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Kama'aina means "long-time resident." Kama`aina discounts/status are often (oddly) dependent upon one's having a Hawaii driver's license. I do not know why they choose this v. paying real estate taxes, utilities, or other possible "residence" proofs. They are commonly 15-20% off, but can be more, depending up on the service or product being offered. Many hotels offer substantial kama`aina discounts (often dependent upon "availability"), but I have not found any airline subsidies. Some restaurants, golf courses, etc., offer kama'aina deals, but it hardly makes up for the cost-of-living premium. I do not mean to sound negative, but you shouldn't count on it to keep your expenses at your current level. It does not apply to groceries and gas, for example.
It's my understanding that employers must offer health insurance over here. I am retired, so it does not affect me. Kaiser-Permanente seems to have a huge HMO presence, but a simple Google search reveals many coverage options. If you want to keep your California Blue Cross, you can check into whether you have to actually reside in California -- some companies require only that you "be there" (occasionally?) in order to maintain coverage. Obviously, if you have kids, this is more important than if it's just for yourself.
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