I would be afraid of getting island fever, but it definitely wouldn't be due to missing the city. I grew up in a town of less than 15,000 and had been to a large city just a handful of times before I went to college. I live 30 minutes west of Denver in a small town and aside from work, I rarely get near it.
What might get to me is the inability to take road trips and the like. You can get from one end of Kauai to the other in about an hour, even with the slow speed limits. After a few years, I think I'd be ready to come back to the mainland.
We'll see if any offers get extended. If not, then no worries anyway.
Island fever? Yea, the only people that get that are city loving Haoles. Let me ask all of you here, how many Hawaiins have you met? Out of those Hawaiins, how many were born in Hawaii and lived there for a long time before moving to the mainland? Of those, how many do not miss Hawaii?
My answer? I've met 0. Yea, I knew a few Hawaiins, but all of them were in Vegas (where I lived the longest) because of parents or jobs. Exactly 0 of them did not miss Hawaii.
That speaks volumes of the lifestyle in Hawaii. Get this, I was shopping at the Navy exchange and the vendors were there that day. I wanted some flip flops. This vendor tells me he has some very nice sandals for sale. He said, "they are great for a nice night out to a restaurant". Put a big ass smile on my face and needless to say, I bought em. T-Shirt and brown leather strapped sandals is formal attire for a "nice" night out? BRILLIANT!
And you have plenty of opportunity for road trips. Drive to the end of the island, hop on a boat and go to another island. Heck, just fly to the other islands. It's dirt cheap. You want to visit the city? Go take a Honolulu trip on Oahu island. I hear Kauai is real nice and the population is spread out so it's quiet. I also know for a fact that fruit trees are aplenty around Hawaii especially in Kauai. You will never need to buy fruit.
And like someone else pointed out, you have access to short flights for snowboard trips to some awesome places.
I know I sound like I'm pushing Hawaii hardcore, but it's because I was on the same boat as you literally a month ago. As much as I love snowboarding with a passion, I would have made the move if my wife and I found a job. I weighed the pros and cons and the pros won. My life would be much less stressful in Hawaii because of the lifestyle and great food (I love food if you can't tell). Less stress means a longer life of snowboarding. And really, hanging out on the beach boogie boarding, surfing, scuba diving, and snorkeling isn't half bad. I'd like to point out again that you have some awesome hiking available to you as well. The mountains in Hawaii are breathtaking.