Newest
Filters
List Map Filters Commute
Sign Up
Log In
Save search
Ask a question
Advanced filters
Lifestyle filters
Virtual Tours
Types
Price range
Beds
Baths
Square footage
Lot size
Year built
HOA fees
Listing status
Property condition
Price changes
Parking
Open House
Views
Frontage
Amenities
Land tenure
Pets allowed
Keywords
Ohana
* Second home allowed on either a residential or an agricultural zoned property.
Surf
Body Surfing
Tow-in Surfing
Near beaches
Near parks
Golf
listings found
View all

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.

See Coconut Grove homes for sale
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.

See Kailua Town homes for sale
14.08 / 20

About this neighborhood

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

See Kalama Tract homes for sale
13.01 / 20

About this neighborhood

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

See Enchanted Lake homes for sale
12.91 / 20

About this neighborhood

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

See Beachside homes for sale
12.86 / 20

About this neighborhood

The Keolu Hills neighborhood in Kailua has a Walkability score of 12.86. It is somewhat walkable.

See Keolu Hills homes for sale
11.57 / 20

About this neighborhood

The Aikahi Park neighborhood in Kailua has a Walkability score of 11.57. It is somewhat walkable.

See Aikahi Park homes for sale
11.05 / 20

About this neighborhood

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

See Lanikai homes for sale
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.

See Maunawili homes for sale
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.

See Waimanalo homes for sale
* Walkability according to the National Walkability Index
* information deemed reliable, but not guaranteed
OPEN Nov 24, 2pm-5pm
Home
3 bd
2 ba
1,096 sqft
$850,000
3
bd
2
ba
1,096
sqft
Great single family home investment opportunity with magnificent views of the majestic Ko’olau Mountains! Immaculate 3 bedroom, 1.5 bath home with workshop on a level lot for possible room to expand. This home is a great alternative to condo living! Conveniently located only 30 minutes to downtown Honolulu, and just minutes away from Olomana golf course and Kailua with great beaches, restaurants and shops.
OPEN Nov 24, 2pm-5pm
$962k
Kailua Town - Windward Cove
1020 Aoloa Place unit 409A, Kailua
Condo
3 bd
2 ba
1,240 sqft
$962,000
3
bd
2
ba
1,240
sqft
BEAUTIFUL! Desirable rarely available Windward Cove end-unit home with landscaped tropical views & lovely designer aesthetics throughout. Floor-to-ceiling windows offer premiere tropical garden views of Windward Cove's beloved palm garden & koi ponds. NEW contemporary kitchen with Samsung Bespoke Induction range & LG QuadWash dishwasher. Premium line cabinetry with under-counter lighting, Calacatta quartz countertops, champagne subway tile surround, & deluxe Kohler sink & accessories. GORGEOUS Engage Genesis commercial-grade luxury vinyl plank flooring throughout. Tumbled travertine, tile, & stone bath/vanity flooring. Freshly painted interior with coastal designer neutral palette. Expansive roof-top lanai is perfect for stargazing, al fresco dining, enjoying cool Ko'olau breezes & the romantic Kailua mahina piha (full moon nights). Relaxing water feature background sound creates a serene ambiance perfect for Kailua's world-renown beachy sense of place. 4 split AC's for year-round comfort. Bali window treatments. Enjoy your island lifestyle in this ideally situated private unit a few steps from the elevator. Close to assigned parking. Pickleball/tennis court, jet spa, pool & more!
Travel times Find a home near
where you want to go!
Add commute
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.
$1,795,000
4.458
acres
Nestled between Waimanalo and Kailua Town is the one-of-a-kind community of Olomana Heights. This association of 23 2+acre lots is coveted for its privacy, temperate climate, and great location. This exceptional 4+ acre lot is a standout even among it's neighbors. It features numerous fruit trees and a large level section with views of Mount Olomana and the surrounding mountains. Perfect to build your dream home with plenty of space for privacy, agriculture, or ranching. An absolute must see! (Currently has a reduced property tax for agriculture use that can also be applied after the home is built!)
OPEN Nov 24, 2pm-5pm
$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!
OPEN Nov 24, 2pm-5pm
$2m
Coconut Grove
723 Kahoa Drive, Kailua
Home
5 bd
3 ba
2,016 sqft
$1,995,000
5
bd
3
ba
2,016
sqft
Welcome to the Pinnacle of Island Living! Discover the ultimate retreat in this luxurious Kailua residence, fully renovated in 2024 & nestled on an exclusive 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
OPEN Nov 23, 8am-6pm
$700k
Keolu Hills
1296 Kupau Street, Kailua
Home
3 bd
2 ba
1,945 sqft
$700,000
3
bd
2
ba
1,945
sqft
Discover this Kailua gem, a charming single-level, 3-bedroom, 2-bath home that captures the relaxed island lifestyle. The open layout flows with natural light, a combination of plush carpet and refreshing engineered bamboo flooring in the hallway and two bedrooms. The spacious kitchen features an instant hot water heater and a convenient water filtration system. Upgraded with energy efficiency in mind, the home is equipped with a heat pump water heater, EV charger & 10 photovoltaic panels to help offset electric costs. One of the bathrooms includes custom, hand-painted tile accents by artist Thomas Deir, bringing a unique touch of local craftsmanship. Outside, a landscaped yard with tropical greenery surrounds the covered lanai, creating a perfect private space to unwind or entertain. From the front of the house, enjoy serene views of the lush Koolau mountains, a daily reminder of Kailua's natural beauty. Located minutes from sandy beaches, one of the most sought after kite surfing beaches in the world, local boutiques, farmers markets, grocery store and dining spots, this home offers both comfort and convenience in the cozy town of Kailua. Property sold through USAHomeBids.
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
JUST LISTED! 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. Here is your chance to own a single family home in Keolu Hills, so don't wait! This one won't last long. *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.
OPEN Nov 24, 2pm-5pm
Home
3 bd
2 ba
1,259 sqft
$1,125,000
3
bd
2
ba
1,259
sqft
If you're ready to take the next step into single-family living, this is the perfect opportunity!! For a long time, this house has been loved and lived in by the same family, who has treasured every corner of this 3-bedroom, 2-bath home nestled in Keolu Hills, Kailua. Set on a generous 7,602 sqft lot, this move-in-ready residence combines comfort with versatility, featuring an open floor plan and a bonus area for today’s dynamic lifestyle. The freshly painted exterior, new roof, and new windows, along with the beautifully refreshed interior create a welcoming atmosphere. The spacious backyard, complete with a mature Lychee tree, invites outdoor relaxation and gatherings under the gorgeous mountain views.
OPEN Nov 24, 2pm-5pm
$1.23m
Kalaheo Hillside
533 Ilimano Street unit B, Kailua
Home
2 bd
2 ba
744 sqft
$1,225,000
2
bd
2
ba
744
sqft
Welcome to your beautiful new home—just 37 steps away from your own slice of paradise! This lovely single-family house features two spacious bedrooms and two bathrooms, making it perfect for comfortable living. As you enter, you’ll be greeted by an open living area that is filled with natural light and connects beautifully to the kitchen. The kitchen offers lots of counter space and a versatile portion that converts into a desk, along with a rolling kitchen island that matches the decor, providing you with the flexibility to adapt the space to your needs. The wrap-around lanai is the ideal spot to take in breathtaking sunrise and ocean views while enjoying the tropical breeze. With vibrant tropical landscaping that features a custom water feature adding a touch of tranquility. Split AC systems, lots of custom features and convenient storage underneath the house. Perfect combination of comfort, elegance and functionality.
Virtual Tour
$1.18m
Coconut Grove
548 Kuaaina Way, Kailua
Home
2 bd
1 ba
612 sqft
$1,180,000
2
bd
1
ba
612
sqft
Come and discover this delightful 2BR/1 BA cottage with low maintenance living. Perfect for first-time homebuyers, downsizers, or those looking for a peaceful alternative to condo life. Enjoy the freedom of your own yard, perfect for gardening, pets, or entertaining, all without HOA fees or shared walls! The enclosed, spacious yard provides room to relax, play, or even expand, giving you flexibility and future potential not found in condo living. Conveniently located in Coconut Grove, it is within close proximity to all of the amenities that Kailua has to offer. This charming cottage is a must see!
Virtual Tour
$3.49m  $100,000
Waimanalo
41-051 Hinalea Street, Waimanalo
Home
11 bd
8 ba
5,704 sqft
$3,490,000  $100,000
11
bd
8
ba
5,704
sqft
Experience the epitome of island living on Hinalea Street, nestled in the highly desirable neighborhood of Waimanalo Beach Lots. Just a few houses away from the beach path, you’ll find the aquamarine waters meeting the white powder sands of Waimanalo. This gated and spacious property offers 11 bedrooms, 8 full bathrooms, and an idyllic office space, with over 5,704 square feet of living space on a sprawling 11,250 square foot lot. Embrace the stunning, unobstructed Ko’olau mountain views in this peacefully maintained residence, which can be utilized as a large muiti-family home, ideal for visitors or rental income. Square footage and actual # of beds/baths do not match current tax records.
OPEN Nov 24, 2pm-4pm
$875k
Kailua Town - Windward Passage
322 Aoloa Street unit 1107, Kailua
Condo
2 bd
2 ba
964 sqft
$875,000
2
bd
2
ba
964
sqft
Welcome home to your tropical oasis This exquisite high-rise condo offers an unparalleled blend of luxury and convenience. At almost 1000 sq ft, this residence features a spacious primary bedroom, a second bedroom currently used as a sitting room, and two beautifully renovated bathrooms, including a primary ensuite with a separate shower. The condo features a contemporary living space enhanced by floor-to-ceiling windows that fill the home with natural light and provide breathtaking ocean views. The open layout seamlessly connects the living area to a modern, fully renovated kitchen and dining area, perfect for entertaining or enjoying a quiet evening at home. Stylish new luxury vinyl floors add a touch of simple, functional elegance throughout. Relax on your private lanai, where you can appreciate the expansive ocean views and gentle Windward trade winds. This condo provides a wealth of hotel tier amenities, including a large pool, private saunas and locker rooms, a beautiful club house and more. Stay active with a great gym, tennis and racquetball courts, or enjoy a barbecue in the common outdoor space. Plus, shopping, restaurants, and world class beaches are all just steps away!
$975k
Coconut Grove
631 Punaa St, Kailua
Home
3 bd
1 ba
936 sqft
$975,000
3
bd
1
ba
936
sqft
Classic Island home in Coconut Grove, Kailua. This 3 bedroom 1 bath house has a new Vinyl fence, fresh sod, Landscaping and sprinkler system. Minutes from Kailua Beach, Kailua town, Shopping and restaurants. Priced to sell; with tons of potential.
Virtual Tour
OPEN Nov 24, 2pm-5pm
$820k
Kailua Town - Windward Harbour
1030 Aoloa Place unit 110B, Kailua
Condo
3 bd
2 ba
1,200 sqft
$820,000
3
bd
2
ba
1,200
sqft
Serene, private and very pretty ... this 3-bedroom, 2-bath lagoon front condo in Windward Harbor boasts 1,200 square feet with 2 secure covered parking stalls. We are bright and airy, freshly painted, bamboo flooring, featuring large windows, tall ceilings and a spacious lanai that provides tranquil views of the lush lagoon and cascading waterfall that encircle the building—a perfect spot to relax and unwind. The primary bedroom w ensuite bath features travertine flooring, stone countertops, and a new white subway tiled shower enclosure. Great layout design, including a full size washer and dryer, and the primary bedroom is away from the guest rooms for more privacy. Residents enjoy a host of amenities, tennis. pool, jacuzzi, sauna, BBQ area, and recreation spaces, creating an active and enjoyable community atmosphere. Located in the heart of Kailua Town, this condo is just steps from a variety of shops, restaurants, and conveniences such as Target and Whole Foods. Plus, the famous Kailua Beach is only moments away, offering some of the best swimming and ocean activities along pristine white sands. Experience the best of Kailua living—schedule your tour today!
OPEN Nov 24, 9am-5pm
Land
0.124 acres
$1,020,000
0.124
acres
Rarely available ... level lot with pleasant views in Kailua. Build your dream home on this one of a kind, level lot of 5,403 sq. ft. on an improved cul-de-sac location in coveted Enchanted Lakes. This highly desirable neighborhood has underground wiring, wide streets, and conveniently located near Kailua town with great dining, shopping and all the conveniences as well as having Lanikai and Kailua beach minutes away. Don't miss out!
$575k
Kailua Town - Windward Passage
322 Aoloa Street unit 1708, Kailua
Condo
1 bd
1 ba
737 sqft
$575,000
1
bd
1
ba
737
sqft
Welcome to your new retreat at Windward Passage! This 1-bedroom, 1-bathroom condo offers 737 square feet of comfort, with breathtaking panoramic Ko'olau Mountain views. Enjoy the convenience of this fantastic location, close to Kailua town shopping, restaurants and iconic Kailua beach! On site resident manager, 24-hr security, in-unit washer/dryer & surfboard/bike storage. This building has it all and is pet friendly with a dog run! Dive into the pool, unwind in the hot tub, or workout in the fitness center, complete with sauna. With parking and a storage unit included, this home has everything you need for a relaxed lifestyle. Seize the opportunity to own in this prestigious building at an unbelievable value! Located on the 17th floor, this spacious one-bedroom unit offers unparalleled views over Enchanted Lake and the stunning Ko'olau Mountain Range. As an added bonus, the seller is offering a $20,000 buyer credit towards the current assessment, making this an even more enticing offer. Don't miss your chance to experience the breathtaking views & Island lifestyle this exceptional home provides!
$2.39m
Kalama Tract
174 Hauoli Street, Kailua
Home
4 bd
2 ba
1,513 sqft
$2,390,000
4
bd
2
ba
1,513
sqft
Welcome to a newly renovated home a block to Kalama Beach Park located in a highly desirable neighborhood of Kalama Tract. This one story home with vaulted ceilings boast 4 bedrooms, 2 baths and a bonus room that can be used as an office/den, yoga/exercise room or an art studio. Other features include shaker cabinets, quartz countertops, stainless steel appliances, beverage fridge, pantry, tile & LVP flooring, ceiling fans, split AC, soaker tub and updated electrical & plumbing. Primary bedroom with sliding door opens out to a large brand new hot tub where you can enjoy private time to unwind & relax or spend time with family and friends. The expansive and spacious outdoor area provides many possibilities for creating your ideal outdoor oasis, great for barbeque and entertainment and a large space to build a pool, fully fenced yard with tropical landscaping. Possible eligible for private membership in Kalama Beach Club. Large 2 car carport for vehicles and yard boat storage with extra parking. Outdoor shower to rinse off after a fun day at the beach. Minutes away to Buzz's steak house, Kalapawai Market, Target, Whole Foods, schools, parks, golf course, eateries and shops.
Home
7 bd
4 ba
3,556 sqft
$1,683,000
7
bd
4
ba
3,556
sqft
Discover this spacious 7-bedroom, 4-bath home in the desirable Olomana neighborhood. With ample living space for families or guests, this residence is perfect for your needs. It's conveniently located just minutes from Kailua Town, Castle Hospital, and highway access, making commuting a breeze.
1 – 23 of 106 homes for sale
  1. Hawaii
  2. Oahu
  3. Kailua
Save search
Ask a question
Back to search
Share
What is your destination?
1 of 3
Maximum time to your destination
15 min
2 of 3
How do you want to get there?
3 of 3