Other high-profile guests who have stayed at the Oahu home include Ryan Reynolds and Blake Lively, Bradley Cooper, and Angelina Jolie and her sons, according to Weinberg. Paradise Point Estates is open for anybody to book starting at $4,500 per night for a minimum seven-night stay — not including tax and a $1,000 cleaning fee. The Obamas have long escaped to Hawaii for their annual Christmas vacation — and this year was no exception. In early December, former President Barack Obama was spotted playing golf in Hawaii while on his annual holiday vacation with his wife, Michelle. During Obama's first term, the former president and his family typically returned each year to one vacation rental that became known as the "Winter White House." The Obamas spent the Christmas and New Year's holidays of 2008, 2009, and 2010 at a luxury vacation home known as Paradise Point Estates, the estate's manager, Glenn Weinberg, told Business Insider.