Raleigh - your thread topic is interesting, and I think one that all of us deal with to one extent or another. However, there is a HUGE difference in the nature of island visits.

For cruise ship 1 day visitors, what you are doing is a home run. For those who travel by themselves (with spouse), then the hotel or time share is a primary option. In my case, I always travel with friends and rent a house for a week. That completely changes where we look to rent, which is in the Lowlands, as we like to have a house on the beach.

All in all, I think a more appropriate topic is where you spend your time rather than where you spend the night.