On our AC units if I remove the inside cover to access the filters I can see the gasket under the AC unit. If possible try this to get a peek at the gasket. There should be a gasket under the AC unit in between it and the roof.
Also another cause could be the gasket is compressed TOO MUCH and not allowed to do it's job. The gasket should be about 1/2 of the normal size after being installed. This should be around 1/2" thick.
As mentioned above the condensation from the unit should drain off the roof, so while having the AC open check to see if there is some drain opening from the AC. But this portion you need to be on the roof to get a good view.