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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

1242 6th Avenue, Honolulu image
1242 6th Avenue, Honolulu $4,000,000

Beautifully maintained 2-story concrete building with (1x) 1-bedroom and (9x) 2-bedroom units with 11 open parking stalls on a large 13,965 sqft lot. The building is 7,92...

  • 202306592 MLS
  • FS - Fee Simple Tenure
Courtesy of Island, REALTORS

Listing courtesy of Island, REALTORS.

4825 Kahala Avenue, Honolulu image
4825 Kahala Avenue, Honolulu $3,980,000 ▼

Modern home with exclusive location near Kahala Hotel and Waialae Country Club. Exclusive -Private lane, gated beach access from your back door. Go for a morning swim jus...

  • 3 Beds
  • 3 Baths
  • 202214263 MLS
  • FS - Fee Simple Tenure
Courtesy of Hawaii Homes International

Listing courtesy of Hawaii Homes International.

4335 Kaikoo Place, Honolulu image
4335 Kaikoo Place, Honolulu $3,750,000

Welcome to the Diamond House. A Mid-Century masterpiece born from the vision of famed architects Wimberly and Cook, this stunning A-frame is not to be missed. The archite...

  • 4 Beds
  • 2 Baths
  • 202302993 MLS
  • FS - Fee Simple Tenure
Courtesy of Hawaii Life

Listing courtesy of Hawaii Life.

2969 Kalakaua Avenue Unit 1005, Honolulu image
2969 Kalakaua Avenue Unit 1005, Honolulu — Diamond Head Apts Ltd $3,600,000

NEW LISTING!! Experience coastal living at its finest! THIS VIEW HAS IT ALL!!! Breathtaking panoramic ocean, coastline, sunset, city, Kapiolani Park and Diamond Head view...

  • 3 Beds
  • 3 Baths
  • 202306277 MLS
  • Diamond Head Apts Ltd Bldg.
  • FS - Fee Simple Tenure
Courtesy of BHGRE Advantage Realty

Listing courtesy of BHGRE Advantage Realty.

550 Kahiau Loop, Honolulu image
550 Kahiau Loop, Honolulu $3,500,000

Hawaii living at its finest, this TURN KEY home in the prestigious Hawaii Loa Ridge gated community boasts of picturesque panoramic views of the Pacific Ocean, Diamond He...

  • 3 Beds
  • 4 Baths
  • 202313003 MLS
  • FS - Fee Simple Tenure
Courtesy of Berkshire Hathaway HmSvc HI RE

Listing courtesy of Berkshire Hathaway HmSvc HI RE.

4320 Papu Circle, Honolulu image
4320 Papu Circle, Honolulu $3,400,000

Looking for a great value in Diamond Head? Look no further. Situated just a few blocks away from beach access at Cromwell's or paddle out surfing or foiling at Kaikoo's, ...

  • 5 Beds
  • 6 Baths
  • 202311543 MLS
  • FS - Fee Simple Tenure
Courtesy of Harcourts Island Real Estate

Listing courtesy of Harcourts Island Real Estate.

395 Puuikena Drive, Honolulu image
395 Puuikena Drive, Honolulu $3,300,000

Don't miss this chance to own one of the largest lots in Hawaii Loa Ridge. This expansive 36,161 sq.ft. (0.83 acres) corner lot sits at the corner of Puuikena Drive and M...

  • 202224304 MLS
  • FS - Fee Simple Tenure
Courtesy of Sachi HI Pacific Century Prop.

Listing courtesy of Sachi HI Pacific Century Prop..

2651 Waiomao Road Unit A, Honolulu image
2651 Waiomao Road Unit A, Honolulu $3,295,888

Don’t miss out on this once in a lifetime opportunity to call this tropical paradise home. Located on 4+ acres and with rental potential in the downstairs in-law suite an...

  • 4 Beds
  • 4 Baths
  • 202310779 MLS
  • FS - Fee Simple Tenure
Courtesy of KBM Hawaii

Listing courtesy of KBM Hawaii.

4305 Kaikoo Place, Honolulu image
4305 Kaikoo Place, Honolulu $3,250,000 ▼

Rarely Available Contemporary Island Home. Located in the sought-out coastal neighborhood of Diamond Head, nearby world-famous Doris Duke's Shangri-La. Enjoy gorgeous oce...

  • 4 Beds
  • 3 Baths
  • 202225954 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

2028 Kuola Place, Honolulu image
2028 Kuola Place, Honolulu $3,250,000

Gated Waialae Iki V. near Kahala Mall. Architecturally designed home - versatile living options. Main level w/master bedroom suite, open floor plan, large eat-in kitchen,...

  • 3 Beds
  • 4 Baths
  • 202224332 MLS
  • FS - Fee Simple Tenure
Courtesy of Century 21 iProperties Hawaii

Listing courtesy of Century 21 iProperties Hawaii.

3331 Campbell Avenue, Honolulu image
3331 Campbell Avenue, Honolulu $3,200,000

None

  • 202225045 MLS
  • FS - Fee Simple Tenure
Courtesy of Kometani, Inc.

Listing courtesy of Kometani, Inc..

951 Kealaolu Avenue, Honolulu image
951 Kealaolu Avenue, Honolulu $3,195,000 ▼

Enjoy beautiful views and a relaxed setting at this rarely available golf course frontage home in Kahala. Recently renovated and situated along the 9th fairway of Waialae...

  • 5 Beds
  • 6 Baths
  • 202221213 MLS
  • FS - Fee Simple Tenure
Courtesy of List Sotheby's Int'l Realty

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

3208 Waialae Avenue, Honolulu image
3208 Waialae Avenue, Honolulu $3,041,020

The Venus Building is for sale! This iconic building on .171 acres of land is located on Waialae Ave in the heart of Kaimuki business district directly across Kaimuki Sh...

  • 202309717 MLS
  • FS - Fee Simple Tenure
Courtesy of Thinc Real Estate

Listing courtesy of Thinc Real Estate.

3208 Waialae Avenue, Honolulu image
3208 Waialae Avenue, Honolulu — N/A $3,041,020 ▲

The Venus Building is for sale! This iconic building on .171 acres of land is located on Waialae Ave in the heart of Kaimuki business district directly across Kaimuki Sh...

  • 202306085 MLS
  • N/A Bldg.
  • FS - Fee Simple Tenure
Courtesy of Thinc Real Estate

Listing courtesy of Thinc Real Estate.

4526 Aukai Avenue, Honolulu image
4526 Aukai Avenue, Honolulu $3,018,100

Must See! 2 Bedroom / 2 bath main house with a cozy 1 bedroom / 1 bathroom separate cottage perfect for a home office space or out of town guests. Located in the highly ...

  • 3 Beds
  • 3 Baths
  • 202309805 MLS
  • FS - Fee Simple Tenure
Courtesy of Pacific International Realty

Listing courtesy of Pacific International Realty.

2895 Kalakaua Avenue Unit 707&708, Honolulu image
2895 Kalakaua Avenue Unit 707&708, Honolulu — Colony Surf Ltd $2,980,000 ▼

RARELY AVAILABLE!! UPGRADED 2 BEDROOM 2 BATH UNIT IN COLONY SURF!! Enjoy the captivating Ocean, Diamond Head, and Sandy Beach views from this Gold Coast condo. 2 units (7...

  • 2 Beds
  • 2 Baths
  • 202225306 MLS
  • Colony Surf Ltd Bldg.
  • FS - Fee Simple Tenure
Courtesy of Lei Hawaii Realty Inc.

Listing courtesy of Lei Hawaii Realty Inc..

2801 Coconut Avenue Unit 6A, Honolulu image
2801 Coconut Avenue Unit 6A, Honolulu — Kainalu $2,977,000

DIRECT OCEANFRONT TWO BEDROOM TWO BATH FULLY AIR CONDITIONED UNIT. PARKING STALL COVERED AND SECURED.NICE SMALL BEACH AND NICE SWIMMING AREA OUTSIDE SECURED BEACH GATE. C...

  • 2 Beds
  • 2 Baths
  • 202301309 MLS
  • Kainalu Bldg.
  • FS - Fee Simple Tenure
Courtesy of Hawaii Life

Listing courtesy of Hawaii Life.

3115 Makini Street, Honolulu image
3115 Makini Street, Honolulu $2,899,000 ▼

RARE, double size lot (two TMKs!) big house, XL garage and ADU unity - move-in ready, while you can also bring your architect and build your dream home or 2 homes! Highly...

  • 4 Beds
  • 1 Baths
  • 202226202 MLS
  • FS - Fee Simple Tenure
Courtesy of eXp Realty

Listing courtesy of eXp Realty.

1893 Alaweo Street, Honolulu image
1893 Alaweo Street, Honolulu $2,790,000

Located on a quiet side street looking down on Waialae Iki, sits a bright and inviting home with gorgeous direct ocean views. Elegantly designed and exceptionally maintai...

  • 3 Beds
  • 3 Baths
  • 202309559 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

5295 Kalanianaole Highway Unit 3, Honolulu image
5295 Kalanianaole Highway Unit 3, Honolulu $2,750,000

Welcome to your dream home location! This prime lot in East Oahu boasts over 28,000 square feet of oceanfront vacant land, with 116 linear feet of ocean frontage. The lev...

  • 202200248 MLS
  • FS - Fee Simple Tenure
Courtesy of Corcoran Pacific Properties

Listing courtesy of Corcoran Pacific Properties.

1126 3rd Avenue, Honolulu image
1126 3rd Avenue, Honolulu $2,700,000

Rare opportunity in popular Kaimuki offering a unique combination of a duplex, a triplex, and a two story large dwelling containing 7 rented rooms + 2 apartments undernea...

  • 17 Beds
  • 13 Baths
  • 202306488 MLS
  • FS - Fee Simple Tenure
Courtesy of Sue Young

Listing courtesy of Sue Young.

1126 3rd Avenue, Honolulu image
1126 3rd Avenue, Honolulu $2,700,000

Rare investment opportunity in popular Kaimuki offering a unique combination of a duplex, a triplex, and a two story large dwelling containing 7 rented rooms + 2 rental a...

  • 202306339 MLS
  • FS - Fee Simple Tenure
Courtesy of Sue Young

Listing courtesy of Sue Young.

4765 Moa Street, Honolulu image
4765 Moa Street, Honolulu $2,690,000

Welcome to this stunning 3 bdrm, 2 full bath home with private pool! Total living area with family room is 1,800 SF. Located in a desirable area, this beautiful one story...

  • 3 Beds
  • 2 Baths
  • 202311212 MLS
  • FS - Fee Simple Tenure
Courtesy of Shinya Tanaka

Listing courtesy of Shinya Tanaka.

3023 Kiele Avenue, Honolulu image
3023 Kiele Avenue, Honolulu $2,650,000

New Listing!! Rare and highly sought-after single-family home on coveted Kiele Avenue on the GOLD COAST of Oahu. Nestled at the foot of Diamond Head, just steps from the...

  • 3 Beds
  • 2 Baths
  • 202313041 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

2969 Kalakaua Avenue Unit 1204, Honolulu image
2969 Kalakaua Avenue Unit 1204, Honolulu — Diamond Head Apts Ltd $2,638,000 ▼

PENTHOUSE unit in the preferred "04" stack with absolutely stunning unobstructed panoramic ocean, coastline, city, sunset, Kapiolani Park, and mountain views. This well m...

  • 2 Beds
  • 2 Baths
  • 202302388 MLS
  • Diamond Head Apts Ltd Bldg.
  • FS - Fee Simple Tenure
Courtesy of BHGRE Advantage Realty

Listing courtesy of BHGRE Advantage 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: 2023 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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Lucky 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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