Sometimes condos have stipulations in their deed restrictions that go against doing short term leasing, so I would definitely get your agent or do the research yourself to ensure this isn’t the case at the building you’re looking at.

The village also had a lot of restrictions that made me not comfortable proceeding as a first time STR investor. 

Coastal NC can be a great market, but it’s important to research local regulations on STRs since some areas have restrictions or require permits.

If liability occurs from one property, it is restricted to the assets contained in that entity, i.e., the single property held in said entity.3.

Due to inflation things have tightened significantly which has led to less speculative spending (like on land).

Understanding local tourism patterns can help you adjust rental prices.STR Regulations: Many cities are tightening regulations on short-term rentals, which could push more property owners to offer mid-term leases as an alternative, increasing competition in this space.9.

Downside would be restrictions of use due to HOA. 

What strategies can I implement to maximize rental income from my first property, which I intended to convert into two units ( Unit 1:Main house, Unit 2: Basement sun room) but cannot due to zoning restrictions? 

The problem is that they searched for liens and judgments but didn't really do a full title search for things like restrictions (e.g.

I plan to build a 6 unit multi-residential building on the back of the property in the next few years which most likely will complicate keeping the current SBA-HEDCO loan due to restrictions of the loan.