I can answer a couple of the questions. Car insurance can be as low as $100 per year of you are happy with the government mandated liability policy, $4,500 per event I think. It’s liability only, no collision…. Google Marbetta payment insurance.
If you want a policy like those in the US, it’s about $1,000 per year depending on car, coverage….
I’m 63 and my wife 61. Our health insurance is Triple S, the most common on the island. It is about $850 per month. About the same as in the US.
As for rental and purchase it is all over the board. If you want the best home in Dorado, $30 million. A really nice home in Palmas Del Mar, $2mm to $350k.
If you go to smaller towns, or inland much much less. We are in Palmas and I love the Island. I would suggest looking for 901 and 3 in Yabacoa south for about 15 miles on google maps. Click on a couple beaches or restaurants and look at the photos. St. John’s has nothing over these views.
And I am completely ignorant of the west coast, views, prices……