Celebrity Homes in Hawaii

Hawaii offers a special peace and tranquility seldom found on the mainland, making it the perfect getaway destination for the rich and famous. The incredible ocean vistas, beautiful mountainscapes, and tropical breezes draw many celebrities to the Hawaiian Islands year after year, and the properties they purchase and rent are some of the most luxurious in the world. Here we take a look at a few celebrity homes in Hawaii that we wouldn’t mind using for our next vacation.

Obama’s Winter White House

Photo by Paradise Point Estates

This property on Kailua Bay Beach is frequented by the first family, thus it has recently be dubbed “The Winter White House.” A five bedroom, five and a half bath residence sits on the beachfront, island plantation style property. It features a gourmet kitchen, lagoon-style pool, fitness center, and private media room.

The Raptor Residence

Photo By: David Croxford

While the movie celebrities often escape to the smaller islands, the pinnacle of luxury is found on the Big Island in communities spread along the Kona Coast. Here you’ll find the homes of individuals whose net worths reach double-digit billions. This property known as the raptor residence is owned by Michael Dell, yes that Dell, and in 2014 the value of this home and land was estimated to be $73.3 million.

Oprah’s Farmhouse on Maui

Photo By:Michel Arnaud, styling by Carlos Mota

Oprah’s farmhouse on the side of Mount Haleakala on Maui was built with a nod to the Mississippi farm Oprah grew up on. The estate sits on a 60-acre working farm that grows 145 pounds of food per week all of which is donated to the local community. She bought the land in an effort to keep real estate moguls from swooping in and turning it into condos. Thanks, Oprah.

Neil Young’s Big Island Getaway

Photo by David Tonnes

In 2015, singer-songwriter Neil Young sold his Hawaiian estate for a cool $20 million. The three-acre compound includes the main house with five bedrooms and four bathrooms as well as two two-bedroom guest cottages. The grounds include two greenhouses, a swimming pool, wraparound porches with panoramic views, and a grove of citrus trees including mangoes, pomelos and papayas.

Beyonce & Jay-Z’s Luxury Rental

Photo by Hilton & Hyland, a member of Luxury Portfolio International

Sometimes you don’t have to buy paradise, you can merely rent it for the low cost of $4,000 a night. This luxury rental in Oahu is frequented by stars like Jessica Simpson, Beyonce, and Pearl Jam’s frontman, Eddie Vedder. The home sits on 65,000 square feet of tropical grounds seamlessly integrating indoor and outdoor living. It comes with a lagoon pool, private beach, and personal movie theater. Not bad.

While we’d love to vacation in any of these lovely Hawaiian homes, you don’t have to spend millions to enjoy paradise. There are many properties on the Big Island that provide celebrity-level luxury and privacy without the exorbitant price tag. Let us help you find the perfect area and property on the Big Island so you can indulge in island paradise alongside the rich and famous.

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Annette Mejia, Realtor Broker
Annette Mejia, Realtor Broker

"Everything Annette did for me was from the heart"

As someone that has spent her whole life feeling lucky to work with people in customer service, I vowed then and there to help people like you and me have the experience they deserved when moving to The Big Island. Because let’s face it, this should be the start of the happiest, proudest, and most peaceful period in your life!

For 15 years I have been helping people make the most out of life and real estate on The Big Island and I would be honored to do that for you too. I look forward to meeting you!

Warmest Aloha,
Annette Mejia

Live On The Big Island