I'm not advocating for never following rules you don't agree with... but the current regulations on STR's in GR are... well I'd estimate less than 15% of the airbnb listings are in compliance - (has to live there, can only rent 1 room, can't be away while renting, etc) - I'll jut leave it at that!

This is a public record and you can trigger the "due on sale" clause when you transfer ownership. 

To highlight the basics of DD, we like to break those up into 4 areas: Financials, initial walkthrough, contractor inspections, and compliance.

You should use a service to make sure you are in compliance such as:https://www.petscreening.com/

https://www.biggerpockets.com/blog/ensuring-solo-401k-compliance

Glad too I didn’t pull the trigger .

If you love a market where you can get cash flowing SFR's all day but the multi numbers dont make sense.. it would make more sense to pull the trigger on cash flow and not wait 3 years to snag one multi. 

Generally these taxes are pass thru to the guest anyway (permitting is not but usually only a few hundred dollars)...however, if you are operating currently out of compliance and not collecting, you might want to save some aside in case the tax man come a calling to your town for past taxes due that you can no longer collect from the guest

While you can trigger the due on sale clause if you purchase a property into your personal name and transfer them into an LLC, you do not trigger the same red flags by transferring the property into a land trust.

You'll just have open the wall risk and now bring it up to code compliance risk.