In some recent discussions I've had regarding this topic, it has become apparent that there are at least two "versions" of Resident Associations. Some, like the community I reside in, are separate legal entities, with their own Tax ID number, their own bank account, etc. In our case, the Residents' Association is a 501(c)4; I'd guess that is typical.
Some residents associations are, for banking and tax purposes, piggy-backing on the provider with these "gifts" going from the provider's bank account to the employees. It makes a big difference because an employer can not give gifts to employees. The majority of CCRC employees are not in "typically tipped" professions/occupations and if your community has a policy that they can't be tipped it creates a complication even for the ones that might squeak past the occupation test.
If your residents' association is a separate legal entity, take extraordinary measures to ensure this money never gets tainted by the employer and give it as gifts, not tips.