The Top 25 Hawaiian Homes

The U.S.’s 50th state is far from last when it comes to luxury real estate. As part of this waterfront edition of Unique Homes, we researched the 25 most expensive listings in The Aloha State. Although the country’s eighth smallest state, Hawaii offers the fourth longest coastline (behind just Alaska, Florida and California). From acreage to penthouses, from organic farms to rooftop lanais, our snapshot of Hawaii’s priciest offerings is as diverse as the archipelago’s environment.

$70,000,000
2676 E. Kauapea Rd., Kilauea
The ultimate Hawaii retreat on 15+ bluff-top acres with a white-sand beach, main house, guest pavilions, and caretaker’s quarters.
Neal Norman, Hawai’i Life Real Estate Brokers

$45,000,000
5418 Weke Rd., Hanalei
A multi-property estate boasting old-Hawaii charm on the ocean at Hanalei Bay.
Neal Norman, Hawai’i Life Real Estate Brokers

$36,000,000
1118 Ala Moana Blvd., GPH #36, Honolulu
The 10,000-square-foot Grand Penthouse has 5 bedrooms and over 1,300 square feet of outdoor patio space, including its own pool.
Neal Norman, Hawai’i Life Real Estate Brokers

$35,000,000
1118 Ala Moana Blvd., GPH #35, Honolulu
On the 35th floor of Waiea, this 6-bedroom penthouse boasts a rooftop lanai with an ocean-facing infinity pool.
List Sotheby’s International Realty

$31,000,000
4200 Anini Vista Dr., Unit D, Kilauea
An impressive estate on the dramatic coastal bluff of Kauai’s North Shore with views of mountain, shoreline, reef and beyond.
Coldwell Banker Bali Hai Realty

$30,000,000
2620-A Kauapea Rd., Kilauea
This gated ocean-bluff estate has a deeded trail to the beach, a guest home and one of the most beautifully detailed homes on Kauai.
Hawai’i Life Real Estate Brokers

$29,500,000
2590 Kauapea Rd., Lot 65, KilaueaThis elevated 28-plus-acre estate features ocean, mountain and
extended coastal vistas.
Hawai’i Life Real Estate Brokers

$28,000,000
3244 S. Kihei Rd., Kihei
One of Maui’s most exclusive homes, this 13,422-square-foot residence is located on world-renowned Keawakapu Beach in South Maui.
Neal Norman, Hawai’i Life Real Estate Brokers

$26,000,000
51 Kaikea Pl., Kailua
A 2.5-acre oceanfront property on 3 lots with private, gated access to Kailua Bay.
Aska Estate Hawaii Inc.

$25,000,000
4000 Wailea Alanui Dr., Apt. 102, Kihei
Magnificent, totally remodeled “double unit” with the most dramatic oceanfront location in South Maui.
Dave Wagner, Wailea Point Realty Inc.

$24,995,000
210 N. Kalaheo Ave., Kailua
Truly a resort within itself, this stunning Kailua beachfront estate has a 5-bedroom main house and 3-bedroom guesthouse. KW Worldwide

$23,000,000
69-1566 Puako Beach Dr., Kamuela
Majestic oceanfront residence comprised of 1.16 acres with approximately 450 feet of prime ocean frontage on the Kohala Coast.
Hawai’i Life Real Estate Brokers

$22,800,000
72 S. Kalaheo Ave., Kailua
House of Paradise, a chic, sophisticated, contemporary avenue-to-ocean beachfront estate on world-renowned Kailua Beach.
Coldwell Banker Pacific Properties

$22,000,000
69-2014 Nani Paniau Dr., Kohala Coast
On 7.45 acres, this is one of the largest, privately owned oceanfront estates on the island of Hawaii.
Robert Chancer & Steve Hurwitz, Mauna Kea Realty

$21,500,000
4469-W N. Waiakalua Rd., Kilauea
This is one of the most profitable certified organic farms on Kauai and comes with a Hawaiian-Japanese-style home.
Neal Norman, Hawai’i Life Real Estate Brokers

$20,000,000
73-2230 Ala Kohanaiki, Kailua-Kona
The Moana Residence, on the best lot at Kohanaiki, is a 5-bedroom, 5.5-bath home of approximately 7,000 square feet under roof.
Joni Metzler, Metzler Realty

$20,000,000
1133 Ikena Circle, Honolulu
With unparalleled attention to detail, this elegant property is designed in the 19th-century French style rarely seen today.
Sachi Hawaii, Pacific Century Properties

$20,000,000
5403 Kalanianaole Hwy., Honolulu
Sophisticated and modern 1.43-acre oceanfront estate with 185 linear feet of beach frontage, a tennis pavilion, sparkling pool, Jacuzzi and pool pavilion.
Coldwell Banker Pacific Properties

$20,000,000
59-367 Ke Nui Rd., Haleiwa
Comprised of 2 properties. Here you can sit on your porch and have a front-row seat to view the world-famous surf spot called Pipeline.
List Sotheby’s International Realty

$19,900,000
3 Kapalua Pl., #3, Lahaina
A rare opportunity to own a stunning Island Contemporary architectural masterpiece by award-winning Hawaii architect Jeffrey Long.
Keller Williams Island Living

$19,500,000
600 Stable Rd., Paia
On approximately 500 linear feet of white-sand beach, this home offers world-class panoramic views of the ocean and the West Maui Mountains.
Wailea Realty Corp.

$18,000,000
2332 Makiki Heights Dr., Honolulu
One of the largest estates in metro Honolulu, this hillside property features a main house and guesthouse on beautifully landscaped grounds.
Patricia Choi, Choi International

$18,000,000
4383 Royal Pl., Honolulu
This island treasure, designed by Frank Roberts, AIA, has been home to the Doheny family for 50-plus years and offers the rarity of 165 linear feet of beach frontage.
Coldwell Banker Pacific Properties

$17,800,000
5949 Kalanianaole Hwy., Apt D, Honolulu
One-of-a-kind setting surrounded by water — a private lagoon on one side, a bird sanctuary on the other that opens out to the ocean.
Dolores Bediones & Takako Friend, Locations Hawaii

$17,750,000
280 Poipu Dr., Honolulu
One of the nicest oceanview homes on Oahu, situated for the trade winds, with the pool area offering perfect breezes to ensure comfort.
OahuRE.com

This story originally appeared in Unique Homes Summer 2017. 

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