Cat Records together with son David Kamakahi on the ukulele. The CD was called Ohana (Family). It was soon followed by another Dancing Cat Records release, Hui Aloha (Play Together), featuring both Dennis and David Kamakahi, George Kuo, and Martin Pahinui. In 2003 under his own recording label, Dennis Kamakahi Productions, he released a second album with son David, The Gift of Music - From Father to Son. The CD included narration between each song to explain its meaning. In 2003, both Kamakahi and David became involved with the Walt Disney Studios to provide vocal and instrumental the animated film Lilo & Stitch 2: Stitch Has a Glitch (released in August 2005) as well as the soundtrack, released on Island Favourites. It was also at this time that Kamakahi became a member of SAG Screen Actors Guild. Kamakahi produced an album featuring his son in 2004 entitled Pa'ani (Play). The CD was the first solo ukulele effort of David and garnered a Na Hoku Hanohano Award from the Hawaii Academy of Recording Arts for Contemporary Album of the Year in 2005. At that same Award Ceremony, Kamakahi was honored with the Na Hoku Hanohano Kiho'alu Award (Slack Key Award) by the Hawaii Academy of Recording Arts. At the 49th Grammy Awards in Los Angeles, California, on February 11, 2007, Kamakahi received his first Grammy Award for Best Hawaiian Album for the slack key guitar compilation CD Legends of Hawaiian Slack Key Guitar, part of the recorded live concerts at Kapalua, Maui, at the Ritz Carlton Hotel. Kamakahi received his second Grammy in the Hawaiian Music Category in 2008 at the 50th Grammy Awards in Los Angeles for the slack key guitar compilation CD Treasures of Hawaiian Slack Key Guitar, part of the second recorded live concert series at the Napilikai Resort Hotel in Kapalua, Maui. He also joined the Music Teachers National Association that year to continue the teaching and advancement of music composition to students. Kamakahi was nominated for a third Grammy in 2009 at the 51st Grammy Awards with the slack key compilation CD The Spirit of Hawaiian Slack Key Guitar, a third recorded live series at the Napilikai Resort Hotel in Kapalua, Maui. The CD did not win the award, but Kamakahi did receive his first gold Grammy Nominee medal as a record producer. Kamakahi was nominated a fourth time for a Grammy Award for his slack