I was on island earlier in the month for an eviction trial and stayed at the Waikiki Banyan for a few nights - that seems to be a popular STR building.

Build your team of people or as Brandon Turner from the Bigger Pockets Podcast calls it your CORE 41.

If you manage to get this off the ground and do some verified - meaning paperwork is in your name, or company's name, etc - projects that turn a profit, and you build some capital in a bank, you should be able to go right to that lender after a year or two and start a relationship no problem.  

Building a strong team is essential for success, and we’re here to help.

Build a strong team, prioritize cash flow, and take the time to understand the local market and regulations, especially for development projects.

I feel my money is best spent building a portfolio of cash flowing units.

Quote from @Kolby Knickerbocker:  Have you considered building here in Central Oregon or an STR here? 

I figured I would use HM for the purchase and DADU build.

Possible to maybe build one similar to this with an add on for small business owners and REI's. https://docs.google.com/spreadsheets/d/1xYOKT2eNS588cj6_8jVv2vobAfAhCVUd/htmlview#gid=1221524195

It's actually the best strategy in the Nashville area if you can build an HPR yourself and own both, STR the other side.