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Ohana
* Second home allowed on either a residential or an agricultural zoned property.
Surf
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10 most walkable neighborhoods in Diamond Head

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

15.98 / 20

About this neighborhood

Kapahulu neighborhood in Diamond Head has a Walkability score of 15.98, making it the most walkable neighborhood in Diamond Head.

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15.68 / 20

About this neighborhood

The Diamond Head neighborhood in Diamond Head has a Walkability score of 15.68, making it the second most walkable neighborhood in Diamond Head. It is very walkable.

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15.19 / 20

About this neighborhood

The Kaimuki neighborhood in Diamond Head has a Walkability score of 15.19. It is very walkable.

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14.21 / 20

About this neighborhood

The Wilhelmina neighborhood in Diamond Head has a Walkability score of 14.21. It is somewhat walkable.

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14.09 / 20

About this neighborhood

The Waialae Nui Vly neighborhood in Diamond Head has a Walkability score of 14.09. It is somewhat walkable.

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13.90 / 20

About this neighborhood

The Kahala Area neighborhood in Diamond Head has a Walkability score of 13.90. It is somewhat walkable.

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11.57 / 20

About this neighborhood

The Waialae Iki neighborhood in Diamond Head has a Walkability score of 11.57. It is somewhat walkable.

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11.16 / 20

About this neighborhood

The St. Louis neighborhood in Diamond Head has a Walkability score of 11.16. It is somewhat walkable.

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9

Palolo

10.22 / 20

About this neighborhood

The Palolo neighborhood in Diamond Head has a Walkability score of 10.22, making it the 9th most walkable neighborhood in Diamond Head. it is somewhat walkable.

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9.57 / 20

About this neighborhood

The Aina Haina Area neighborhood in Diamond Head has a Walkability score of 9.57, making it the 10th most walkable neighborhood in Diamond Head. it is car dependent.

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* Walkability according to the National Walkability Index
* information deemed reliable, but not guaranteed
$795k
St. Louis - Regency Park
3138 Waialae Ave unit 136, Honolulu
Condo
3 bd
1,316 sqft
$795,000
3
bd
1,316
sqft
BACK FROM THE HOLIDAY SABBATICAL AND PRICED TO SELL! Looking for a spacious condo without the new condo price? THIS UNIT IS ONE OF ONLY THREE units at Regency Park this large. This ground floor/end unit features 1,316 sf interior, a 244 sf covered lanai PLUS a courtyard area of 317 sf offers quiet and privacy. No neighbors behind you and no one peering at you from the parking lot. Both parking stalls are conveniently located near the building entrances. The primary suite includes your own bathroom, a regular and a walk-in closet. Pet friendly, 24/7 security, and lots of guest parking. Regency Park grounds include a private 2-acre park, basketball and tennis courts, BBQ area, pool, gym and more! Best news – 100% hurricane coverage in place. Smoke alarms in the unit and a PA system in every bedroom. Conveniently located near the University of Hawaii, freeway access, and Kaimuki eateries. Other fee is for bulk cable at $55/mo.
Home
5 bd
1,986 sqft
$1,160,000
5
bd
1,986
sqft
Solid, mid-century custom designed Home in the "Carlos Long" subdivision of Palolo! Property emanates a tropical Country-like feel while remaining close to the amenities & urban life of Kaimuki, Honolulu, Oahu. Only one (1) Owner, lovingly built a spacious layout containing total 5 Bdrms, 2 Baths, 2-Carport parking. Includes special features like a tatami-like area w/ Shoji-style sliding doors that can double as a workout, office/den? - you decide! Well-place Skylights enhance the LARGE living area showcasing solid Lumber, open Wood beams and high vaulted Ceilings. The foundation is a combination of Hollow Tile/Concrete, Wood "Post & Pier" style, and ample crawlspace. Lots of Built-In Cabinets, Shelves, and Closet spaces throughout plus in Master, a "Furo" style tub, His & Her Vanity/Sink spaces. Inside, natural lighting helps promote a constant, tranquil feeling with surrounding Lush green Views of Trees and Mountains that are so peaceful, one can often hear birds and nothing else! Can easily be customized for Home + Work from Home needs, Multi-Generational housing, with room to expand, futher develop. Showings by Appointment only; Please do not disturb Occupants. MAHALO!
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Home
3 bd
1,658 sqft
$3,375,000
3
bd
1,658
sqft
Location, Location. This classic, vintage inspired island residence is ideally situated just minutes from your favorite surf spot and has been lovingly cared for and beautifully maintained. Lush landscaped grounds w/ tropical palms & flowering trees welcome you into a private courtyard, setting the stage for this storybook 3-bedroom, 3-bath home rich in charm and character. An inviting open floor plan features hardwood floors and timeless architectural details including board and batten and beadboard accents, Ohia posts, and charming period glass pane windows and doors that fill the home with natural light. The kitchen offers fresh white cabinetry, stainless steel appliances, a large farmhouse sink, abundant wraparound counters, and glass door upper cabinets ideal for displaying cherished china. A rear palm lined patio provides a peaceful setting for relaxation w/ a freestanding hot tub, lounge area & BBQ space. Modern comforts include split air conditioning throughout, with the added privacy of a fully walled and gated property and open parking for 2 to 3 cars. Ideally located near ocean access, Kapiolani Park, Kaimana Beach, Waikiki, and shops & café’s along Monsarrat Avenue.
Multi-Family Home
$2,650,000
Investor's gem in the highly sought-after Kaimuki neighborhood. This rare opportunity features a generous 15,600 sq. ft. lot zoned R-3.5. The property includes a total of 12 rental units-5 studios, 6 one-bedroom units, and 1 two-bedroom unit-spread across five separate structures. Situated on a corner lot spanning from 3rd Avenue to Palima Place, across Pahoa Avenue, the property offers excellent accessibility. Utilities include 11 individual electric meters, 11 individual gas meters, and 2 water meters. Conveniently located near freeway on/off ramps, popular restaurants and businesses along Waialae Avenue and Kapahulu Avenue, Market City Shopping Center, Kapahulu Shopping Center, and Waikiki. Buyer to perform their own due diligence.
Home
7 bd
3,304 sqft
$1,250,000
7
bd
3,304
sqft
Discover a rare gem in Palolo Valley - a spacious family compound now available for the first time in nearly four decades. This expansive property boasts breathtaking views of Diamond Head and the ocean, visible even from ground level. The upper level features a 3-bedroom, 2-bathroom unit with a full kitchen and family room, offering panoramic vistas of iconic Diamond Head and the azure Pacific. Below, you'll find a similar 3-bedroom, 1.5-bathroom unit, complete with its own family room and full kitchen. Additionally, a cozy 1-bedroom apartment with a full bathroom and kitchenette provides extra living space. This versatile property presents endless possibilities. Convert it into a grand single-family residence with an Ohana unit, or seize the opportunity to build your dream home from the ground up on this coveted Palolo Valley lot. The property has had two sewer fees on the water bill since the current owners bought the home allowing for two kitchens. Explore the possibility of building two homes through a CPR. With its prime location and generous proportions, this property is perfect for those seeking a multi-generational living arrangement or a lucrative investment opportunity.
Home
3 bd
1,142 sqft
$1,200,000
3
bd
1,142
sqft
A rare find in Palolo Valley, this newly renovated home is truly worth seeing. It’s move-in ready and ideally located near Kahala Mall, UH Manoa, Waikiki, and a variety of dining and coffee options. The main level features 3 bedrooms and 1 full bath, while the basement level offers a spacious storage area with a half bath. An additional 1-bedroom suite with a full bathroom—complete with a new refrigerator and room for a potential kitchenette—provides flexibility for multigenerational living or investment use. The front yard is fully paved with parking for two vehicles, and the carport offers two additional spaces. Washer and dryer are in the backyard, with a hammock and refreshing mango-tree breeze to enjoy during laundry time
$1.18m
Aina Haina Area
730 Ahuwale Street, Honolulu
Home
3 bd
1,068 sqft
$1,180,000
3
bd
1,068
sqft
Come home and enjoy life at 730 Ahuwale St, a charming home nestled in the desirable Aina Haina neighborhood of Honolulu. This residence is ready to move in featuring 3 bedrooms / 2 bathrooms with beautiful ocean views from front desk, Photovoltaic solar panels, Hardwood flooring throughout, abundant natural light, and excellent airflow. Perfect for comfortable living or updating and expanding your taste. Situated on 8500 sq Ft lot (part hilly), the property offers ample outdoor space for gardening, relaxation, and play. Conveniently located, close to schools, shopping, local amenities, beaches, parks, and the vibrant city life of Honolulu. Priced to Sell! Do not miss out, Act now!
$495k
St. Louis - Regency Park
3138 Waialae Ave unit 330, Honolulu
Condo
2 bd
874 sqft
$495,000
2
bd
874
sqft
Well-maintained 2-bedroom, 2-bathroom condo with 2 parking spaces and in-unit washer/dryer. This meticulously cared-for unit offers a comfortable living space with added peace of mind from on-site security and guest parking. Enjoy the community amenities, including a pool, tennis court, BBQ area, recreation room, and resident manager. Conveniently located near St. Louis School, Chaminade University, the University of Hawaii at Manoa, freeway access, shops, dining, and the iconic Kaimuki neighborhood. A perfect blend of convenience, comfort, and community!
Multi-Family Home
$3,900,000
DIAMOND HEAD COTTAGES is a terrific Rental Investment. Fabulous property consisting of 4 legal full size 2 story individual homes! Each spacious home offers flexibility, privacy, comfort & easy living plus a view towards the Kapiolani Park. Located in a wonderful neighborhood near the base of Diamond Head- 3-6 min.to Kahala Mall; Kaimuki 's"Foodie" neighborhood; Culinary Inst.; Farmer's Market; Kapiolani Park; Zoo; Beach; freeway & bus access etc. Location boasts the BEST weather on Oahu-sunny blue skies & cooling trade winds. Prime high demand rentable area. Hayden has City improved sidewalks & underground utilities. Healthy rental rates, good cash flow while property appreciates! 3 Homes have 6 bedrooms 2.5+ baths and the 4th home has 5 bedrooms 2.5+ baths. Front #1 Liv Area 1,992; Unit "A" (2nd from street) Liv Area 1,792; Unit "B" (3rd from street) Liv Area 1,664; and Unit "C" (last house from street) Liv Area 1,792. Hurry this is a great BUY! Income & Exp. figures short as of Dec 2025 due to re-renting 2 of 4 units after refurb- B for $5,000 & C for $5,200. Updated Income & Exp. figures will be provided when available.
Home
4 bd
3,950 sqft
$2,300,000
4
bd
3,950
sqft
Brand new! Beautiful house completed in 2022. 4-bedrooms and 4-bathrooms PLUS 2 extra-large rooms (one of therooms has a big walk-in closet and plumbing ready to hook up - can be used as ensuite). Bright and breezy home!Easy to maintain. Pretty garden views from bedrooms. Flexible floorplan. Designed for one large family or multi-family/generation living with 3 separate entrances. Spacious 3 car garage with storage. Large driveway can park3+additional cars. Second-floor lanai offers incredible ocean, mountain, and valley views. Large lot of 22,510 squarefeet (and no back neighbors). Located at the end of a quiet street, situated in a wonderful neighborhood nearshopping, beaches, schools, and scenic spots like Kuliouou Beach Park, Kuliouou Neighborhood Park, and the RidgeTrail. Peaceful and convenient location, short drive to Koko Marina, world famous Sandy Beach, Hawaii Kai TowneCenter, and Costco!
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$1.52m
Aina Haina Area
809 Hao Street, Honolulu
Home
3 bd
1,332 sqft
$1,520,000
3
bd
1,332
sqft
One level home on a level 8,446 sq ft lot in highly sought-after Aina Haina. No stairs to climb. Approximately $250,000 in upgrades and truly move-in ready. Fresh interior paint on redwood walls, new luxury vinyl flooring, brand new kitchen with quartz countertops, new cabinetry, backsplash and stainless appliances, plus beautifully renovated bathrooms with modern finishes. Bonus studio/flex space off the kitchen and dining area with wet bar, brand new full bath, and separate entrance ideal for guests, extended family, or home office. Huge backyard with avocado and lychee trees, new vinyl fencing, and gated side access. Spacious 2-car garage with new washer and dryer. Flood Zone X. Don’t miss this opportunity to call Aina Haina home.
Home
4 bd
2,984 sqft
$2,488,000
4
bd
2,984
sqft
For the most discriminating this home shows BEAUTIFULLY! Nestled at the back of Niu Valley, this elegant home offers a perfect blend of privacy, style, and sophisticated living. Enjoy lush mountain and distant ocean views from multiple vantage points. The generous yard provides a haven for gardeners or a perfect space for outdoor entertaining and play. The home exudes style, featuring vaulted ceilings, abundant natural light, and a thoughtful layout and curated remodel inside and out. An upstairs primary suite is separate, well-appointed, offering comfort and privacy for family or guests and a spacious 2-car garage includes extra storage. The thoughtful layout includes 3 additional lower level bedrooms, with an adjacent family room and a large walk-in storage. This lovely home is move-in ready, an excellent value in the current market! Conveniently situated near beaches, parks, restaurants, shopping, schools, and hiking trails, this sought-after Niu Valley location in East Honolulu offers easy access to everything you need. Enjoy the comfort and peaceful setting of this desirable neighborhood and the refined island living this home presents.
Home
2 bd
1,433 sqft
$1,150,000
2
bd
1,433
sqft
Excellent opportunity to own in one of Honolulu’s most sought-after neighborhoods at a great price. Completely updated 2-bedroom, 2-bath home offers a functional and flexible layout, with the primary suite on the main level featuring a whirlpool tub and low-curb shower. The upper level includes a generously sized second bedroom with a walk-in closet and full bath. A spacious kitchen is highlighted by a beautiful island and quality KraftMaid cabinetry. A comprehensive 2012 remodel included updated plumbing, electrical, and dual-pane vinyl windows. Ideally located just minutes from beaches, shopping, dining, KCC, Kapi'olani Park, and more!
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Home
3 bd
2,987 sqft
$3,180,000
3
bd
2,987
sqft
An award-winning residence in the prestigious Kahala neighborhood finely constructed with attention to detail and quality. This single level home of 3-bedrooms, 2 full baths, & 2 half baths blends modern elegance with timeless Hawaiian charm, offering an easy and comfortable living experience. The chef's kitchen is equipped with Thermador and Sub-Zero appliances, custom cabinetry, and a large countertop, ideal for culinary creations and gatherings. The open-concept living spaces, high ceilings, and seamless indoor-outdoor flow, are perfect for entertaining. The level lot showcases a landscaped garden and a spacious lanai, creating a private retreat for enjoying Kahala's idyllic climate. Equipped with a fully owned PV system, central air conditioning, pre-wired speakers, and a generously sized garage. Located in the heart of Kahala, minutes from world-class beaches, Kahala Mall, Waialae Country Club, and top-rated schools, providing both tranquility and convenience.
Multi-Family Home
$1,725,000
Rarely available 9,375 sq ft lot in Kaimuki with 4 detached dwellings. One 3-bedroom 2-bath (built in 1942) and three 2-bedroom 1-bath (built in 1922 and 1944). Four electric meters and one water meter. This property offers great potential. One could live in one unit and rent out the others or explore development options for this sizable R-5 zoned lot. Close to Kahala Mall, Kaimuki Business district, restaurants, schools and public transportation. All square footage is based on the appraiser's measurements, which differs from the tax office records. Buyer and Buyer's agent are recommended to do their own due diligence to verify and confirm all information provided. Do not go onto the property without listing agent. Buyer to accept survey dated 8/7/2025, and multi-family building permit package dated 10/24/25. Rent shown is for the three 2-bedroom, main house is currently vacant. Sold "AS IS".
Home
5 bd
3,524 sqft
$2,195,000
5
bd
3,524
sqft
Beautiful multifamily home was build in 2015. Views of Diamond Head, Honolulu and the ocean. This 3524 sf home is priced to sell. Top level has 1 master bedroom with bath, 3 bedrooms and one common bathroom. Main level has kitchen, dinning room, bathroom and main living room. Lower level has a large living room area, bar and bathroom. Must come to see all the possibilities for multiple familty living.
$16.8m
Hawaii Loa Ridge
360 Puuikena Drive, Honolulu
Home
5 bd
8,795 sqft
$16,800,000
5
bd
8,795
sqft
Situated on one of the most desired lots in Hawaii Loa Ridge, Kaimana Hila o?ers complete privacy and unobstructed views of Diamond Head, the Pacific Ocean, and Honolulu’s coast from nearly every room. Designed by award-winning architect Je? Long, this residence combines resilient steel-and-concrete construction with interiors crafted by artisans known for their work on ultra-luxury yachts and couture boutiques. Exquisite details like Spinneybeck Italian leather walls, custom closets by Molteni & C Dada, and vein-matched travertine marble bathrooms showcase luxury at every turn. At its heart, a Pininfarina-designed kitchen with Snaidero cabinetry and Gaggenau appliances elevates daily living and entertaining alike. Outside, an expansive lanai with a saltwater infinity pool and hot tub, framed by lush landscaping and breathtaking views, creates a resort-style sanctuary. German-engineered hurricane shutters, a professional security system, and a gated community with 24hr security make this a true lock-and-go residence—o?ering unmatched luxury and refinement in Honolulu.
$499k
Maunalani Heights
4730 Halehoola Pl, Honolulu
Land
13.637 acres
$499,000
13.637
acres
Seller is ready to sell!! Not a level lot but it is still buildable and able to design your dream home with phenomenal views! Amazing opportunity!
$1.79m
Kahala-puupanini
4149 Malapua Place, Honolulu
Home
3 bd
1,912 sqft
$1,790,000
3
bd
1,912
sqft
This single level home is in the cul-de-sac, and it's located in the desirable Kahala-Puupanini neighborhood. The seamless flow between the kitchen, dining, and living areas creates an inviting atmosphere perfect for both daily life and entertaining. The house has several upgrades: In 2022, a new roof and garage door were installed, and the foundation received micropile reinforcement. The house also features a large walk-in shower with a furo, redwood walls, a photovoltaic system, a solar water heater, split A/C, an extra Tesla power wall and solar attic fans. The exterior of the house was painted in 2025, and the yard is fully fenced with an attractive front landscape. Ample storage throughout the house. One of the recreation rooms can be converted to a 4th bedroom. Conveniently located near bus lines, Kilauea District Park, tennis courts, schools, Kahala Mall and so much more.
$585k
Diamond Head - Diamond Head Sands
3721 Kanaina Ave unit 315, Honolulu
Condo
1 bd
537 sqft
$585,000
1
bd
537
sqft
Live where others vacation! Diamond Head Sands Unit #315 offers the perfect blend of comfort, island lifestyle, and an unbeatable location in one of Honolulu’s most sought-after neighborhoods. Just moments from iconic Diamond Head, Waikiki Beaches, and Kapiolani Park. On weekends, enjoy live entertainment at the famous Waikiki Shell or stroll to Monsarrat Avenue for popular local cafés, the farmers market at KCC, and unique boutique shopping. Everything you love about island living is right outside your door. This spacious unit features an open floor plan filled with natural light and a large lanai — ideal for morning coffee, sunset cocktails, or simply unwinding as the sky transforms from day to night. Whether you’re seeking a full-time residence, a weekend getaway, or an investment property, this unit checks all the boxes. This is more than a home — it’s your Hawai‘i lifestyle waiting to happen. One or more photos have been enhanced.
$2.4m
Aina Haina Area
953 Ailuna Street, Honolulu
Home
6 bd
3,379 sqft
$2,395,000
6
bd
3,379
sqft
Start 2026 in your own Aina Haina valley retreat. Tucked away at the end of a quiet cul-de-sac, 953 Ailuna offers privacy and tranquility while checking all the boxes: spacious first floor living, desirable neighborhood & schools, ample parking/storage, solar PV, fenced yard, and more. Set beside hundreds of acres of State Forest Preserve and surrounded by palm and mango trees, the home enjoys peaceful valley views and a true indoor-outdoor feel. The original 4-bedroom, 2-bath residence was expanded to include a two story 2-bedroom, 1.5-bath addition with a separate entrance and parking, ideal for extended family or rental income. Relax in the approximately 950 sq. ft. breezy carport or unwind on the rear covered lanai. Inside, two air-conditioned living rooms flank the updated kitchen, creating multiple gathering spaces. All rooms feature ceiling fans and split-system A/C units. An owned 17-panel (4.59 kW) solar photovoltaic system helps offset utility costs. The fenced side and rear yard provide outdoor space to entertain, garden, or enjoy with pets. Bedroom count does not match tax records. Buyer to perform their own due diligence and property to be sold "as-is".
Virtual Tour
Oceanfront
$6m  $900,000
Diamond Head
4240 Kaikoo Place, Honolulu
Home
5 bd
5,178 sqft
$5,999,000  $900,000
5
bd
5,178
sqft
A rare opportunity to own one of Diamond Head's most captivating oceanfront estates at a newly reduced rate; truly the best value Diamond Head. This Balinese-inspired masterpiece blends timeless island elegance with modern sophistication. Designed to embrace Hawaii's indoor-outdoor lifestyle, the residence opens seamlessly to panoramic ocean vistas and the rhythmic sound of the waves. This five-bedroom sanctuary showcases bespoke finishes, natural textures, and an architectural flow that evokes both serenity and grandeur. The primary suite offers breathtaking ocean views and a spa-like en-suite retreat, while a private guest apartment-complete with its own entrance-provides stunning views of Diamond Head and total privacy for family or guests. Outdoors, a private tropical oasis awaits. Surrounded by lush landscaping, the grounds feature a resort-style pool, elevated spa, fire pit, and tranquil koi pond, creating an atmosphere of peaceful indulgence. Gated and secure, yet minutes from Waikiki Beach and Diamond Head State Monument, this rare offering perfectly balances luxury, seclusion and convenience. it is the premier value in Diamond Head's pristine oceanfront enclave.
$925k
Diamond Head - Colony Surf Ltd
2895 Kalakaua Ave unit 209, Honolulu
Condo
1 bd
853 sqft
$925,000
1
bd
853
sqft
Welcome to this well-maintained 1-bedroom, 1-bath residence in the iconic Colony Surf, a classic oceanfront building at the edge of Waikiki and Diamond Head. This light and bright unit offers comfortable living areas with a bedroom separation and its own washer/dryer. While the unit does not have an ocean view, it makes up for it by being only steps away from direct beach access and the convenience of being moments from Kapiolani Park, shopping, and dining at Michel's. Perfect as a primary residence or retreat for those seeking that island lifestyle. This is a rare opportunity to own in one of Honolulu’s most sought-after landmark buildings in such a prime location. Don't miss out and live the Gold Coast lifestyle!
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