The Cazimeros got their start during the Hawaiian Renaissance with ukulele and slack-key guitarist Peter Moon's band, The Sunday Manoa, on their first recording, Guava Jam.

[1] The Hawai'i Academy of Recording Arts (HARA) has honored the Cazimeros with 25 Nā Hōkū Hanohano Awards.

Robert and Roland have also received individual Hōkū Awards as solo artists.

In 1991, Roland joined Henry Kapono Kaʻaihue, Israel "Iz" Kamakawiwo'ole and Cyril Pahinui in recording "Broken Promise", a Hawaiian mele ku'e (song of protest) written by Kaaihue.

The Brothers are featured (with 3 songs) on the audio track for the Over Hawaii documentary which was broadcast on public television stations in 2012.