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The Most Expensive Homes on Each Hawaiian Island



When it comes to the most expensive homes for sale in November 2018 on each Hawaiian Island, prices range from less than $1.5 million to almost $50 million! Here are the most expensive homes currently for sale on each Hawaiian island (with the exception of Ni'ihau, which is privately owned, and Kaho'olawae, which is uninhabited).

Molokai

[Address Unavailable], Maunaloa, HI 96770

For sale: $1,490,000

Maunaloa, HI 96770

This 2,528-square foot home sits on six acres and is just steps away from 496 feet of ocean frontage and views of Diamond Head.

Lanai

14A Uhaloa Pl #14A Lanai City, HI 96763

For sale: $2,995,000

4A Uhaloa Pl #14A Lanai City, HI 96763

This 2,836-square foot condo boasts unobstructed, 180-degree views of ocean overlooking the 18th fairway of the Manele Golf Course at the Four Seasons Resort Lanai and features a heated spa and splash pool.

Hawaii Island

720415 Kaupulehu Dr. Kailua Kona, HI 96740

For sale: $14,950,000

72-415 Kaupulehu Dr. Kailua Kona, HI 96740

This five-bedroom, five-bathroom home in North Kona was designed by award-winning architect Gina Willman, and features professional landscaping, expansive ocean views and a heated glass-tiled pool.

Kauai

4200 Anini Vista Dr Unit D, Kilauea, HI 96754

For sale: $31,000,000

4200 Anini Vista Dr Unit D, Kilauea, HI 96754

Located on six secluded acres in the exclusive Anini Vista, this gated estate is home to a sprawling 14-pod compound with 18,210 roofed square feet, including two guest cottages. Designed by Stephen Devery and Gary Tobey, the main home features three guest suites, wine cellar, media room, office, pool and spa.

Oahu

1118 Ala Moana Blvd. #3600 Honolulu, HI 96814

Far sale: $36,000,000

1118 Ala Moana Blvd. #3699 Honolulu, HI 96814

Designed by award-winning architect James K.M. Cheng, with interiors by internationally acclaimed Tony Ingrao, the two-story, 10,600-square-foot grand penthouse at Waiea features high ceilings, 365-degree views, 1,570 square feet of decks, private rooftop infinity pool and spa, separate guest apartment, wine room, media room and private four-car garage.

Maui

9 Bay Dr. Lahaina, HI 96761

For sale: $49,000,000

9 Bay Dr Lahaina, HI 96761With views of the West Maui coastline and neighboring islands of Lanai and Molokai, the magnificent great room and pool deck are perfectly situated to watch Maui's spectacular sunsets. This one-of-a kind estate features more than 12,000 square feet of indoor-outdoor living space and more than 20,000 square feet of developed grounds. The seller will pay the initiation dues for a Platinum Membership in the Kapalua Club.