I spent 6 months there with my family doing my 3rd year Peds rotation, and we loved it. However, there are plenty of people who get sick of being stuck in one place. I think a few questions will tell you what would work:
1) what do you do on the weekend? Do you love long road trips? If so, you won't get this.
2) do you like hiking, sun, beach and water sports but don't care too much about world class theater/concerts/etc.? If so, you'll love it.
3) Are you willing to pay for a high cost of living? It's as expensive to live there as Manhattan or Washington, D.C.
4) Would the practicalities of moving everything by plane or boat bother you? What would you do about your car?
5) Will the lack of seasons bother you? Can you stand a month-long rainy season (doesn't happen every year, but it happens)?
6) do you have a spouse? Does their job travel well?
7) Where does your extended family live? Are you willing to pay $600-1000 every Christmas to fly out to see them?