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Big Island

12 of the Big Island’s most luxurious vacation rentals

Sorted by most expensive per night.

Average $4,684/night

Fairways North 1

Mauna Kea Resort, Hawaii

Nestled in seclusion on an acre of land in the exclusive Mauna Kea Resort, this five-bedroom, seven-bath estate home represents the epitome of luxury, leisure, and ease. Fairways North #1, ideal for families or groups of friends, consists of three pod-style…

4 Beds

3 Baths

3 Bedrooms

Average $4,540/night

Blue Lagoon

Puako, Hawaii

Enjoy the best Hawaii has to offer in this luxury 10,000 sq ft tropical estate. It includes a private heated pool/spa and includes access to Mauna Lani resort area amenities including a private beach and beach club(included with rental), tennis, and fitness…

4 Beds

4 Baths

3 Bedrooms

Average $4,482/night

Beach House at the Bluffs

Mauna Kea Resort, Hawaii

Built in 2008 by architect Roth Kimura, this two-story, 8,000 square foot luxury estate home with 2,750 square feet of outdoor entertaining space is located on a private, secure cul-de-sac in the Bluffs area of the Kohala Coast. The Beach House at the Bluffs…

6 Beds

7 Bath

4 Bedrooms

Average $4,282/night

106 Pu’u Kole

Kaupulehu, Hawaii

This resort home cradles its guests in the lap of sumptuous serenity. Situated on a premier private corner lot overlooking the 13th green of the exclusive Ke‘olu golf course, this home boasts over 4,200 square feet of interior living space and 1,500 square feet…

5 Beds

5 Baths

4 Bedrooms

Average $4,208/night

Kulanakauhale 3558

Kailua-Kona, Hawaii

Set on a bluff in the newest residential community at the exclusive Four Seasons Resort Hualalai, this luxury ocean-view estate home provides the ideal setting for a family or friend’s getaway to paradise. The home boasts over 3,460 square feet of interior space…

4 Beds

5 Baths

4 Bedrooms

Average $4,200/night

Pauoa Enclave

Puako, Hawaii

Located in a prime position, within the gated, luxury enclave of Pauoa Beach, in the Big Island’s Mauna Lani Resort, the Pauoa Beach Oceanfront Villa delivers a 5-star vacation rental experience. Travelers seeking elegant surroundings, access to private clubs…

5 Beds

4 Bath

4 Bedrooms

Average $4,009/night

Seaside Estate

Holualoa, Hawaii

Transcend paradise with our absolute oceanfront 3 story 5 bedroom home located only blocks from Kailua-Kona town and within a guarded gate community of luxury estates. Your private oceanfront setting overlooks rich lava, white sands, crashing waves, and Hawaii’s…

5 Beds

7 Baths

5 Bedrooms

Average $4,000/night

Laueki Estate

Kaupulehu, Hawaii

Centrally located in this tranquil and rejuvenating oceanside retreat, Lalani Lau’eki is a private oasis nestled between the exquisite and expansive ocean and mountain views. Just a short golf cart ride away is everything the premier resort offers such as world…

4 Beds

5 Baths

4 Bedrooms

Average $3,977/night

Pakui Retreat

Kaupulehu, Hawaii

Welcome to your very own corner of paradise at Hualalai Four Seasons Resort! This estate is your perfect home-away-from-home. Highlighting Hawaii’s natural beauty with indoor-outdoor living, the Pakui Retreat estate features exquisite interior ambiance…

5 Beds

4 Bath

3 Bedrooms

Average $3,867/night

Pauoa Beach Villa

Puako, Hawaii

Pauoa Beach Estate has been meticulously cared for, and designed specifically to live life relaxed while enjoying designer furnishings and elegant island sophistication. Exquisite and rich Koa and Sapele wood millwork pays homage to the home’s location…

5 Beds

6 Baths

4 Bedrooms