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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

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.

944 Koloa Street, Honolulu image
944 Koloa Street, Honolulu $3,950,000 ▼

Brand new RENOVATED HOME on one of Kahala's MOST DESIRABLE street under four million dollars! This 4 bedroom 3 bath SINGLE LEVEL home has been meticulously renovated and ...

  • 4 Beds
  • 3 Baths
  • 202224766 MLS
  • FS - Fee Simple Tenure
Courtesy of DM Luxury Homes LLC

Listing courtesy of DM Luxury Homes LLC.

467 PUUIKENA Drive, Honolulu image
467 PUUIKENA Drive, Honolulu $3,888,000

Enjoy a breathtaking panoramic view of the ocean. Prestige gated community. Lower ridge at Hawaii Loa Ridge. This house has everything. The Pool and Spa with Statue ...

  • 6 Beds
  • 8 Baths
  • 202223968 MLS
  • FS - Fee Simple Tenure
Courtesy of Mark Paulson Realtors

Listing courtesy of Mark Paulson Realtors.

137 Kaulana Way, Honolulu image
137 Kaulana Way, Honolulu $3,800,000 ▼

Instantly feel at home when entering this stunning Hawaii Loa Ridge house as you're welcomed by breathtaking ocean views and spectacular vaulted ceilings. Perfectly laid...

  • 6 Beds
  • 5 Baths
  • 202208002 MLS
  • FS - Fee Simple Tenure
Courtesy of Keller Williams Honolulu

Listing courtesy of Keller Williams Honolulu.

4557 Sierra Drive, Honolulu image
4557 Sierra Drive, Honolulu $3,688,000

Perched up on the hill of Maunalani Heights sits this chic and trendy home ideal for Hawaii indoor-outdoor living. Follow the coral wall entry into a spacious home with u...

  • 6 Beds
  • 7 Baths
  • 202301330 MLS
  • FS - Fee Simple Tenure
Courtesy of Caron B Realty

Listing courtesy of Caron B Realty.

3115 Noela Drive Unit 2, Honolulu image
3115 Noela Drive Unit 2, Honolulu $3,650,000 ▼

Rarely available Historic Property perched on the top of Noela at the base of Diamond Head is a cozy three-bedroom three-bathroom cottage. Over 16,000 sq feet of land th...

  • 3 Beds
  • 3 Baths
  • 202224183 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

4221 Kaikoo Place, Honolulu image
4221 Kaikoo Place, Honolulu $3,600,000 ▼

Magnificent panoramic views from this Seaview home overlooking Diamond Head and the azure ocean from every room! Situated on one of the island's most prestigious streets ...

  • 3 Beds
  • 3 Baths
  • 202223874 MLS
  • FS - Fee Simple Tenure
Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty.

3071 La Pietra Circle Unit 29, Honolulu image
3071 La Pietra Circle Unit 29, Honolulu — La Pietra $3,500,000

Beautiful, fully upgraded home in the quiet, gated community of La Pietra at the base of Diamond Head. Near the Gold Coast and Waikiki with easy access to town, restaura...

  • 3 Beds
  • 4 Baths
  • 202301074 MLS
  • La Pietra Bldg.
  • FS - Fee Simple Tenure
Courtesy of Overseas Investors, Inc.

Listing courtesy of Overseas Investors, Inc..

2550 Waiomao Road, Honolulu image
2550 Waiomao Road, Honolulu $3,500,000

Discover this tranquil large parcel development opportunity in Honolulu's quiet, peaceful Palolo Valley. Consisting of 4.76 acres, this rare opportunity to capture an exa...

  • 202216664 MLS
  • FS - Fee Simple Tenure
Courtesy of Sachi HI Pacific Century Prop.

Listing courtesy of Sachi HI Pacific Century Prop..

2550 Waiomao Road, Honolulu image
2550 Waiomao Road, Honolulu $3,500,000

Discover this tranquil large parcel development opportunity in Honolulu's quiet, peaceful Palolo Valley. Consisting of 4.76 acres, this rare opportunity to capture an exa...

  • 4 Beds
  • 1 Baths
  • 202209720 MLS
  • FS - Fee Simple Tenure
Courtesy of Sachi HI Pacific Century Prop.

Listing courtesy of Sachi HI Pacific Century Prop..

4305 Kaikoo Place, Honolulu image
4305 Kaikoo Place, Honolulu $3,450,000

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

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

Listing courtesy of Coldwell Banker Realty.

2895 Kalakaua Avenue Unit 707&708, Honolulu image
2895 Kalakaua Avenue Unit 707&708, Honolulu — Colony Surf Ltd $3,300,000

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..

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..

951 Kealaolu Avenue, Honolulu image
951 Kealaolu Avenue, Honolulu $3,295,000 ▼

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.

526 Ahina Street, Honolulu image
526 Ahina Street, Honolulu $3,295,000 ▼

This bright and breezy Kahala home is a must-see! Nestled into the hillside of Diamond Head, the property features a stunning coral-and-rock wall that serves as both a na...

  • 4 Beds
  • 4 Baths
  • 202214569 MLS
  • FS - Fee Simple Tenure
Courtesy of Hawaii Life

Listing courtesy of Hawaii Life.

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.

1041 12th Avenue, Honolulu image
1041 12th Avenue, Honolulu $3,250,000

Property is zoned R-5 and currently holds a conditional use permit to be used as a parking lot for the sole use of Kaimuki Business Plaza. The Paved property is currently...

  • 202219802 MLS
  • FS - Fee Simple Tenure
Courtesy of Pure Real Estate Inc.

Listing courtesy of Pure Real Estate Inc..

949A 7th Avenue, Honolulu image
949A 7th Avenue, Honolulu $3,200,000

Special duplex property in above average to excellent condition, built in 2016, currently arranged as four residences: two 3 bd 2 ba (1,638 sf each) plus two 2 bd 1 ba (...

  • 202300912 MLS
  • FS - Fee Simple Tenure
Courtesy of Locations LLC

Listing courtesy of Locations LLC.

949A 7th Avenue, Honolulu image
949A 7th Avenue, Honolulu $3,200,000

Rare opportunity to own a special property in excellent condition, 6 years new. Beautiful multi-generational duplex for owner occupant or investor. Current monthly tenant...

  • 10 Beds
  • 6 Baths
  • 202300489 MLS
  • FS - Fee Simple Tenure
Courtesy of Locations LLC

Listing courtesy of Locations LLC.

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

None

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

Listing courtesy of James Kometani, Inc..

1340 10th Avenue Unit A, Honolulu image
1340 10th Avenue Unit A, Honolulu $3,180,000 ▼

Upgraded multifamily building in a desirable location. Few blocks from the Waialae Avenue where many restaurants and shops. Over 7,500 sqft of interior space. Front House...

  • 202217691 MLS
  • FS - Fee Simple Tenure
Courtesy of JPL Investment Properties LLC

Listing courtesy of JPL Investment Properties LLC.

1855 Laukahi Street, Honolulu image
1855 Laukahi Street, Honolulu $3,150,000 ▼

Spectacular unobstructed OCEAN VIEWS from this BRAND NEW RENOVATED Waialae Iki home! This bright and spacious four bedroom, three bath home plus den offers wonderful insi...

  • 4 Beds
  • 3 Baths
  • 202224337 MLS
  • FS - Fee Simple Tenure
Courtesy of DM Luxury Homes LLC

Listing courtesy of DM Luxury Homes LLC.

3115 Makini Street, Honolulu image
3115 Makini Street, Honolulu $3,115,000

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.

3233 Francis Street, Honolulu image
3233 Francis Street, Honolulu $3,000,000

Just totally remodeled and built brand new first floor two story single family house in Kapahulu neighborhood. Perfect for three families to live together. Second floor h...

  • 202219490 MLS
  • FS - Fee Simple Tenure
Courtesy of New Star Hawaii Top Realty

Listing courtesy of New Star Hawaii Top Realty.

3737 Sierra Drive, Honolulu image
3737 Sierra Drive, Honolulu $2,999,000

Unobstructed GORGEOUS PANORAMIC VIEWS! From Diamond Head, Ocean, and Coastline, enjoy the sunrise and sunset on your wrap-around lanai in this amazing tri-level home in ...

  • 7 Beds
  • 5 Baths
  • 202209683 MLS
  • FS - Fee Simple Tenure
Courtesy of 20 Degrees North Real Estate

Listing courtesy of 20 Degrees North Real Estate.

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.

eXp Realty

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Honolulu 96813

808-725-2794

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