I believe Hawaii will continue regulating STR and it will be harder to make the numbers work. 

Otherwise, if it was investor owned (not owner occupied) and under rent regulations before you purchased it those rules would still apply.

Using a large RV or boat for business purposes offers potential tax benefits, but it's essential to navigate IRS regulations carefully.

I just can't stand of regulations those are not possible to be monitored and just being there because of lobbyists.

Another huge thing to consider is laws and regulations, many times new investors will jump at Hudson county thinking the proximity to NYC is great for renting (which it is) but many of the municipalities in Hudson county have very strict landlord laws. 

All of this said, be sure to do your research on STR regulations first and find a STR friendly location.

I would not touch Denver county with a 10 foot pole because of all the regulations they have in place. 

In the last few years, they've made illegal:-Rent controls of any kind-Limiting of fees or screening charges-The ability of HOAs to regulate STRs or LTRs in their neighborhoodThat's just the start.

As others have stated, there are Income discrimination laws in Kansas City so if you are an investor with rental properties in this city, make sure you understand the regulations. 

There are far too many regulations, the transaction is a much longer process, and we are talking about someone's biggest purchase.