Whether you go with an LLC or continue to own the property in your name, having good liability coverage is always recommended.

I believe Hawaii will continue regulating STR and it will be harder to make the numbers work. 

Focus on cash flow to align with your long-term goal of a remote ranch, and continuously educate yourself while networking to identify opportunities and partnerships.

As you discover opportunities, continue looking for the longer play!

I'd love some help additional set of eyes or insight on features and capabilities.  

Its pros include streamlined property tracking, access to owner data, automated direct mail campaigns, and team collaboration features.

We should see a continued rise in inventories going into next year, which is normal for this time of year.

Quote from @John Busch: Truly appreciate the multiple responses and look forward to continuing our communication as we live in Southern CA and do not have many contacts in that part of the county. 

I hope my entry into real estate will continue this trend.

They were lacking in accounting which is why we switched, but I heard since they have gotten better accounting features.