As a youth, Wilson played baseball in a local league in Southern California. His parents brought him to Reggie Smith's baseball clinic to receive further instruction. Wilson then attended Harvard-Westlake High School, where he was twice named a prep school All-American. Playing in a Southern California showcase before his junior year, Wilson earned attention from Major League Baseball teams. He then proceeded to compile a . 543 batting average, seven home runs and 29 runs batted in in 23 games during his junior year. As a senior, Wilson batted . 485 with a . 802 slugging percentage.