10 Fabulously Expensive Homes in Hawaii!

Hawaii is arguably one of the most beautiful states in the U.S. due to its impressive ocean views and natural beauty. The great weather, views, and amenities across the archipelago has drawn numerous architects and millionaires to build breathtaking homes with even better views. Many of these estates feature traditional Hawaiian elements, making them incredibly stunning. Here are our favorites. 

1. Makena Road, Kihei, HI

Feel as though you are sleeping on the beach in this stunner of a home located right on the waterfront. With eight beds and eight baths, this estate has ample space for large families and features details like wood carvings, a movie theater, and a pool. Make this your permanent home—because you’ll never want to leave—for roughly $27 million. 

View Property Details

2. Ala Moana Boulevard, Honolulu, HI

This stunning penthouse was designed by the architect James K.M. Cheng and is located in an exclusive building with views of Honolulu. Other amenities include a private rooftop equipped with a pool, lanai, and pool house. Clothes and shoes hounds will be impressed by the massive walk-in closet outfitted with recessed lighting. This penthouse is listed for $36 million. 

View Property Details

3. East Kauapea Rd., Kilauea, HI

Meet luxury at its finest with this four-bedroom, 6.5-bathroom estate. The grounds contain four pavilions, massive outdoor decks, and multiple pools. The elegant arched ceilings have thatched detailing and exposed beams. Floor to ceiling windows throughout provide outstanding ocean views. This estate is currently for sale for $70 million making it the most expensive estate on the market in Hawaii.

View Property Details

4. Weke Road, Hanalei, HI

This bright and beautiful Hanalei Bay home features seven beds, eight baths, and $35 million price tag. The home features “thoughtfully-curated art,” custom furniture, Caesar stone countertops, Douglas fir flooring, and much more.  

View Property Details

5. Anini Vista Drive, Kilauea, HI

This $31 million property will surely blow you away. Soak in incredible views of Kauai’s north store with its scenic mountains, shoreline, reef, and more. Described as a “timeless masterpiece,” this spot is a slice of heaven with six bedrooms, eight bathrooms, and over 10,000 square-feet.  

View Property Details

6. South Kihei Road, Kihei, HI

This $15.5 million home features three bedrooms and three bathrooms across 5,468 square-feet. Enjoy beachfront views, high ceilings, African mahogany floors, custom kitchen cabinetry, and a private beachfront space. 

View Property Details

7. House of Light & Dreams, Kailua, HI

This really is the house of your dreams. This mystical estate features eight beds, 11 baths, and over 16,000 square-feet. The home has a private pool area with a hot tub and a sparkling waterfall and unmatched ocean views. 

View Property Details

8. Kaikea Place, Kailua, HI

For $26 million, this seven-bedroom, six-bathroom home could be yours! This luxurious property will help you understand where Hawaii gets its nickname, “Paradise.” Enjoy a pool, ocean views, a beautiful garden, and an overall open and airy space that makes you feel connected to the nature around you. 

View Property Details

9. Kilauea Road, Kilauea, HI

Get comfortable in a five-bedroom, five-bathroom home situated on seven acres of land on a bluff. Stand on the back porch, overlooking the beach with crystal clear water below. Highlights of the interior include arched ceilings, but the grounds are really what stands out with an orchard, swimming pool, and several patios with amazing views. This home could be yours for just about $17 million.

View Property Details

10. Portlock Road, Honolulu, HI

Another seafront property currently for sale for $15 million, this impressive estate covers 8,427 square-feet. Tall ceilings make it feel even more spacious and with four bedrooms and six and a half bathrooms, it has ample space for a family. Other amenities include a saltwater swimming pool, Jacuzzi, and gym. 

View Property Details

Select a Hawaii town to find the Best Things-To-Do and Places To Go around you
Find Real Estate Agents and Realtors Near You
Enter City / State or Zip code below