Everyone needs to take a vacation every once in a while, especially during the holidays. But vacation means something a little different when you’re a tech billionaire. Becoming a billionaire is no easy feat, but staying sane at the top is even harder.

From massive island retreats to private superyachts, these tech executives’ second homes take luxury vacations to the next level.


So, here are the 10 most extravagant tech billionaire vacation homes,

1. Bill Gates – Equestrian Estate

Bill Gates has accomplished more wealth and success than anyone of our generation. But even more importantly he has worked tirelessly to improve lives and prevent deaths through his generous charitable contributions. He consistently ranks in the Forbes list of the world’s wealthiest people. He’s one of the best-known entrepreneurs of the personal computer revolution.


In late 2014, Bill Gates spent $18 million on a 228-acre horse farm in Rancho Santa Fe, California. The property, known as the Rancho Paseana, includes a racetrack, guesthouse, office, veterinarian’s suite, orchard, and five barns. Gates also owns another horse ranch in Wellington, Florida in addition to his primary residence outside Seattle.

2. Larry Ellison – Malibu Mansion

When one talks of a “flamboyant billionaire,” the biggest name that springs to mind is that of Oracle founder Larry Ellison. Ellison is no longer the young playboy billionaire he used to be.

Larry Ellison - Malibu Mansion

Larry Ellison has an entire Hawaiian island to explore in his downtime. He purchased the island of Lanai for $300 million in 2012. If he gets bored of Hawaii, he can always relax at his private golf club in Rancho Mirage or one of his beachfront houses in Malibu.

3. Mark Zuckerburg – Oceanfront Oasis

Mark Zuckerberg is the youngest billionaire on the planet who created the Facebook social network that now has more than 1 billion monthly active users. He’s the chairman and chief executive of Facebook, and his personal wealth, as of July 2015, is estimated to be $38.6 billion.

Mark Zuckerburg - Oceanfront Oasis

In 2014, Mark Zuckerberg picked up a 750-acre tract on the Hawaiian island of Kauai for $100 million. The purchase included two adjacent parcels: the $66 million Kahu’aina Plantation—a 357-acre former sugarcane plantation with 2,500 feet of oceanfront and a working organic farm—and 89.2% of Pila’a Beach, a 393-acre property with a white-sand stretch (Denver executive Gary Stewart refused to relinquish the remaining 10.8%, which he procured for $6.04 million).

4. Michael Dell – Tropical Refuge

In 1992, at the age of 27, Michael Dell, of Dell Computers, became the youngest CEO to have his company ranked in the Forbes Top 500 Companies. News articles of the day called him an “overnight success” and declared that he had achieved “explosive” growth. Since that time, he has gone on to create the world’s largest PC manufacturing company in the world.


Michael Dell strung together three premier parcels to create Raptor Residence—a 4.3-acre Hawaiian estate tucked in the gated enclave of Kukio on the Big Island’s Kona Coast. An Austin local, the tech magnate also owns a four-story neoclassical home in Anguilla.

5. Jeff Bezos – California Quinta

Jeff Bezos is an American technology entrepreneur and investor, who has played a role in the growth of e-commerce as the Founder, Chairman and CEO of Amazon.com, an online merchant of books and later of a wide variety of products and services, most recently video streaming.

Jeff Bezos - California Quinta

Jeff Bezos’s extensive holdings include a $24.5 million Beverly Hills mansion purchased in 2007. Positioned on a two-acre lot behind Tom Cruise’s compound on North Alpine Drive, the estate’s 11,891-square-foot main house consists of seven bedrooms (including four suites) and seven baths.

6. Eric Schmidt – Santa Barbara Spread

Eric Schmidt is one of the most important figures when it comes to Google and Alphabet’s history. He served as CEO of Google from 2001 to 2011, and is now the executive chairman at Alphabet, Google’s newly formed parent company.

Eric Schmidt - Santa Barbara Spread
He bought his Montecito retreat from Ellen DeGeneres for $20 million in 2007. An escape from his primary residence in Atherton, the four-acre property is dotted with various gardens, fountains, and fruit trees, and features a four-bedroom home with a full-floor, 1,300-square-foot master suite.

7. Marc Benioff – All things Hawaii

One of the ground-breaking tech companies of the past decade is Salesforce.com, which is the mastermind of Marc Benioff. He realized that enterprise software could be much better and cheaper. Of course, the solution was leveraging the cloud.

Marc Benioff - All things Hawaii

Marc Benioff loves all things Hawaii. He wears Hawaiian shirts to work and even named his dog “Koa,” after a type of Hawaiian tree. He also owns a 5-acre estate on the Big Island, which he purchased for $12.5 million in 2000.

8. Paul Allen – Hawaiian estate

Bill Gates high school friend and co-founder of the world’s largest software maker Paul Allen has traditionally taken up far fewer column inches in the press. The 61-year-old billionaire often described as “Microsoft’s other mogul” wouldn’t have it any other way.

Paul Allen - Hawaiian estate

Paul Allen isn’t cruising the high seas on one of his superyachts, he can relax at one of his many luxurious retreats. In addition to an island in Washington and a beachfront Hawaiian estate, Allen owns a hilltop mansion on the Côte d’Azur called the Villa Maryland. He employs a staff of 12 and counts Bono and Andrew Lloyd Webber as neighbors.

9. Meg Whitman – Mountain home

Meg Whitman - Mountain home

HP chief Meg Whitman owns a mountain home and dude ranch in Telluride, Colorado. The ski home is said to be valued at $4.8 million, while Skyline ranch is worth about $18 million. She has also donated millions to preserve endangered land in the area, most recently near Alta Lakes.

10. Yuri Milner – Los Altos Hills Hideaway

Yuri Milner - Los Altos Hills Hideaway

The Russian businessman paid close to $100 million for his 25,000-square-foot mansion, situated on 11 acres in Silicon Valley. Originally designed by architect Bill Hablinksi for software pioneer Fred Chan, the Moscow resident’s California estate emulates an 18th-century French chateau with a central court that encloses a formal entrance on three sides.

About Author

Biplab Ghosh

Biplab lives his life around technology and is particularly keen to explore the intersection of technology and human behaviour. Always looking for new ideas, and ways that can make things simpler. He is a geek with the flair for travel and has great passion for music and theatres.

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