My condo HOA requires me to provide them a key. They have lost the key on numerous occassions and I have had to rekey my unit for safety.

I would be very concerned about security and yes I think the association should pay not only for a new key but new locks on your doors.  The Board should be made aware of this immediately and if it is an outside property management company, appropriate action should be taken to remove them or verify that they have a secure process and procedure.  You might also want to determine if the need for a key is legitimate.  The claim usually is that they need for immediate emergency access.  Do they also need access for rental management purposes?  Overall, the association members need to balance the personal security needs for their units, versus the need for the association to have this sort of access.