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. 

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

I’m not a betting man.

Typically, you can only do one rollover per 12-month period (again, IRS Publication 969 has the details).In the end, having the option to invest your HSA funds is usually a better bet than letting them sit in a basic savings account.

But, I bet-ya it's also effective.  

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

Just to name a few items.

@Chris Seveney Poster's name was Whit B. 

I'm willing to bet if rates trend down significantly than getting this property under contract would have had even more competition.

Clearly, shes not happy and an unhappy tenant usually results in more issues down the road, and you can bet they'll be expensive issues.