Kauai, Hawaii
Credit: Courtesy Tony Hawk

Kauai, Hawaii

Hawk's annual trip to Kauai began when a close friend of his was diagnosed with brain cancer and decided to check something off his bucket list - flying around Hawaii in a helicopter. Hawk went along to spend time with his buddy and fell in love with the island. "Every year, we rent a different house with the kids," he says, adding that the area he favors got a bit of screen time in the movie 'The Descendants.'