Charming, smaller coastal towns with a slower pace of life, natural amenities, seclusion and semi-self sustainability are high on the wish list of many high level clients and investors. 

Just make sure you mention it in your listing description so expectations are met if they do need to access it!

However, I got caught up during creating my listing because it looked like I needed to have another account (Stripe?

I don't know any investors who purchase without an inspection, though I hear about this mythical "no inspector" purchaser from time to time, by way of the rumor mill or pompous listing agent. 

I've seen a lot of talk about house hacking and while I believe that I understand the list of it, I'm just not confident to start.

Not what would they list it for, but what would it *sell* for? 

The tried and true version is pulling a list of properties whether you're targeting distressed homes or high equity homes in which case you can pull on something like Propstream or Propwire, you can skip trace through them or someone like Prime Tracers which has a pay as you go system. 

Create a list for each unit and have the seller sign.2.

I’ve built strong relationships with agents, contractors, and other investors in the area, and one of my contacts informed me that the owner was considering selling but hadn’t listed the property yet.

If your not well versed in all of that, get a PM to help list.