CRJSurf,
If your goal is to surf, yep, Island Air is the place - some of the world's best surf is right here and you never have to wear a wetsuit... You want to fly more often? Depends on what's going on at Aloha and Hawaiian... if they're hiring, you'll have a line in no time. As an FO, I was on reserve for 2 months before getting a line. If there's no hiring at Aloha or Hawaiian, you may be stuck on reserve for a while. You want to upgrade? I upgraded in 1 year... that's what you are looking at if the movement continues.
It comes and goes in cycles... but yeah, if you want to fly for Aloha or Hawaiian, coming to Island Air is probably your best bet.
Bottom line... I wouldn't trade my job at Island Air for any other regional in the country... you can't beat the quality of life (especially if you have family), if you are trying to finish up college - stick to flying mornings, live in a place where the winter/summer difference is only 3-5 degrees and beach weather year around, short time to upgrade, pilot group (yeah, we're small, and we bicker amongst each other, but yet I wouldn't trade it for anything)... so on and so forth...
Personally, I think I picked the perfect airline for my needs, my lifestyle, and where I want to live. Granted, it's not perfect, but.... it's what I wanted... and I'm living the dream.
