3. Cayman Islands
The number three on our list of countries that owe the U.S. the most money is this tiny British territory of 50,000 people that owes the U.S. a humongous $302 billion. This looks absurd, but this case is similar to Luxembourg, but on steroids. The Cayman Islands is a tax-exempt destination, attracting a lot of transactions from companies and investors. Not bad for a zone that still relies on the British army for its protection.