HOA management for a bunch of peripherally involved out-of-town investors is probably a great opportunity pass along overpriced contracts to your local buddies. 

Its a vacation town. 

If you're aiming for strong cash flow, lower upfront costs, and stable rental demand, I highly recommend exploring markets in the Midwest.

Isabela is a town on the north west coast of the island.

Once we lowered the price to $1 less than everyone in town we filled right up.

Also, if there is a local college town you could advertise to any student association associated with religions which abstain from alcohol.

While the property is in a smaller town, it’s relatively close to a larger city, which I think adds a lot of potential for attracting both short-term guests and long-term tenants.The motel has fewer than 16 rooms, and the nightly rates are extremely competitive for the area.

Located inside the gated Diamond Bar tennis club community this prestigious 2 bed 2 bath second story Apartment town home with detached 1 car garage and 1 car port parking will leave you looking no further.

Whether you’re offering services, partnering on projects, or exploring your own investments, leverage your expertise to identify undervalued properties and add value.

Price range seems to be so fluid from what I'm seeing - as I'm sure you well know this but a home in one town might be $20,000/$30,000 variation in another.