Hi Ricky,Being in operation for 10 years with mid seven figures of assets and NNN leases,it would be wise to speak with your tax advisor regarding if the tax set up should be an LLC, an S-Corp  or a C-Corp.It would also be wise to speak with an asset protection attorney to find out if this is something that might be beneficial to you in that area.

I really like LLCs compared to corporations because of the free stepped up basis for passing property to my children. 

It does create problems when you have inexperienced home and business owners in operation and renting to inexperienced homeowners (this STR caters to young travelers coming to the city).

So I get that "lag" almost every time, plus I deal with our corporate bank... so they always have that lag. 

It is a corporate housing arbitrage mentoring program.I'm about to sign up but wanted to do my due diligence I want to check with people here if this is legit and if the program is worth the money they as asking for.

We looked at a few areas, admittedly most in gated communities catering to American / European tourists and the numbers never really worked out.

You might try corporate housing by owner, or try getting in contact with some insurance companies for replacement housing, or traveling work-crews, etc. 

The question is do I rent to students or corporate?

To me STR and hotel caters to different groups of travelers and so despite competition as long as the travel demand of Hawaii remains (as you pointed out is a robust assumption) I think both will continue to do well.  

We are the victims of corporate identity theft and are currently trying to get the fake website taken down.