Think everything is equal whether using online check in or doing it at the desk... Generally seems rooms are assigned days before you get there, so either it is or isn't ready when you arrive.
Plus if your riding DME, they 'track' you and know when you arrive at the resort. If haven't gotten a 'room ready' text by time hit DME, will get 'room ready soon' text on the bus and update when get to resort.
Last 3 trips haven't interacted with anyone at the front desk. 2 times room was ready before arrival and just went to room off bus, 3rd time it was ready 40 minutes after got there (just got lunch at resort and was ready before we finished). I tend to arrive between 1 and 3pm to the resort.