HI-FIVE released their first and self-titled album in 1990. The album went platinum and was produced by legendary producer Teddy Riley; it included such singles as "I Just Can't Handle It" (R&B #10), "I Can't Wait Another Minute" (Pop #8, R&B #1), and their biggest hit to date, "I Like the Way (The Kissing Game)", which went to number one on the U.S. Billboard Hot 100 and the U.S. Hot R&B/Hip-Hop Songs chart. The group was aggressively marketed by Jive and was part of the "new jack swing" sound that dominated much of the early to mid-1990s urban contemporary radio format.HI-FIVE enjoyed some mainstream success and were essentially similar in design to R&B counterparts such as H-Town, Shai, Public Announcement, and perhaps most notably, Boyz II Men. The group's single, "Too Young" was featured on John Singleton's Boyz n the Hood, the soundtrack from the movie.
HI-FIVE’s second LP, Keep It Goin' On, came out in 1992. Though not as successful as their debut effort, several tracks from this album, including "She's Playing Hard To Get" (Pop #5, R&B #2) and the R. Kelly-penned "Quality Time" (Pop #38, R&B #3) got major airplay in East Coast (US) urban markets. In 1993, HI-FIVE emerged with a third album, Faithful, which featured the songs "Unconditional Love" (Pop #92, R&B #21) and "Never Should've Let You Go" (Pop #30, R&B #10). "Unconditional Love" was also featured in the multi-platinum Menace II Society soundtrack, and received extensive airplay on urban contemporary stations throughout the summer of 1993 as the movie increased in popularity. "Never Should've Let You Go" was featured in the 'Sister Act 2' soundtrack. In 2013, the group's single “Favorite Girl” topped the Top 50 Urban AC charts at #37.