| 1951 | | Lennie Gallant | |
| 1952 | | Lennie Moreno | Hip-Hop/Pop |
| 1953 | | Lennon | Metal/Rock |
| 1954 | | Lennon & Maisy | |
| 1955 | | Lennon and Maisy Stella | |
| 1956 | | Lennon John | |
| 1957 | | Lennon Julian | |
| 1958 | | Lennon Sean | |
| 1959 | | Lennon Sisters | |
| 1960 | | Lennon The Musical Movie | |
| 1961 | | Lennox Annie | |
| 1962 | | Lenny | |
| 1963 | | Lenny Bruce | |
| 1964 | | Lenny Cooper | |
| 1965 | | Lenny Deneb | Reggae |
| 1966 | | Lenny Flamenco | |
| 1967 | | Lenny Harold | Hip-Hop/Rnb/Soul |
| 1968 | | Lenny Kirsch | |
| 1969 | | Lenny Kravits | |
| 1970 | | Lenny Kravitz | Pop/Rock |
| 1971 | | Lenny Kravitz & Cree Summer | |
| 1972 | | Lenny Kravitz & David Bowie | |
| 1973 | | Lenny Kravitz & Iggy Pop | |
| 1974 | | Lenny Kravitz & Jeff Healey | |
| 1975 | | Lenny Kravitz & Mick Jagger | |
