Duo or Group of the Year
- 2000 - Na Leo, I Miss You, My Hawai'i
- 1999 - Amy Hanaiali'i Gilliom & Willie K., Hanaiali'i
- 1998 - Na Leo Pilimehana, Colours
- 1997 - Ho'opi'i Brothers, Ho'omau -- To Perpetuate
- 1996 -
Na Leo Pilimehana , Flying With Angels
- 1995 - Makaha Sons, Ke Alaula
- 1994 - Hapa, Hapa
- 1993 - Makaha Sons of Ni'ihau, Ho'oluana
- 1992 - Makaha Sons of Ni'ihau, Makaha Bash 3: Live at the Shell
- 1991 - Ho'okena, Thirst Quencher
- 1990 - Pandanus Club, Ho'ike
- 1989 - Cecilio & Kapono, Good Times Together
- 1988 - Kapena, Kapena
- 1987 - Makaha Sons of Ni'ihau, Ho'ola
- 1986 - The Brothers Cazimero, The Sound of the Sea Surrounds Me
- 1985 - The Makaha Sons of Ni'ihau, Puana Hou Me Ke Aloha
- 1984 - The Peter Moon Band, Harbor Lights
- 1983 - The Peter Moon Band, Cane Fire
- 1982 - Olomana, Come to Me Gently
- 1981 - The Brothers Cazimero, Hawai'i in the Middle of the Sea
- 1980 - The Peter Moon Band, Tropical Storm
- 1979 - The Brothers Cazimero, Ho'ala
- 1978 - The Brothers Cazimero, The Brothers Cazimero in Concert
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