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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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14.08 / 20

About this neighborhood

The Kalama Tract neighborhood in Kailua has a Walkability score of 14.08. It is somewhat walkable.

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13.01 / 20

About this neighborhood

The Enchanted Lake neighborhood in Kailua has a Walkability score of 13.01. It is somewhat walkable.

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12.91 / 20

About this neighborhood

The Beachside neighborhood in Kailua has a Walkability score of 12.91. It is somewhat walkable.

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12.87 / 20

About this neighborhood

The Keolu Hills neighborhood in Kailua has a Walkability score of 12.87. It is somewhat walkable.

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11.57 / 20

About this neighborhood

The Aikahi Park neighborhood in Kailua has a Walkability score of 11.57. 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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10.05 / 20

About this neighborhood

The Waimanalo neighborhood in Kailua has a Walkability score of 10.05, 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
Home
5 bd
2,346 sqft
$4,950,000
5
bd
2,346
sqft
This beautifully remodeled 5-bedroom, 3-bathroom home is a rare find, just 2 houses from the world-famous Lanikai Beach. Situated on an 11,662 square foot lot, the property offers a fully landscaped yard with copper lighting, fruit trees, and a serene water feature. The 180 square foot separate flex space provides additional versatility for office space or work out area. The entire home was thoughtfully remodeled in 2024, featuring new windows and doors throughout, a state-of-the-art kitchen with Cafe appliances, and stunning white oak flooring. Vaulted, combed cedar ceilings create an open and airy atmosphere, and the home is adorned with luxury light fixtures from Beachside Lighting. The open floor plan includes a spacious living room and family room, ideal for entertaining. The primary suite has its own wing fully separated from the other rooms. Also has a secondary suite great for guests. The 2-car garage boasts an epoxy floor and a brand-new garage door. With ample room for a swimming pool, this home offers endless possibilities for customization and enjoyment. Don’t miss out on this exquisite island retreat. Fresh and brand new!!
Virtual Tour
$3.3m
Koolaupoko
121 Kaha Street, Kailua
Home
4 bd
2,250 sqft
$3,300,000
4
bd
2,250
sqft
This is the one you have been waiting for! This turn key meticulously redesigned classic island home is ready for the most discerning buyer. As you walk through the custom sapele entry gates you are greeted by a bubbling fountain and tropical foliage. Around the corner is the welcoming pool, lanai, and yard. The covered entry leads you into this gorgeous 4 bedroom 2 bath home with custom touches through out. The over 11,000 sq ft property allows for garden on all sides of the home. This home is close to the beach but tucked away on a quiet street and has a lovely peaceful feeling. Unexpected touches and quality finishes make this just completed renovation a truly one of a kind find.
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Oceanfront
Land
0.394 acres
$7,900,000
0.394
acres
Centered on one of the world's most scenic locations this Lanikai Oceanfront property includes Peter Vincent-designed home plans that are through extensive permitting and are nearly build-ready. Live an incomparable lifestyle with calm waters, prized beaches, offshore islands, barrier reefs, and nearby surf breaks, in a location with unmatched views and watersports opportunities. Generously sized 17,170 square foot property with a legal seawall is ready for a family to create their iconic legacy. Conceptual images of plans are included.
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$1.93m
Keolu Hills
1373 Kupau Street, Kailua
Home
4 bd
2,304 sqft
$1,925,000
4
bd
2,304
sqft
Come check out this awesome home in the Keolu Hills Neighborhood of Kailua. This spacious island home offers stunning views of Olomana and the Koolau mountains, with seamless indoor-outdoor living and breezy tradewinds in a private, elevated location that highlights panoramic mountain and sunset views. Inside, a versatile open den overlooks the pool, complemented by new flooring and freshly updated paint. A separate studio with its own entry, wet bar, and bath adds flexibility for multiple living arrangements including potential rental income. The property also includes a large garage, a beautifully tiled saltwater pool, and lush new landscaping featuring a Hayden mango tree, creating a peaceful and inviting retreat.
$1.32m
Coconut Grove
324 Hualani St unit D, Kailua
Home
2 bd
999 sqft
$1,320,000
2
bd
999
sqft
Charming remodeled move-in ready home at the end on a private lane located in Kailua! Take advantage of its prime location, just minutes from Kailua Beach, shops, restaurants, and more. Cool breezes flow through this single-level 2 bedroom, 2 bath home featuring a new kitchen with all new stainless steel appliances, cabinets and countertops. The extended attached carport has extra parking with large storage closets with hand-crafted doors and locks. The large fully fenced backyard is a perfect retreat to enjoy with your pets, friends and family. New LG Washer/Dryer and tankless water are powered by gas installed by Hawaii Gas in 2022 keeping electricity bills low. Bathrooms have been extensively remodeled with new showers, toilets, lighting and cabinetry. Other features are new luxury vinyl plank flooring throughout, fresh paint inside and out, refurbished window sills and new screens throughout. This is a must see don’t miss this opportunity!
Home
4 bd
2,112 sqft
$1,575,000
4
bd
2,112
sqft
Rarely available 4BR/2BA home, thoughtfully designed in Kailua’s Pohakapu neighborhood. When you arrive you will notice the wide open streets that feel spacious and provide ample parking. Completely renovated from floors to fixtures awaiting for someone to make it their own. The layout offers extended living space for multiple dining and living rooms. Or perhaps a unique space specific to your needs such as keiki playroom, learning space, gaming space, workout/stretch area, formal vs. informal entertainment, etc. The large primary bedroom has; a walk in closet w/added storage cabinet, custom tiled soaking tub/shower with three head shower system & built in bench, wet-bar and exterior access door. The interior laundry room with added storage cabinet is right off the living space and access door the the carport. Exterior storage off the side yard. And the best for last, is the huge manicured yard with mature mango tree! Conveniently located by the necessities and the luxuries, right off Kailua Rd.
Home
3 bd
1,612 sqft
$2,975,000
3
bd
1,612
sqft
Discover the quintessential Kailua Beach House—a charming three-bedroom, two-and-a-half-bath island bungalow nestled in the sought-after enclave of L’Orange Place. This home embodies the spirit of Hawaii’s indoor/outdoor living, with the kitchen, dining room, living room, and primary bedroom seamlessly opening to a spacious lanai, lush gardens, and a fully fenced yard. The layout ensures privacy, with two additional bedrooms located in a separate wing off the kitchen and dining area. Set on approximately 8,840 square feet of land, this property is a beach and ocean lover’s paradise. A short stroll down a private lane leads to gated beach access, revealing the pristine white sands and turquoise waters of Kailua Beach. A double gate was recently added, providing easy access to bring in a boat or other items directly into the front yard. Embrace the idyllic island lifestyle in this dream home.
Multi-Family Home
$2,098,000
EXCELLENT New Price! KEY WORDS ARE VERSITILITY & VALUE! This beautiful home has an exceptionally versatile floorplan for current & future options. Mostly single level living & ideal for a large family, multigenerational-family living, separate rental options + home office space. The main single level living areas includes 3+ bedrooms, 3 bathrooms connecting to a spacious flexible area that includes additional bedrooms, bath, wet bar/dining area. The second-floor rooms are also flexible spaces for a 4th bedroom adjacent to an additional living room with a wet bar area - both privately on the right of the home. Located in the coveted Kukanono Neighborhood, with rare rim location next to Kawainui Marsh wildlife sanctuary overlooking GORGEOUS, EXPANSIVE marsh & mountain views! Being in the Kukanono neighborhood, commuting to Honolulu is super easy. Castle Hospital & the Sunday open market are w/in walking distance. Vibrant Kailua town is minutes away & provides an array of restaurants, shopping, beaches, & outdoor activities. This home offers a mix of flexible living opportunities at an excellent value for the neighborhood & market.
Home
5 bd
2,996 sqft
$2,375,000
5
bd
2,996
sqft
Welcome to your private oasis in Kailua! Enjoy indoor-outdoor living at its best in the quiet neighborhood of Keolu Hills. This beautifully crafted home comes with 3 living areas, all with its own entrances. Live in one and have family visit and stay in the other spaces, or great for rental potential. The main house has spectacular views of Kailua and the ocean from your private rooftop space. Over 1,000 sq ft of covered lanai throughout to appreciate the tropical landscape and privacy in the back overlooking the pool. The main house includes a very large primary bedroom and en suite bathroom that invites you to escape for moments of seclusion with a soaking tub, an area to lounge and watch t.v., another space to read or a desk area to work. The very bottom is a charming studio with a kitchenette and its own bathroom and entrance. The separate cottage studio across the pool comes with a loft that fits a twin size bed. It also has a kitchen and its own washer dryer. This home is complete with 24 owned PV panels. It embodies the essence of Kailua close to the famous Kailua beach, great shopping, eateries, schools and parks.
Home
4 bd
2,661 sqft
$5,200,000
4
bd
2,661
sqft
If you are looking for one of the most spectacular view homes in Lanikai - you have found what you are looking for. This home hosts some of the most unique views in Lanikai with sweeping panoramic scenes of the Ko’olau Mountains, Kailua Bay, Flat Island, all the way to the Mokulua Islands. This 4 bedroom, 3 bathroom red wood home sits perched above the beginning of the Lanikai loop. Enjoy magnificent sunrises, moonrises, and the Kailua July 4th fireworks right from the comfort of your own lanai. The lower floor features an optional extra unit for rental income or guests. This prime location also offers the rare ability to get to two different world-class pristine white sand beaches quickly. With a newly-remodeled kitchen, a Primary bedroom that allows you to check the surf and wind, and a dining room boasting views that will leave you speechless, this is sure to be the Lanikai home of your dreams!
Home
4 bd
3,220 sqft
$1,560,000
4
bd
3,220
sqft
Great opportunity to own a custom home without the custom price! Ready to make your own, this 4/3 home needs your personal touch and is truly a Diamond in the Rough. Boasting beautiful ocean views from Living Room & Primary Bedroom with a flowing floor plan that is great for entertaining, open and spacious. Property does have in-ground pool and stand alone spa area on covered lanai. Lender-owner property sold as-is. No repairs will be completed. Contact your Realtor today to see this Jewel before it's gone!
Virtual Tour
$625k
Kailua Town - Koolau Vista
350 Aoloa St unit B240, Kailua
Condo
2 bd
2 ba
783 sqft
$625,000
2
bd
2
ba
783
sqft
Live the Kailua lifestyle in this renovated 2 bedroom, 1.5 bathroom unit with 1 parking stall in the pet friendly, Koolau Vista. Top floor unit with lots of natural light and no one above you. Unit is in move in condition and ready for new owners. Lots of upgrades including newer kitchen cabinets with granite countertops. Popcorn ceiling has been removed which gives the unit a much more modern feel. Wood laminate flooring throughout the downstairs with brand new carpet upstairs. The interior has been freshly painted as well plus there is a washer and dryer in the unit. Just around the corner you will find all the neighboring shopping and restaurants without the need to drive. Located just minutes from the world-famous Lanikai/Kailua beaches, hiking spots, bike paths, & so much more. Must see to appreciate!
Multi-Family Home
$2,450,000
This beautiful, two homes in one style home, with a potential studio downstairs, is located on a quiet, private road on a remote hilltop with over 15,000 Sq Ft of land in Kailua. This lovely home has multiple living possibilities as a one or two unit home; one unit is a six bedroom and the second unit a four bedroom. Both with a total of 5 full baths plus 2 half baths. There are two spacious garages on each end, with large decks skirting the back of the home overlooking the gorgeous Ko'olau mountains and ocean. The backyard has a huge breadfruit tree with plenty of space for children to play. There are not many homes of this size and in such a lovely setting with views from all rooms. This would make a nice investment or large home for gatherings. Minutes from the beaches and downtown Kailua shopping center. Worth the time to experience a private showing of this beautiful home.
Virtual Tour
$1.43m  $10,000
Kukilakila - Kukilakila
515 Keolu Drive unit E, Kailua
Condo
5 bd
3 ba
1,815 sqft
$1,430,000  $10,000
5
bd
3
ba
1,815
sqft
Rarely available 5BR/3BA home with a 2 car garage in Kailua for under $1.5M! Meticulously designed and renovated with luxury touches throughout such as; Cambria quartz counters, double waterfall island, under cabinet lighting, marbled bathrooms with floating solid white oak cabinet doors. Downstairs conveniently has a bedroom & full bath. You are greeted with a large enclosed patio and two upstairs lanai's totaling approx. 477s.f. of outdoor space. Ample storage including 2 attic spaces and Harry Potter closet under the stairs. Located on “Road 1” of the 10 acre lake front planned development. The preferred road where the heated pool, BBQ area, weight room and closest to boat yard is located. Kayak, paddle or boat to famous Kailua Beach from your home. Conveniently accessible to street parking and across from the Blue Ribbon awarded, Kaelepulu Elementary. Enjoy the many grassy common areas and watch the birds and fish as your explore the lake front walking path. This is truly a diamond in the heart of Kailua. BRING ALL OFFERS.
Virtual Tour
$825k
Coconut Grove
221 C Kihapai Street, Kailua
Land
0.115 acres
$825,000
0.115
acres
This is your opportunity to build your dream home in Kailua on a lot with a truly unique setting. One of just two lots being offered that back Kawainui Marsh, a nature preserve, with breathtaking panoramic views of the Koolau mountain range. The lot borders City & County land and gives you access to a canal system that eventually leads to Kailua Bay. 120.29 feet of frontage on the marsh/canal. You can go kayaking right from your backyard or just sit back, relax, put your feet up & enjoy the view. You're HOME! No one can block that view. Want more space? Want to build a family compound? Adjoining lots are available. All of this just a short walk away from Kailua Town with its shops, restaurants, and Farmer's Market plus Kailua Beach. This is just what you've been waiting for at the best price in Kailua for a vacant lot! Buyer to complete their own due diligence and verification of information. Taxes and assessed value for the CPR parcels haven't been done yet. Waiting on issuance of the final Public Report. All property lines shown in the photos are only there to give you an approximate idea of how the lots are laid out. See MLS Supplement section for additional information.
Virtual Tour
$825k
Coconut Grove
221 B Kihapai Street, Kailua
Land
0.115 acres
$825,000
0.115
acres
This is your opportunity to build your dream home in Kailua on a lot with a truly unique setting. One of just two lots being offered that back Kawainui Marsh, a nature preserve, with breathtaking panoramic views of the Koolau mountain range. The lot borders City & County land and gives you access to a canal system that eventually leads to Kailua Bay. 98.11 feet of frontage on the marsh/canal. You can go kayaking right from your backyard or just sit back, relax, put your feet up & enjoy the view. You're HOME! No one can block that view! All of this is just a short walk away from Kailua Town with its shops, restaurants, and Farmer's Market plus Kailua Beach. This is just what you've been waiting for at the best price in Kailua for a vacant lot! Want more space? Want to create a family compound? The adjoining lots are available! Buyer to complete their own due diligence and verification of information. Taxes and assessed value for the CPR parcels haven't been done yet. Waiting on issuance of the final Public Report. All property lines shown in the photos are only there to give you an approximate idea of how the lots are laid out. See MLS Supplement section for additional information.
$1.95m
Coconut Grove
763 Kaipii Street, Kailua
Home
4 bd
2 ba
1,268 sqft
$1,950,000
4
bd
2
ba
1,268
sqft
Experience the perfect blend of comfort and serenity in this 4-bedroom, 2-bath home with breathtaking Koolau Mountain views. Highlights include a stylish kitchen, tranquil screened-in lanai, and a private hot tub off the primary suite. Enjoy energy efficiency with an owned photovoltaic system and 3 Tesla batteries, plus full air-conditioning for year-round comfort. The fully fenced backyard boasts a koi pond, raised garden beds, and space to expand. Conveniently located near the Kawainui Marsh trailhead with easy H-3 access, this home is a rare gem. Schedule your tour today! - Check out an expanded list of upgrades and features in the supplements!
$1.5m
Coconut Grove
624 Olomana Street, Kailua
Home
4 bd
2 ba
1,570 sqft
$1,495,000
4
bd
2
ba
1,570
sqft
Adorable, Completely Remodeled Single-Level Home in Kailua! Tucked away in a quiet cul-de-sac, this stunning 4-bedroom, 2-bath home features an attached studio with a bath, offering flexible options for extended family, guests, or rental income. Truly the closest you'll get to a brand-new home in Kailua! Located in the heart of Kailua town, this home is just a short walk to the famous Kailua Beach, as well as the area's best dining and shopping. Featuring: Brand-new kitchen and baths New roof, windows, and exterior walls, Updated electrical and plumbing ,New luxury vinyl flooring throughout, Fresh paint inside and out, Brand-new appliances with warranty Enjoy the convenience and charm of single-level living in one of Kailua’s most desirable locations. Your dream home awaits!
$1.9m  $100,000
Coconut Grove
723 Kahoa Drive, Kailua
Home
5 bd
3 ba
2,016 sqft
$1,895,000  $100,000
5
bd
3
ba
2,016
sqft
Discover the ultimate retreat in this luxurious Kailua residence, fully renovated in 2024 & nestled on an exclusive, flat-rim lot with breathtaking views of the lush Ko'olau Mountains. This private oasis blends modern elegance with functional design, featuring a spacious lower-level primary suite, split A/C units, LVP flooring, quartz countertops, sleek cabinetry, and stainless steel appliances throughout. Perfectly suited for multi-generational living or rental potential, the upper level offers 4 additional bedrooms, a kitchenette and separate entrance. Both levels feature expansive, covered lanais that capture stunning mountain views— ideal for relaxation or entertaining to fully embrace Hawaii's indoor-outdoor lifestyle. The spacious, fully fenced backyard provides ample room for outdoor activities or future enhancements, while the large driveway accommodates guest parking & even boat storage, ensuring convenience & accessibility. Situated on a quiet, low-traffic street, this home is just minutes from the vibrant Kailua Town & the serene shores of Lanikai Beach. Don't miss your chance to call one of Oahu's most sought-after neighborhoods home.
Virtual Tour
Oceanfront
Home
10 bd
9 ba
7,701 sqft
$24,900,000
10
bd
9
ba
7,701
sqft
Live among Hawaii's natural wonders & unsurpassed beauty at this extraordinary Pahonu Beach estate. Spanning nearly 1 acre, this oceanfront property includes 152 linear feet along the Pacific Ocean. Nestled in a private, gated location, the 2 lot compound offers over 8600 sq ft of living area in its main house, guest house, cottage, and studio. Expansive lawns provide mesmerizing views across the ocean to Manama (Rabbit) Island and stunning vistas of the Koolau Mountains. The main house completed in 2022, sets a new standard of quality craftsmanship. Exceptional design, flawlessly executed using premium materials, creates a luxurious, beautiful, and comfortable home. Floor to ceiling sliding glass doors span the oceanfront side, providing spectacular views of the lush landscaping and ocean. The gourmet kitchen includes top of the line appliances, custom walnut cabinetry, and a disappearing pantry consistent with its sleek, modern design. Next door includes a 3BR oceanfront guest house, 2BR cottage and studio. This irreplaceable compound offers its next owner an opportunity to enjoy a spectacular lifestyle with family and friends in a magnificent oceanfront setting.
Virtual Tour
Home
2 bd
1 ba
768 sqft
$549,000
2
bd
1
ba
768
sqft
Welcome to this beautifully remodeled 2-bedroom, 1-bath home in scenic Waimanalo! Updated in 2024, this charming 768 sq ft residence sits on a generous 5,160 sq ft lot at the end of a quiet cul-de-sac. Enjoy breathtaking views of the Ko'olau mountain range right from your doorstep, offering a peaceful retreat while still close to all that Waimanalo has to offer. Don’t miss this chance to own a beautifully updated home in a stunning location! This is a leasehold property by the HHFDC (Hawaii Housing Finance & Development Corporation). The lease has been PAID OFF IN FULL until 2030. Buyers will need to apply to the HHFDC for an extension of the lease for the purpose of applying for mortgage financing.
$1.1m
Keolu Hills
1260 Loho Street, Kailua
Home
3 bd
1 ba
1,454 sqft
$1,100,000
3
bd
1
ba
1,454
sqft
Incredible opportunity to own a charming 3 BR/1 BA single family home on a quiet street in the popular neighborhood of Keolu Hills in Kailua. This home features an open concept floor plan, spacious living area, and large picture windows that provide incredible views of the Olomana and Koolau mountain ranges, as well as beautiful sunsets on a daily basis. Bonus features include a rear lanai and shed in the back of the property. Conveniently located just minutes from Enchanted Lake Shopping Center and Kailua Beach Park, this property is perfectly situated for you to enjoy that Kailua lifestyle you've been dreaming about. *Tax records do not match actual square footage.
Home
3 bd
3 ba
1,730 sqft
$3,795,000
3
bd
3
ba
1,730
sqft
Welcome to Lanikai of the past. The quiet side of the loop, away from the rental cars, the hikers and beach goers. Located in the final block of prestigious Mokulua Dr. Enjoy the beautiful beach home which was meticulously restored with classic touches of a bygone era. The home is just yards from a small secluded beach or make your way to the main beach of Lanikai. Come home from the beach and enjoy the updated kitchen with high end appliances with all the charm of 1940’s beach cottage. The home sits on a large level lot which includes a large storage shed, perfect of ocean toys, a one-car carport and a separate cottage in the back. Split AC through out cool the main home.
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