Could Your Maui Vacation Include a Celebrity Sighting? Woody Harrelson. It doesn’t take a True Detective to figure out why this star of the small screen and silver screen enjoys spending his time on the golden sands of Maui. Owen Wilson. Steven Tyler. Clint Eastwood. Oprah Winfrey. Click to see full answer. Similarly, it is asked, what celebrities are in Hawaii right now? 10 Celebrities Living the Hawaii Life Obama’s Winter White House. Emma Stone’s Diamond Head Villa on Oahu. Emma Stone’s Diamond Head Villa on Oahu. Oprah’s Farmhouse on Maui. Oprah’s Farmhouse on Maui. Julia Roberts’ $30M Kauai Estate. Julia Roberts’ $30M Kauai Estate. Beyonce and Jay Z’s Hawaiian Haven. Similarly, where do celebrities stay in Maui? The Ritz Carlton, Kapalua Maui: The Ritz Carlton in Kapalua, Maui is pretty hush-hush about which celebrities stay at this posh resort. But, back in 2012, Ashley Tisdale tweeted about staying at the luxury hotel before and had a “great vacation” while there. People also ask, what celebrities have homes on Maui? Some of the celebs that have homes on Maui are Oprah, Sammy Hagar, Woody Harrelson, Helen Hunt, Tom Selleck, Willie Nelson, Carol Burnett.Where does Clint Eastwood live in Maui?Clint Eastwood has also built an oceanfront house in South Maui. He calls Maui his ‘adopted second home’, and has filmed on location there for his 2010 film ‘Hereafter’. Clints’ beautiful home is located on an undeveloped beach on South Maui known as White Rock to the locals.