There are many ways to avoid taxes, so nobody can give you a complete answer without knowing your entire tax situation.If your only taxable item was selling this condo, you would owe long-term capital gains on the $150,000 plus ordinary income on depreciation recapture.

I prefer Airbnb but worst case scenario I could always long term I suppose. 

The only people who benefit are the long term tenants which ultimately hurts investment in the area.  

Am thinking of converting a long term rental to a medium rental. 

I also use Hospitable to manage my short-term rentals and have not had any issues thus far! 

And the answer to that is yes, just not through the foreclosure process, you would use a different process.Some states call things by different terms, but look up performance deed, or deed of trust to secure performance, or some verbiage along those lines. 

Hi there,I plan to purchase a short-term rental in Hawaii.

I'm particularly passionate about off market deals and adding short term rentals to our portfolio. 

Negotiations were handled efficiently, securing the property for $80,000 with favorable terms.

https://www.biggerpockets.com/blog/brrrr-loans-what-are-the-...Short-Term Rental Loans: What Are the Options and How Do DSCR Loans Stack Up?