Hawaii Living

251 Diamond Head Region Homes for Sale

Just listed
$2,195,000
357 Lelekepue Place
3 Bd | 3 Ba | 2,327 sqft
Just listed
$1,688,000
5542 Poola Street
5 Bd | 5 Ba | 2,586 sqft
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Just listed
$625,000
2511B Waiomao Road
3 Bd | 1 Ba | 840 sqft
Just listed
$1,769,000
988 Kealaolu Avenue
4 Bd | 2 Ba | 1,692 sqft
Just listed
$1,080,000
3114 Hayden Street
3 Bd | 2 Ba | 1,154 sqft
2362 Aha Maka Way
3 Bd | 3.5 Ba | 4,126 sqft
6003 Elelupe Place
3 Bd | 3 Ba | 2,018 sqft
2066 9th Avenue
6 Bd | 2 Ba | 2,028 sqft
3157 Charles Street
4 Bd | 3 Ba | 1,572 sqft
2310 Okoa Street
5 Bd | 4.5 Ba | 4,763 sqft
4510 Waikui Street
5 Bd | 6 Ba | 6,389 sqft
4218 Sierra Drive
3 Bd | 2 Ba | 1,636 sqft
6067 Summer Street
4 Bd | 4.5 Ba | 4,930 sqft
3638 Crater Road
6 Bd | 2 Ba | 1,627 sqft
5283 Poola Street
4 Bd | 3 Ba | 2,460 sqft
Total 251 Diamond Head Region Homes - 15 loaded
Diamond Head Region Homes Overview
Note: This page displays homes for sale in the Diamond Head region, which is 1 of 3 regions in Honolulu. If you want to search all Honolulu, then visit our Honolulu homes for sale page.

When you hear the words 'Diamond Head homes', it's natural to immediately think of large and very exclusive oceanfront mansions sitting under the the iconic volcanic cone. Those are the houses that get the profiles in upscale magazines and tv shows that focus on the Other Half. The Diamond Head region, though, takes in a lot more and there's a lot of variety that spans the market.

In Honolulu real estate, the Diamond Head district takes in a few neighborhoods, stretching from its western borders of Kapahulu and Kaimuki, out to its eastern end that stops at Kuliouou and Paigo Lagoon. You'd be in good company if you didn't realize that the smaller homes sitting behind Diamond Head are just as much a part of this same overall district as Doris Duke's Shangri-La.

It all starts with those homes in the Kapahulu & Kaimuki districts, many of which are of the classic, wooden Plantation Style, Dickey roof and all. Intermingled you will find newer and, in some cases, architecturally very different houses. This wide variety of styles is because these are long established neighborhoods, rather than the result of planning or a developer's vision. It's a wonderful patchwork that sometimes find the homes almost cheek-to-cheek in many areas.

Above these, literally, are neighborhoods such as Wilhelmina Rise and St. Louis Heights where your outlook can be magnificent, taking in a huge sweep of Honolulu and even the ocean. The words 'Rise' and 'Heights' are very appropriate for the way these residences stretch far up the hills. A large percentage of them are still here from the original build up during the 1950's and 60's, along with some more recent additions. These are great places to settle for those who don't mind, or even prefer, a high perch to live on and take it all in.

Heading immediately east from Kaimuki takes you right into Kahala, a name immediately recognized, not only in the Islands but around the world. It's become almost a cliché to call it the Beverly Hills of Honolulu, but it's also accurate. From the design and look alone, many of the houses here probably do have counterparts back in California. The apex of the market are the homes found on Kahala Avenue, right on some of the most desirable coastline in Hawaii. They will be hard to see, though, behind the large gates and walls that front most of the properties.

Gates and walls continue to be a prevalent feature on the makai side of Kalanianaole Hwy as you continue east through Wailupe, Aina Haina Beach and oceanfront Niu Beach. Just as Kaimuki had its 2 neighborhoods looking over it, Wailupe has Waiale Iki and Hawaii Loa Ridge. Their high positioned homes are also higher in price and desirability, a product of the development boom in the 1980's that saw larger houses built in coveted climes like these. After seeing the views from here of the Pacific and the Honolulu city scape, you'll immediately understand why.

Back on street level, you'll come next to Aina Haina, famous for its low-rise ranch style homes as is Niu Valley, its neighbor. The latter is especially beautiful with the smaller vertical footprint of the homes giving you a Big Sky feeling with the backdrop of the awesome Koolaus. These are also products of the post-World War II construction surge and many families are the same ones who bought originally, as are the houses themselves, of course.

Overall, this is probably the highest cost real estate district in Hawaii. You can still find reasonable prices, for the Islands, in some Diamond Head region homes for sale, but this is always an in-demand area. Plenty of shopping, generally good schools and beautiful scenery, though it often leans to being very urban. Factor in places like the Gold Coast, Kahala and Black Point within its borders and that takes the price tags up into the stratosphere. It's a case of a lot of demand and not enough supply, but how many who live here have ever regretted the purchase? Let's face it. Not very many.

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Diamond Head Region Photos

Recently Sold in Diamond Head Region

Sold1/27/'20
$1,875,000 (Sold Price)
4130 Kahala Avenue
4 Bd | 2.5Ba | 1,763 sqft
Sold1/27/'20
$778,000 (Sold Price)
710 Ocean View Drive
3 Bd | 3 | 1,205 sqft
Year Remodeled: 2019
Sold1/24/'20
$1,250,000 (Sold Price)
5436 Kirkwood Place
5 Bd | 4 | 2,174 sqft
Ocean view
Sold1/24/'20
$833,000 (Sold Price)
3480 Alohea Avenue
3 Bd | 3 | 1,436 sqft
Ocean view
Sold1/23/'20
$1,650,000 (Sold Price)
5321 Papai Street
5 Bd | 4 | 3,924 sqft
Built: 2017
Sold1/23/'20
$1,354,000 (Sold Price)
4250 A Sierra Drive
6 Bd | 4 | 3,138 sqft
Ocean view
Sold1/23/'20
$1,100,000 (Sold Price)
1597 Kalaniuka Circle
3 Bd | 2.5Ba | 2,230 sqft
Ocean view
Sold1/17/'20
$900,000 (Sold Price)
1834 St Louis Drive
4 Bd | 4 | 2,136 sqft
Ocean view
Sold1/17/'20
$2,100,000 (Sold Price)
1113 Koloa Street
4 Bd | 5 | 2,632 sqft
Sold1/15/'20
$780,000 (Sold Price)
3025 Libert Street
4 Bd | 1 | 1,109 sqft
Sold1/10/'20
$1,192,000 (Sold Price)
3732 Lurline Drive
4 Bd | 3 | 2,394 sqft
Ocean view
Sold1/3/'20
$3,075,000 (Sold Price)
5589 Kalanianaole Highway
5 Bd | 3.5Ba | 3,538 sqft
Oceanfront
Sold12/31/'19
$905,000 (Sold Price)
896 Ailuna Street
3 Bd | 2 | 1,080 sqft
Sold12/30/'19
$1,750,000 (Sold Price)
738 21st Avenue
7 Bd | 6 | 3,196 sqft
Ocean view
Sold12/30/'19
$2,000,000 (Sold Price)
738 Moaniala Street
4 Bd | 3.5Ba | 3,419 sqft
Ocean view
Sold12/30/'19
$1,680,000 (Sold Price)
1214 Pueo Street
3 Bd | 3 | 1,822 sqft
Year Remodeled: 2006
Sold12/27/'19
$1,320,000 (Sold Price)
1509 Kaminaka Drive
4 Bd | 5 | 2,163 sqft
Ocean view
Sold12/27/'19
$1,300,600 (Sold Price)
4959 Maunalani Circle
3 Bd | 2.5Ba | 1,756 sqft
Ocean view
Sold12/27/'19
$1,300,000 (Sold Price)
4757 Kahala Avenue
1 Bd | 1 | 692 sqft
Sold12/23/'19
$802,200 (Sold Price)
2445 10th Avenue
3 Bd | 1 | 1,368 sqft
Sold12/20/'19
$836,000 (Sold Price)
113 Kaeleloi Place
3 Bd | 2 | 1,158 sqft
Sold12/20/'19
$5,700,000 (Sold Price)
4462 Kahala Avenue
5 Bd | 8 | 7,388 sqft
Ocean view
Sold12/20/'19
$750,000 (Sold Price)
4543 Malia Street
4 Bd | 1 | 1,372 sqft
Ocean view
Sold12/20/'19
$1,450,000 (Sold Price)
725 8th Avenue
4 Bd | 3 | 2,646 sqft
Ocean view
Sold12/20/'19
$1,260,000 (Sold Price)
932 Lawelawe Street
3 Bd | 3 | 1,931 sqft
Ocean view
Sold12/20/'19
$945,000 (Sold Price)
3255 George Street
5 Bd | 3.5Ba | 1,811 sqft
Sold12/20/'19
$1,007,500 (Sold Price)
2057 Alaeloa Street
3 Bd | 2 | 1,184 sqft
Ocean view
Sold12/20/'19
$910,000 (Sold Price)
1930 9th Avenue
5 Bd | 3 | 2,706 sqft
Sold12/19/'19
$825,000 (Sold Price)
810 Alamuku Street
3 Bd | 1 | 1,070 sqft
Sold12/18/'19
$1,288,000 (Sold Price)
1551 Ihiloa Loop
4 Bd | 2.5Ba | 2,721 sqft
Ocean view
Sold12/18/'19
$1,680,000 (Sold Price)
1419 Ehupua Street
3 Bd | 2.5Ba | 2,239 sqft
Ocean view
Sold12/16/'19
$1,300,000 (Sold Price)
2480 St Louis Drive
4 Bd | 3 | 2,178 sqft
Ocean view
Sold12/16/'19
$755,000 (Sold Price)
3555 Campbell Avenue
4 Bd | 2 | 714 sqft
Sold12/16/'19
$980,000 (Sold Price)
4103 Pakolu Place
4 Bd | 2 | 2,163 sqft
Ocean view
Sold12/16/'19
$1,800,000 (Sold Price)
2218 Piimauna Street
3 Bd | 2.5Ba | 3,457 sqft
Ocean view
Sold12/16/'19
$7,200,000 (Sold Price)
4432 Kahala Avenue
4 Bd | 7 | 8,073 sqft
Ocean view
Sold12/13/'19
$4,900,000 (Sold Price)
4017 Black Point Road
5 Bd | 6.5Ba | 7,470 sqft
Ocean view
Sold12/13/'19
$1,075,000 (Sold Price)
128 Kuliouou Road
4 Bd | 3 | 1,759 sqft
Year Remodeled: 2019
Sold12/12/'19
$1,530,000 (Sold Price)
5231 Kuaiwi Place
4 Bd | 3 | 2,616 sqft
Ocean view
Sold12/12/'19
$998,000 (Sold Price)
949 11th Avenue
3 Bd | 2 | 1,148 sqft
Sold12/11/'19
$875,000 (Sold Price)
1958 Iwi Way
3 Bd | 3 | 2,355 sqft
Ocean view
Sold12/11/'19
$475,000 (Sold Price)
841 Ailuna Street
3 Bd | 2 | 1,407 sqft
Ocean view
Sold12/11/'19
$1,397,625 (Sold Price)
4767 Kahala Avenue
3 Bd | 3 | 1,742 sqft
Built: 2009
Sold12/9/'19
$1,560,000 (Sold Price)
2080 Alaeloa Street
3 Bd | 2 | 1,742 sqft
Ocean view
Sold12/9/'19
$1,375,000 (Sold Price)
646 Hind Iuka Drive
3 Bd | 2 | 2,262 sqft
Built: 2007
Sold12/6/'19
$3,770,000 (Sold Price)
5581 Kalanianaole Highway
5 Bd | 3 | 3,605 sqft
Oceanfront
Sold12/6/'19
$1,080,000 (Sold Price)
6075 Keoki Place
3 Bd | 1.5Ba | 1,026 sqft
Year Remodeled: 2017
Sold12/5/'19
$975,000 (Sold Price)
871 Leighton Street
4 Bd | 3 | 2,163 sqft
Ocean view
Sold12/5/'19
$840,000 (Sold Price)
956 Hao Street
3 Bd | 1.5Ba | 1,230 sqft
Sold12/4/'19
$1,450,000 (Sold Price)
5396 Poola Street
5 Bd | 3.5Ba | 2,893 sqft
Ocean view