Big Island Luxury Vacation Rentals

Our Big Island vacation rentals offer a wide variety of options for discerning travelers seeking that perfect combination of comfort with high end amenities. From chef’s kitchens to private lanais overlooking the ocean or rainforest, paired with concierge services to arrange your activities, these dream Big Island rentals have it all. Choose from some of the best beaches, resorts, and destinations on the Big Island, including Hilo, Mauna Kea, Mauna Lani, and much more. Enter in your dates to browse all of our Big Island luxury vacation rentals, or select your desired location on the Big Island below.

Discover Popular Big Island Destinations

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. 

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.