Hawaii is part of the United States. It's not a third world! You can get a job and place to live fairly easily but it is expensive to live there. Not just housing but food, gas, clothes, etc.... Just like anywhere else though they have their rich areas and also the hood! Lots of crackheads, so if they can do it you should have no problem!
Check out Kauai, little less expensive and little more off the minds of tourists. Plenty of surf! My cousin lived in a little bungalow on a farm there pretty cheap!