Over time, I would not be as concerned over hotels on the Beach Road being underwater or the West End being an island. Long before that, the further damage to the Jamaican Economy such catastrophes would cause would only bring more social chaos and make things worse for those who stand economically above a struggling population. No matter how many friends you have, it only takes one "Bad Mind" to ruin your day and your plans. Perhaps this is why people who have gone "affaren" and make money don't often return to Jamaica to retire.
What seems like a small amount of money to one person is an absolute fortune to another. I hope you have it all thought out and I hope you are very lucky as well. I know a lot of people who tried and failed at moving permanently to rural Jamaica.
I, too, will be very interested in hearing more of your experiences as you move forward.