My suggestions: Get a detailed package together that tells about the project, the costs, etc. and start shopping lenders that loan in Hawaii.

I already have around $750,000 in cash and stock investments which I don't for see needing since I already have a comfortable retirement package.

What are the issues that normally landlord encounters by owning a property?

Does your company charge per person or do you have package deal that we could purchase to run them?

They are asking $160k for the whole package which I think is too high. 

If I do that, am I risking encountering a world of problems behind the walls?

This is the first time I have encountered this, how should we structure the partnerships to ensure no future problems? 

I can't speak to legality but, ironically, I have myself rented places in CA, LA, and FL...and the only time I've encountered automatic "cleaning fees" was in FL.After Hurricane Katrina, I evacuated to Miami for three months and got a short-term rental on a month-to-month basis. 

. $50,000 pretty much covered my risk, and i am confident going in as this is my 1st deal.Going through escrow and get to the closing table on this deal was the hardest experience i ever encountered. i had to wear 3 hat: Listing Agent, Seller, and lender.

@Ross BenedictWhen I'm changing title companies, I just email them and ask for their standard closing document package for both buyer and seller side.