An experienced broker with lots of choices at the palm of their hand is probably the best bet.

I don't want to live in a mansion or have sport cars (nothing wrong if that is what you like, but that isn't what would make me happy).I plan on retiring in about 5 years before I am 60. 

I would bet the older homes will see a lot more appreciation than the newer homes, percentage wise. 

If you cannot prove income then our rental DSCR loan will be your best bet. 

Their clear incentive is to bet on falling interest rates between now and debt maturity.A small handful of owners are forced to sell due to a looming balloon payment that a refi won't cover, but you're not going to find one of those by driving the market when any commercial broker can just look up properties on that basis and start making calls. 

I'd bet on Austin over 30 years, but again, not necessarily relative to SFO. 

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

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? 

I’m not a betting man.

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.