The Kyles are leaving for their family vacation on Hawaii, but instead of taking only one flight straight to the island, Michael books a 43-hour flight to Hawaii with several layovers in order to save money. Plus, Michael chastises Janet for packing too many clothes.

Finally in Hawaii, Michael and Janet decide to go out on a romantic dinner, leaving their kids all alone. Claire and Jr. fight over who'll have to stay in the room babysitting for Kady, but Claire lets her brother get out of the duty, after all it's not often he gets a date. Jr. has a memorable night on the beach with Leilani, a native girl. Michael and Janet are pursued by two attractive strangers; Claire goes on a shopping spree.