Get a feel for the type of people that live theirOne of the reason condos/townhomes look so attractive is their low price, but you really should look at what the $300-$400/mo is going to do for you. 

The other option is to not throw the baby out with the bath water and rent the units to others that want to continue the short term rental strategy.I’m curious to know if anyone thinks that master leasing our remaining units would be attractive to someone either wanting to start their real estate career or expand their current short term rental operations.

Just say SEC 8 OK in your title if you want to attract SEC 8 tenants.  

They fudge the numbers to keep the maintenance fee attractive so they can sell out all the units in reasonable time.

At a high level, I'm most attracted to the buy and hold rentals, mainly because I see them as "easier" to accomplish while maintaining the W2.

Without wallet teeth, people will not listen .     

Dakota we attract a lot of credit card and trust business, specifically due to our advantageous banking laws.

However agree that depending on the area advertising on the property itself may be attracting unwanted attention.

Also, with current rates increasing quickly, does this make a HELOC a more attractive option in any way?

These deals must still seem attractive to you since you are proceeding.