As Michael Borger said, trying to "invest" in Hawaii for a cash flowing vacation rental probably wont end well, despite it being very tempting.And again Bobs self invested bias towards this phoney perpetual appreciation speculation in the Honolulu market in silly at best.  

@Chris Skala When investing in a self-directed IRA you have a 3rd party intermediary handle the actual cash payments and movement of money between vendors, tenants and any other needs that arise.  

One negotiating tactic if you don't get price movement might be to have them bring the property up to the level of the competition. 

My point is that I have little to offer regarding the movement from single to multi, but I will say this...I LOVE multi's. 

But, for a decade @Joshua Dorkin did what needed to be done, and much of it wasn't sexy...When that $35,000 Model III comes out, it'll be a vertical parabolic movement in market share for Tesla.

I imagine people who dig the tiny home movement may want to rent for a while to see if they really like it before making the leap.

I personally would not perpetuate that practice, even if it meant not being able to pursue my REI interests. 

https://www.aier.org/article/the-perpetual-tragedy-of-new-yo...https://aoausa.com/the-destructive-power-of-rent-control-by-...At the very least, the concepts of rent control and "just cause" violate the 5th amendments' takings clause. 

Most C20's still perpetuate the arcane tribal formula of 1ton per 500sq ft.

I recommend looking into the fire movement in order to determine if financial independence and retiring early are really what you’re looking for.