Dan, do you know a good handyman who you trust? When things break, appliances, toilets, hvac, etc getting it taken care of when you're on an island might be a PITA. My wife and I will end up renting our house at some point and don't want to go the managemnt company route, but we also know a guy who can fix anything that would come up with the house.
+1 on the handyman vs. management company.
Have you thought about donating it to Homebrew Town for the tax considerations? It could be the west coast brew depot.