut Grove. This well-maintained Kama'aina classic home offers a peaceful retreat with a beautifully manicured yard and lush backyard oasis filled with greenery and fruit trees — perfect for gatherings, BBQs, or relaxing Happy Hours with friends and family. Ideally located just minutes from Kalaheo Neighborhood Park, Kailua’s shops, dining, theaters, supermarkets, and world-famous beaches, you’ll enjoy both convenience and the tranquility of island living. Easy access to the H-3 freeway adds to the home’s appeal, making commuting a breeze. Don’t miss this rare opportunity to own a piece of paradise in one of Kailua’s most beloved neighborhoods! A great stepping stone for a single family home instead of a condo!
Virtual Tour
$1.85m
Keolu Hills
1217 Kupau Street, Kailua
Home
3 bd
1,767 sqft
$1,850,000
3
bd
1,767
sqft
Breathtaking views of the Kailua Valley and surrounding Ko'olau Mountain Range make the rarest of forever homes. Set high above Kailua nestled in a secluded neighborhood, this retreat boasts 1,767 square feet including 3 bedrooms, 3 baths, and a flex bedroom/office space. The open floor concept, one level living, creates flexible spaces for entertaining, dining, exercising, and lounging. Each of the 3 bathrooms boasts remodeled premium fixtures, tiles, countertops and lighting. Additional upgrades include luxury vinyl, tile floors, and UV window tinting. Plus, a freshly painted interior and exterior. Come home to your private oasis of serenity, endless sunsets and rainbows. Step outside on the covered lanai with additional storage or stroll through the intimate gardens and fruit trees. The expansive yard provides the space for additional gardens, water features or play areas. Centrally located minutes away from Enchanted Lakes Shopping Center, Kailua Town, Kailua and Lanikai beaches. Welcome to your piece of paradise with 200 degree views.
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Home
5 bd
2,660 sqft
$3,999,000
5
bd
2,660
sqft
This is Kailua Beachside living! Steps to Kailua Beach with private gated beach access. This stunning home was designed by renowned architect, George Hogan, known for his mid-century homes with peaceful elegance, indoor/outdoor living and natural ventilation. Step into this newly remodeled home and be wowed by the amazing ceilings, beautiful hardwood flooring, new custom designed kitchen with unique copper range hood and lead-paned windows. A chefs dream with Fisher & Paykel appliances including an elegant 8 burner range and double drawer dishwasher. Be charmed by the thoughtful floor plan with open concept living and separate areas for flexibility. The primary suite includes a newly remodeled bathroom with separate shower and tub. 3 additional bedrooms are found on the other side of the home and share their own remodeled bathroom. The new guest suite occupies another area and includes a private entrance, wet bar and bathroom. Being outside is second nature with the covered lanai which opens to the beautiful heated pool, perfect for entertaining or just relaxing after a long day. Close to Kailua's trendy shops and restaurants, this location can't be beat!
Virtual Tour
$759k
Kailua Town - Gardenia Manor
333 Aoloa Street unit 314, Kailua
Condo
2 bd
944 sqft
$759,000
2
bd
944
sqft
Welcome to this rarely available residence in Gardenia Manor in the heart of desirable Kailua! This 2 bedroom, 2 bath, 2 side-by-side covered parking is located in a private location in the complex. Features include newly painted throughout, beautiful wood crown moulding and baseboards, closet systems, security screen front door, granite kitchen counters, travertine bathrooms, and newer appliances. New luxury vinyl flooring just installed in the primary bedroom, laminate wood flooring in living room and second bedroom with ceramic tile in kitchen. The lanai is private and perfect for dining and relaxing. Wonderful amenities include plenty of guest parking for visitors, lovely gardens, pool, BBQ grill, car wash area, storage, and pet friendly! This prime location in Kailua is close to famous Kailua beaches, Whole Foods, Target, restaurant, boutiques, grocery stores and nearby parks. Don't miss this opportunity to call Kailua home!
$739k
Kailua Town - Poinciana Manor
1015 Aoloa Pl unit 437, Kailua
Condo
2 bd
944 sqft
$739,000
2
bd
944
sqft
Bright and airy, top-floor end unit with a garden view! Two lanais, cathedral ceilings, and two covered parking stalls. Convenient location in the heart of Kailua, close to shopping, restaurants, and schools. Poinciana Manor offers well-kept common areas, a pond with a water feature, a pool, a recreation area, a BBQ area, and guest parking. Sale is As-Is.
$1.25m
Kalaheo Hillside
1225 Mokapu Blvd, Kailua
Home
3 bd
1,258 sqft
$1,250,000
3
bd
1,258
sqft
Highly sought after Kalaheo Hillside single level home on a large 11,200 sf lot in Kailua! Beautifully kept lush landscaping in the front and back yard. The home has 3 bedrooms with 2 full baths, kitchen, dining, and laundry area. There are 2 living rooms / entertainment areas and room to expand or rebuild. Home is in need of repair. Great location with easy access to schools, restaurants, beaches, Kailua town etc.
$1.6m
Keolu Hills
1334 Kuuna Street, Kailua
Home
4 bd
2,045 sqft
$1,595,000
4
bd
2,045
sqft
This beautiful, spacious, single-level 4-bedroom, 2-bath home in Kailua offers an open floor plan and recent renovations, including new engineered hardwood laminate flooring, a new roof, exterior and interior paint, new garage door , 3 new air conditioners, ceiling fans and an updated electrical panel . The kitchen and bathrooms were refreshed with brighter cabinets, lighting and fixtures . Enjoy entertaining in the large open living area plus an additional family room and taking in the beautiful sunset views of the Ko'olau mountains and Enchanted Lake from the expansive deck. The home provides plenty of storage with a 2-car garage, driveway parking, and space on a quiet street. Located just minutes from Kailua's beaches, shopping, and restaurants, this move-in ready home offers both tranquility and convenience. Don't miss out on this perfect forever home in a great location!
Virtual Tour
Home
6 bd
2,896 sqft
$1,895,000
6
bd
2,896
sqft
Special Newly Renovated 2-Family Residence in Kailua Beautifully remodeled two-story home in the heart of Kailua—ideal for multi-generational living or rental income. This flexible property offers two fully equipped living spaces. Main Level: 3 beds, 2 baths, full kitchen, 2 separate entrances, and yard access. Upper Level: 3 beds, 2 baths, full kitchen, open-concept living with ceiling fans, a dedicated laundry room, and a partially covered lanai. Mitsubishi split A/Cs in every bedroom, quartz counters in kitchens and baths, and recessed lighting throughout. Washer/dryer upstairs, with hookups available for an additional set in the carport storage. Enjoy a yard with a mature avocado tree, a large carport with storage, covered parking for 2 cars, plus room for 3 more and even a boat. Just minutes from Kailua Town, Kalama Beach, and iconic coastline spots—this home blends island charm with space, style, and opportunity.
Home
3 bd
1,490 sqft
$1,449,000
3
bd
1,490
sqft
Located in the heart of Kailua, this beautifully updated island haven invites you to slow down, breathe deep, and feel at home. With 3 bedrooms, 2 bathrooms, and a fully permitted bonus living room that flexes effortlessly as a yoga studio, home office, gym, or creative space, you’ll find comfort and purpose in every corner.  Sunlight pours through oversized windows, filling the home with natural light, creating an easy flow to the peaceful lanai and fully fenced backyard—perfect for both relaxing and gatherings. The bright, modern kitchen features a spacious prep & dining island complimented by a stainless steel appliance suite, serving as the central hub of the home.  Thoughtful upgrades include split A/C, an owned solar system, gas range, and updated essential systems—all just minutes from world-class beaches, scenic hikes, local shops, and the laid-back vibe that defines Kailua.  This isn’t just a house—it’s the Kailua lifestyle, elevated and ready to welcome you home!
Virtual Tour
$1.05m
Koolaupoko - Kainui Estate
799A Kainui Drive unit 3B, Kailua
Townhouse
3 bd
1,380 sqft
$1,050,000
3
bd
1,380
sqft
First Open House on Sunday 4/20 from 2-5pm. This inviting home boasts an updated kitchen, a remodeled downstairs bathroom, and upgraded flooring throughout. The expanded floor plan features a larger primary bedroom and spacious living room, creating an open, airy atmosphere. You'll also find a convenient bedroom and full bathroom on the first floor. Take in stunning views of the Koolau Mountains and enjoy the peaceful privacy provided by having no neighbors directly behind, along with gated access to the nearby park. The property includes a large, private enclosed yard, complete with lovely landscaping and the benefit of soothing trade winds. Nestled on a charming palm tree-lined street affectionately referred to as "Duck Road," this home offers a unique chance to belong to a tranquil neighborhood. Its prime location is just minutes away from the Marine base, stunning beaches, golfing, parks, schools, and shopping centers. Don’t miss out on this rare opportunity to make this delightful community your home! Tax records and MLS may differ in square footage.
$1.3m
Coconut Grove
814 Oneawa Street, Kailua
Home
3 bd
960 sqft
$1,300,000
3
bd
960
sqft
This home is unique and meticulous in the heart of Kailua, immaculately maintained. Home is ready to move in to with many updates. Upgraded large and tinted louvered windows. Wood laminate flooring throughout. Expansive indoor/outdoor lanai area. Kitchen recently remodeled with new cabinets and appliances. Ceiling fans throughout the home in addition to custom ceiling exhaust fan to keep the home cool and attic cooler. This 3 bedroom 1 bath home is located close to conveniences, shopping and schools. The home offers a spacious gated yard solar powered driveway gate. In the professionally landscaped rear yard there is a mini-pool with waterfalls and plenty of outside storage. There is also a large covered back bar area overlooking rear yard. Other features include stainless steel appliances, solar water heater and private hot water outdoor shower with exterior toilet. Roof
Virtual Tour
$960k
Kailua Town - Windward Cove
1020 Aoloa Place unit 303B, Kailua
Condo
3 bd
1,200 sqft
$960,000
3
bd
1,200
sqft
Beautifully renovated 3-bed, 2-bath condo offering a blend of tranquility and modern living at Windward Cove in the heart of Kailua. On the third floor, this rarely available end-unit boasts high ceilings and expansive floor-to-ceiling windows on multiple sides for abundant natural light and peaceful views of the lush gardens and serene water features below. The thoughtfully designed interior features a spacious open living area renovated in 2021. The modern kitchen includes ample pantry space and split ACs provide added convenience. A highlight of this home is the expansive rooftop deck, perfect for relaxing or entertaining while enjoying panoramic views of the surrounding landscape and mountains beyond. Windward Cove offers residents a range of amenities, including a swimming pool, jacuzzi, sauna, BBQ areas, tennis and pickleball courts. The complex is surrounded by over 3 acres of tropical landscaping, creating a private oasis. Despite its peaceful setting, Windward Cove is just moments from Kailua’s vibrant town center, renowned beaches, local restaurants, and open-air markets. This exceptional residence offers the perfect balance of serene island living and modern convenience.
Virtual Tour
$1.4m
Keolu Hills
1073 Loho Street, Kailua
Home
6 bd
2,410 sqft
$1,400,000
6
bd
2,410
sqft
Endless Potential in a Prime Location! This spacious 6-bedroom, 4-bathroom home sits on a level 6,819 sq ft lot at the bottom of Keolu Hills, just minutes from shopping, dining, and Kailua’s world-famous beaches. With a covered carport and an open driveway offering ample parking, this property is ready for your creative vision. Bring your renovation ideas and a fresh coat of paint to restore this hidden gem to its full potential – perfect for a fixer-upper, flip, or those seeking to create their dream home. Roof is less than 5 years old. Enjoy easy access to parks, restaurants, and the Pali Highway. Home is being sold As-Is. Number of bedrooms and square footage may differ from tax records. One or more photos have been enhanced.
$1.95m
Kailua Estates
388 Auwinala Road, Kailua
Home
4 bd
1,804 sqft
$1,950,000
4
bd
1,804
sqft
Welcome to your private garden retreat in Kailua Estates. This single-level 4 bed, 2 bath home sits on a rare, level 12,000 sqft lot — less than a mile to both Kailua Town and the beach! Surrounded by lush landscaping and vibrant native flora, the property features a bounty of fruit trees and flowering plants, including Hayden mango, ulu, rare dwarf avocado, lemon, banana, fig, white plumeria, white hibiscus, crown flower, and more. It’s peaceful, private, and perfect for outdoor living. This unique home offers a flexible floor plan ideal for multigenerational living, remote work, or simply spreading out in comfort. Large windows invite natural light and garden views from almost every room, while the single-level design makes for easy, accessible living. This beloved neighborhood is all about lifestyle — morning strolls to the beach, bike rides into town, and evenings in your own backyard garden. Plus you’ll enjoy convenient access to shops, restaurants, and schools. This home has that laid-back Kailua charm you’ve been waiting for.
Virtual Tour
Home
5 bd
2,068 sqft
$1,549,000
5
bd
2,068
sqft
Located in the heart of Kailua, this home boasts incredible walkability—stroll to the vibrant downtown Kailua district, where you'll find charming boutiques, delicious eateries, and local farmers' markets. Plus, you're just minutes from world-famous Kailua Beach, making it easy to embrace the best of island life. From the quartz countertops to the fully remodeled baths and stylish finishes, every inch is designed to impress. Need extra space for guests or income? You’ve got it: a separate studio with a private entrance, kitchenette, and a full bathroom makes this home as versatile as it is beautiful. And the backyard? Absolutely dreamy—the yard is complete with a tree swing, market lights, and room for gardening, pets, or play. Sellers are proactive, so ask your agent for the pre-listing home inspection, the list of upgrades and property disclosures.
$799k
Kailua Town - Ka Malanai At Kailua
455 Kailua Road unit 4104, Kailua
Condo
1 bd
719 sqft
$799,000
1
bd
719
sqft
Enjoy Kailua living at Ka Malanai. Conveniently located at the edge of lively Kailua Town, you are just a 15 minute walk across the park and through Kuulei Track to Kailua Beach. This lovely property features tropically landscaped grounds boasting a fitness network and BBQ area. Lots of guest parking, overnight parking and bike, kayak and surfboard storage. A secured elevator, video surveillance, a daytime Resident Manager on site and night time guard service add to this properties appeal. Located just steps from downtown, you have a wide selection of world class shopping, dining, entertainment and many outdoor activities including tennis, golf surfing, sailing, canoeing, kayaking, swimming... Priced to sell.
Oceanfront
$12.95m
Beachside
376 Dune Circle, Kailua
Home
4 bd
3,229 sqft
$12,950,000
4
bd
3,229
sqft
Nestled along the pristine shores of Kailua Beach, 376 Dune Circle offers an unparalleled beachfront living experience in one of Oahu’s most coveted locations. This luxurious 4-bedroom, 4-bathroom single-story retreat on a generous 10,283-square-foot lot blends timeless elegance with modern comfort. This home showcases a warm, earthy palette inspired by the surrounding sand and native hardwoods such as koa, monkeypod and ohia creating a harmonious connection with its natural environment. Step inside to discover an open, light-filled interior with high peaked ceilings and terrazzo tile floors effortlessly combining casual sophistication with low-maintenance island living. The well designed layout features rich wood and stone accents, complimenting the azure ocean views that serve as the home’s stunning backdrop. The spacious living areas flow seamlessly, offering the perfect setting for relaxation or entertaining, while the meticulously appointed kitchen with high end appliances reflects a commitment to quality and style. Thoughtfully designed by Jaime Jackson and Mark Eyler, the architect. A true sanctuary where luxury meets the laid-back spirit of the islands.
Virtual Tour
Land
0.370 acres
$2,850,000
0.370
acres
This massive 16,000+ square foot lot, located in Lanikai just 2 houses from the SANDY beach and 2 houses from the park, is in a PREMIUM location. It is completely level and has utilities. Here is your opportunity to build your absolute dream home next to the number one white sandy beach in the world and live your life in the iconic neighborhood of Lanikai. There are plans for a beautiful 2500 sq ft plantation style home included if desired. Of course, this property could meet ALL of your desires by building a much larger home, pool, gardens, guest cottage and more.
Virtual Tour
$1.28m  $19,500
Coconut Grove
327 Hualani Street unit B, Kailua
Home
3 bd
720 sqft
$1,280,500  $19,500
3
bd
720
sqft
A perfect starter home on a quiet dead-end street in the heart of Kailua. This charming 3-bedrooms 1 bath home has a small yard that's perfect for kid and pet. Open kitchen with split AC in every room. Ride your bicycle or take a stroll down the road to Kailua town. Kalama Beach Park is a short 5 min drive, with Kailua and Lanikai Beaches just a few minutes down the coastline.
Land
2.025 acres
$1,999,000
2.025
acres
Here is your opportunity to create your dream space with an expansive lot, zoned AG-2 (General Agricultural), to build your custom dream home surrounded by the natural beauty of the Koolau Mountains. With a building permit already available, you can get started right away. Whether you envision a classic island-style home, a modern farmhouse, or a sustainable oasis, this property is your blank canvas. With AG-2 zoning, you can even explore the joys of small-scale farming or gardening — all while enjoying the privacy and serenity that country living provides. Features:     •    Building Permit Ready: Start construction without delay     •    Zoned AG-2: Ideal for a custom country home with space for gardens     •    Breathtaking Views: Koolau Mountain vistas and lush surroundings     •    Expansive Lot: Ample room for outdoor living and entertaining     •    Prime Location: Just a short drive to Kailua town and world-renowned beaches Embrace the tranquility of a rural lifestyle while enjoying the convenience of being just minutes from Kailua’s stunning beaches, local shops, and vibrant dining.
$805k
Aikahi Park - Aikahi Gardens
321 Lale Street unit 2103, Kailua
Townhouse
3 bd
1,300 sqft
$805,000
3
bd
1,300
sqft
As of the listing date, the only listing at Aikahi Gardens. Brand new flooring upstairs and the entire unit has been freshly painted. 535 Plumbing inspected and installed new shutoff valves and replaced old fixtures. The first floor, has a large open living / dining room with a guest bathroom. Also the washer dryer is right next to the kitchen area. All the bedrooms are upstairs with 2 bathrooms. In the back of the unit is a large enclosed courtyard, perfect for entertaining, outdoor dining or a play area. Pets are allowed. Aikahi Gardens has a swimming pool, club house, resident manager and BBQ area. The unit is right next to the pool, so your kids can come home easily to grab a snack. Finally, Aikahi Gardens is located right off the H3 off ramp and the Marine Corp Base and a short walk to Aikahi Elementary School and the Aikahi Shopping Center.
Home
4 bd
3,100 sqft
$4,000,000
4
bd
3,100
sqft
This Beachside Kailua retreat is a mid-century modern coastal gem just four homes from the water, offering direct beach access from the yard that leads out to sandy beach. Set on a 10,000 sq. ft. lot, this 3,100 sq. ft. home features a stunning pool, two yard spaces, and an enclosed garage, creating the perfect island sanctuary. The renovated main home boasts 3 bedrooms, 2 bathrooms, elegant travertine flooring, a dual sided fireplace, and split AC throughout. Designed for seamless indoor-outdoor living, it’s ideal for relaxation and entertaining. Two detached studios, each with a full bath (one with ocean views), provide perfect guest accommodations or rental opportunities. In the front yard you will find a stunning Plumeria tree, and a variety of fruit trees in the backyard. Nestled on a quiet street with no road noise, yet just minutes from Kailua’s vibrant shops, dining, and outdoor adventures. A rare opportunity to own in this exclusive beachfront community—schedule your private showing today!
Home
4 bd
2,216 sqft
$2,098,000
4
bd
2,216
sqft
Open April 10, 10 a.m. to Noon. This home has it all! Single level 4 bedrooms, 3 baths with an open floor plan, an attached studio apartment with its own yard area, an expansive pool, on an extra large lot of over 18,000 sq. ft. in R-5 zoning, and all at the end of a cul de sac. What more could you ask for? This home also boasts an amazing kitchen with a large island that opens up to the dining, living, and bonus lounge area, then out to the expansive covered lanai. Enjoy the gorgeous sparkling pool and fully fenced back yard with fruit trees. There is room to add another structure with an ocean view! Wonderful curb appeal with a large front lawn and entry. Kaelepulu school district. Don't miss this wonderful home!
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