Lewis began recording in the mid-1960s, and had one of the earliest rocksteady hits with "Take It Easy" in late 1966. The track was recorded with Lynn Taitt and the Jets and is regarded as one of the first rocksteady singles. He had several more Jamaican hits in the late 1960s and early 1970s, including the first 'herb' song ever recorded in Jamaica, "Cool Collie". He worked for Duke Reid as an arranger and backing vocalist, and won the Festival Song Contest in 1970 with "Boom Shaka Lacka". He began working as a singer with Byron Lee & the Dragonaires, and in 1971 had a hit with "Grooving Out On Life".
Lewis continued to release records, but his success after the early 1970s was limited. Lewis started his own record label, Bay City Music, in the late 1980s and turned increasingly to gospel music, releasing This Is Gospel in 1996, followed by Reaching Out to Jesus in 2000. Since then Lewis stuck with gospel, and has released a prolific series of albums, including Lay Your Hands on Me Jesus, Caribbean Gospel Jubilee, Inner Peace, Hopeton Lewis Sings Country Gospel, The Many Moods of Gospel and The Inspirational Hopeton Lewis.