Ku'uipo's first effort as a musical artist earned her a single nomination in the annual Na Hoku Hanohano Awards (the "Grammy's" of Hawaiian music) and named her the most promising new artist. Her solo premiere recording gave her 9 nominations and an astounding five awards which included the Female Vocalist of the Year and Traditional Hawaiian Album of the Year. Her second album, after a four-year rest, earned her 3 nominations and an award for the excellence use of the Hawaiian language in a musical composition. In 1999, the Hawai'i Academy of Recording Arts nominated Ku'uipo as Female Vocalist of the Year. That year, Ku'uipo obtained the Traditional Hawaiian Album of the Year by the Hawaii Music Awards.