Housing shortage exists, so demand for good housing still moves fast.   

Really puts into perspective my strategy given my current situation.I will continue to accumulate capitol and work on my skills/knowledge for when i will embark on my rental real estate journey whether it be here (if i stay longer than anticipated) or when I come back to the US once my contract is completed. 

I and many others have the skills and finances to do it.

Your scattered approach is going nowhere fast (analysis paralysis) and is highly likely to result in someone taking advantage of you:(Recommend:1) Figuring out what investment approach suits your skills & risk tolerance2) Determining where in the US to apply your chosen approach3) Learning everything you can about that market4) Networking & building contacts & team in the market5) Doing a "test" investment in that market to make sure your expectations are met6) Investing more if your expectations are met.-- If not, go back to step #1 as you many have chosen the wrong approach!

There is a huge shortage of long term housing on Maui and rents are definitely not going down so at worst case you would still have this option. 

Some owners would prefer a clearly defined floor even at the cost of not rising to the highest ceiling.While I hate to say it, there are also property owners who lack either the time, knowledge, inclination, or skill to want to manage their property effectively.

Active investing takes your time and some type of knowledge or skill that gives you an advantage over other investors.  

As I've observed, after a down period, the market tends to recover and show growth for approximately three years.Timing the market is a skill every real estate investor should develop.

Obviously, I need a job and want something in RE so that I'm in the loop & can learn from to apply my skills and experience towards REI. 

My contractor is a skilled tradesman who won't beg me for work or give me discounts even though I told him I am an investor cry cry cry...