As an investor in a market where cash flow does not come often and appreciation is a bigger play, I understand your mindset. 

You have to walk these properties, understand where the hidden costs are outside of the spreadsheets, and understand the geographic appreciation trend and migration and population as well, none of which will be in the questions you are asking. 

As a CFA you probably know the old quote from Warren Buffett who said something like "buy what you know and understand". 

Make sure you understand the auction process and are prepared for any unseen issues with the property.Auction Considerations: With auctions, pay close attention to the condition of the property, title issues, and financing restrictions.

I understand the cost concern.

Understanding the Product mix.

When you called, and it seems many did, the scammer answered the phone using my name (though I understand with a heavy foreign accent).

Real estate is a long term game once you understand that it gets easier my friend .

We both knew we were aligned in our goals and had a clear understanding of our respective roles in the deal from the outset.If seller financing is part of the equation, look for someone who’s not only experienced with creative financing but also understands how to manage the potential risks involved.

Quote from @Makani Donaldson: From what I understand, different islands or cities have different rules, and they are getting stricter.