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Big Island Luxury Vacation Rentals and Villas

Discover popular neighborhoods

Hilo/Hamakua Coast | Hualalai | Kailua Kona | Keauhou | Mauna Kea | Mauna Lani | Puako | Waikoloa
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( 10 )
Puako’s Ocean Edge Modern Estate
5 Beds
5.5Baths
10Sleeps
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5BD Mauna Lani Lux Golf Estate (4) at One Ocean
5 Beds
6.5Baths
10Sleeps
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( 6 )
3BD Na Hale 3 at Pauoa Beach Club at Mauna Lani Resort
3 Beds
3.5Baths
8Sleeps
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3BD Ka'ulu Villa (129B) at Hualalai Resort
3 Beds
3Baths
6Sleeps
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Kona Beach Bungalows**
12 Beds
9Baths
24Sleeps
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( 2 )
5BD Estate Home at Mauna Kea Resort
5 Beds
5Baths
10Sleeps
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( 19 )
Mauna Kea Resort Bluffs 22 - The Beach House
4 Beds
6Baths
10Sleeps
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( 2 )
4BD Hainoa Estate (102) at Hualalai Resort
4 Beds
4.5Baths
8Sleeps
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( 5 )
4BD Kahikole Street (218) Estate Home at Hualalai Resort
4 Beds
4.5Baths
8Sleeps
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( 1 )
4BR Luxury Puka Pa Estate (1201) at Four Seasons Resort at Hualalai
4 Beds
4.5Baths
8Sleeps
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( 10 )
Waterfalling Estate**
6 Beds
6Baths
16Sleeps
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4BD Kulanakauhale (3558) Estate at Hualalai Resort
4 Beds
4.5Baths
8Sleeps
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( 3 )
3BD Pakui Street (131) Estate Home at Hualalai Resort
3 Beds
3.5Baths
6Sleeps
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Artevilla- Hawaii*
5 Beds
5Baths
12Sleeps
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( 6 )
4BD Hainoa (122) Estate at Hualalai Resort
4 Beds
4.5Baths
8Sleeps
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Welcome to Hawaii's Big Island

Known quite simply as the “Big Island,” the isle of Hawaii is the youngest and largest of the archipelago. When you choose an exclusive vacation home rental on the Big Island, you’re not hemmed in by any one Hawaiian experience; instead, you can travel through numerous climate zones, from west tropical to polar tundra, in one day. From the jet-black sands of Punaluu Beach to the geologic wonders of Hawaii Volcanoes National Park, a Big Island vacation will humble and awe you. 

Private vacation homes for rent on the Big Island offer a wide variety of choice to discerning travelers seeking that perfect hideaway that exudes both the comfort of a private home, but with the posh amenities so deserved when you finally take a break from your busy lifestyle. From chef’s kitchens to private lanais overlooking the ocean or rain forest, concierge service to arrange your family’s activities to infinity pools, these dream residences make every aspect of vacation a dream. 

Charming, historic Hilo offers vacation rental homes in one of the lushest places in Hawaii. Savvy guests come here time and time again for the city’s historical storefront, flourishing downtown, restaurants, art galleries and outdoor appeal. Feel a real sense of the island’s past at the Merrie Monarch Festival each year, dedicated to King David Kalakaua. Visit the world-famous Hilo Farmers Market and feel like a local. And be sure to visit iconic Rainbow Falls. 

Nearby, vacation rental homes along the Hamakua Coast make for the perfect Hawaii vacation experience. Big Island luxury vacation rentals here are opportune for those seeking to relax or to take day trips within the island, including the Waipio Valley, Laupahoehoe Point and Akaka Falls. Waipio Valley, especially, is the place to go to get away from it all, where you can explore the secluded area by horseback or mule-drawn carriage and hike to a crescent-shaped, black-sand beach. 

Sometimes you just want to be coddled and the Kona Coast’s Four Seasons Resort Hualalai aims to do just that. This vacationer’s paradise offers Kauai exclusive vacation rentals perfect for honeymooners and families, where it’s easy to both hide away and to venture out into the wider coastal area. This premier resort community is known for its exceptional hospitality. Avail yourself of its elevated lifestyle and amenities while living out your dream Hawaiian experience, whether that’s golfing on spectacular courses or indulging in spa treatments in idyllic settings. Hualalai villas and luxury homes are perfect for those seeking to relax and enjoy the best Hawaii vacation with family or friends. Hualalai vacation rentals feature impressive views including ocean, sunset, golf course, coastline, and mountain views.

For foodies, Kailua-Kona luxury vacation homes place you within striking distance of eateries focused on farm-to-table local fare, craft beers, local Kona coffee shops and more. This lively area of the Big Island is home to the Kona Surf Film Festival, the Kona Brewers Festival, the Ironman World Championship and more, providing ample diversion no matter what your travel style and interests. 

Mauna Kea vacation homes allow you access to all the amenities of the Mauna Kea Beach Hotel and Hapuna Beach Prince hotel, while surrounding yourself in the luxuries and comforts of a private residence. Taste Hawaiian culture at the resort’s Hawaiian luau, then the next night, grill local fish and mix up mai tais on your private lanai for a romantic night in. There are ample choices for beaches, golf courses, shopping and spas, all delightfully close to your luxury vacation rental in Mauna Kea. 

Equally as enticing are the oceanside luxury villas and homes within Mauna Lani Bay, set against a tropical oasis backdrop. Dive into Hawaiian history at the Puako Petroglyph Preserve, home to more than 3,000 ancient rock carvings, or the spiritual Kalahuipua’a Fishponds. Mauni Lani Bay vacation home rentals have access to the resort’s  famed South Course, with one of the most photographed over-water golf course holes in the world. 

For those seeking a sleepy Hawaiian hamlet, choose a Big Island vacation rental home in Puako, a sleepy hamlet on the Kohala Coast. Known for its exceptional beaches - and the luxury vacation rentals and residences that sit along the oceanfront - the area is home to crystal-clear water, the most extensive petroglyph fields in Hawaii, year-round sunny skies and spectacular sunsets. 

Whether you’re traveling with friends, family or even pets, these private, luxurious rental homes on the Big Island have the upscale amenities you’re hoping for (WiFi, swimming pools, gourmet kitchens) with the comfortable feeling of home. Elevate your stay with private boat charters, guided whale-watching excursions, reservations at the hottest restaurants and most lavish spas - whatever you dream up can be arranged.