If you are seeking to change the behavior of an RV park from transient to permanent, consider installing "Park Model RVs" which if you are not familiar with, are smaller versions of a mobile home that comply with the zoning regulations for RV parks. 

if the loan is less than 100k, it gets difficult to refinance due to state regulations, even when there is substantial equity.

If your place is in Hawaii, might want to check out the short-term rental regulations.

Its unfortunate but I rather be in line with city regulations.

Please note that there are specific rules and regulations that can be different depending on what city/county your property is located in.I would suggest that you look up joining either RHAWA or WLA. 

We will also definitely be having the contractor do plumbing/electric work.

Specifically will need contractor(s) who have expertise with (in no particular order):-Chimney repair-Drywall repair/replace (two patches on stairs)-Flat roof repair-Plumbing - complete replacement-Update/Clean Up Electrical-Washer/Dryer hookup installation (basement)-Replace both water heaters-Baseboard installation in attic (to make into a legal 3rd bedroom)-Structural corrections to exterior stairs leading to 2nd unit-Structural corrections to front porchI've received a quote from a GC, but want to interview a few other contractors.Thanks,Bret

Most investors like Chicago because of appreciation, high airbnb potential, easy airbnb city regulations and the ARV strategies for cashing out can be lucrative.

I was reading my Bylaws and CC&Rs and I'm confused by some of the verbiage, it states, "...and shall also be responsible for the maintenance and repair of the plumbing, electrical and heating systems servicing his Living Unit and located within the outside perimeter of the exterior bearing wall thereof, including television cable equipment and connections, and all appliances and equipment located in said Living Unit."

PEX plumbing pipes.