Since this is something that is best done with a team of experts that know a lot more than I do I am putting this request with help from the bigger pockets community to get me started on my road to success. 

My first impression is that your numbers in the current economic climate seem a little rosy.I also have friends that are builders and I try to stay in touch with them on costs as we mostly do "to the studs" renovations when we buy a place. 

For the HVAC, I'd just question if that's the correct and best way to go about it, but I'm not an expert, but certianly you won't get interest listing a unit for rent or sale without HVAC.

I've shifted from trying to economize in everything in life to seeing that oftentimes it's well worth it to pay for the full service experience, no nickel-and-diming.

@Kris L.I would connect with @Josh Green, I would not be surprised if he dealt with a transaction in your neighborhood and he is a local expert on all fronts.

One of our local real estate experts is a big fan of Lee Arnold an his system.

You may want to work with an experienced contractor and/or other experts who have done this in the past.Disclaimer: While I’m a licensed attorney, I’m not your attorney.

I am definitely not an expert on international investing as a whole though so I agree that it is a great idea to get in touch with someone who has more experience with it! 

Investing in the market that you have knowledge of and the economic factors that support it is necessary. 

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.