You can decide if you want to repeat with another detached duplex to quad leveraging your increased knowledge and experience or if you want to use your VA loan and increased net worth to buy a long term family home (no house hacking).This is basically a BRRRR combined with house hacking leveraging the VA loan. 

Another strategy one of my clients has been doing is picking up properties at auction or really beat up on-the-market houses and fixing them to increase cash-flow.

So the insurance change from a home insurance to a rental insurance (owner will live in one unit and second unit has a tenant) and the priced increased more than $100.

Property prices went up 26% since last year because of this increased demand -- I'm still not 100% sure this is the reason but locals say it's because folks in nearest major city where prices have gone way up are a) moving to cheaper areas and b) investing in cheaper areas.

That could increase your filing time. 

Jacksonville: 1.9 percent increase, from 1.5 million to 1.6 million." 

I feel like the market is at the peak right now with prices increasing everyday, but I'm keeping an eye out and learning all that I can about real estate investing and house-hacking before I return.

Option A: Leave rents the same...Option B: Split the rent increase with them...Option C: Or pass the full rent increase along to all of them? 

My parent's place has increased in price dramatically.

Is there room to increase rents?