Mark Zuckerberg

When the CEO’s not in the San Francisco Bay area running Meta, he’s often spotted surfing or foiling in the waves off Kauai, which he says helps take his mind off work.

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Zuckerberg has also spent tens of millions of dollars on a super-private estate on Lake Tahoe’s west shore, just outside Tahoe City. Tahoe is a popular summertime destination for Bay Area residents, including Zuckerberg – he spent last Fourth of July foiling on the lake.

Jeff Bezos

Jeff Bezos’ house is perfect for a lavish holiday. The Amazon founder has been building an expensive property portfolio over the past few years, and his most recent addition makes for the perfect summer destination: a home in Maui, Hawaii.

Michael Dell

Michael Dell owns a 18,500 sq ft “Raptor Residence” in Hawaii. Dell, who has a net worth of over US$51 billion, has a lavish property empire that spans from Texas to New York City. But when it comes to holidays, Dell likely heads to Hawaii, where he owns a palatial estate.

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Located on the Big Island of Hawaii, the retreat has seven bedrooms, according to The Wall Street Journal.

Richard Branson

Richard Branson, the billionaire founder of Virgin Group, doesn’t just have a holiday home – he owns a whole island. Branson’s Necker Island, part of the British Virgin Islands, spans 30 hectares (74 acres). Guests can book a room or rent out the whole island. Guests can partake in water sports, snorkelling and sailing; play tennis; do yoga; or visit the spa.

Branson said in 2013 that he has an office on the island and that “it’s easy to attract people to come from all over the world, to plot and plan things”.

Larry Ellison

But residents of Lana’i have bristled at Ellison’s ownership and many say they are now being priced out, according to Bloomberg.

Marc Benioff

Another billionaire who can’t resist a Hawaii holiday is Marc Benioff, the CEO of Salesforce. Benioff, who’s worth over US$7 billion, spent US$12.5 million on a two-hectare (five-acre) estate on the Big Island in 2000.

The property seems to have multiple buildings and was assessed in 2020 at US$22.2 million, according to Hawaii County tax records viewed by Pacific Business News.

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Eric Schmidt

Eric Schmidt has several lavish options for a summer trip, from luxury yachts to extravagant mansions.

The former Alphabet chairman has spent big on his yacht and luxury properties over the years, including mansions in California and a penthouse in New York City.

In 2009, Schmidt bought a 59-metre (194-foot) luxury yacht called Oasis. The yacht reportedly boasts a pool and a gym-turned-nightclub and cost Schmidt US$72.3 million.

When he’s not cruising on Oasis, Schmidt has several holiday homes to choose from, including his most recent purchase: a US$22.6 million oceanfront retreat in Malibu, California, that he bought in April. The 3,500 sq ft home has floor-to-ceiling glass walls that overlook the beach and plenty of space for entertaining, according to property site Dirt.

Tim Cook

Tim Cook’s go-to holiday is a trip to one of the national parks. The Apple CEO is known for being frugal: despite his roughly US$2 billion net worth, he doesn’t seem to spend lavishly on yachts or holiday homes.

Instead, Cook’s go-to holiday is a trip to one of the national parks, he said on an episode of the Outside podcast in 2020. “I religiously go to some every year,” he said, though he said his planned trip to Glacier National Park in 2020 was cancelled due to the pandemic.