8 Best Luxury Hawaii Rentals

Hale O’Lihi Kai
Envision a home that sits above the water, in two ways, both scenic and architecturally impressive. Hale O’Lihi Kai in Kona is a multi-level home in a gated community within walking distance of downtown Kailua Kona. The estate overlooks a seaweed-strewn beach and also boldly stands on pillars in the water. It will not only feel like your own island, but it really is an oasis. Wonderfully spacious rooms, a gourmet kitchen and several outdoor spaces to take in the view from fantastic vantage points make it all the more inviting. The privacy, heated pool, scenic small ponds, outdoor shower and many other amenities make this a top luxury rental.

Roc Slide
Mauna Lani is the location of Roc Slide, a vacation rental for as many as 12 to enjoy their trip comfortably. A partial ocean view and partial mountain view gives the best of both in this location. Some of the features guests love include the double bath in the master suite, the covered lanai and large pool. Entertaining at home is an opportunity to enjoy the good life, both indoors and outside. Double glass doors, a sanctuary feel with the garden landscapes and nearby shops give you everything you need to luxuriate in your time on Big Island. Five refrigerators mean you can relax and enjoy a cool beverage and snacks pretty much from any area of the home. Guests appreciate the convenience of their ride to the beach—the golf cart (included in the vacation rental).

Kolea 8 Oceanfront Home – The Blue Wave
An oceanfront resort home in the resort community of Waikoloa, the lavish vacation rental is a wonderful Big Island hideaway. Cozy canopy beds, a media room and a master suite with private hot tub gives you plenty of places to luxuriate. The finely furnished home includes a personal sauna and a sea view to revel in while bathing, all in complete privacy. The resort’s Beach Club Pavilion has a natural lava hot tub, infinity edge pool, and a children’s pool with a sand bottom and waterfall. Blue emanates from every viewpoint; relax with cocktails on the partially covered lanai and watch soft winds flow through the Banyan trees that frame the pool area.

Hale Ohi’a Kai
A home that brings elements of nature into it in elegant harmony makes you want to spend time both indoors and outside. The fire pit, infinity pool overlooking the sea and Banyan trees, the rustic partially covered lanai and gourmet kitchen are all places around which to gather. Kona’s beauty is highlighted through every window with a sense of serenity. It’s no wonder the resting sea turtles have discovered this area. Nearby White Sands Beach, the private pool and the Jacuzzi all beckon so enjoy active days, lazy days and begin the nights with cocktails and appetizers seaside watching the sunset before a leisurely gourmet meal.

Hibiscus
The name evokes the scent of tropical beauty and the home in a gated Kona Bay community was designed by a talented local architect who appreciates the best things about island living. All within a mile are the pier, fresh seafood, white sand beach, a lagoon and plenty of inviting views along the way. A waterfall and pond greet your entry to the home and it’s master bedroom will give you one of the best views on the block. Park yourself in a lounge chair and watch the pool, the sea and trees with cocktail in hand. Whether you visit as a couple or a family, this luxurious estate meets many needs in a fine and unbelievably relaxing manner. Have meals catered, host a pool party and at all times, feel a sense of safety as the community offers 24 hour security so you can feel at home while exploring.

Kolea 14 Ocean View Home
An intimate home that gives you cozy spaces and also room to relax, the biggest decisions will be along the lines of whether to rest in a hammock or luxuriate in a lounge chair. Either way, you can relax by the pool, retreat to the partially covered lanai or soak in the natural lava hot tub. The Waikoloa resort area offers plentiful shops, eateries and golf. A chef’s kitchen, infinity edge pool and walking distance to places to eat and browse make Kolea 14 an enviable choice. The garden and waterfall setting add to the visual appeal of this private home. Nearby is the white sand beach of Anaeho’omalu Bay, perfect for a sunny day lazing and picnicking before retreating back to your luxurious vacation rental.

Hale Nana Kohala
Magnificence elevated to a new level, this Puako home offers a Zen retreat that invites guests to spend their vacation lounging in the best way. An infinity pool flanked by Banyan trees that do not block the seaside beauty make it an obvious space for dining around and, of course, swimming. The privacy, the impressive gourmet kitchen, spacious and cozy sleeping rooms and grand bathrooms are added benefits for a group of friends or family to stay. The architecture is impressive, with cathedral ceilings and a covered lanai from which you can whale watch in multiple places, including the third floor with a 360° view. The home sleeps eight, so if you go with extended family or a group of friends, you don’t need to worry about fighting for the best room—there are two master suites.

Hale Aouli
Mauna Lani is home to Hale Aouli, Blue Vault of Heaven, which is a breathtaking estate, from which you can peacefully enjoy the land and sea. It’s a private home in a gated community and an extended family would revel in the quality time spent together and amongst themselves, as the home provides for both in its spaciousness. The obvious places to gather are the grand poolside area, gourmet kitchen and partially covered lanai. The unique features include an outdoor tub for the ultimate bubble bath amidst nature, with a lava rock wall and extreme privacy. Stately rooms and surreal walkways bring Big Island living to a luxurious best and the nearby private beach is steps away. You’re 30 minutes from the airport, away from congestion. Local caterers will whip up a fantastic gourmet meal to celebrate your island stay with the freshest and finest ingredients. Hale Aouli at Pauoa Bay offers community amenities too, with plenty to do during your visit.

For more luxurious places to stay on your Hawaii vacation, check out our complete selection of Big Island luxury rentals.