the Year Colón member 2001 Na Hoku Hanohano Awards: Favorite Entertainer of the Year (Colón) Solo artist 2003 Na Hoku Hanohano Awards: Sunday Morning – Instrumental Album of the Year 2003 Na Hoku Hanohano Awards: Favorite Entertainer of the Year 2004 Na Hoku Hanohano Awards: Crosscurrent – Instrumental Album of the Year 2005 Na Hoku Hanohano Awards: Walking Down Rainhill – Instrumental Album of the Year 2006 Na Hoku Hanohano Awards: Favorite Entertainer of the Year 2007 Na Hoku Hanohano Awards: Gently Weeps – Instrumental Album of the Year 2010 Na Hoku Hanohano Awards: Live – Instrumental Album of the Year 2010 Na Hoku Hanohano Awards: Favorite Entertainer of the Year 2012 Na Hoku Hanohano Awards: Peace Love Ukulele – Instrumental Album of the Year 2012 Na Hoku Hanohano Awards: Favorite Entertainer of the Year Hawaii Music Awards Pure Heart 1999 Hawaii Music Awards: New Artist of the Year (Pure Heart) 1999 Hawaii Music Awards: "Koke'e" – Best Music Video (Pure Heart) (4 winners) 2000 Hawaii Music Awards: Pure Heart 2.5 – Best Seasonal Album (Pure Heart) Solo artist 2002 Hawaii Music Awards: Mahalo Award, Studio Musician of the Year 2002 Hawaii Music Awards: "Ehime Maru" – Best Single Recording 2003 Hawaii Music Awards: Sunday Morning – Instrumental Hawaiian Album of the Year 2004 Hawaii Music Awards: Entertainer of the Year 2004 Hawaii Music Awards: Crosscurrent – Album of the Year 2004 Hawaii Music Awards: Crosscurrent – Instrumental Hawaiian Album of the Year 2005 Hawaii Music Awards: Walking Down Rainhill – Best Ukulele Album 2005 Hawaii Music Awards: Play Loud Ukulele – DVD of the Year, 2nd Place 2006 Hawaii Music Awards: Dragon – Best Rock Album 2008 Hawaii Music Awards: My Life – Best Ukulele Album 2008 Hawaii Music Awards: Hula Girls – Best Film Score 2010 Hawaii Music Awards: Live – Best Ukulele Album CDs with Pure Heart Pure Heart (1999) Pure Heart 2 (1999) Pure Heart 2.5 (1999) (Christmas album) with Colón The Groove Machine (2000) Solo career Sunday Morning (2002) Crosscurrent (2003) Walking Down Rainhill (2004) Dragon (2005) Gently Weeps (2006) Hula Girls (2007) (film soundtrack) My Life (2007) Live (2009) Peace Love Ukulele (2011) Grand Ukulele (2012) Travels (2015) Live in Japan (2016) Nashville Sessions (2016) The Greatest Day (2018) Trio (2020) Jake & Friends (2021) Japan-only releases Skyline (2002) Haruyo Koi (2007) Yeah (2008) Ichigo Ichie (2008) Annon (2009) The Music of Sideways (2009)