 Hester attended first Palm Beach Gardens High, then on to Suncoast High School, where he played football as a cornerback, wide receiver, return specialist, and running back.He earned recognition from SuperPrep.com as the top high school prospect in Florida and "Parade", who named Hester onto their All-American team.Hester also participated in the 2002 CaliFlorida Bowl, where he returned a kick for an 80-yard touchdown.