This is why traditionally they only let the rich participate, no one cares when millionaires lose the 2nd home because of bad investments.For non-accredited we are in uncharted territory. 

Short-Term rentals are treated differently than traditional rental property.

What taxes do I owe if she only assumes the remainder of my mortgage vs selling the property to her the traditional route?

Based on my limited experience, I have found that credit unions are much better suited for this than traditional banks, but YMMV.  

Essentially I am finding and procuring the land/lot via traditional financing and funding everything through the development phase until we get to Construction Loan. 

Traditional mortgage?

I've done a lot of research on the topic and am familiar with the cons of owning a condo-hotel type unit, but the numbers seem way in favor of that vs a more traditional condo or SFH.

It may depend on if you want a more formal procedure, or added protections such as all the inspections that go along with a traditional sale.

In addition, there are alternative rent models (STR, LTR, rent by room, etc) that can create better cash flow than the traditional LTR model.RE also can benefit from value adds.  

Hi Everyone,If you invest in a syndication using funds from your self directed traditional IRA can you take advantage of bonus depreciation to offset any taxable gains when you withdraw or convert to a Roth IRA?