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.  

I'm betting he'd drive to that area.

I completely agree that flips must be completed fast to keep the cash mobile so it can generate yet more cash.

You're best bet is to call a few brokers local to the area and see what they can come up with.It's definitely going to be a surplus or excess carrier that will do it and the premiums will be high. 

Moving forward scaling with hard money loans may be the best bet and would avoid the headaches of living in a construction project. 

If you could furnish the rooms, I'd say that is best bet for cash flow.

Statistically, I would bet that many of these properties could be at risk from a similar event before the reconstruction could even be completed.What is the new premium on a $5-10-20M insurance policy and how could it ever be recuperated during the life of the policy or length of the average 30 year loan? 

But, I bet-ya it's also effective.  

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Again, knowing nothing about this particular company, my bet is that type of company will require money up front just to consider whether they can help you out.