This means cash flow isn't possible pretty much for the life of the loan but we can theoretically sustain that if it's a good investment, and we'll have a solid tenant who takes care of the space.2.

I have found a potential short term cabin in a great spot that is only wanting to have someone assume their current loan.

For commercial properties, we are 100% LLC but the banks and insurance providers like that on commercial and working against you on SF.

They passed new loan regulations where I only need to put 3% down on owner occupied 2-4 units, which is where I plan to start.I do have skills.  

.- Consult with a real estate attorney: While you're right that legal fees could exceed $6k, a consultation could provide valuable insights on your liability and options.- Review your insurance policies: Check if your flip insurance or any other policies might cover this type of situation.- Communicate with the county: Try to negotiate with the county officials.

Hi Charleen, I have relationships with several lenders on the island (and they speak English) but getting a loan for an investment property is very different that on the mainland. 

Does that apply to conventional loans in general?

What kind of financing is your initial loan.

This has caused at least 3 major problems: 1) the market is now oversaturated with Airbnbs, 2) rental rates have come down bc of so much competition, 3) there's a dire shortage of workers available to service the huge increase in the # of Airbnbs.Wait times are often a month or longer for service providers.

Not a huge fan of dropping that much to buy the loan down to 4.5% on a rental.