A home automation (HA) system may include HA operation devices and HA user interface devices for respective users. Each HA user interface device may be configured to wirelessly communicate with at least one of the HA operation devices. The HA system may also include HA hub devices configured to provide communications for the HA user interface devices and the HA operation devices. A cloud server may be configured to communicate with the HA hub devices, determine a needed maintenance operation for a given one of the HA operation devices, and communicate the needed maintenance operation to the given one of the HA operation devices. The cloud server may also be configured to duplicate communicating the needed maintenance operation to others of the HA operation devices.