This is not something I really thought about until I read through the retirement thread. I am pretty sure I will never be in a position to do that but timeshare may be possible. Any tips on where to start?
Although I have no direct experience of this I would think that the safest option is to see what is on offer next time you are on the island. I bet there are several options to choose from and a lot of small print to wade through as well.
Timeshares make me nervous just because there are so many scams out there related to timeshares. I know there are legitimate ways to do it, but just be careful.