Part of me wants to load the outer islands repeaters as an excuse to visit more, but for now it is probably best to just load the Oahu stations and get some practice.
Be prepared for a lot of listed repeaters to be silent. Maui has some great repeaters up on Hleakala, but most seem quiet. Too bad, as several could be hit from the west side of the BI using a 5W handheld.
Supposed to be several inter-island linked repeaters, but I never really tried that out.
Addendum: A lot of listed repeaters are going to digital modes, which the Chinese Baofeng type radios cannot connect with. The coordinated repeaters lis looks like they list digital mode repeaters like ALLSTAR, DMR, DSTAR
Big $$ Japanese handheld for that stuff = learning curve.