Purchase 2:  A 3 bedroom, 3 bath house a short walk to Poipu Beach. 

I'd also try calling the court house (or whoever issued the writ of possession) and ask them about options explaining that your calls to the marshall's office go no where.

Indianapolis hosts a lot of events so people travel into town for all sorts of conventions.MTR market is also strong as we have a lot of hospitals downtown as well as traveling professionals who need furnished housing. 

I'll get most all of my remodel money back out and be left with about 20% of my own money in the house - cash flow will be limited once rented.

I have a couple of 2/2 houses here in the area and I was contemplating making them mid term rentals for the traveling nurse/insurance company play, but I was wondering if anyone is in that space and if its doing well?

Also, the ADU is 3 bed/2 bath and detached from the current house.

Could be that most landlords have a negative experience because the local housing authority is very anti-landlord. 

I can't find it now, but that is what I remember.Regarding the transfer of the title, I did a survey of lenders a few months ago about valuation of a working STR vs just a house and LLC title transfers.I surveyed 10 or 12 lenders.

If the house value goes way up, the seller has taken a loss, as without the option, he could have sold for more.

@Octavio Sanchezstart with a house hackgood luck