I'm new to this forum, and I don't know about the DR. But, 8 years ago I bought a condo in Freeport Bahamas. I'm trying to sell it, so I can't say how much I've lost over that time yet, but its a lot. I moved to Florida about 5 years ago (same weather), and I would have liked to sell my condo, but like others said, easy to buy, hard to sell.
The costs of transaction taxes when you buy and sell need to be considered. Ultimately IMO no decision should be made without considering rent verses buy comparison. If I had invested the money at home and used the interest to defray the costs of a long term rental I'd have been money ahead and had flexibility of no requirement to sell. I made a mistake for myself.
I think about retiring to a place like DR as a life adventure, but I've lost a little bit of my sense of financial adventure.