Knowing your long-term plans can help you build a long-term financing strategy so that you are not just worried about purchase number 4, but also purchases 5 - 20+ (if you plan to continue to invest).I'm an investor and licensed mortgage broker.

It is interesting, but I can't comment on this strategy.

Look at their marketing strategy.

Based on the numbers and my strategy, do you think this is a good investment for my first property?

But if they gov't changes to a 90 day minimum, you would have to operate as a 90 day rental or longer.And talking to local experts, if you want to own a STR on O'ahu, your safest bet is to buy a unit in a Condotel that is located in the "Resort" zone of Waikiki.  

If you're considering starting with a duplex using a VA loan, that's a great strategy, especially for house hacking.

Trying to understand the strategy for investment properties with next gen configuration from the experienced. tysm in advance.

If the bank will call their note if you commit to the transfer you can also check out this article as one strategy that has been used to work around the issue.This is not legal advice, just my opinion as a real estate investor.

What other investment strategies are you looking into? 

I will say the picture did not match your strategy of going to Austin.