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Distinctive luxury properties for the ultimate trip

Distinctive luxury properties for the ultimate trip

Start-to-finish trip planning
Concierge teams coordinate your arrival, departure, and everything in between.
300+ point inspection
Every Luxury Retreats home is personally verified to be in pristine condition.
On-trip care, 24/7
Premium, on-demand assistance for any question, at any time of day.

81 luxury villas and vacation rentals in Island of Hawai'i

1 16 of 81 Rentals
Enter dates to see full pricing. Additional fees apply. Taxes may be added. Free cancellation only applicable within 48 hours from booking.

Experience the luxury of our Big Island vacation rentals

From villas with classic resort amenities to secluded beachfront homes away from the hustle and bustle, no matter what kind of vacation you have in mind, we have a home to match on Big Island. Smaller groups will enjoy our well-appointed luxury apartments with two bedrooms at Mauna Lani, while larger groups can call one of our beachfront villas in Puako home for a week or two.
Golf vacations with accommodation in Hawaii
If your idea of a vacation well spent includes plenty of time on the fairway, Big Island makes a great choice. In fact, the island is nicknamed the “Golf capital of Hawaii”. Many of the best courses are found along the Kohala Coast in the north west of the island, including the championship course at Mauna Lani, the courses at Mauna Kea Resort , and the course Hualalai.
Mauna Lani Resort
Designed by Hawaiian golfer Francis H. I’i Brown, the championship South Course is home to the prestigious Hawaii State Open. Twisting through lava formations, offering spectacular views of mountain and ocean, the golf here is challenging and fun. Our Mauna Lani vacation rentals at the resort are ideally located for a golf vacation - and some properties even have fairway views so you can check out the competition while you enjoy a coffee before tee time.
Mauna Kea Resort
The course at Mauna Kea has been setting the standard in Big Island golf since the 1960s. Designed by Robert Trent Jones Sr, it was one of the first golf courses on the island and remains one of the most popular. The course has been updated by Trent Jones’ son Rees Jones and makes a great choice for novice players who will enjoy brushing up their skills on the driving range and putting greens before trying out the real thing. Our homes at the resort offer fairway views, tennis courts, swimming pools and more.
Hualalai vacations
Designed by the famed Jack Nicklaus, Hualalai golf course has panoramic ocean views and plenty to challenge even experienced golfers. Enjoy every minute of your “golf-cation” with our stylish Hualalai villa rentals , situated right alongside the course. Your luxury Retreats concierge can organize equipment rental and tee times for all courses so all you need to concentrate on is your swing.