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* Second home allowed on either a residential or an agricultural zoned property.
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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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14.12 / 20

About this neighborhood

The Kalama Tract neighborhood in Kailua has a Walkability score of 14.12. 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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12.91 / 20

About this neighborhood

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

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12.90 / 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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11.57 / 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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10.12 / 20

About this neighborhood

The Waimanalo neighborhood in Kailua has a Walkability score of 10.12, 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
$825k
Aikahi Park - Aikahi Gardens
137-1 Oko St unit 901, Kailua
Townhouse
3 bd
1,307 sqft
$825,000
3
bd
1,307
sqft
Great corner unit in Aikahi Gardens now available! Aikahi Gardens is a complex conveniently located close to the Marine Base, H-3, Safeway shopping center (with a Japanese restaurant, Starbucks, a veterinarian and much more) and of course world famous Kailua Beach. This freshly painted unit has a private entrance on the Kailua side of Oko Street and two great close parking places in the shade! Features include adesirable floor plan with the primary bedroom (and a full bathroom!) on the first level opening up to the private enclosed courtyard. Upstairs are two more bedrooms and another full bathroom. The back lanai opens to large grassy area perfect for kids or just enjoying the view. A short walk away is the large sparking pool, spa - big enough to swim laps in and hours of fun for the kiddos! An open air clubhouse large enough to hold parties in is the cherry on top.
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$1.75m
Kalama Tract
661 N Kainalu Drive, Kailua
Home
3 bd
1,696 sqft
$1,750,000
3
bd
1,696
sqft
Located just moments from the white sands of Kailua Beach, this charming corner-lot home is the perfect foundation for your family’s forever retreat. Freshly painted tongue and groove walls with brand-new bedroom carpeting, this single-level residence allows you to settle in comfortably while you begin customizing and modernizing each space to your unique taste. Or embrace it and live in it as is. but whichever you decide don't miss this incredible opportunity. The home balances its original "old-world" character with oversized original windows in the bedrooms, an expansive living area with bamboo flooring and a wall of sliding doors leading out to the front courtyard. Outside, the generous corner lot offers incredible flexibility—whether you dream of building an ADU for guest, rental, or extended family or creating a lush oasis with a pool for entertaining and relaxing. Situated in an active community where walking and biking are the norm, you’ll enjoy a front-row seat to the local 4th of July parade and seamless commutes via the H-3. Being close to schools and the Kaneohe Marine Base are also convenient.
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$4.25m
Kalaheo Hillside
1110 Ilikala Pl, Kailua
Home
3 bd
3,291 sqft
$4,250,000
3
bd
3,291
sqft
Your dream waterfront Kailua residence. This hidden jewel fronting Kawainui Canal with access to the ocean offers an exceptional blend of contemporary design and Kama‘aina elegance. Architecturally designed and tastefully refreshed, this 3 bdrm, 2.5 ba residence with 3,291 sq ft of living space offers vaulted ceilings (which elevate the sense of space and natural light), fresh interior/exterior paint, vinyl plank flooring, new carpet, and an open chef’s kitchen featuring custom cabinetry, quartz countertops, and a spacious 10’ island. An expansive primary suite overlooks the pool deck with canal and majestic Ko’olau Mountain views. Designed for effortless indoor/outdoor living, there are multiple lanais along with a swimming pool—ideal for entertaining and everyday relaxation. Lush landscaping on the 14,866 sq ft lot enhances the already tranquil setting. The cul-de-sac location maximizes the already private location. An owned photovoltaic system with a net metering agreement adds energy efficiency. Just minutes from Kailua’s beaches, shopping, and dining, this home offers elevated island living in one of Oahu’s most desirable neighborhoods.
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$1.58m
Enchanted Lake
642 Papalani Street, Kailua
Home
3 bd
1,630 sqft
$1,575,000
3
bd
1,630
sqft
Feel the trade winds and enjoy easy single-level living in Kailua’s desirable Enchanted Lake neighborhood. This 3-bedroom, 2-bath home sits on a generous 7,562 sq ft level lot and features vaulted ceilings and an open, flowing layout that creates a bright and comfortable living space. Thoughtful updates include a remodeled kitchen and baths with custom cabinetry, deep drawers, pull-out pantry storage, and updated appliances. Additional improvements include upgraded 200-amp electrical service, photovoltaic system with 13 panels and net metering (2012), and a roof replaced in 2014. Fresh interior and exterior paint in 2025, new carpet, plantation shutters, and double-wall construction add to the home’s appeal. Enjoy indoor-outdoor living with a flagstone lanai and a fully fenced yard with vinyl fencing—perfect for relaxing, gardening, or gathering with family and friends. In the coveted Kaelepulu School district. Conveniently located near Kailua beaches, parks, schools, shopping, and dining, this home offers a wonderful opportunity to enjoy the Windward lifestyle.
$2.15m
Kailua Estates
214 Kakahiaka Street, Kailua
Home
4 bd
1,779 sqft
$2,150,000
4
bd
1,779
sqft
Nestled in one of Kailua’s most sought-after neighborhoods, this exceptional 4-bedroom, 2-bath residence sits on over 10,000 sq ft of land and offers the perfect blend of island elegance and everyday comfort—just moments from the beach. Thoughtfully updated, the home features a beautifully renovated kitchen with sleek quartz countertops and newly remodeled bathrooms designed with modern style in mind. Skylights throughout the home invite an abundance of natural light, creating a bright and airy ambiance. A separate living room offers a welcoming space for quiet relaxation, while the expansive family room opens seamlessly to a level, enclosed yard—ideal for entertaining, outdoor dining, and enjoying Kailua’s indoor-outdoor lifestyle. With generous space, tasteful upgrades, and an unbeatable location near the beach, this home is a rare opportunity to experience the very best of island living.
$2.59m
Kalaheo Hillside
304 Ilimano Street, Kailua
Home
8 bd
4,001 sqft
$2,585,000
8
bd
4,001
sqft
Discover the heart of Windward side living in coveted Kalaheo Hillside. This rare multigenerational sanctuary offers the perfect harmony of connection and independence, designed for a lifestyle where everyone has a place to call their own. The unique side-by-side wings (6-3 and 2-2) provide separate, private retreats for extended family or guests, while a versatile "middle" area allows the home to intuitively expand with your needs. Inside, rich wood floors in the living area and expansive light-filled primary suite create an atmosphere of warmth and modern elegance for effortless island living. Luxury vinyl plank and tile floors throughout. A private backyard oasis is built for making memories, featuring a sparkling tiled saltwater pool and breezy lanais meant for golden hour gatherings or quiet tropical nights under the stars. Perched on a prominent corner lot of a peaceful, friendly street, you are just blocks from the soft sands of Kailua’s world-class beaches. With the convenience of Aikahi Center, MCBH, and desirable schools nearby, this is more than a house—it’s a legacy. Seamless access to H-3, Kam and Likelike highways ensures your commute is as serene as your home.
$699k
Kailua Town - Gardenia Manor
333 Aoloa Street unit 306, Kailua
Condo
3 bd
1,118 sqft
$699,000
3
bd
1,118
sqft
Best deal, lowest price! 3-bedroom, 2-bath, 2-parking unit in Kailua. Newly painted interior and lanais. Enjoy Hawaii’s famous indoor-outdoor living with two private lanais, one lanai from the living room and another from the primary bedroom. Unit is in original condition, and priced for buyers to renovate/update. This single-level home offers comfortable and convenient living with amenities including pool, bbq area, recreation space, on-site resident manager, and storage locker. Located in the heart of world-famous Kailua, just minutes from the mall, dining, and shopping. Near Whole Foods, Target, restaurants, schools, Kailua District Park, Lanikai Beach, and much more!
Virtual Tour
$2.5m
Coconut Grove
451 Lanae Way, Kailua
Home
9 bd
3,120 sqft
$2,495,000
9
bd
3,120
sqft
Elegant 5-year-old home offering exceptional investment potential and flexible multigenerational living. This spacious property features a two-level main home with an attached ADU, a 2-car garage, and parking for up to 9 cars. Currently operated as a 30–90 day rental. The private ADU includes a full kitchen and living/dining area—ideal for rental income or extended family. The main home offers separate living spaces on each level. Upstairs includes the primary kitchen, great room, 2 lanais, and 4 bedrooms/2 baths (one used as an office). Downstairs features a family room with dining area, kitchenette, 3 bedrooms/1 bath, and 2 small yards with a covered lanai. The ohana provides additional privacy with its own full kitchen, great room, 2 bedrooms/1 bath, and a fenced yard. All rooms offer split A/C, ceiling fans, and large windows for natural light and breezes. Three private living areas, each with separate entrances and laundry. Fully furnished, turnkey, with five years of strong rental history. Please do not disturb tenants.
Virtual Tour
$499k
Coconut Grove - 725 Kihapai Pl
725 Kihapai Place unit A2, Kailua
Townhouse
2 bd
520 sqft
$499,000
2
bd
520
sqft
NEW LISTING!! Don’t miss this beautifully renovated and well-maintained 2 bdrm/1 bath ground-floor unit at 725 Kihapai Place in Kailua. The interior features a contemporary kitchen with sleek quartz counters, a renovated bathroom, and the convenience of 1 assigned parking stall. Breathtaking mountain views greet you right from your front door, providing a scenic backdrop to your daily routine. This ideal location is moments away from world-class beaches, parks, and an array of shopping and dining options. By pairing tasteful updates with a prime, accessible setting, this residence offers a well-situated home in the heart of the community.
Oceanfront
$2.3m
Enchanted Lake
325 Hamakua Dr, Kailua
Home
3 bd
2,042 sqft
$2,300,000
3
bd
2,042
sqft
LOCATION, LOCATION, LOCATION – NEW ENCHANTED LAKE LISTING ON THE WATER - This well maintained 3bed/2.5bath single level home is located in desirable Enchanted Lake and features a LARGE 14,756sf lot, open floorplan, high ceilings, quiet cul-de-sac, ample storage, natural lighting, multiple fruit trees, cool trade winds, very private, beautiful pool, split AC’s, large yard, & large open lanai space perfect for children, pets, and entertaining family & friends. This home is conveniently located near, Kailua Town, Kaneohe Bay, H3/Pali/Likelike, Kaneohe Marine Base, world famous Kailua Beach, Lanikai, restaurants, schools, grocery stores, parks, bus stops, beaches & more...Don’t miss this opportunity!!
$829k
Aikahi Park - Aikahi Gardens
316-3 Molo Street unit 1803, Kailua
Condo
3 bd
1,300 sqft
$829,000
3
bd
1,300
sqft
Ready to move in! This three bedroom two and a half bath town home is unique because of it's updated kitchen and bathrooms, split AC's throughout, large lanai, custom sliding door, great view from the primary, large outdoor space out both the front and back lanai's. ASSUMABLE VA loan at 2.75% with a $722k loan $3,734 mo payments. (Must have your own VA certificate) Close to K-Bay military base, Aikahi Elementary School, Safeway, Starbucks, a great sushi restaurant and more. Easy access to the H-3 which is arguably the most beautiful highway in Hawaii, leading you to the airport, Tripler, Kaiser, and other military bases. Location, low interest rate, and in the famous beach town of Kailua. Open this Saturday AND Sunday with plenty of easy parking so come on in!
Home
6 bd
2,848 sqft
$1,699,000
6
bd
2,848
sqft
Spacious 6-bedroom, 3-bath home located in the heart of Kailua. This versatile property offers a flexible layout that is ideal for extended family and multi-generational living. With generous interior space and multiple bedrooms, the home provides comfort and functionality for a variety of living arrangements. Conveniently situated just minutes from Kailua’s beautiful beaches, parks, shopping centers, restaurants, and local markets. Enjoy the relaxed island lifestyle while still having quick access to major roads for an easy commute to town or nearby communities.
$2.25m
Aikahi Park
115 Aikahi Loop, Kailua
Home
6 bd
3,031 sqft
$2,250,000
6
bd
3,031
sqft
This could be just what you've been looking for! Ideal for two family living or great rental potential. The main house is 1,765 sq. ft. with 4 bedrooms and 2 full baths. In 2004 a large addition was added with 2 bedrooms, 1.5 baths and 1,266 sq. ft. of living area plus an upstairs deck lanai. This area can be opened to the main house or used as a separate living area. It even has its own laundry room. The Sellers had it rented for $3,050/month. The main house gives you a nice open floor plan with an addition off the dining area that can be a family room or home office space. There's also an extension off the primary bedroom that creates a primary suite that opens out to the pool. There are 38 owned PV Panels too. Located on the quiet end of Aikahi Loop with easy walking distance to Aikahi Shopping Center for dining and shopping. Kailua Beach is right around the corner. This one is a rare find! It's well worth coming by to take a look!
$795k
Kailua Town - Windward Passage
322 Aoloa Street unit 505, Kailua
Condo
2 bd
964 sqft
$795,000
2
bd
964
sqft
A gorgeous, breezy light-filled space is yours with this remodeled 2 BR/2 Full BA condo in the premiere Windward Passage building. Features include a tree-top view, smooth/no-popcorn ceiling, fresh paint, new lighting & fans, & new primary bedroom carpet. Oak cabinets & granite counters with a breakfast bar, complement the expanded kitchen area. This condo has great storage & includes a separate exterior locker, as well as common spaces for surfboard, bike, & kayak storage. Building amenities are many: on-site manager, 24/7 security, pool, spa, fitness center, dog park, recreation area near pool, recreation/party room, & even tennis & pickle ball courts. The Windward Passage plumbing project is also complete, meaning new toilets, as well as new drain & supply lines, & shut-off valves for all units in building. Garage spalling project ongoing & near completion. This building is very well-maintained & already includes sprinklers & other fire safety measures. Pet friendly & the minimum rental period is 6 mo. The building is ideally located in the center of Kailua, within a mile of Kailua Beach & just a few blocks to shopping (Target/Whole Foods/Safeway etc.) & many restaurants.
Virtual Tour
Home
3 bd
1,502 sqft
$1,275,000
3
bd
1,502
sqft
Welcome to island living in the heart of Keolu Hills! This charming 3-bedroom, 2 bath home with enormous bonus room offers comfort and space. Set behind lush tropical landscaping, this home features a spacious driveway with covered carport that could also be easily used as outside living area. There is a welcoming front and side entrance. Inside, you'll find a bright and functional layout with plenty of natural light, island breezes, and new vinyl flooring. Freshly painted interior and exterior. The property sits on a generous lot with room to garden, entertain, or create your own oasis. Enjoy the convenience of being just minutes from world-famous beaches, local shops, restaurants and parks while still tucked into a residential neighborhood. Come and discover your piece of paradise in Kailua.
Virtual Tour
$1.8m
Enchanted Lake
1166 Akuila Place, Kailua
Home
3 bd
1,620 sqft
$1,800,000
3
bd
1,620
sqft
Nestled in the Enchanted Lake neighborhood of Kailua, this 3-bedroom, 2-bathroom home offers a rare opportunity to create your dream retreat. Tucked away on a cul-de-sac and backing directly onto the serene Ka'elepulu Wetland, this property offers tranquil views of Enchanted Lake. As you enter the home, you are greeted by 20ft open-beam ceilings with lake and Olomana views! The home carries timeless character while featuring subtle modern touches throughout the interior. It's the perfect canvas-move in comfortably as-is or reimagine and transform the space to reflect your own style and vision. The layout provides flexibility for family living, guests, or a home office. Outside, you will find 2 generous side yards offering endless possibilities-gardening, additional outdoor entertaining areas, or possible expansion. The large, covered back deck is ideal for relaxing or hosting while taking in peaceful lake views, with cool trade winds and natural beauty as your backdrop. Located just minutes from Kailua's world-famous beaches, shopping, and dining. This property combines location, potential, and lifestyle in one exceptional offering.
Virtual Tour
$749k
Kailua Town - Poinciana Manor
1015 Aoloa Place unit 243, Kailua
Condo
2 bd
959 sqft
$749,000
2
bd
959
sqft
The Best of Kailua Living! This thoughtfully upgraded unit w/2-bed, 2-bath & 2 covered pkg stalls offers 959 sqft of interior living space. Located on the preferred second floor, it features a rare 266 sqft partially covered lanai that faces the exterior of the complex for added privacy—perfect for relaxing, dining, or entertaining outdoors. Inside, you’ll find upgraded cabinets, countertops, smooth ceilings, durable vinyl flooring, & the convenience of an in-unit W/D. The building is fully insured, pet-friendly & offers well-kept amenities including a swimming pool, gazebo, & serene koi pond. Perfectly situated just minutes from Kailua Town, this home puts you close to Safeway, Target, boutique shops, cafés, and popular local restaurants. Kailua Beach is just over one mile away, making sunrise walks, paddling, or beach days an easy part of your routine—truly the Kailua lifestyle. Residents also enjoy practical perks such as bike & surfboard storage, guest parking, and beautifully landscaped common areas. You don't want to miss out on this one!!!
Virtual Tour
Home
3 bd
1,164 sqft
$1,460,000
3
bd
1,164
sqft
Welcome to 614 Ululani Street, an exceptional gem, rarely available & highly sought-after Olomana neighborhood of Kailua. This adorable 3-bdrm, 1.5-bath single-level home sits on a generous 7,980 sq ft lot, offering ample outdoor space & a peaceful setting just minutes from Kailua town. You’ll love coming home to this private sanctuary, with hardwood floors, freshly painted, Open concept kitchen, dining & living room create an effortless in & outdoor flow, opening to a bright, airy layout, to an expansive landscaped yard with over 260 sq ft of covered lanai space—ideal for relaxing, dining, & entertaining. Front/backyard features a beautiful variety of roses, bougainvillea, and Michelia, along with fruit trees such as passion fruit, orange, tangerine, and tamarind. A workshop/shed adds functional space for storage. Convenience is at your doorstep with a prime location near world-renowned Lanikai and Kailua beaches, the Pali Highway, Royal Hawaiian Golf Course, and numerous amenities. Close to Olomana Park, Fire station, Sunday farmers market, Kailua’s shops, grocery stores, restaurants, and beaches, schools & so much more. 1st Open House Sunday March 29, 2026.
Virtual Tour
$1.18m
Kailua Town - Ka Malanai At Kailua
437 Kailua Road unit 6108, Kailua
Condo
2 bd
1,287 sqft
$1,175,000
2
bd
1,287
sqft
Enjoy island living in this beautifully upgraded 2 bedroom, 2 bathroom condo in the heart of Kailua with 2 full size covered parking stalls. This bright, open pet-free home features central AC, stainless steel appliances, soft close cabinets, upgraded tile flooring, backsplash, pantry, under-cabinet lighting, ceiling fans, dimmers, upgraded light fixtures, custom wallpaper, and high end carpet with upgraded pad. The home is professionally decorated and furniture is negotiable.The spacious primary suite includes a large closet and spa inspired bath with a soaking tub and a separate shower. A full size washer and dryer and generous storage add convenience. Enjoy Kailua’s indoor-outdoor lifestyle on the large lanai overlooking a beautiful garden. Pet friendly community allowing up to 2 pets with no size restriction. Amenities include BBQ areas, landscaped courtyards, secure bike & board storage, guest parking, and security patrol. HOA includes Spectrum cable, internet, water, sewer, and other common expenses. Located minutes from Kailua Beach Park, Whole Foods, shops and restaurants of Kailua Town, with a convenient gate access to Target. This one is a gem. Furnishings negotiable.
$2.15m
Coconut Grove
629 Halela St unit A, Kailua
Home
5 bd
3,271 sqft
$2,150,000
5
bd
3,271
sqft
Experience modern island living in this newly constructed contemporary home in the heart of Kailua. Thoughtfully designed with soaring ceilings and an open floor plan for multi generational living. This residence blends upscale finishes with relaxed coastal style. The spacious great room and designer kitchen form the centerpiece of the home, featuring custom cabinetry, a waterfall island, and warm wood textures that elevate the space. Expansive windows and sliding doors invite natural light and ocean breezes throughout, creating an airy indoor-outdoor flow ideal for entertaining. Offering multiple living and dining areas, the layout provides flexibility for multi-generational living, guests, or remote work. The private primary suite delivers a luxurious retreat with generous volume, modern fixtures, and serene views. Additional bedrooms are well-sized with ample storage. Brand new construction. Modern design. Prime location. A rare opportunity to own a thoughtfully built home!
$1.08m
Kailua Town - Ka Malanai At Kailua
409 Kailua Road unit 7106, Kailua
Condo
2 bd
1,270 sqft
$1,075,000
2
bd
1,270
sqft
Live the best of Kailua living in this modern 2-bedroom, 2-bathroom condo with THREE parking stalls! Completed in 2017, this unit is ideally located in the heart of Kailua. Designed for comfort and convenience, this home features central AC, stainless steel appliances, and a bright open layout perfect for everyday living. The spacious primary suite offers a walk-in closet and a spa-like bathroom with a separate soaking tub, creating a true retreat. Enjoy indoor-outdoor island living on the generous lanai, ideal for morning coffee or evening unwinding. Did we mention the rare and valuable bonus of THREE assigned parking stalls?! The pet-friendly community offers exceptional amenities including secure bike, board, and kayak storage, BBQ grills and gathering tables, and multiple beautifully landscaped courtyards throughout the complex. Conveniently located just minutes from Kailua Beach Park, Kailua District Park, and all the shopping, dining, and cafés Kailua Town is known for. This is modern island living with unbeatable lifestyle and location. One or more photos have been enhanced.
Home
3 bd
1,364 sqft
$1,070,000
3
bd
1,364
sqft
Opportunity awaits in desirable Kailua! This CPR property is situated on a flag lot offering added privacy and backs up to a peaceful canal and preservation land, providing a natural backdrop and added sense of space. The home is in fair condition and presents a great opportunity for buyers, investors, or contractors looking to renovate, rebuild, or create their own vision in this sought-after location. This property is eligible under the First Look Initiative. All Owner Occupant offers will be responded to after 7 days on the market, and Investor offers will be responded to after 30 days. However, all offers can be submitted during the First Look period.
Virtual Tour
$4.35m
Koolaupoko
1251 Kainui Drive, Kailua
Home
6 bd
3,870 sqft
$4,350,000
6
bd
3,870
sqft
Discover the perfect blend of lifestyle, comfort, and value at 1251 Kainui Drive—an exceptional canal-front retreat situated along an established, palm tree-lined street in North Kailua. Fully renovated in 2026 & move-in ready, the spacious single-level main residence offers 4 beds, 3 baths, and over 3000 SF of beautifully designed living space with soaring ceilings, high-end finishes, and an effortless flow. New standing seam roof, net-metered PV & split AC. The kitchen is the heart of the home, featuring a grand island and luxurious, durable Taj Mahal quartzite countertops, ceiling-high cabinetry, premium appliances, a butler’s pantry, dedicated dining area and a charming breakfast nook. Covered and open lanais connect the living areas to landscaped grounds and a peaceful canal with ocean access—perfect for paddling from your backyard. Room to build your dream pool! A dedicated laundry room, 2-car garage, & ample storage provide everyday ease. The 2-bed, 1-bath ADU adds ~800 SF for multi-generational living, guests or rental flexibility. This desirable location is just two blocks from the beach and provides easy access to Kailua Town, top schools, and freeways for easy commuting.
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