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Diamond Head homes

16 homes for sale

Virtual Tour
Home
3 bd
3,278 sqft
$6,800,000
3
bd
3,278
sqft
This three-story, fairy tale of a home, is your dream come true! Divinely placed on the slopes of Diamond Head, this luxurious, custom built, real life fantasy home, overflows with 3,200 square feet of gorgeous living space; with an additional 745 square feet of purposeful, covered lanai areas. The unforgettable finishes throughout the home, will have you living like royalty with the featured high ceilings to the heavens, and thoughtful layout on every floor. You won’t be able to ignore the newly installed engineered, wood flooring, the newly installed carpet, and you’ll be magnetized by the presentation of the newly painted, interior and exterior. Custom cabinetry made from mahogany wood, teak, and koa, partners perfectly with the home’s gourmet kitchen featuring top-of-the-line appliances, and ample counter space. You may feel the need to pinch yourself because of the options you’ll have to enjoy the majestic Pacific Ocean sunsets and views from your private office, or your panoramic outdoor terrace, or from your refreshing pool or hot tub. This is an extraordinary dwelling that redefines luxury, comfort, and convenience, in Honolulu's most exquisite neighborhood.
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.
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Virtual Tour
Oceanfront
$37.5m
Diamond Head
4324 Kaikoo Pl, Honolulu
Home
5 bd
21,266 sqft
$37,500,000
5
bd
21,266
sqft
The Hemmeter Estate is a rare, oceanfront estate located at the end of Kaikoo Place on Black Point. Featuring an extraordinary 339.45 linear feet of ocean frontage, this property offers one of the most expansive coastal settings in Hawaii, with exceptional frontage in the heart of Kaikoo. Blending Hawaiian natural elements with European Renaissance–inspired design, the residence showcases exceptional craftsmanship throughout. Set on 35,870 sq ft of land, the estate offers approximately 21,266 sq ft of interior living, complemented by extensive covered and open lanais ideal for entertaining. Highlights include cast-bronze entry doors, coffered Venetian-inspired ceilings, Italian perlato marble staircases and flooring, carved and finished on-site, a two-story oceanfront living room, and refined Art Deco bronze detailing. Amenities include a private theater, library, entertaining lounge, and grotto pool. The expansive primary suite spans nearly 5,000 sq ft and features dual dressing rooms, a fitness area, and sweeping coastline views. The Hemmeter Estate is an irreplaceable oceanfront estate distinguished by scale, privacy, and architectural significance.
$3.33m
Diamond Head
4316 Papu Circle, Honolulu
Home
4 bd
2,300 sqft
$3,330,000
4
bd
2,300
sqft
Newly renovated! Spacious, single-level, indoor-outdoor Hawaiian-style home featuring manicured garden, Japanese tile roof and interior walls of teak and koa wood. This Papu Circle home offers 4 bedrooms and 3 baths. There is a luxurious open chef's kitchen, generous living room with magnificent Koolau Mountain and Diamond Head views from a large living room picture window, dining room, family room with enclosed lanai. Recent upgrades of $300K+ include new windows, new kitchen, new bathrooms, 5 new split A/C units, fresh interior paint, new ceiling fans, new kitchen, bathroom and enclosed lanai flooring, and new vinyl fence. Ideally located near the world-famous Shangri La estate and minutes from Diamond Head Beach, famous surf spots, Cromwell’s Beach, Triangle Park, Kapiolani Park, Outrigger Canoe Club, and Waikiki. Enjoy an enchanting blend of privacy and convenience in this beautifully refreshed island retreat, fully fenced/gated. *Roof tiles were specially ordered from Japan and installed by Japanese craftsmen. Actual interior square footage may differ from tax office information.
Home
4 bd
4,832 sqft
$6,380,000
4
bd
4,832
sqft
Enjoy a luxury island lifestyle in this gorgeous Diamond Head residence on Kaimanahila St! Built in 2014, this spacious home offers a thoughtful floor plan of 4 bdrm & 5.5 ba, split A/C, smart-house system & 2-car garage. The main floor features the living rm wi/double height ceilings, fam/media rm, den/library, kitchen & large ensuite bdrm w/2 walk-in closet, living & dining areas open out to a large covered lanai, swimming pool, hot tub, outdoor cabana. High ceilings & expansive windows fill this hm w/natural light, creating a seamless indoor-outdoor flow. A gourmet kitchen offers top-of-the-line appliances, including Sub Zero, Wolf & Studio Becker cabinets. The 2nd floor features a sitting/fam rm opens out to a large lanai w/gorgeous DH & MT vws, a primary suite w/a generously sized walk-in closet & a huge storage rm, lanai & ocn vw, plus 2-ensuite bdrm. There is plenty of rm for fam, friends & flexible living! Located minutes from world-famous beaches, surf spots, Cromwell's Beach, Shangri La Estate, Triangle Park, Kapiolani Park, Waikiki, dining, shopping & outdoor activities. This is a rare opportunity to own a contemporary hm in one of Hawaii’s most beautiful neighborhoods.
Virtual Tour
Home
2 bd
1,378 sqft
$3,300,000
2
bd
1,378
sqft
Step into this historic Kamaaina home that has been upgraded and remodeled. Located on the Gold Coast of Honolulu at the base of Diamond Head crater. The Koa wood flooring is spectacular and has been restored to its original lustrous beauty. Enjoy the many amenities of this home: Dip in the pool, luxuriate in the hammock, soak in the hot tub, dine on the spacious deck, or b-b-que. The main home can sleep four and the refurbished studio cottage with new bathroom, is private, with a separate entrance and sleeps two. A wonderful alternative to Gold Coast Condominiums that have high maintenance fees. Welcome Home!
Virtual Tour
Home
4 bd
5,226 sqft
$34,000,000
4
bd
5,226
sqft
A Rare Diamond Head Estate with Timeless Elegance and Botanical Distinction- The legacy estate that reflects decades of thoughtful ownership and unmatched care. Lovingly maintained and meticulously upgraded, this refined residence sits on an expansive 34,157 sq ft lot and showcases an extraordinary level of craftsmanship, preservation, and pride. Honoring the property’s architectural heritage while introducing modern enhancements that elevate daily living. From the custom woodwork, curated interiors, and peaceful lanais, every element exudes quality and intention. Central to the plan of the garden, which was meant to create “an oasis in the midst of chaos”, were water features and arbors, which bring shade and structure to the garden with the addition of terraces connected by a winding path. The fountains and water features add visual beauty to the garden, as well. Tucked into the side of one of the lower hillside terraces, the path wanders up to and around a pilates studio and guest cottage. The grounds are a living masterpiece. Breathtaking panoramic ocean and coastal views, minutes from Waikiki resort amenities, private clubs, and beautiful beaches.
Home
8 bd
16,268 sqft
$12,000,000
8
bd
16,268
sqft
Welcome to the private, gated “DIAMOND HOUSE” a truly one-of-a-kind masterpiece in Hawaii! This luxurious mansion offers over 16,000 sq. ft. sophisticated living space with 8 bedrooms, 9 full bathrooms, and 2 half bathrooms. The estate is designed for the ultimate in luxury living, with a dramatic tropical landscape showcased as living art – complete with a half-moon fountain pool and a cascading custom waterfall. Highlights include:Grand princess staircase leading to a primary suite with breathtaking ocean, Diamond Head and Waikiki views. Swarovski chandeliers and exquisite imported finishes throughout,3000+ bottle wine cellar for collectors, butler’s pantries & wet bars for refined entertaining, 4-car garage + 6 driveway spaces for ultimate convenience when your guests arrives. Beyond the home itself, enjoy the serenity of your private paradise – hiking among plumeria, listening to Hawaiian birdsong, and watching butterflies drift through the gardens. This iconic estate was crafted by the legendary developer Jack Myers, blending timeless elegance with unmatched craftsmanship. Gated entry ensures both privacy and security for your family and guests. Don't miss this opportunity!
Home
5 bd
6,213 sqft
$43,000,000
5
bd
6,213
sqft
Located on Diamond Head Road, Ho‘oluana Estate is one of Honolulu’s last remaining legacy estate-sized properties. Zoned R-7.5 and encompassing nearly 80,000 square feet, the estate features an expansive residences and several open lots, offering sweeping ocean views, private/deeded 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. Neighboring property located at 3735 Diamond Head Road A, is also available for sale, presenting a rare opportunity to establish a landmark estate in one of Honolulu’s most prestigious locations. Property details may not match tax records.
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.
$3.26m  $231,000
Diamond Head
4305 Kaikoo Place, Honolulu
Home
4 bd
2,305 sqft
$3,259,000  $231,000
4
bd
2,305
sqft
Seize the opportunity to own a coveted residence in the prestigious Diamond Head neighborhood, steps from Kaikoo's sparkling waters. This stunning home boast Ocean & Sunset views from the grand living/dining room and primary bedroom even captures views of Diamond Head. Elegant hardwood floors grace the living and dining areas, with stylish vinyl plank in bedrooms. Relax in the solar-heated pool/jacuzzi, covered by an awning to protect you from the elements. Spacious kitchen offers ocean views while washing the dishes and connects to the pool and the large two car garage, also in the back of kitchen is a convenient laundry room. A new gate ensures security, w/ parking for 5 cars or more. Eco-friendly features include photovoltaic panels, solar pool heating, and a Tesla battery backup system for the entire home. A Bonus downstairs suite w/ separate entrance, 3 bedrooms (one used currently as storage), 3 baths, kitchen, and living area offers versatility. Ready for your personal touch, this rare coastal retreat blends luxury and location. Don't miss out and schedule your tour today! Seller has beautiful renderings that can be available. Close to Mall w/Wholefoods,CVS, & more...
Virtual Tour
$7.68m
Diamond Head
3124 Noela Drive, Honolulu
Home
5 bd
7,953 sqft
$7,680,000
5
bd
7,953
sqft
Perched on the scenic slopes of world-renowned Diamond Head, this landmark estate-once home to legendary musician John McVie of Fleetwood Mac-presents a rare opportunity to own a piece of Hawaii’s history in one of Oahu’s most sought after neighborhoods. Now offered at $1M below previous pricing, this home invites discerning buyers the freedom to personalize & update, creating a truly bespoke retreat while enjoying luxury & scale. Commanding an expansive 18,784 sq ft lot w/ocean, city & coastline views, the residence spans approx 7,953sq ft of thoughtfully designed space. Seamlessly integrating indoor/outdoor living, the home features wide lanais and a dramatic pool courtyard framed by lush, mature tropical landscaping—offering complete privacy. The gourmet kitchen is appointed w/ top-tier professional appliances, oversized gas range &generous cabinet. The grand primary suite is a sanctuary of comfort, complete w its own view lanai a soaking tub& walk-in closet. Addtl suites offer en suite baths & walk-in closets, along w flexible-use home offices spaces to suit your lifestyle. With its architectural presence, this is a home of rare distinction—now priced to empower your vision.
Virtual Tour
Oceanfront
$17.5m  $2,300,000
Diamond Head
218 Kaalawai Place, Honolulu
Home
5 bd
5,578 sqft
$17,500,000  $2,300,000
5
bd
5,578
sqft
This magnificent Diamond Head “Cove Area” beachfront masterpiece harmoniously fuses traditional Hawaiian architectural elements with an open modern lifestyle floorplan. Located on a quiet lane off Diamond Head Road, this home is truly a treasure to behold. The grand reception areas lead out to extensive wraparound lanai areas, a covered grill space, and a beachside seating area—perfect for enjoying sunsets and drinks while taking in the endless views of the Pacific Ocean. The upper level boasts a large primary ocean view bedroom, two additional en-suite bedrooms, elevator, gas generator and an unmatched office with ocean views that you’ll never want to leave. Refreshing pool, lush private landscaping, and unmatched location, style, comfort, and distinction define this Diamond Head gem.
$9.8m  $700,000
Diamond Head
4125 Black Point Road, Honolulu
Home
5 bd
4,133 sqft
$9,800,000  $700,000
5
bd
4,133
sqft
It's all about the view...Rare 360-degree panorama that captures breathtaking vistas in every direction. One-of-a-kind retreat designed to immerse you in nature's beauty from glorious Koko Head sunrises to dramatic sunsets over Diamond Head... and mesmerizing wave breaks along the coastline stretch. Improved in 2018, Built in 2008,w/Geoffrey Lewis, Architect. Thoughtful formal, informal and quiet spaces including ground floor suite w/wet bar& separate zoned AC. Heated spa & infinity pool - a masterful design w/its edge seamlessly blending into the horizon as if it flows directly into the ocean below. Easy access to incredible surf breaks and stunning Association's saltwater pool carved in the lava cliff that defines Black Point's charm. Gated and secured community for privacy. This site carries a legacy of ingenuity and distinction, once home to George Hemmeter, renowned inventor whose visionary spirit is echoed in its unique character and reflects the extraordinary essence of his contributions. Once-in-a-lifetime opportunity to own a piece of a prestigious storied history and experience the luxury and serenity that only this exceptional residence can offer.
Virtual Tour
Oceanfront
$26.5m
Diamond Head
213 Kaalawai Place, Honolulu
Home
5 bd
7,324 sqft
$26,500,000
5
bd
7,324
sqft
Experience unmatched sophistication in this one-of-a-kind, award-winning home by Nicholson Companies, now available at an exceptional value—priced below the 2024 appraisal! This modern masterpiece, nestled in the prestigious Cove Area of Diamond Head, offers over 7,465 square feet of living space that seamlessly blends cutting-edge design with island inspiration. From the expansive living areas that capture breathtaking views to the advanced whole-house automation and security systems, this home is a true technological marvel. The chef's kitchen, featuring professional-grade appliances and a spacious butler’s pantry, is a culinary dream. Every corner reveals something extraordinary, from the exquisite interior finishes to the stunning outdoor oasis. This beachfront home represents the pinnacle of island living, now available at an exceptional price that underscores its unmatched quality and prestige. Seize the opportunity to own this extraordinary residence and make it your own private paradise.
1 – 16 of 16 homes for sale
  1. Hawaii
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  4. Diamond Head

Diamond Head is a neighborhood in the region of Diamond Head. This neighborhood is located along the flanks of Diamond Head. The area is comprised of both condominiums and single-family homes. One of the nicest parts of this area is that many properties have ocean views and are located adjacent to Waikiki and Honolulu.

The most notable condominiums in this neighborhood area:

Kainalu - The Kainalu condo is located at the very end of Kalakaua Avenue, one of the most well-known streets in all of Honolulu. The Kainalu is positioned between a group of condominiums and the start of some very pricey homes on the slopes of Diamond Head. 

Colony Surf - Colony Surf condo is formerly a cooperative along the ocean on the Diamond Head coast commonly referred to as the gold coast.  This is a wonderfully popular condo primarily one-bedroom and studio suites. The amenities are minimal, but the best assets are the gorgeous ocean out front and famed Michele's restaurant on the ground floor.

Diamond Head Apartments - Diamond Head Apartments are an exclusive oceanfront condo along the Gold Coast in Diamond Head. Designed by world-renowned architect Vladimir Ossipoff, the building set a new standard in modern architecture.  The building is designed with at least two units per floor that feel as if they are cantilevered out over the ocean.

Colony Beach - The Colony Beach is one of the lesser-known buildings and yet, one of the best. Located on the Waikiki side of the Colony Surf, it is a special building with one luxurious condo per floor. This is the height of personalization.  It is an exclusive boutique building that everyone wants.

Tahitienne - The Tahitienne condo is a boutique condo along Kalakaua Avenue. This is one of the best buildings on the ocean along the Gold Coast on the slopes of the Diamond Head.

There are beautiful luxury homes in the area.  Some of the most desirable homes are located on the following streets:

  1. Makalei Place - This is a single road above the Diamond Head lookout has some stunning views over the ocean. This is a very desirable street for anyone that knows Diamond Head. 
  2. Kulamanu Street and Kulamanu Place - These are coveted streets. Some of the homes are still older homes from the 1950s and 1960s. However, more homes have been rebuilt or extensively renovated. There is a public beach access at Kulamanu Place.
  3. Noela Drive - This street along with all of the nearby streets such as Gail Street, Noela Place, Owena Street, and Diamond Head Circle are part of a small section of large homes on the slopes of Diamond Head above Kapiolani Park. Homes here are stately and many have tree-top views of the ocean and view of the lights from Waikiki.
  4. Kaimanahila Street - Sitting above famed Kahala Avenue, this is a quiet neighborhood.  Most of the properties are at least 10,000 square feet of land. The vast majority of homes are from the early 1960s with some having been re-built.  If you find a home on the makai (ocean) side of the street you have the best chance of having an ocean view.

 

 

 

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Lifestyle & outdoors In Diamond Head

27 surf spots in this area

Diamond Head Cliffs
Type: surfing
Diamond Head Cliffs
Type: surfing
Suicides
Type: surfing
Lighthouse
Type: surfing
Intermediate/ Expert shortboard spot. Fast hollow waves
Graveyards
Type: surfing
Tongs
Type: surfing
Rice Bowl
Type: surfing
Sandbar
Type: surfing
Old Mans
Type: surfing
paddle out to Old Mans
Type: surfing
Paddle out from here
No Place
Type: surfing
Only breaks on big West swells. Inside reef will scar you.
Publics
Type: surfing
Graveyards
Type: surfing
Mostly bodyboarders, bigger days you'll see a couple surfers out here.
Queens
Type: surfing
Canoes
Type: surfing
Kaikoos
Type: surfing
Kaikoos Inside Left
Type: surfing
Cromwells
Type: surfing
The Wall
Type: body-surfing
Waikiki, Honolulu 1-5
Black Point
Type: surfing
Canoes
Type: surfing
Diamond Head
Type: surfing
Publics
Type: surfing
Queen's
Type: surfing
Waikiki - Kapiolani Park
Type: surfing
Waikiki Beach
Type: surfing
Waikiki Beach Overview
Type: surfing

26 parks in this area

doughnut

doughnut

Puu O Kaimuki Mini Park

Princess Kaiulani Triangle

Petrie Community Park

Kuhio Avenue Mini Park1

Kuhio Beach Park

Kahala Community Park

Kilauea District Park

Diamond Head State Monument

doughnut

doughnut

doughnut

doughnut

doughnut

Kahala Avenue at Hunakai Street

Kahala Avenue at Kala Place

Kahala Avenue at Elepaio Street

Fort Ruger Mini Park

Makalei Beach Park

Makalei Beach Park

Makalei Beach Park

Leahi Beach Park

Kuilei Cliffs Beach Park

Diamond Head Beach Park

Kaikoo Place

5 beaches in this area

Kaimana beach

Queen's Surf Beach

Waikiki Beach

Diamond Head Beach

Cromwell's Beach

2 golf courses in this area

Ala Wai Golf Course

Unnamed golf

Essentials in Diamond Head

Farmers market is about 18 min walk
Supermarket is about 22 min walk
Hospital is about 8 min drive
Airport is about 19 min drive
Costco is about 16 min drive
* distance is calculated by average per house. Some homes maybe closer to the essentials

Walkability in Diamond Head

15 / 20
Very walkable
18-20
15-18
10-15
1-10
Walkability according to the National Walkability Index

Living in Diamond Head Diamond Head is a neighborhood in the Diamond Head district of Oahu.

Supermarkets are about 22 min walk, the nearest Hospital is about 8 min drive and the airport is about 19 min drive.

Diamond Head is very walkable.

There are 26 parks in this area, and 5 public beaches. Nearby lifestyles include surfing, body surfing and golf.

Housing Market Trends for Diamond Head

There are currently 59 real estate listings for sale in Diamond Head. This includes homes, condos, multi-family homes, and vacant land.
The average listing price in Diamond Head for condos is $1,178,647 and for homes is $6,087,315. The median sales price for Diamond Head over the last 90 days is $1,067,000, a 15% increase of $151,000 year over year. If we break this down per property types we see that the median sales price for homes is $4,700,000 and for condos $640,000.
The number of sales in the last 60 days are 12. The average days Diamond Head properties stay on the market before being sold is 162 days.

Diamond Head is a neighborhood located in the
Diamond Head
district on the island of
Oahu
.

Average Listing Price Diamond Head for condos & homes

Median Sales Price Diamond Head for condos & homes

Number Of Sales Diamond Head for condos & homes

* information deemed reliable, but not guaranteed
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