Can I pay for health insurance premiums tax-free from my HSA?

Generally, no, but there are 4 exceptions.

The accountholder can pay health insurance premiums from the HSA if the accountholder is:

1. Receiving federal or state unemployment benefits

2. Has health insurance that is continuing coverage under COBRA

3. Paying for coverage for a IRS-qualified long-term care plan (See IRS Publication 502) and,

4. Paying for Medicare premiums once the account holder is age 65 or older.