Celebrities like Jim Carrey, Owen Wilson, and Woody Harrelson have all found solace on the island. Additionally, Larry Ellison, Oracle's executive, acquired 98 percent of Lanai, an island within Maui County.
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The seclusion and natural beauty of Maui have long attracted celebrities, including Steven Tyler, Owen Wilson, Woody Harrelson, Willie Nelson and Jim Carrey.
Oprah is perhaps the most famous celebrity that lives on Maui. She purchased the Thompson Ranch, a historic piece of property on Mount Haleakala with panoramic views of the ocean and the central valley of Maui. Oprah also purchased a 63 acre piece of land in Hana so no one could develop the land.
Clint Eastwood Veteran actor and director Clint Eastwood has a second home on Maui, a beach property in the small community of Wailea. Wailea is a laid-back part of the world known for its golf courses, shopping. and beach. Julia Roberts The Pretty Woman star has a home on Kauai.
Amazon executive chair Jeff Bezos, PayPal co-founder Peter Thiel, Nvidia president and CEO Jensen Huang, and Workday co-founder David Duffield all own sprawling properties on the island of Maui. Oracle co-founder Larry Ellison owns nearly all of the nearby island of Lanai that's part of Maui County.
Pineapple Hill and Plantation Estates are the most exclusive locations for those who want the privilege of expansive land. The Plantation Estates surround the famous Plantation Golf Course and offer spectacular views of the course, the ocean, and the islands of Molokai and Lana.
But the island – the second-largest of Hawaii's islands – is also known around the world as a destination for ultra-wealthy holidaymakers. In 2011, Peter Thiel, the founder of PayPal, dropped US$27 million on a 1.7-acre Maui property.
The Kohanaiki club isn't a place that you can just show up and hang out in: It's a 450-acre patch of land on the Kona Coast of Hawai'i, the Big Island where the richest of the rich—literally billionaires, as they claim—come to live in what essentially amounts to a luxury commune.
When it comes to the wealthiest cities in Hawaii, two neighborhoods stand out: Kahala and Hawaii Kai. These exclusive areas are known for their luxurious homes and stunning oceanfront views. Located on the eastern edge of Honolulu, Kahala is home to some of the most expensive real estate in the state.
Zuckerberg first purchased 750 acres of land for $100 million on Kauai in 2014 before acquiring another 600 acres for $53 million in May. May's purchase included a public beach and cattle ranch. Zuckerberg's land purchases on Kauai have continued to ignite controversy over the years.
The vast majority of homes, condominiums, and land on Maui are owned Fee Simple. As an owner of a Fee Simple property you have full ownership of the land and all of the improvements for perpetuity. Most Maui property owners prefer Fee Simple ownership to Leasehold ownership.