It probably won't come close to $150K.Run the numbers if you put the profits into a savings account paying 5% interest and see how that compares

I bought a business where the prior owner had it in an S-Corp, the S-Corp and he was sued personally for three million.

Look at the age compared to there useful life and cost to replace.

Compare it to your cost of living now, and that's a great start. 

I am curious though, in hindsight, how does an investment in STR in Hawaii in 2012 would compare with other markets over this period of time despite all the regulation headwinds?

A lot of properties in Cleveland are so cheap compared to Vegas that you'll think every deal is amazing.

 $13,440 value to compare against.The teak would be 60 trees at the end of 21 years per acre.  

Cash flow is usually strong because rent prices are decent, and the cost of the property is relatively low compared to places like California.

We are fair housing compliant regarding animals.Our tenants’ safety and the peaceful enjoyment of their home is important to us, so we do a credit/criminal background check on all applicants aged 18+, as well as employment and prior landlord verifications.

I had no prior experience in commercial real estate at all.