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Most Expensive Estates For Sale on Each Hawaiian Island

1 Mauna Kea Beach Drive  |  Kamuela, HI 96743

$35,000,000 

3  Bedrooms  |  3  Bathrooms

Interior: 1,960 SQ FT  |  Land Area: 365,468 SQ FT  |  MLS #: 269819

This is a one-of-a-kind setting on 8.39 acres. There is over 1,500 feet of ocean frontage, including 400 feet of waterfront pristine white sand beach. Enjoy unobstructed, year-round views of Maui and the spectacular Hawaiian sunsets.

This unique acreage includes two modest dwellings, with plenty of potential, however there is no other property of similar size on the coast with more ocean frontage or access to white sand beach swimming beach. Split zoned RS-15 (residential one unit/lot per 15,000sf) and Open.

Click here for map. Property listed by Kauna'Oa Realty, LLC

 

4747 Kahala Avenue  |  Honolulu, HI 96816

$28,000,000 

9  Bedrooms  |  9.5  Bathrooms

Interior: 18,388 SQ FT  |  Land Area: 62,872 SQ FT  |  MLS #: 201402443

Beautiful beachfront estate in Kahala. Three dwellings on 1.44 acres with 125 linear beach frontage. Main house has nine bedrooms and the two guest homes have four bedrooms each.

Amenities on the property include lush, tropical grounds, a wine cellar for over 3000 bottles, fitness room and gym, staff quarters, large pool, two wading pools and a Jacuzzi.

Waialae Country Club and Kahala Hotel and Resort are only a short stroll away. Enjoy luxurious, elegant resort living in this beautiful beachfront estate - entertain on a grand scale in paradise!

Click here for map. Property listed by Choi International

 

6191 Hauaala Road  |  Kapaa, HI 96746

$24,000,000 

5  Bedrooms  |  5  Bathrooms

Interior: 4,000 SQ FT  |  Land Area: 3,552,362 SQ FT  |  MLS #: 269356

Known as “The Valley House”, this historic estate is located in the lush hills of Kealia. Build over a 125-year old cistern and on three-foot thick stone walls, the Valley House is home to architectural splendor with stunning scenery, flora, fauna and fruit as far as the eye can see. Beautiful gardens and grounds blend into primal rainforests reinforcing the unparalleled bond of nature and privacy.

Built in 2006, the main home is 4,000 square foot with three bedrooms and three and a half bathrooms and has a gourmet kitchen designed for entertaining large groups. Fine woods such as Brazilian cherry, Hawaiian koa, and walnut are found throughout the home’s architecture and design. Lanais wrap around two sides of estate’s upper level and one side of its lower level, providing a tranquil setting to absorb the vivid hues of sunrise and sunset.

Built in 2004, the two bedroom second home is set discreetly into the landscape. Situated on top of a hill, you can see the lychee orchard and the spark of the Pacific from the deck or the hot tub. Also directly visible from the deck is Opeakaa, one of the estates two distinguished waterfalls. Coursing an impressive 75 feet, Opeakaa is magnificent! Regarded as the most beautiful filming location in all of Kauai, blockbuster movies have been shot at this estate. 

The third residence is a 4,000 square foot duplex with a one bedroom, one bathroom side and a two bedroom, two and a half bathroom side. Additionally, there are two, four-bay, hurricane-proof garages, each 3,600 square feet. TMK # of additional properties: 4-4-7-2-1; 4-4-7-2-7; 4-4-7-2-8; 4-4-7-2-15. Plus 100 acres leased parcel of open space and privacy buffer.

Click here for map. Property listed by Sleeping Giant Realty, Inc.

 

203 Plantation Club Drive  |  Lahaina, HI 96761

$18,800,000 

6  Bedrooms  |  7.5  Bathrooms

Interior: 8,156 SQ FT  |  Land Area : 297,079 SQ FT  |  MLS #: 359370

Enjoy outstanding ocean views from this 6.88-acre bluff estate. Situated above Kapalua Resort’s Plantation Estates, this private estate offers magnificent unobstructed 180-degree views from Kapalua coastline to the surf at Honolua Bay, as well as stunning views of the setting sun between Lanai and Molokai.

This unique Plantation Estates legacy property was completed in 2008 and was designed for family indoor/outdoor living. There’s over 11,000 square feet of covered living space which includes six full suites in the main residence, a carriage house with two additional bedrooms and garages for five vehicles.

The main residence, built with the highest quality craftsmanship, incorporates tasteful use of precious woods and stone with a dramatic entry to a vaulted great room perfectly positioned to capture the colors and grandeur of the magnificent Maui sunsets. Ground-level lanais surround the spacious infinity pool and spa, an elegant commercial-grade kitchen and pantry serves two optional indoor or outdoor dining areas, and the master suite in the south wing is conveniently located next to a private study and family entertainment theatre.

Guests enjoy elegant accommodations and privacy in the north wing with four suites, two lounge areas, a game room, fully equipped fitness room, and laundry. This estate is managed by a state-of-the-art home automation system, including high-level home security. 

Outside the privacy of your gated estate is Kapalua Resort’s Plantation Golf Course, home of the PGA TOUR Hyundai Tournament of Champions.

Click here for map. Property listed by Maui Estates International LLC

 

212 Hulopoe Drive  |  Lanai City, HI 96763

$4,950,000 

3  Bedrooms  |  3.5  Bathrooms

Interior: 3,822 SQ FT  |  Land Area: 36,272 SQ FT  |  MLS #: 359198

Expansive, unobstructed ocean views from this plantation-style home situated above Hulopoe Bay. Built with luxury in mind, this turn-key private estate is complete with impeccable detailing and high-end finishes such as granite, bamboo wood floors, decorator window coverings, top brand appliances, and furnishings.

The spacious kitchen offers eat-in dining as well as opening up to the outside patio. Design your own pool and landscaping to create a one-of-a-kind, ocean view get away on Lanai. Homeownership offers optional Island Club membership, which includes use of Four Seasons Resorts Manele and Koele, Concierge Services and unlimited golf on two top courses in Hawaii. The ultimate in resort-style living, Lanai is everything you dreamed of in Hawaii lifestyle.

Click here for map. Property listed by Hawaii Life RealEstate Brokers

 

4812 Pohakuloa Road  |  Maunaloa, HI 96770

$4,850,000 

1  Bedrooms  |  1  Bathroom

Interior: 520 SQ FT  |  Land Area: 1,288,723 SQ FT  |  MLS #: 201332791

This fabulous rustic retreat boasts its own beach cove and a thoughtfully designed home by architect Carey M. Smoot. Set on almost 30 acres of beautiful prime oceanfront land, this beautiful home is built with rich exotic woods. Stroll down to the water's edge in the evening and view the sunset over Oahu or catch a glimpse of Diamond Head. (TMK: 2-5-1-8-18 included in sale.)

Click here for map. Property listed by Coldwell Banker Pacific Prop.