Don’t let this lender scare you, because he does not have a crystal ball and no one knows what the future holds.

Obviously it's less than an overpriced property in 2021... but hey that's how you get the ball rolling. 

Maybe another 1-2 years but my crystal ball has been acting up.

Condo located in a resort stile community with pool, lake side gazebo, racquet ball and tennis courts with a state of the art fitness center.

Based on previous years increases, decreases you can go used your magic 8 ball from there. 

First Hard money lender dropped the ball and we missed our initial closing date.

I know that is probably a dumb question and not asking for specifics unless you have the crystal ball, just in general.

The ball's in their court - not yours.Of course, judging by the summary and their e-mail, if they do decide to stay and pay the new rent expect them to call you every month to fix every little thing. 

As some of the other commentators have mentioned you have to know your market and while all of Hawaii has a high cost for entry there are still opportunities to be found.I found a very specific market (C-, 2/1 condos, near major hospitals, pet friendly, low HOA) that I studied intensely and because of that specific focus knew a good deal when I saw it and could quickly get the ball rolling while others were still analyzing.Kauai is such a unique community that you will be faced with nuanced challenges but that also means you may find opportunities where others miss them if you know the market.Kauai is the most beautiful island in the state and has a great sense of community, if you want to move there do it and make real estate work for you, don't go about it the other way or you may be left with more properties but also more regret.

If I had a crystal ball to predict future explosive real estate markets, I sure wouldn't tell anyone else lol.With that being said, check migration stats to see who's going where.