Location: Harbour Island, Bahamas 
Purchased: N/A
Current Value: $10,000 per night*

This one isn’t an “owned” private island so much as a lavish vacation retreat, though there are unconfirmed rumors swirling since 2019 that say Kylie Jenner is going to buy her own private island. The makeup mogul, for now, is content to vacation at a $10,000-per-night Bahamian villa on Harbour Island.

Kylie vacations there with her sister, supermodel Kendall Jenner, her daughter, Stormi, and her friends. The cosmetics tycoon’s hideaway is called “Rosalita,” and it comes with six bedrooms and seven-and-a-half bathrooms. There is also a guest villa, private terrace, veranda, and garden, making as luxurious a vacation as you’d expect from the billionaire.