I wrote the above for informational purposes.

Would you be able to rent for cheaper if you didn't have the property?

Kind of Spanish looking building behind the Mexican restaurant. 

Here's some STR companies in the area that can possibly help you out...Go Wander Home Desired StaysThe Sosi

The lending type doesn’t matter.

The beauty of REI is there is no need to make the mistake my wife I  made early on thinking we could do it ourselves. 

We do, however, have to register in the State where the property is located.

Hi Eric, I really love the idea of STR and some of them could bring serious cash flow at the right price point. 

I recently obtained my HI real estate license to access the MLS and assist with my personal house-hunting needs.Does anyone know of a more boutique brokerage on Maui where I can hang my license with minimal overhead and without the requirement of going through a mentorship program?

Recommend you Google "Cleveland lead paint instpection" and read what it says on city website.