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Diamond Head Real Estate

Located just a few miles from downtown Honolulu, the Diamond Head real estate market is the first high-end community east of town. With beautiful luxury houses and condos, Diamond Head is home to Oahu's CEO's and captains of industry. Within the Diamond Head area is Kahala, which is the pinnacle of East Oahu real estate.

Click to read more about Diamond Head real estate or see all Diamond Head homes for sale below.

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Diamond Head Real Estate Market

Diamond Head real estateReal estate buyers have many fantastic Diamond Head homes to choose from. Custom-built oceanfront and ocean view estates in Kahala can command as much as $15 million, with the elegance and luxury that's only available in Diamond Head. Along this strip of coast are the best and the biggest; the rich, and the famous.

At the same time, there are plenty of regular-sized homes, condominiums, and small apartments that are grouped together along the inner areas of these two towns. The properties all seem to kind of blend together as you're driving along.

Though upscale and expensive, Diamond Head and Kahala are surprisingly quaint and welcoming communities, with an appeal that says 'Hawaii' in many ways. Diamond Head homes, though large and impressive, don't have the overwhelming feeling of opulence that some of California's most high-end neighborhoods like Bel Aire and Westlake Village have. With all its grandness, Diamond Head has managed to stay a true neighborhood, though your neighbors might be more influential than in other areas of the island.

Homes begin around $1.5 million for a small property, while Diamond Head condos begin very low for leasehold, and around $1 million for fee simple. Oceanfront condos on "the gold coast" can range from $1 million all the way up to $5 million, while Kahala real estate begins around $3 million.

Most Diamond Head and Kahala homes were custom-built, with many of them now ready for remodeling. A large number of homeowners in the area have already started the revitalization process, with construction happening nearly on every street.

The oceanfront properties in Diamond Head are truly world classwith views to the horizon and custom homes to satisfy any taste. The boom of the 90's created several mini mansions in Kahala, and the most recent boom has created even more custom oceanfront estates with the most opulent features. I recently visited an oceanfront home with 4 refrigerators, 4 dish washers, 2 sets of laundry machines, 2 master suites, and the list goes on. For a mere $9.5 million, you can have just about anything you want in a home!

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Diamond Head Amenities & Sights

If there is one landmark that everyone associates with Oahu, it's probably Diamond Head. No, there aren't any diamonds in it, but there is quartzite, which looked like diamonds to people visiting the island hundreds of years ago.

A few good schools call this part of Honolulu home, as does the Kahala Mall. This shopping center is about 1/10 the size of Ala Moana Mall, but is much closer for the residents of East Oahu.

I recommend driving Diamond Head road at least once, to see what a beautiful place it is, and to stop at one of the lookouts over the surf. A lot of beginners surf down below at Diamond Head, as the waves are a little mushy and slow. In the summer, the surf can reach about 5-7 feet on a big day, but it's usually a real slow ride.

In the winter, there is great diving in Kahala, with plenty of reef and fish. Kahala has some of the best coastline in the world, but unfortunately, you can't see most of it because there are huge gated homes taking up the view. But for $5 million, you would expect a little privacy too, right?

Beaches

A beautiful little public beach is located just off Kahala Ave., and shares the same feel of any simple Oahu beachexcept for the gorgeous mansions across the street. While most beaches in Diamond Head are rocky instead sandy, there are a few little spots to rest your toes on the soft sand.

Golf Homes

Oahu's best private golf course, Waialae Country Club, is located in Kahala, and hosts the Hawaiian Open every year. It's an exclusive golf club that costs about $40k to join, and another $5000/yr in membership fees. For the golf enthusiast and the super rich, it's the place to be.

The Waialae Country Club also features golf course real estate that is the best on the island. Some of the homes along the fairways also have an ocean view, making them the best of both worlds on Oahu.

Parks

The beautiful Kapiolani Park is one Diamond Head's best features. Its vast size and lush trees make it a great place to spend the day with friends and family. Even though it's just one block from Waikiki, it feels like a different world. Kapiolani Park is peaceful, quiet, and truly enjoyed by the area's residents. There are frequent events in the park, including concerts, craft fairs, and even NFL pro bowl events. Best of all is the opportunity to have a quiet picnic with friends, play a game of volleyball, or head across the street for a surf at Old Man's, Tongs, or Castles.

Restaurants

The Diamond Head Market has great lunches, but there are several small restaurants in the area as well. My family enjoys Mi Casa, which has nice Mexican food and an outdoor feel. The Kahala Mall also has several restaurants and stores, so you rarely need to make a trip to Ala Moana or Pearlridge Mall in town.

Diamond Head Weather

The weather in Diamond Head and Kahala is ideal year-round, with a nice cool breeze and moderate temperatures. It doesn't rain nearly as much in Diamond Head and Kahala as it does on the Windward side in Kailua or Kaneohe, and the winds are not as strong. Diamond Head is ideal for home buyers looking to live somewhere dryer than the Windward side of Oahu, and cooler than the west side of the island.

I could mention several other amenities in Diamond Head and Kahala, but the best reason to live in this wonderful area is its proximity to town (Honolulu). The longer you live in Oahu, the more you will appreciate being able to get in and out of town quickly.

Contact AlohaTony to learn more about Diamond Head condos or houses for sale.

Diamond Head Homes & Condos for Sale

3113 Olu Street, Honolulu image
3113 Olu Street, Honolulu $4,000,000

Exceptional owner-user opportunity featuring a 4,480 SF two-story commercial building in a prime location just off Kapahulu Avenue. Designed for professional office use, ...

  • 202612342 MLS
  • FS - Fee Simple Tenure
Courtesy of CBI Residential Advisory Svcs.

Listing courtesy of CBI Residential Advisory Svcs..

3331 Hayden Street Unit FRONT,A,B,C, Honolulu image
3331 Hayden Street Unit FRONT,A,B,C, Honolulu $3,900,000

$975,000 per house! TRY COOPERATIVE ownership-buy w/friends . Each owner gets their own house + rent income from 2 other rentals! DIAMOND HEAD COTTAGES terrific Property ...

  • 23 Beds
  • 16 Baths
  • 202603761 MLS
  • FS - Fee Simple Tenure
Courtesy of KleinCo, LLC

Listing courtesy of KleinCo, LLC.

3331 Hayden Street Unit FRONT,A,B,C, Honolulu image
3331 Hayden Street Unit FRONT,A,B,C, Honolulu $3,900,000

Each House for less than $1.0M! TRY COOPERATIVE ownership-buy w/friend. Each owner has their own house + rent income from other 2 houses! DIAMOND HEAD COTTAGES terrific R...

  • 202527826 MLS
  • FS - Fee Simple Tenure
Courtesy of KleinCo, LLC

Listing courtesy of KleinCo, LLC.

4347 Pahoa Avenue, Honolulu image
4347 Pahoa Avenue, Honolulu $3,780,000 ▼

House of Bird of Paradise - a wonderful oasis in prestigious Kahala. Grand scale interior of over 6,000sq ft, 5 spacious bedrooms and the possibility to make 6th bedroom ...

  • 5 Beds
  • 5 Baths
  • 202606734 MLS
  • FS - Fee Simple Tenure
Courtesy of Kaina Hale Hawaii Realty Inc.

Listing courtesy of Kaina Hale Hawaii Realty Inc..

4556 Sierra Drive, Honolulu image
4556 Sierra Drive, Honolulu $3,750,000

Nestled in the prestigious hillside community of Maunalani Heights, this exceptional residence offers an ideal blend of contemporary luxury, expansive living spaces, and ...

  • 8 Beds
  • 6 Baths
  • 202612081 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Island Prop

Listing courtesy of Coldwell Banker Island Prop.

2895 Kalakaua Avenue Unit 603/604, Honolulu image
2895 Kalakaua Avenue Unit 603/604, Honolulu — Colony Surf Ltd $3,680,000

Rare opportunity to own a unique combined oceanfront residence in the iconic Colony Surf on Oahu's prestigious Gold Coast. Originally two oceanfront apartments (#603 and ...

  • 1 Beds
  • 2 Baths
  • 202610568 MLS
  • Colony Surf Ltd Bldg.
  • FS - Fee Simple Tenure
Courtesy of Crossover Realty Hawaii LLC

Listing courtesy of Crossover Realty Hawaii LLC.

2039 Laukahi Street, Honolulu image
2039 Laukahi Street, Honolulu $3,650,000 ▼

Sophisticated single level home with a beautiful ocean view. Perched on a prime corner lot within gated community of Waialae Iki 5. Meticulously maintained single level h...

  • 3 Beds
  • 3 Baths
  • 202606917 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

3942 Kaualio Place, Honolulu image
3942 Kaualio Place, Honolulu $3,600,000

Looking for back up offer. Easy to show. Modern Luxury timeless in Diamond Head. Experience modern island luxury, Beautifully upgraded throughout, this elegant residenc...

  • 3 Beds
  • 3 Baths
  • 202612743 MLS
  • FS - Fee Simple Tenure
Courtesy of Central Pacific Properties Inc

Listing courtesy of Central Pacific Properties Inc.

2979 Kalakaua Avenue Unit 601, Honolulu image
2979 Kalakaua Avenue Unit 601, Honolulu — Coral Strand Ltd $3,600,000

Stunning direct ocean and Diamond Head views welcome you to this spacious 2BR/2BA residence offering 1,446 sq.ft. of interior living. Thoughtfully renovated with quality ...

  • 2 Beds
  • 2 Baths
  • 202604370 MLS
  • Coral Strand Ltd Bldg.
  • FS - Fee Simple Tenure
Courtesy of Shimizu Gateways Inc

Listing courtesy of Shimizu Gateways Inc.

2979 Kalakaua Avenue Unit 904, Honolulu image
2979 Kalakaua Avenue Unit 904, Honolulu — Coral Strand Ltd $3,590,000

Experience refined Gold Coast living in this beautifully crafted oceanfront residence at Coral Strand Ltd. Perfectly positioned above the canopy of Kapiolani Park, this e...

  • 2 Beds
  • 2 Baths
  • 202613818 MLS
  • Coral Strand Ltd Bldg.
  • FS - Fee Simple Tenure
Courtesy of List Sotheby's Int'l Realty

Listing courtesy of List Sotheby's Int'l Realty.

5609 Poola Street Unit A, Honolulu image
5609 Poola Street Unit A, Honolulu $3,500,000

Spectacular ocean views!!  Nestled within the private gated community of Kahala Kua, this elegant residence exudes sophistication and luxury. Soaring high ceilings and fl...

  • 4 Beds
  • 4 Baths
  • 202613010 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

1728 Kumakani Loop, Honolulu image
1728 Kumakani Loop, Honolulu $3,499,500

Rim lot. Stunning view. Refrigerator, washer and dryer, dishwasher, two split air conditioner, salt water pool, two water heaters, two ceiling fans, remote controlle...

  • 4 Beds
  • 4 Baths
  • 202613054 MLS
  • FS - Fee Simple Tenure
Courtesy of Young Hawaii Homes, Inc.

Listing courtesy of Young Hawaii Homes, Inc..

559 Moaniala Street, Honolulu image
559 Moaniala Street, Honolulu $3,400,000

Welcome to 559 Moaniala Street, located in the prestigious gated community of The Pointe within Hawaii Loa Ridge for double the security gates and maximum protection. Thi...

  • 5 Beds
  • 5 Baths
  • 202611789 MLS
  • FS - Fee Simple Tenure
Courtesy of Compass

Listing courtesy of Compass.

626 Kahiau Loop, Honolulu image
626 Kahiau Loop, Honolulu $3,388,000

Exceptional custom-designed residence thoughtfully designed to capture unobstructed views of the Pacific Ocean, coastline, and iconic Diamond Head. A foyer with soaring c...

  • 4 Beds
  • 3 Baths
  • 202610816 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

852 Kainoa Place, Honolulu image
852 Kainoa Place, Honolulu $3,340,000 ▼

Thoughtfully reimagined and beautifully appointed, the 2026 open-concept estate blends Hawaiian-inspired finishes with refined contemporary luxury, creating the ambiance ...

  • 5 Beds
  • 4 Baths
  • 202611527 MLS
  • FS - Fee Simple Tenure
Courtesy of OahuRE.com

Listing courtesy of OahuRE.com.

167 Maono Place, Honolulu image
167 Maono Place, Honolulu $3,280,000

Spacious 5 bedroom 4 bath home on Maono Place, a quiet interior street, within prestigious Hawaii Loa Ridge. This home features a covered lanai with beautiful sweeping o...

  • 5 Beds
  • 4 Baths
  • 202613577 MLS
  • FS - Fee Simple Tenure
Courtesy of Hawaii Homes & Estates LLC

Listing courtesy of Hawaii Homes & Estates LLC.

1541 Laukahi Street, Honolulu image
1541 Laukahi Street, Honolulu $3,250,000

Perched in the prestigious Waiale Iki neighborhood, this newly renovated 3-bed/2-bath residence offers an exceptional blend of modern elegance, flexible living and most o...

  • 3 Beds
  • 3 Baths
  • 202613506 MLS
  • FS - Fee Simple Tenure
Courtesy of Hawaii Life

Listing courtesy of Hawaii Life.

5335 Puahia Place, Honolulu image
5335 Puahia Place, Honolulu $3,250,000

Privately tucked away at the end of a peaceful cul-de-sac, this exceptional 4 bdrm/4.5 bath residence in the highly coveted Waialae Iki neighborhood offers breathtaking u...

  • 4 Beds
  • 5 Baths
  • 202612307 MLS
  • FS - Fee Simple Tenure
Courtesy of REMAX Hawaii

Listing courtesy of REMAX Hawaii.

1632 Ihiloa Loop, Honolulu image
1632 Ihiloa Loop, Honolulu $3,250,000 ▼

This beautifully remodeled single-family home offers stunning ocean views and is designed for both comfort and entertaining. Featuring 4 bedrooms and 4.5 bathrooms, the s...

  • 4 Beds
  • 5 Baths
  • 202607298 MLS
  • FS - Fee Simple Tenure
Courtesy of Estates Royal Limited

Listing courtesy of Estates Royal Limited.

3025 Diamond Head Road, Honolulu image
3025 Diamond Head Road, Honolulu $3,100,000

$200,000 PRICE DROP!!!!!!!Step into this historic Kamaaina home that has been upgraded and remodeled. The Koa wood flooring is spectacular and has been restored to its o...

  • 2 Beds
  • 2 Baths
  • 202607513 MLS
  • FS - Fee Simple Tenure
Courtesy of Hawaii Life

Listing courtesy of Hawaii Life.

718 10th Avenue, Honolulu image
718 10th Avenue, Honolulu $3,050,000

7 Units with good income. Good location convenient location bus line, Close to Kahala Mall, Diamond Head, and easy freeway access. Buyer to do their own due diligence.

  • 202613896 MLS
  • FS - Fee Simple Tenure
Courtesy of Realty 2000, Inc.

Listing courtesy of Realty 2000, Inc..

3513 Harding Avenue, Honolulu image
3513 Harding Avenue, Honolulu $3,000,000

Located in the heart of Kaimuki, 3513 Harding Ave. presents a rare opportunity to acquire a multi-cottageinvestment property on a 15,000 SF lot. The property consists of ...

  • 11 Beds
  • 6 Baths
  • 202613188 MLS
  • FS - Fee Simple Tenure
Courtesy of CBI Residential Advisory Svcs.

Listing courtesy of CBI Residential Advisory Svcs..

3513 Harding Avenue, Honolulu image
3513 Harding Avenue, Honolulu $3,000,000

Located in the heart of Kaimuki, 3513 Harding Ave. presents a rare opportunity to acquire a multi-cottage investment property on a 15,000 SF lot. The property consists o...

  • 202611903 MLS
  • FS - Fee Simple Tenure
Courtesy of CBI Residential Advisory Svcs.

Listing courtesy of CBI Residential Advisory Svcs..

483 Maono Loop, Honolulu image
483 Maono Loop, Honolulu $3,000,000 ▲

View! View! View! This spectacular view home in lower Hawaii Loa Ridge features large 12,631 square foot rim lot with 4,132 square foot home and big swimming pool. Walk...

  • 4 Beds
  • 4 Baths
  • 202604599 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

2969 Kalakaua Avenue Unit 803, Honolulu image
2969 Kalakaua Avenue Unit 803, Honolulu — Diamond Head Apts Ltd $3,000,000

Spacious 2 bedroom 2 bathroom with 1 parking. Oceanfront unit at Diamond Head Apts Ltd.

  • 2 Beds
  • 2 Baths
  • 202519831 MLS
  • Diamond Head Apts Ltd Bldg.
  • FS - Fee Simple Tenure
Courtesy of List Sotheby's Int'l Realty

Listing courtesy of List Sotheby's Int'l Realty.

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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exp Realty - Kawaguchi Group Team logoLuckyhttps://www.alohatony.com/accessibility/ enough to spend his life on the great island of Oahu, Aloha Tony has become one of the state's best and most sought after real estate agents. Together with his hand-selected team of associates, he ensures his clients best interests are always looked after.

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