I'm new to the forum and from Staten Island too.  

It's kind of set-and-forget investment, either it is land, house or STR.

My only concern from a financed investment standpoint is if a major hurricane did directly hit the island then we would be at a complete loss with no insurance to replace the investment.

We are eyeing a guest house on the beach in Sri Lanka, an island I've been to 5 times now, and which is booming.

When I speak to a person, I had each time been told "we are waiting for the final quote of things that need to be done from Island Breeze (the subcontractor).

As for the locals, it really is a matter sustainability and protecting the natural resources of the Islands.

@Pedro Bartolomei i thought about doing the same, but divided on driving an hour out in long island instead , just to reduce committing .

I live on Long Island in New York.

this is all on a short-term rental:example (round #s to make it easy):  2/1/2022 Purchase date price 450K2/10/2022 - Cost segregation done - 50K is land so excluded from cost-seg,  400K is improvements to be segregatedcost seg results (simplified):300K = 27.5 year property100K = 5 year property (10K appliances, 10K carpeting, 20K cabinets, 10K countertops......) -  which is eligible for "100% bonus depreciation"Then in between STR guests we replace the following items that were part of the Cost-Seg that was done at purchase:3/1 - Appliances - 5K for new4/1 - replace carpet with floating vinyl planks - 5K8/1 - replace countertops - 5KOn the 2022 Taxes can you get bonus depreciation on BOTH the 10K from the purchase price that was allotted to "Appliances" in the Cost Seg & the 5K I spend on NEW appliances to replace them just 1 month later?   

I feel like if the tenant culture is not right for a renter in San Diego, they kinda get voted off the island naturally and voluntarily leave.