You can easily transfer (or rollover) HSA funds from HealthEquity ti Fidelity. Do it at as many times as you want, but at least once per year should suffice.
You don’t even have to send anything to HealthEquity, if I recall correctly. Just send Fidelity the Transfer of Assets form and they do it all:
HealthEquity charges a fee to do this which is very annoying. I think you can avoid it with an indirect rollover but you have to space those 365 days apart (not just in different years) and I prefer to not deal with the bookkeeping
You don’t even have to send anything to HealthEquity, if I recall correctly. Just send Fidelity the Transfer of Assets form and they do it all:
http://fidelity.com/toa
I would make sure all the funds in HealthEquity are cash though, just to make things easier and reduce error.