The underlying and consistent driving factor is the mindset they're living with. 

Another factor is, is there a lot of new construction?

Also, number of rooms to purchase price.Another factor is how long he'll be in Hawaii, which will effect when he has to sell the property.  

I have read a ton of books and honestly besides some concepts that I have learned I am missing the "HOW TO REALLY DO THIS" factor. I

(mainly buys business notes).Don't be suckered in by promise of a high return to act quickly.Your risk factor is also based somewhat on your net worth.If you are worth 15,000 and make 40,000 a year and lose your 7,000 the implications can be much more damaging if the investment goes bad.

Consider SE such as Ogden (city train in the plans there, Glenmore trail should be finished this year, and lots of factories and offices not far from there), Erin Woods, Applewood. 

you could easily work an early morning shift (6-2:30) or even the midnight shift at some factory...and still have time for real estate. 

For hard money lenders the most important factor is if you have found a good deal to flip.

Had I known, I'd have told myself, "Nevermind the factory job - start learning about real estate investing, raising capital and building business entity structures!"

Real Estate is the best field for making the most without relying on a diploma factory to boost you up the ladder.