Also, because of code issues, the unit can't rent as a larger 2 bdr. on two floors so is still a garage + studio/small 1bdr, so the whole point of a doing a larger rehab was pointless.

I highly recommend you checking out Guesty in the meantime as it sounds like your main issue is scheduling cleaners, when really, there's an easy solution for that.Book Rec: "ClockWork - Design Your Business to Run Itself" - by Mike MichalowiczSide note - Matt I'm jealous of you being in Kihei, I was there a few months this past Spring, beautiful place.

The credit card thing has never been an issue until recently, when I needed to rent a car in the next (very remote) town over.

This is more common on the commercial/private money side since there are no regulations. 

The issue I am having is that I am located in NY i.e. that is where my primary address is.

I am just someone who would be willing to pay an extra $100 a year to not worry about a specific issue if offered.I will work to find out more. 

Now, houses in those zips that need work are 150+ per square foot on the MLS, and even through some of the wholesalers.Duplexes/Tri/Quads are not common here, and typically in rough areas. 

Are items like this significant issues that will limit your potential? 

If I put the property in my personal name then its a non issue, but I can not find anyone to do specficly STR in a company name.Any help would be apprciated.ThanksMike

What all are common items included in closing costs on a wholesale transaction?