The Three Most Expensive Homes You Can Buy Now on O‘ahu

Surprise, they’re all oceanfront properties in Kailua.

Our most expensive homes aren’t in Lanikai, Kāhala or on Hawai‘i Loa Ridge.


If home prices are a sign of desirability, the most wanted neighborhood on O‘ahu right now is Kailua’s Beachside. The three highest priced homes currently listed for sale on O‘ahu are all part of this charming neighborhood stretched along Kailua Beach. The Honolulu Board of Realtors’ MLS has its own system of divvying up neighborhoods, and Beachside is the area of Kailua makai of Kalāheo Avenue between Kalapawai Market and Mokapu Road at ‘Aikahi. Ten homes in the neighborhood have sold so far this year, with those on the beach fetching between $4.55 million and $17.38 million each.


The homes are all gorgeous. Here’s a look at the pointy end of our current market:


72 S. Kalāheo Avenue 

72 S. Kalaheo Ave.


(MLS #201617801, listed by Anne Oliver of Coldwell Banker Pacific Properties) could be yours for $22.8 million. Named Hale Palekaiko, or House of Paradise, this one is our favorite, with a resort feel. Brand new and designed by award-winning Peter Vincent, the indo-modern home has a main four-bedroom, four-and-a-half-bath home and a guest residence with three bedrooms and three-and-a-half baths, a poolside bar and a total of 11,476 feet of interior space. Oliver says the home is one of only seven avenue-to-ocean estates on Kailua Beach, in an area especially prized because the tides and wave action are calmer than other areas of Kailua Beach. The fact that you can walk to Kailua Town is simply the frosting on the cake.


210 Kalāheo Avenue

210 Kalāheo Ave.


(MLS #201622641, listed by Scott Carvill of Carvill Sotheby’s International Realty) is just under $25 million. For that, you get more than 17,300 square feet of interior living space on 1.5 acres of Kailua beachfront land. The property has a main home and a guest home, and seamlessly blends indoor/outdoor living spaces. It’s spacious and private—and covers three full oceanfront parcels.


51 Kaikea Place

51 Kaikea Place


(MLS #201522707, listed by Alan Christopher at CBI Residential Services), you get even more space: 2.5 acres on four parcels. The home itself was renovated in 2008 and includes more than 13,400 square feet of interior living area. It’s a beautiful take on the traditional kama‘āina beach house—lava rock throughout, single level, modest and stunning at the same time. The price was recently reduced from $28 million to $25 million.


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