Ideally, I'd like to run a strictly mid-term rental operation, though I'm open to short-term if it make sense given the regulations here.

There are usually terms explaining what happens if seller can’t perform.

I am always open to potential deals or partners who want to get into small multifamily development with a long-term goal of commercial investing. 

And if you provide more information maybe folks on here that are familiar with the market can help you in terms of renting vs. selling.  

Whether it says Passive LP, creative financing, fix and flipping, notes, Short Term Rentals, seller financing  etc - I am at the bottom - I can scream no but I far too often hear stories of people quitting their job to pursue real estate and then end up very unsuccessful. 

These loans are what is working in this high rate, low Long term rent environment.

Like you mentioned, be aware of the short-term rental regulations through the city but also pay close attention if there is an HOA.

The next individual plan (49) seems more reasonable in terms of "actions".

.- Hawaii property tax and insurance is considerably "okay"- Each Florida city has its own different trajectory in terms of appreciation, but HI appreciation depends on island and the town.- With most job now is being done remotely, especially in tech, Hawaii is becoming a viable choice.- However, the thing that makes Hawaii very doable is that the cost of flying is cheap, from CA one way the cost is $90-$200 depending on the season. - Every Hawaiian Island is very different from one to another, and between towns is also a bit different.

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