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

The best schools in Diamond Head

Top Diamond Head schools

School filters

GreatSchools rating
0
School ratings provided by Greatschools.org © 2023. All rights reserved.
Oceanfront
Home
11 bd
10,047 sqft
$55,000,000
11
bd
10,047
sqft
Located on Diamond Head Road, Ho‘oluana Estate is one of Honolulu’s last remaining legacy estate-sized properties, spanning over two acres across two adjacent parcels. Zoned R-7.5 and encompassing nearly 89,120 square feet, the estate features two residences and an open lot, offering sweeping ocean views, beachfront access, and exceptional flexibility for development or preservation. Perfectly positioned between Kahala and Waikiki, this property combines luxury, tranquility, and proximity to world-class surfing, shopping, dining, golf, hiking, and more. Offered as a singular acquisition under TMKs 1-3-1-039-042-0000 and 1-3-1-039-005-0000, Ho‘oluana Estate presents a rare opportunity to establish a landmark estate in one of Honolulu’s most prestigious locations. Property details may not match tax records. Last four digits of the listing TMK do not exist, these are used only for MLS entry purposes.
Oceanfront
Home
6 bd
3,834 sqft
$12,000,000
6
bd
3,834
sqft
Exceptional Beachfront Luxury on Honolulu’s Iconic Diamond Head! A rare gem on one of Honolulu’s most coveted stretches of beach, this stunning beachfront estate offers an unparalleled lifestyle. Nestled on the prestigious Diamond Head coastline, this exquisite residence sits directly on a pristine white sand beach with crystal-clear waters perfect for snorkeling and a variety of ocean activities. This turnkey home is a true Kama'aina re-treat, offering a balance of comfort and coastal beauty. The property boasts a meticulously manicured lawn, lush tropical landscaping, and an elevated private yard that ensures both serenity and seclusion. Gated entryways provide ultimate privacy and security, making this an ideal retreat. This rare opportunity is exclusively available for purchase either in conjunction with the neighboring property at 3735 Diamond Head Road OR after the larger estate has sold.
Virtual Tour
Oceanfront
$2.2m
Diamond Head - Colony Surf Ltd
2895 Kalakaua Ave unit 302, Honolulu
Condo
1 bd
853 sqft
$2,200,000
1
bd
853
sqft
Oceanfront Living at the Colony Surf on Oahu’s Gold Coast! Rarely available, desired low floor direct oceanfront 1 bedroom residence captures sweeping views of the turquoise Pacific, golden sandy beaches, swaying palms, sailboat regattas, dazzling fireworks, & iconic Waikiki. Fully renovated unit includes high quality white cabinets, white quartzite countertops, stainless steel Samsung appliances, chef's gas stove, built in microwave, wood style vinyl flooring, 2 ceiling fans, extra storage, and more! Popcorn ceiling has been removed. The elegant Colony Surf offers a refined marble lobby, secure entry, & home to the world-class restaurant, Michel’s at Colony Surf. Step directly onto one of the Gold Coast’s premier sandy swimming & surfing beaches, with the prestigious Outrigger Canoe Club & Kaimana Beach just steps away. Across the street, enjoy the open expanse of Kapiolani Park, Honolulu’s 300-acre recreation haven with walking paths, tennis, pickleball, exercise areas, & picnic spots. Stroll to Diamond Head, Waikiki Aquarium, Honolulu Zoo, & outdoor concerts at the Waikiki Shell. 1 assigned parking. Maintenance fee covers electricity, cable, internet, gas, water, & sewer.
Virtual Tour
Home
5 bd
3,990 sqft
$2,995,000
5
bd
3,990
sqft
EXCEPTIONAL VALUE—Listed below tax assessment! Experience stunning unobstructed and panoramic ocean, Koko Head/Koko Crater and coastline views from this meticulously maintained 5 bdrm/4.5 bath executive style residence in the highly desirable Kahala Kua gated community. Situated on an over 11,200 sq. ft. RIM LOT at the end of a quiet cul-de-sac, this property offers nearly 4,000 sq. ft. of refined interior living space – an exceptional value for its size and location. Features include soaring ceilings, koa hardwood floors, and a gourmet kitchen equipped with custom cabinetry, granite counters and Thermador, Subzero and Wolf appliances. The bathrooms are elegantly designed with Italian and Spanish marble slab shower surrounds. Multiple lanais capture cool breezes and create seamless indoor/outdoor living—perfect for entertaining or quiet relaxation. The versatile layout includes an in-law’s quarters with private entrance, ideal for multi-generational living. Plus, an additional 800 sq. ft. of expansion potential offers flexibility for future growth. Near beaches, parks, and Kahala Mall. Must see to appreciate! Call agent for details.
Land
3.980 acres
$985,000
3.980
acres
Rarely available 3.98-acre parcel on La'i road in Palolo, minutes from the freeway, Kahala Mall, beaches, restaurants, schools, and more. Featuring panoramic ocean and mountain views, this special property provides the opportunity to build your dream home (Zoned P-1 with an allowable 5,000 square foot home). This parcel offers the convenience of town living while affording privacy and the quiet of the country. Located on a private lane in the back of Palolo Valley
Home
6 bd
3,662 sqft
$4,198,000
6
bd
3,662
sqft
Nestled on a quieter street in one of the most sought after neighborhood in Honolulu, this Kahala mini oasis awaits you. Gated and private, this multi-level, spacious, upgraded home is perfect for a growing number of occupants. Inviting kitchen and free flowing floor plan with two living rooms and dinning room open to the back yard indoor / outdoor living and perfect for entertaining. There are five bedrooms all located on the upper levels. There is an attached 1br/1ba guest room complete with a wet bar which is perfect for visiting guests. Relax around or in the pool and hot tub. The manmade cascading waterfall creates a tranquil ambiance, allowing your mind to unwind and your senses to rejuvenate. Amidst the lush greenery and soft rustle of leaves, the waterfalls' melody offers a perfect backdrop for moments of peace and reflection. The oversized two car garage offers extra storage space. A must see.
$739k
Waialae Nui Vly - Tropic Gardens 1
1457 Hunakai Street unit 1, Honolulu
Townhouse
3 bd
1,010 sqft
$739,000
3
bd
1,010
sqft
Don't miss this rare opportunity to own a single-level 3 bedroom, 2 bath townhouse with a nice open courtyard that is fully fenced-in in the desirable Tropic Gardens community in Waialae Nui Valley. This spacious coenr-end unit offers added privacy and natural light, with a prime location at the intersetion of Kilauea Avenue and Hunakai Street - right acorss from Wilson Elementary School. Freshly painted and beautifully remodeled in 2018 with laminate flooring in living room and carpeting in bedrooms, the home features an open-concept layout, updated kitchen and bathrooms. You have a front door entrance is from Kilauea Avenue and back door off Hunakai Street with your parking stall conveniently at your door step. Enjoy the convenience of single-level living with no stairs, and a well-maintained complex and community pool. Minutes from Kahala Mall, restaurants, shopping, supermarkets and beaches - this is island living at its best! Shown by appointments. Move in before the Holiday Season!
Virtual Tour
Land
0.087 acres
$999,999
0.087
acres
Rare Corner Lot in Kuliouou – Canal Front, Ocean & Mountain Views Don’t miss this incredible opportunity to own a prime corner lot in the highly desirable Kuliouou neighborhood. This property boasts canal frontage, with stunning ocean and mountain views in a peaceful, residential setting. Located just a short walk to Kuliouou Beach Park, enjoy paddleboarding, fishing, or relaxing by the water. This lot offers privacy, flexibility in design, and easy access to Hawaii Kai shopping, dining, and schools. A perfect site to build your dream home in paradise!
Oceanfront
$2m
Diamond Head - Tahitienne Inc
2999 Kalakaua Ave unit 704, Honolulu
Condo
2 bd
870 sqft
$1,995,000
2
bd
870
sqft
Sleek, modern, spectacular! Exquisitely renovated Gold Coast oceanfront apartment at the foot of Diamond Head – Designed by noted Houston architect, William Taylor – it features a custom Poggenpohl Kitchen, designer lighting, bespoke cabinetry with maximum storage, and a clean, minimalist look. Central AC, marble flooring throughout, new Fleetwood doors and windows. Embrace sun, surf, and paddling & leisurely walks in Kapiolani Park at the quiet edge of Waikiki.
$639k
Waialae Nui Vly - Tropic Gardens 1
4212 Keanu Street unit 1, Honolulu
Townhouse
2 bd
1,032 sqft
$639,000
2
bd
1,032
sqft
Remodeled end unit that has been completely re-done by a licensed contractor with new appliances, new flooring, new bathroom toilet and fixtures, new kitchen and much more. Located in recently completed Phase 1 with new roof, exterior painting, sewer replacements, new landscaping, repaved parking lot and much more. Located close to Kahala Mall, Ku'ono market Place, YMCA, school, church and bus stop. Short walk to street parking.
$2.59m  $160,000
Waialae Nui Rdge
1974 Halekoa Drive, Honolulu
Home
4 bd
2,000 sqft
$2,590,000  $160,000
4
bd
2,000
sqft
HUGE PRICE DROP! Newly remodeled, this stunning pool house blends contemporary style with the comfort of island living. Featuring modern finishes throughout, brand-new stainless steel appliances, and sleek vinyl flooring, every detail has been thoughtfully upgraded. Energy efficiency is a highlight with 22 owned solar photovoltaic (PV) panels + battery back up system, helping to keep utility costs low. Enjoy the privacy and security of your expansive gated driveway leading to a detached garage, and take full advantage of the large pool and spacious lanai—perfect for entertaining friends and family while showcasing breathtaking views of Diamond Head and East Oahu. The spacious primary bedroom offers a peaceful retreat with its own walk-in closet, adding both comfort and convenience. The home also features a large guest bedroom downstairs that can be used as a large gym, office, or potential rental. Located just 10 minutes from Kahala and 15 minutes from Waikiki and Downtown Honolulu, this home offers easy access to shopping, dining, beaches, and more. Don’t miss your chance to own a move-in ready gem in a prime location!
$1.8m  $200,000
Wilhelmina
1603-D Paula Drive, Honolulu
Home
5 bd
2,552 sqft
$1,800,000  $200,000
5
bd
2,552
sqft
Rarely available Kahala Heights multi-level home with sparkling ocean, golf course, and mountain views! Private perimeter location with lush native Hawaiian landscaping! Solidly constructed 5 bedroom, 2.5 bath home creatively designed for tradewind cooled rooms and remarkable view planes! Perfect for multi-generational or extended family opportunities! Offered at $200,000 below appraisal! Cancelled OPEN HOUSE for Sunday, December 7, 2025. Resident is under the weather so NO OPEN HOUSE today!
$575k  $34,000
Waialae Nui Vly - Tropic Gardens 1
4206 Keanu Street unit 2, Honolulu
Condo
2 bd
1,032 sqft
$575,000  $34,000
2
bd
1,032
sqft
Back on the market. Common area and exterior building renovations are fully completed in this cluster of units. Phase 1 is done! The grass is green, the foliage is filling in nicely, the new roof/gutters, exterior paint, new walkways, and newly paved & striped stalls of the parking lot are complete. The inviting lap pool is only yards away. Prime shopping @ Kahala Mall & Foodland Farms is within walking distance. The public school district for this neighborhood is one of the most desirable on the island. Priced-to-sell...
$4.6m  $101,000
Kahala Area
4745 Aukai Ave, Honolulu
Multi-Family Home
$4,599,000  $101,000
Tennis anyone? Calling all tennis and pickleball enthusiasts because a lighted regulation sized tennis court with a backboard that was resurfaced in 2024 awaits you! Experience the ultimate island lifestyle in this one-of-a-kind 4 bed, 5.5 bath estate tucked away in prestigious Kahala. Spanning 3,704 sqft on an expansive 16,421 sq ft lot, this custom home blends artistic design with island charm-offering a private retreat just minutes from world-class beaches and Honolulu amenities. Imagine having the capability of hosting your very own private tennis or pickle ball matches between family and friends! Step inside to discover soaring open-beam ceilings, a skylit great room, and a show-stopping kitchen with curved aqua cabinetry, sleek finishes, and vintage-inspired appliances. Every detail-from the handcrafted vessel sinks to the bold wallpapered powder room tells a story of style and personality. Outdoors, your personal oasis awaits: relaxing pool, tropical landscaping, a pond and multiple entertaining areas make this home a rare find for both active living and serene relaxation. A truly special property with resort-level amenities, tropical whimsy, and timeless Kahala prestige.
Home
7 bd
3,304 sqft
$1,350,000
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. With its prime location and generous proportions, this property is perfect for those seeking a multi-generational living arrangement or a lucrative investment opportunity.
Virtual Tour
Home
4 bd
2,176 sqft
$2,200,000
4
bd
2,176
sqft
Private Kahala Retreat - Versatile 2-Home Property on a Flag Lot. Rare opportunity in prestigious Kahala! This private flag lot at the end of a quiet cul-de-sac offers exceptional flexibility and charm. The property features two connected homes: a classic 2-bed, 1-bath single-wall home (1951, slab on grade, approx. 974 SqFt) and a spacious 2-bed, 2-bath double-wall addition (1985, post and pier, 9' ceilings, approx. 1,304 SqFt). Use as one large 4-bed home or live in one and rent the other or add an ADU. The large, level lot feels peaceful and secure - perfect for pets, kids, or simply enjoying quiet island living. Owned by the original family since 1951, with updated 200-amp underground electrical, updated main water line, and a short sewer run to the main is a plus! Prime location just minutes from Kahala Mall, schools, parks, dining, freeway access, and more. A truly versatile property in one of Honolulu's most sought-after neighborhoods. Ideal for those seeking flexibility, potential, and a quiet place to call home.
Virtual Tour
Oceanfront
$6.5m
Diamond Head - 3003 Kalakaua
3003 Kalakaua Ave unit 5B, Honolulu
Condo
2 bd
1,984 sqft
$6,500,000
2
bd
1,984
sqft
Direct oceanfront! Luxuriously upgraded corner apt., with 2 bedms, walk in closet, 2 baths, large media room plus a spacious home office. There are just 2 apts per floor in this highly sought-after boutique building on Honolulu’s Gold Coast. Interior design and renovation by Philpotts Interiors. Custom built-ins and quality finishes throughout. Ocean and sunset views from large lanai & living areas. Diamond Head views from bedrooms. Each apt. has its own semi-private elevator foyer. Two assigned covered parking in gated garage, and 14 guest parking spaces. Pet friendly building. Onsite Resident Manager. Secured Entrance with video call up. Beautifully appointed lobby area. Spacious and turnkey for the most discriminating buyers!
Virtual Tour
Oceanfront
$3.68m
Paiko Lagoon
218 Paiko Drive, Honolulu
Home
5 bd
1,636 sqft
$3,680,000
5
bd
1,636
sqft
Every day brings a new adventure on Paiko Peninsula with paddling, swimming, snorkeling, surfing or kayaking. Or simply sway in a hammock under the palms as the trade winds carry your worries away! Host unforgettable sunset gatherings by the sand, or picnic beneath the beloved climbing tree. This charming 1929 beach home effortlessly blends vintage character with relaxed island living. A true gem with 5 bedrooms, a spacious yard, and timeless curb appeal, combined with the economic practicality of 20 owned PV panels and a plug-in charger. This enchanting beachfront retreat is tucked into a quiet, sandy peninsula; away from the hubbub of Kalanianaole Highway, yet close to town amenities. Find calm waters and sand bars on the inside, excellent surf on the outside. Watch turtles and fish glide along the reef’s edge, spot whales breaching beyond in the distance and paddle out to some of the best uncrowded surf spots the South Shore offers. From sunrise to sunset, the views are divine. This is more than simply a home; this is a rare and magical place!
$4.4m  $205,000
Kahala Area
4498 Pahoa Ave, Honolulu
Home
3 bd
2,783 sqft
$4,395,000  $205,000
3
bd
2,783
sqft
Alternative to Condo Living ... offering an easy, comfortable, luxurious low maintenance lifestyle...no waiting in elevators, no hallways .. Drive in to your own garage and walk straight in to the privacy of your home ... Modern Island Sanctuary in the heart of Kahala...single level home with very open floor plan ..living, dining, kitchen, primary bedrooms all opening out to the swimming pool and lush manicured landscaping .. vaulted ceilings with wood trim, skylights and lots of glass to let in the natural light, exquisite coral stone throughout the home enhance the architecture, sophisticated chef's kitchen with high end appliances ... innovative revolving glass doors from living room looking out to the pool with waterfalls and indoor water feature...seamless indoor/outdoor flow. Fully walled in offering complete privacy. An easy home to maintain ... lock up and go ... American Institute of Architects Honolulu award winning design .. Minutes to Kahala Mall and Kahala Beach ...
Oceanfront
$175k
Diamond Head - Diamond Head Bch Hotel
2947 Kalakaua Ave unit 302, Honolulu
Condo
373 sqft
$175,000
373
sqft
OCEAN FRONT ~ GOLD COAST Diamond Head Beach Hotel & Residence is the only building on the Gold Coast that offers legal vacation rentals. Great rental income potential and enjoy the condo amenities at your leisure. Currently owner-managed on vacation rental platforms with the option to use the on-site Hotel Management with front desk operations. Enjoy the beautiful ocean front tropical landscaped grassy lawn. Direct access to the ocean for swimming and sporting. Sans Souci is near-by for beach activities with life-guard. Kapiolani park offers community tennis/pickle ball courts and events. Elk's and Outrigger Canoe Club are next-door along with the Waikiki Aquarium and fine dining. Diamond Head is close enough to enjoy all of Waikiki yet is more of a serene neighborhood embraced with the spirit of Aloha. Plenty of street parking free/metered is available and also gated garage parking (fee). Security guard on-site nightly, FOB gated access, security cameras and fire sprinklers. Showings by appointment subject to bookings. This is a Lease-Hold property, contact Listing Agent for more information. ~Mahalo
Virtual Tour
$1.9m
Waialae Nui Rdge
1358 Makaikoa Street, Honolulu
Home
3 bd
1,236 sqft
$1,900,000
3
bd
1,236
sqft
~ Hale Pepe is a rare find in Waialae Nui ~ Located right above Kahala, this fully remodeled 3BR/2BA home offers OCEAN VIEWS, 3 LANAIS for seamless indoor-outdoor living, and a PRIVATE ELEVATOR for convenience. Relax in your HOT TUB surrounded by lush landscaping, or cook in the chef’s kitchen designed for entertaining. Located just moments from Kahala Mall, restaurants, parks, and schools, this hillside retreat checks every box. - Private showings only.
Virtual Tour
Oceanfront
$6.7m  $200,000
Diamond Head - 3003 Kalakaua
3003 Kalakaua Ave unit 5A, Honolulu
Condo
2 bd
1,984 sqft
$6,700,000  $200,000
2
bd
1,984
sqft
Experience luxurious coastal living in this beautifully renovated oceanfront unit with breathtaking ocean views and the soothing sound of waves. Enjoy sunsets each evening and Honolulu’s city lights by night—all from home. The open layout enhances airflow, bringing the ocean breeze into every room. Each space offers an ocean or Diamond Head view. Two mountain-facing bedrooms provide peaceful Diamond Head vistas. A spacious middle den has a closet, adding flexibility. Newly installed sliding glass doors offer seamless indoor-outdoor living and quiet when closed. The kitchen features a pantry and ample storage. The spa-style bath includes a deep soaking tub with an ocean view and a separate shower. This elegant home blends comfort, thoughtful design, and a prime oceanfront location for exceptional island living.
$450k  $25,000
Kapahulu - Hale Hana
3410 Leahi Ave unit 205, Honolulu
Condo
2 bd
654 sqft
$450,000  $25,000
2
bd
654
sqft
PET FRIENDLY with no direct back neighbor! Hale Hana, a stone's throw away from Waikiki, offers the ideal blend of comfort and convenience. Upgrades to the unit include: Fresh paint, ceramic tile flooring, & refinished counter tops. Sit back and relax from the comfort of your spacious covered lanai. Conveniently located minutes away from Waikiki Beach, Kapiolani Park, Ala Wai Golf Course, Restaurants, Gas Stations, and much more.
$2.88m
Diamond Head - Queens Court At Kapiolani
2929 Poni Moi Road unit 4, Honolulu
Condo
3 bd
2,090 sqft
$2,880,000
3
bd
2,090
sqft
Located on the tranquil slope of Diamond Head across from La Pietra, Kapiolani Park and the Gold Coast beaches is this rarely available 3 bedroom, 2.5 bath multi-level townhome. Uniquely designed, and 1 of only 4 in the complex, this unit has preferable placement, set back from the public road. Enjoy the spaciousness of the living room, primary bedroom suite, and the overall layout of the home, which facilitates light and air throughout. The primary suite boasts a balcony with double doors, a built-in window lounge, a custom shower, a walk-in closet, and a private office. The living room extends to the covered patio and features floor-to-ceiling windows on two sides, capturing views of lush landscaping and some azure ocean. There is indoor outdoor living for al fresco dining, relaxing, and entertaining on the large decks and screened in patio. The attached 2-car garage has four spacious storage closets, and there is adjacent guest parking. This townhome has the feel of a single-family residence and the gorgeous yard is taken care of for you. This is your opportunity to reimagine this home with your personal touch. A wonderful value in one of Hawaii's most desirable neighborhoods.
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