Therefore, you will want to confirm that the trust company allows for investing in an LLC and the associated fees and minimim balance that applies to the IRA account.2.

I agree with everything Drew & Kevin.Old head here & echoing what my late-dad always said - "time is money."

@Patricia Steiner As it is a condo I would think you could try to get the Association to do external pest control.

Try networking locally with real estate groups, investor groups, rental owner associations, a local REI, etc. 

Aloha @Daniel Kam - most of Kakaako has a 180 day rental minimum, so if you haven't checked with your building association, I recommend you verify what the minimum rental period is for your building.If you are allowed to rent for less than 180 days, you will then need to apply for a GET license, and well as TAT/OTAT and pay the appropriate taxes on a regular basis.  

Like I see how it could work in a perfect world but i cant wrap my head around the idea that I could be making a profit if I still don't actually own the house and still have to pay down all of the loans.

Check your local real estate association meetings as a resource.I also like the idea of house hacking mentioned by @Travis Timmons and @Nicholas L.  

Sub30k seems to fit this bill, although I recognize there is also substantial risk associated with it when done improperly.

There North Carolina purchase leaves me scratching my head. 

You’ve already got a head start with hands on experience.. and you’re probably way more prepared than you think.That first property can feel both exhilarating and terrifying, so here’s what I’d focus on:Cash Flow & Analysis..