A Rambler best suites over/under duplex. 

That will help narrow down the questions - if an investment you'll focus on the high tourist area with major airports flying in/out, good local transportation system, less than an hour drive from the airport, a low crime rate etc.If personal then you'll look for an environment that suits your taste (tropical, party central, secluded, dive-friendly, luxury, affordable etc).Almost every island I've visited has realtors from America who decided to setup shop there and help out-of-state investors purchase property.

@Wyatt Wolff - I am moving under an LLC simply for protection from any law suites.

Such as in a slip and fall suit, or a broken stair tread lawsuit.

Housing and criminal histories are not really their strong suits.

The ultimate goal is to build couple of A-frames for luxury cabin in the woods STR.

My favorite for guaranteed savings is this:  Hang up the suit.

They boast a robust portfolio management suite with some fancy bells and whistles, but they're using independent third party contractors to scale on the ground.

Which as newbie to real estate investing and to Bigger Pockets just referred to them as In-Law suites.

Luxury Vynl flooring is my FRIEND!!!!