I guess I could do some work-arounds -- maybe reserve one unit in the first purchase for use as an AirBnb, and reserve my own time in it when needed - instead of claiming it as a primary.Are either of you (or anyone) familiar with a finance product/loan that will allow me to purchase under $150,000 (w/ strong credit) and do much of my own work and live-in a portion as a primary residence?  

I did that with my first two primary residences.

You might decide that you absolutely want to own your own residence there and I assume you can afford it since you already own properties elsewhere, likely in beautiful Hawaï.

Quote from @Irina Badal: I heard for anonymity purpose it’s advisable to set up a personal residence trust.

I'm considering tapping into the equity from either my primary residence or rental property to purchase another rental home that generates solid monthly cash flow.I'm open to investing out of state and have heard that areas like Ohio, Tennessee, Georgia, and North Carolina offer potential opportunities.

Investment Info:Single-family residence buy & hold investment.

This way if there’s physical damage by residents the company pays the first $500 to fix it.

Would it be wise to use a HELOC on our current residence to use for a down payment on a new property You can make $ investing anywhere.

Investment Info:Single-family residence other investment.

FHA loans require living in the home as your primary residence for 1 year after purchase.