Location: Necker Island, British Virgin Islands 
Purchased: $180,000*
Current Value: $100 million*

Richard Branson has a net worth in the billions, and he chose to spend some of those billions on Necker Island. However, he didn’t pay quite that princely a sum for the island, shelling out just $180,000 for the Bahamian paradise in 1978.

The Virgin founder bought Necker Island when he was just twenty-nine years old, and he liked it so much that he decided to splurge on two more islands. He uses Necker Island as a private luxury estate for wealthy vacationers, and you have to be pretty rich to stay there. The average cost per night to stay at the beachy, tropical resort is $6,000-$8,000.