Jesse moved to Maui a few years ago to get a taste of the good life and quickly bonded with the local guys, especially Corbin, who is now his roommate. They are a great tag team when it comes to picking up girls - Jesse's good looks attract the ladies and then Corbin's funny charm keeps them entertained. But Jesse is still learning the ropes will he break the number one rule in Kaanapali: Never let a tourist fall so in love with you and she'll want to stay?