Quote from @Pierre Tran: Hi everyone, first ever post on BiggerPockets!

I've searched around and think I do understand how it works, but do you know any good resource that I can get more if not at least the accurate information on it?

The tourism authority has had some good information in the past about how many visitors come to each island and, of those visitors, how many book STRs.

I also realized last night (after I made my original post, of course) we could do a HELOC on our primary residence.

Most investors from California that post stuff like this usually end up in the Midwest.

Would be helpful @Adriana Siu if you'd just post how much $ you want for it. 

Check out the chart showing the fast rent growth and declining rent growth cities, which could help inform your decision on growth markets. 

Quote from @Ricky Reddin: Hello,This is my first post on the forum and trying to get some guidance on a situation.

This post does not create a CPA-Client relationship.

That is something I would for sure have to look into as, according to your post, it seems like the timeline for mid-term rentals kind of lines up with the amount of time that we would be gone each year, which would work out well and probably require less of a hassle of trying to maintain the property after each stay for Air BnB.