Hawaii Living

205 Diamond Head Region Homes for Sale

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Just listed
$3,395,000
5797 Kalanianaole Highway
3 Bd | 3 Ba | 3,172 sqft
5797 Kalanianaole Highway
3 Bd | 3 Ba | 3,172 sqft
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3766 Anuhea Street
3 Bd | 1.5 Ba | 1,328 sqft
3766 Anuhea Street
3 Bd | 1.5 Ba | 1,328 sqft
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3123 Olu Street
5 Bd | 3 Ba | 1,760 sqft
3123 Olu Street
5 Bd | 3 Ba | 1,760 sqft
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943 Waiholo Street
4 Bd | 3.5 Ba | 4,257 sqft
943 Waiholo Street
4 Bd | 3.5 Ba | 4,257 sqft
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4040 Kulamanu Street
6 Bd | 5 Ba | 3,348 sqft
4040 Kulamanu Street
6 Bd | 5 Ba | 3,348 sqft
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3415 Harding Avenue
12 Bd | 8 Ba | 5,797 sqft
3415 Harding Avenue
12 Bd | 8 Ba | 5,797 sqft
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614 Hunalewa Street
3 Bd | 1 Ba | 864 sqft
614 Hunalewa Street
3 Bd | 1 Ba | 864 sqft
1309 10th Avenue
4 Bd | 2.5 Ba | 1,742 sqft
1309 10th Avenue
4 Bd | 2.5 Ba | 1,742 sqft
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3738B Manini Way
3 Bd | 2 Ba | 1,135 sqft
3738B Manini Way
3 Bd | 2 Ba | 1,135 sqft
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2354 Jasmine Street
4 Bd | 2 Ba | 3,106 sqft
2354 Jasmine Street
4 Bd | 2 Ba | 3,106 sqft
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5017 Kalanianaole Highway
6 Bd | 5 Ba | 4,204 sqft
5017 Kalanianaole Highway
6 Bd | 5 Ba | 4,204 sqft
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3864 Owena Street
4 Bd | 4 Ba | 4,959 sqft
Ocean view
3864 Owena Street
4 Bd | 4 Ba | 4,959 sqft
Ocean view
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4106 Black Point Road
3 Bd | 3.5 Ba | 3,087 sqft
Ocean view
4106 Black Point Road
3 Bd | 3.5 Ba | 3,087 sqft
Ocean view
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3030 Hibiscus Drive
4 Bd | 6.5 Ba | 4,321 sqft
Ocean view
3030 Hibiscus Drive
4 Bd | 6.5 Ba | 4,321 sqft
Ocean view
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180 Niuiki Circle
4 Bd | 3 Ba | 2,136 sqft
Built: 2018
180 Niuiki Circle
4 Bd | 3 Ba | 2,136 sqft
Built: 2018
The MLS properties are based on information from the Multiple Listing Service of Hicentral MLS, Ltd.
Total 205 Diamond Head Region Homes - 15 loaded

The MLS properties are based on information from the Multiple Listing Service of Hicentral MLS, Ltd.
Diamond Head Region - Real Estate & General Info
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

Sold1/15/'21
$935,000 (Sold Price)
1748 Paula Drive
4 Bd | 3 | 2,042 sqft
Ocean view
Sold1/14/'21
$1,010,000 (Sold Price)
1467 Frank Street
6 Bd | 4 | 3,149 sqft
Ocean view
Sold1/13/'21
$1,180,000 (Sold Price)
3848 Anuhea Street
4 Bd | 3 | 1,840 sqft
Ocean view
Sold1/13/'21
$620,000 (Sold Price)
1129 2nd Avenue
2 Bd | 1 | 606 sqft
Year Remodeled: 2020
Sold1/13/'21
$780,000 (Sold Price)
2097 10th Avenue
5 Bd | 3 | 1,902 sqft
Ocean view
Sold1/12/'21
$2,700,000 (Sold Price)
1173 Waiholo Place
4 Bd | 4 | 3,084 sqft
Ocean view
Sold1/11/'21
$785,000 (Sold Price)
1805 Palolo Avenue
2 Bd | 1 | 992 sqft
Sold1/8/'21
$2,365,000 (Sold Price)
4995 Kalanianaole Highway
5 Bd | 3.5Ba | 2,224 sqft
Oceanfront
Sold1/8/'21
$980,000 (Sold Price)
534 Hind Drive
3 Bd | 2 | 1,504 sqft
Sold1/8/'21
$985,000 (Sold Price)
4180 Kilauea Avenue
3 Bd | 1.5Ba | 926 sqft
Sold1/8/'21
$1,243,500 (Sold Price)
821 Ocean View Drive
4 Bd | 2.5Ba | 1,449 sqft
Ocean view
Sold1/8/'21
$1,975,000 (Sold Price)
745 Hunakai Street
4 Bd | 2 | 2,126 sqft
Sold1/6/'21
$1,035,000 (Sold Price)
1818 St Louis Drive
4 Bd | 3 | 2,112 sqft
Ocean view
Sold1/6/'21
$835,000 (Sold Price)
1354 Makaikoa Street
3 Bd | 1 | 912 sqft
Sold1/6/'21
$3,000,000 (Sold Price)
11 Niuhi Street
4 Bd | 5 | 4,854 sqft
Ocean view
Sold1/5/'21
$2,888,000 (Sold Price)
1446 Pueo Street
5 Bd | 5.5Ba | 3,214 sqft
Built: 2019
Sold1/4/'21
$1,020,000 (Sold Price)
3917 Maunaloa Avenue
6 Bd | 3 | 1,474 sqft
Ocean view
Sold1/4/'21
$1,500,000 (Sold Price)
3016 Holei Street
3 Bd | 4 | 2,928 sqft
Year Remodeled: 2020
Sold1/4/'21
$3,545,100 (Sold Price)
1030 Kealaolu Avenue
5 Bd | 5.5Ba | 5,424 sqft
Year Remodeled: 2006
Sold1/4/'21
$1,200,000 (Sold Price)
729 12th Avenue
4 Bd | 3 | 2,404 sqft
Sold12/31/'20
$1,200,000 (Sold Price)
3025 Libert Street
5 Bd | 2 | 2,408 sqft
Ocean view
Sold12/31/'20
$2,100,000 (Sold Price)
124 Kaulana Way
4 Bd | 3.5Ba | 2,735 sqft
Ocean view
Sold12/30/'20
$5,400,000 (Sold Price)
3124 Noela Drive
5 Bd | 7 | 7,953 sqft
Ocean view
Sold12/30/'20
$1,225,000 (Sold Price)
1415 Koko Head Avenue
6 Bd | 3 | 1,892 sqft
Ocean view
Sold12/30/'20
$1,175,000 (Sold Price)
522 Lawelawe Street
4 Bd | 3 | 2,057 sqft
Year Remodeled: 2017
Sold12/29/'20
$1,045,000 (Sold Price)
3420 Hayden Street
3 Bd | 1 | 880 sqft
Fully furnished
Sold12/29/'20
$2,576,500 (Sold Price)
4369 Hopeloa Place
4 Bd | 4 | 3,134 sqft
Sold12/28/'20
$1,150,000 (Sold Price)
3303 Duval Street
3 Bd | 2 | 981 sqft
Year Remodeled: 2018
Sold12/28/'20
$5,750,000 (Sold Price)
5621 Kalanianaole Highway
7 Bd | 6 | 6,689 sqft
Oceanfront
Sold12/24/'20
$2,250,000 (Sold Price)
703 Puuikena Drive
5 Bd | 6 | 5,389 sqft
Ocean view
Sold12/24/'20
$1,770,000 (Sold Price)
1808 Halekoa Drive
4 Bd | 4 | 2,189 sqft
Ocean view
Sold12/24/'20
$720,000 (Sold Price)
2368 Kuahea Street
4 Bd | 2 | 1,619 sqft
Year Remodeled: 2018
Sold12/24/'20
$1,889,000 (Sold Price)
3661 Lilinoe Place
4 Bd | 3.5Ba | 3,494 sqft
Ocean view
Sold12/23/'20
$1,200,000 (Sold Price)
1399 St Louis Drive
4 Bd | 3 | 2,639 sqft
Ocean view
Sold12/23/'20
$1,755,000 (Sold Price)
4134 Koko Drive
4 Bd | 3.5Ba | 3,502 sqft
Ocean view
Sold12/23/'20
$1,287,500 (Sold Price)
5255 Apo Drive
3 Bd | 3 | 1,762 sqft
Sold12/22/'20
$1,860,000 (Sold Price)
649 Onaha Street
3 Bd | 2 | 2,154 sqft
Sold12/22/'20
$2,700,000 (Sold Price)
245 Elelupe Road
5 Bd | 4.5Ba | 4,103 sqft
Year Remodeled: 2020
Sold12/22/'20
$1,100,000 (Sold Price)
3449 Hayden Street
2 Bd | 2 | 1,384 sqft
Ocean view
Sold12/21/'20
$4,275,000 (Sold Price)
533 Ahakea Street
4 Bd | 4.5Ba | 4,494 sqft
Built: 2012
Sold12/21/'20
$920,000 (Sold Price)
4 Bd | 3.5Ba | 2,416 sqft
Ocean view
Sold12/18/'20
$1,680,000 (Sold Price)
198 Hao Street
4 Bd | 3 | 2,077 sqft
Ocean view
Sold12/18/'20
$1,790,000 (Sold Price)
670 Kaulana Place
3 Bd | 2 | 2,208 sqft
Ocean view
Sold12/18/'20
$1,365,000 (Sold Price)
4111 Kaimuki Avenue
6 Bd | 4 | 2,620 sqft
Ocean view
Sold12/18/'20
$1,150,000 (Sold Price)
3209 Harding Avenue
4 Bd | 3 | 1,670 sqft
Year Remodeled: 2014
Sold12/18/'20
$2,468,000 (Sold Price)
110 Ikena Place
4 Bd | 3.5Ba | 4,611 sqft
Ocean view
Sold12/18/'20
$1,250,000 (Sold Price)
3655 Kawelolani Place
4 Bd | 2 | 1,832 sqft
Ocean view
Sold12/18/'20
$998,000 (Sold Price)
802 Kainoa Place
3 Bd | 1.5Ba | 1,320 sqft
Ocean view
Sold12/16/'20
$1,820,000 (Sold Price)
3855 Monterey Drive
4 Bd | 3 | 3,389 sqft
Ocean view
Sold12/15/'20
$1,695,000 (Sold Price)
1626 Laukahi Street
3 Bd | 3 | 1,440 sqft
Ocean view
Sold12/15/'20
$2,200,000 (Sold Price)
611 Puuikena Drive
4 Bd | 5 | 3,594 sqft
Ocean view
Sold12/15/'20
$2,100,000 (Sold Price)
756 11th Avenue
3 Bd | 1.5Ba | 1,917 sqft
Sold12/15/'20
$1,860,000 (Sold Price)
3645 Nihipali Place
4 Bd | 3 | 2,281 sqft
Ocean view
Sold12/14/'20
$1,250,000 (Sold Price)
3148 Duval Street
4 Bd | 3 | 2,257 sqft
Sold12/11/'20
$1,250,000 (Sold Price)
1671 Kanalui Street
4 Bd | 2.5Ba | 2,079 sqft
Ocean view
Sold12/11/'20
$1,850,000 (Sold Price)
640 Moaniala Street
4 Bd | 3.5Ba | 3,511 sqft
Ocean view
Sold12/9/'20
$2,318,000 (Sold Price)
593 Moaniala Street
3 Bd | 3.5Ba | 4,126 sqft
Ocean view
Sold12/9/'20
$1,510,000 (Sold Price)
1768 Halekoa Drive
4 Bd | 2 | 1,692 sqft
Ocean view
Sold12/9/'20
$1,120,000 (Sold Price)
811 20th Avenue
3 Bd | 1 | 981 sqft
Sold12/9/'20
$760,000 (Sold Price)
2530 Jasmine Street
4 Bd | 3 | 2,046 sqft
Ocean view
Sold12/8/'20
$2,175,000 (Sold Price)
4543 Aukai Avenue
5 Bd | 6 | 5,909 sqft
Sold12/8/'20
$1,150,000 (Sold Price)
3750 Claudine Street
4 Bd | 2.5Ba | 1,824 sqft
Ocean view
Sold12/7/'20
$1,050,000 (Sold Price)
5463 Opihi Street
4 Bd | 2 | 1,332 sqft
Sold12/7/'20
$1,000,000 (Sold Price)
1323 Center Street
4 Bd | 2.5Ba | 2,496 sqft
Ocean view
Sold12/7/'20
$785,000 (Sold Price)
2052 St Louis Drive
4 Bd | 1.5Ba | 1,584 sqft
Ocean view
Sold12/4/'20
$865,000 (Sold Price)
622 9th Avenue
3 Bd | 1 | 862 sqft
Sold12/4/'20
$1,315,000 (Sold Price)
1393 Hoakoa Place
3 Bd | 2.5Ba | 2,129 sqft
Ocean view
Sold12/4/'20
$1,750,000 (Sold Price)
651 Kahiau Loop
3 Bd | 3.5Ba | 2,888 sqft
Ocean view
Sold12/4/'20
$1,130,000 (Sold Price)
4041 Waialae Avenue
6 Bd | 2 | 1,664 sqft
Sold12/4/'20
$1,280,000 (Sold Price)
1441 16th Avenue
4 Bd | 3 | 1,560 sqft
Year Remodeled: 2020
Sold12/3/'20
$2,600,000 (Sold Price)
1227 Koloa Street
3 Bd | 3 | 3,265 sqft
Year Remodeled: 2007
Sold12/3/'20
$1,860,000 (Sold Price)
961 Kealaolu Avenue
3 Bd | 2 | 1,580 sqft
Sold12/3/'20
$1,825,000 (Sold Price)
4205 Kahala Avenue
6 Bd | 3 | 2,353 sqft
Year Remodeled: 2013
Sold12/2/'20
$1,275,000 (Sold Price)
4556 Sierra Drive
6 Bd | 4.5Ba | 4,666 sqft
Ocean view
Sold12/1/'20
$1,300,000 (Sold Price)
3503 Trousseau Street
7 Bd | 3 | 2,564 sqft
Ocean view
Sold12/1/'20
$1,620,000 (Sold Price)
439 Kuliouou Road
9 Bd | 8 | 4,048 sqft
Sold11/30/'20
$998,000 (Sold Price)
1543 St Louis Drive
3 Bd | 2 | 1,216 sqft
Ocean view
Sold11/30/'20
$1,480,000 (Sold Price)
5078 Poola Place
5 Bd | 3 | 2,380 sqft
Ocean view
Sold11/30/'20
$780,000 (Sold Price)
3342 Kauhana Place
3 Bd | 1 | 968 sqft
Marina view
Sold11/27/'20
$850,000 (Sold Price)
2437 Myrtle Street
3 Bd | 2 | 1,081 sqft
Sold11/27/'20
$1,550,000 (Sold Price)
2353 Aha Maka Way
4 Bd | 4 | 2,486 sqft
Ocean view
Sold11/25/'20
$950,000 (Sold Price)
3343 Harding Avenue
4 Bd | 2 | 1,584 sqft
Year Remodeled: 2019
Sold11/25/'20
$925,000 (Sold Price)
1374 Makaikoa Street
4 Bd | 2 | 1,192 sqft
Ocean view
Sold11/25/'20
$1,975,000 (Sold Price)
4337 Kahala Avenue
4 Bd | 3.5Ba | 2,397 sqft
Year Remodeled: 2015
Sold11/25/'20
$1,883,500 (Sold Price)
5 Bd | 4 | 2,895 sqft
Fully furnished
Sold11/25/'20
$1,065,000 (Sold Price)
1421 Ainakoa Avenue
4 Bd | 1.5Ba | 1,116 sqft
Sold11/25/'20
$2,550,000 (Sold Price)
839 Onaha Street
3 Bd | 2 | 2,851 sqft
Sold11/25/'20
$1,600,000 (Sold Price)
5454 Poola Street
4 Bd | 3.5Ba | 3,555 sqft
Ocean view
Sold11/24/'20
$5,895,000 (Sold Price)
3919 Noela Place
5 Bd | 7.5Ba | 8,709 sqft
Ocean view
Sold11/24/'20
$900,000 (Sold Price)
5420 Paniolo Place
3 Bd | 2.5Ba | 1,923 sqft
Ocean view
Sold11/24/'20
$1,910,000 (Sold Price)
810 Puuikena Drive
4 Bd | 4 | 3,580 sqft
Ocean view
Sold11/20/'20
$915,000 (Sold Price)
3132 Kaimuki Avenue
3 Bd | 2 | 1,286 sqft
Year Remodeled: 2020
Sold11/19/'20
$1,118,500 (Sold Price)
215 Hawaii Loa Street
3 Bd | 2 | 1,988 sqft
Year Remodeled: 2010
Sold11/19/'20
$3,175,000 (Sold Price)
4726 Kolohala Street
4 Bd | 3.5Ba | 3,753 sqft
Year Remodeled: 2019
Sold11/19/'20
$950,000 (Sold Price)
1774-E Palolo Avenue
5 Bd | 3 | 2,097 sqft
Built: 2013
Sold11/19/'20
$910,000 (Sold Price)
2355 Orchid Street
6 Bd | 3 | 2,492 sqft
Sold11/19/'20
$925,000 (Sold Price)
757 22nd Avenue
3 Bd | 1.5Ba | 1,054 sqft
Sold11/19/'20
$1,640,000 (Sold Price)
4792 Analii Street
3 Bd | 2 | 1,578 sqft
Ocean view
Sold11/19/'20
$4,500,000 (Sold Price)
4612 Aukai Avenue
5 Bd | 5.5Ba | 6,129 sqft
Built: 2007
Sold11/18/'20
$980,000 (Sold Price)
1938 Bertram Street
3 Bd | 1 | 2,027 sqft
Ocean view