All in all it was worth it for us and my client over those years, but you never know when you will get that proverbial knock on the door. 

I've got 2 condos, a 2 bed at Maui Banyan and a 1 bed next door at Kihei Akahi.I'd definitely agree with @Patrick Franta - from my experience as well, the 1 bed unit has performed better.Also props to @Mike Neubauer for sharing his knowledge and experience with me - I'd definitely recommend you take him up on his offer if you have questions etc.I recently heard that the County of Maui is considering a ~50% increase in property tax for short term rentals from the current $9.37 rate to $15.41, equal to what time share units pay.

THE NEW FLORIDA SQUATTERS LAW WENT INTO EFFECT ON JULY 1, 2024 my Brother was successful with an adverse possession claim in CA.. he was not squatting he owned the property next door and the person who owned it died and I guess had no heirs.

But still it is illegal i think b/c of the door or maybe ceiling height.  

Are condos are good way to get your foot in the door?

Ive also knocked on the door on multiple occasions.

I'll be an owner-occupied landlord with a long-term tenant next door. 

that we’ve learned in our 24 years, managing almost 700 doors across the Metro Detroit area, including almost 100 S8 leases.

Put a pad with a digital lock on one door. 

We are currently looking at a duplex to get our foot in the door for REI.