Hawaii Living

252 Diamond Head Region Homes for Sale

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Just listed
$8,000,000
5949 Kalanianaole Highway
5 Bd | 6 Ba | 7,995 sqft
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Just listed
$1,850,000
911 Koko Head Avenue
7 Bd | 4.5 Ba | 3,162 sqft
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Just listed
$1,250,000
725 Ocean View Drive
3 Bd | 3 Ba | 1,778 sqft
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Just listed
$915,000
942 Pilialo Street
3 Bd | 1.5 Ba | 1,174 sqft
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961 Kealaolu Avenue
3 Bd | 2 Ba | 1,580 sqft
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1605 Quincy Place
4 Bd | 2 Ba | 1,920 sqft
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705 Kahiau Loop
4 Bd | 3 Ba | 2,942 sqft
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Escrow
$797,000
2228 Kauhana Street
3 Bd | 2 Ba | 888 sqft
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5525 Kalanianaole Highway
6 Bd | 5 Ba | 2,217 sqft
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943 Waiholo Street
4 Bd | 3.5 Ba | 4,257 sqft
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1224 Koko Head Avenue
9 Bd | 5 Ba | 2,873 sqft
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1224 Laukahi Street
4 Bd | 4.5 Ba | 2,950 sqft
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5641 Kalanianaole Highway
4 Bd | 5.5 Ba | 4,705 sqft
Total 252 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.

More Details

Diamond Head Region Photos

Recently Sold in Diamond Head Region

Sold7/10/'20
$1,800,000 (Sold Price)
977 Makaiwa Street
4 Bd | 2.5Ba | 1,810 sqft
Year Remodeled: 2019
Sold7/7/'20
$1,479,500 (Sold Price)
5009 Poola Street
3 Bd | 2 | 2,140 sqft
Ocean view
Sold7/6/'20
$1,350,000 (Sold Price)
1326 Center Street
3 Bd | 3 | 2,017 sqft
Ocean view
Sold7/6/'20
$4,600,000 (Sold Price)
4161 Kaimanahila Street
4 Bd | 3 | 4,183 sqft
Ocean view
Sold7/6/'20
$1,300,000 (Sold Price)
922 21st Avenue
4 Bd | 2 | 1,787 sqft
Ocean view
Sold7/2/'20
$925,000 (Sold Price)
1707 Bertram Street
3 Bd | 2 | 1,222 sqft
Ocean view
Sold6/30/'20
$1,280,000 (Sold Price)
2293 Halakau Street
2 Bd | 2 | 2,588 sqft
Ocean view
Sold6/30/'20
$1,735,000 (Sold Price)
759 Moaniala Street
4 Bd | 3 | 3,973 sqft
Ocean view
Sold6/30/'20
$900,000 (Sold Price)
5578 Kawaikui Street
3 Bd | 1 | 1,014 sqft
Sold6/29/'20
$4,500,000 (Sold Price)
4902 Kahala Avenue
5 Bd | 8 | 9,600 sqft
Year Remodeled: 2005
Sold6/26/'20
$3,069,000 (Sold Price)
1161 Ikena Circle
4 Bd | 2.5Ba | 3,485 sqft
Ocean view
Sold6/26/'20
$865,000 (Sold Price)
610 Kuliouou Road
3 Bd | 2 | 1,476 sqft
Year Remodeled: 2019
Sold6/26/'20
$1,328,000 (Sold Price)
1436 Laamia Street
4 Bd | 2 | 2,172 sqft
Ocean view
Sold6/24/'20
$1,210,000 (Sold Price)
4893 Poola Street
3 Bd | 2 | 1,528 sqft
Year Remodeled: 2019
Sold6/24/'20
$1,900,000 (Sold Price)
335 Wailupe Circle
5 Bd | 4 | 3,146 sqft
Ocean view
Sold6/23/'20
$2,700,000 (Sold Price)
4738 Kahala Avenue
8 Bd | 4 | 4,116 sqft
Sold6/22/'20
$1,550,000 (Sold Price)
4005 Kulamanu Street
3 Bd | 2 | 1,556 sqft
Ocean view
Sold6/19/'20
$956,000 (Sold Price)
4018 Maunaloa Avenue
3 Bd | 2 | 1,000 sqft
Year Remodeled: 2017
Sold6/19/'20
$530,000 (Sold Price)
1526F Palolo Avenue
2 Bd | 1 | 600 sqft
Sold6/19/'20
$800,000 (Sold Price)
2314 Waiomao Road
7 Bd | 3 | 3,104 sqft
Sold6/18/'20
$1,100,000 (Sold Price)
3036 Monsarrat Avenue
7 Bd | 4 | 2,664 sqft
Sold6/17/'20
$1,050,000 (Sold Price)
3114 Hayden Street
4 Bd | 3 | 1,616 sqft
Sold6/17/'20
$880,000 (Sold Price)
902 18th Avenue
3 Bd | 2 | 920 sqft
Year Remodeled: 2020
Sold6/15/'20
$929,000 (Sold Price)
3941 Pahoa Avenue
3 Bd | 1.5Ba | 944 sqft
Sold6/12/'20
$973,000 (Sold Price)
2600 Waiomao Road
4 Bd | 3.5Ba | 1,909 sqft
Year Remodeled: 2020
Sold6/12/'20
$1,020,000 (Sold Price)
3306 Winam Avenue
4 Bd | 2.5Ba | 1,924 sqft
Year Remodeled: 2017
Sold6/12/'20
$1,150,000 (Sold Price)
4912 Poola Street
3 Bd | 2 | 1,634 sqft
Sold6/10/'20
$1,249,000 (Sold Price)
2433 Jasmine Street
6 Bd | 4 | 3,034 sqft
Ocean view
Sold6/5/'20
$1,010,000 (Sold Price)
719 Lawelawe Street
2 Bd | 1 | 905 sqft
Sold6/5/'20
$764,000 (Sold Price)
808 6th Avenue
3 Bd | 2 | 956 sqft
Year Remodeled: 2018
Sold6/5/'20
$1,770,825 (Sold Price)
1915 Kihi Street
4 Bd | 3.5Ba | 2,880 sqft
Ocean view
Sold6/4/'20
$675,000 (Sold Price)
3202 Ahinahina Place
3 Bd | 1 | 1,032 sqft
Sold6/3/'20
$765,000 (Sold Price)
1157 Mona Street
3 Bd | 1.5Ba | 1,092 sqft
Sold5/29/'20
$965,000 (Sold Price)
3844 Noeau Street
3 Bd | 2.5Ba | 1,008 sqft
Sold5/27/'20
$925,000 (Sold Price)
3334 Monsarrat Avenue
3 Bd | 2.5Ba | 1,000 sqft
Sold5/26/'20
$1,150,000 (Sold Price)
128 Maunalanikai Place
3 Bd | 2.5Ba | 2,451 sqft
Ocean view
Sold5/22/'20
$989,000 (Sold Price)
4603 Aliikoa Street
3 Bd | 1.5Ba | 1,200 sqft
Sold5/21/'20
$800,000 (Sold Price)
2406 Puunoa Place
5 Bd | 2.5Ba | 1,320 sqft
Year Remodeled: 2020
Sold5/19/'20
$1,370,000 (Sold Price)
928 17th Avenue
6 Bd | 4 | 2,958 sqft
Ocean view
Sold5/19/'20
$865,000 (Sold Price)
1533 St Louis Drive
3 Bd | 1.5Ba | 1,032 sqft
Sold5/18/'20
$1,700,000 (Sold Price)
154 Maono Place
4 Bd | 3 | 3,280 sqft
Ocean view
Sold5/16/'20
$759,000 (Sold Price)
1919 10th Avenue
5 Bd | 2.5Ba | 1,424 sqft
Ocean view
Sold5/15/'20
$595,000 (Sold Price)
1198 Mona Street
3 Bd | 2.5Ba | 1,716 sqft
Sold5/14/'20
$1,095,000 (Sold Price)
2922 Dole Street
4 Bd | 3.5Ba | 2,088 sqft
Year Remodeled: 2020
Sold5/14/'20
$799,000 (Sold Price)
3333 Kauhana Place
5 Bd | 2 | 1,914 sqft
Sold5/12/'20
$980,000 (Sold Price)
3 Bd | 1.5Ba | 1,336 sqft
Year Remodeled: 2020
Sold5/8/'20
$740,000 (Sold Price)
1526D Palolo Avenue
4 Bd | 2 | 1,200 sqft
Sold5/8/'20
$810,000 (Sold Price)
1441 16th Avenue
3 Bd | 1 | 934 sqft
Sold5/8/'20
$1,300,000 (Sold Price)
1489 Kalaepohaku Street
3 Bd | 2 | 1,532 sqft
Ocean view
Sold5/7/'20
$1,590,000 (Sold Price)
3919 Pili Place
5 Bd | 3 | 2,116 sqft
Ocean view