226 Diamond Head Region Homes for Sale

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3786 Sierra Drive
$1,075,000 4 Bd / 2 Ba / 1,748 sf

Wilhelmina ginger bread house. ...

1122B 2nd Avenue
$399,000 2 Bd / 1 Ba / 430 sf

Cottage in convenient location-L...

224 Kawaikui Place
$1,980,000 8 Bd / 5.5 Ba / 4,410 sf

Modern design BRAND NEW home com...

Sunday Open House
1003 Koae Street
$1,688,000 5 Bd / 3 Ba / 2,334 sf

A captivating Kahala home with w...

853 Puuikena Drive
$2,350,000 3 Bd / 5 Ba / 4,616 sf

Priced to sell fast!! This fabul...

827 Ocean View Drive
$1,295,000 4 Bd / 3 Ba / 1,608 sf

NEW LISTING!! Developer’s...

3996 Hoku Avenue
$1,188,000 3 Bd / 3 Ba / 1,972 sf

BRAND NEW in town! Completed Dec...

Sunday Open House
846 Ailuna Street
$729,000 3 Bd / 1 Ba / 1,265 sf

Large down slope lot of 9,329 sq...

2930 Robert Place
$1,147,000 4 Bd / 3.5 Ba / 1,680 sf

Conveniently located on the lowe...

3366 Kaimuki Avenue
$1,075,000 3 Bd / 2 Ba / 1,178 sf

Rarely available single family h...

6075 Keoki Place
$775,000 3 Bd / 1.5 Ba / 1,026 sf


Sunday Open House
1012 15th Avenue
$1,300,000 4 Bd / 2 Ba / 3,344 sf

First Saturday Open 2/18 from 1-...

2309 Halekoa Drive
$1,595,000 4 Bd / 3.5 Ba / 2,883 sf

This large family home with unob...

734 8th Avenue
$895,000 3 Bd / 1 Ba / 1,116 sf

Super CHARMING 1933 Art Deco hom...

5365 Poola Street
$1,275,000 3 Bd / 2.5 Ba / 2,260 sf

Wow! Best Value on Waialae Iki! ...

1 - 15 of 226
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 real estate region, though, takes in a lot more and there's a lot of variety that spans the market.

You should understand that, in 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.
  • Diamond Head Region Houses - Trends & Statistics

  • The price range of houses for sale in Diamond Head Region is $100 to $22M with a median price of $2M, median interior of 2,966sf and median land size of 10,001sf.
  • The median price of houses sold in Diamond Head Region year-to-date (Jan - Feb 20, 2017) is $1.26M. In previous years it was $1.12M (2016), $1.01M (2015), $1.09M (2014), $950K (2013), $885K (2012), $889K (2011), $949K (2010), $890K (2009), $935K (2008), $1M (2007), $912K (2006), $900K (2005), $745K (2004), $639K (2003).
  • 38 houses have sold in Diamond Head Region year-to-date (Jan - Feb 20, 2017). In previous years, the total number of houses sold were 391 (2016), 396 (2015), 380 (2014), 409 (2013), 452 (2012), 384 (2011), 361 (2010), 316 (2009), 331 (2008), 414 (2007), 448 (2006), 553 (2005), 587 (2004), 526 (2003).
  • On average Diamond Head Region houses were on the market for 81 days before they were sold (Jan - Feb 20, 2017). In previous years it was 97 days (2016), 92 days (2015), 87 days (2014), 66 days (2013), 64 days (2012), 68 days (2011), 61 days (2010), 81 days (2009), 74 days (2008), 71 days (2007), 72 days (2006), 60 days (2005), 56 days (2004), 78 days (2003).
  • The average days on market for Diamond Head Region houses before sold were 80 days January 2017 compared to 93 days January 2016.
  • The ratio of Diamond Head Region houses sales price vs list price were 96.6% January 2017 compared to 97.1% January 2016.
  • 20 Diamond Head Region houses were sold January 2017 compared to 31 houses sold January 2016.
  • The total dollar volume of houses currently for sale in Diamond Head Region is $720.5M and the sold dollar volume year-to-date (Jan - Feb 20, 2017) is $58.45M. In previous years sold dollar volume was $574.63M (2016), $570.65M (2015), $583.04M (2014), $560.93M (2013), $570.89M (2012), $476.74M (2011), $474.09M (2010), $381.32M (2009), $480.93M (2008), $586.47M (2007), $605.14M (2006), $717.39M (2005), $650.57M (2004), $459.35M (2003).
  • The most recent sale in Diamond Head Region was a house located at 1544 Ihiloa Loop, sold for $2.15M on Feb 15, 2017. It had 4066sf of interior. 9 other recent sales include: 1720E Palolo Avenue (1,558sf) sold for $820K on 2/15/2017. 4017 Kaimuki Avenue (1,108sf) sold for $925K on 2/15/2017. 1224 Elizabeth Street (1,496sf) sold for $1.04M on 2/15/2017. 911 Hookipa Way (1,321sf) sold for $933K on 2/15/2017. 4630 Aukai Avenue (7,429sf) sold for $4.05M on 2/14/2017. 4401 Aukai Avenue (3,040sf) sold for $2.6M on 2/10/2017. 934 Iiwi Street (3,402sf) sold for $3.15M on 2/10/2017. 952 Lawelawe Street (3,724sf) sold for $1.45M on 2/9/2017. (2,628sf) sold for $1.33M on 2/3/2017.
  • 124 of the houses have ocean views, 89 have Diamond Head views and 115 have mountain views.