I'm pretty certain there is supposed to be a drain hole or cutout in the plastic deflector from the factory. If yours doesn't have one, it would be a good idea to make one yourself.
Ideally no water would get in the swingarm, but it was an issue in 2009 when they first went to the new touring frame and swingarm designs. I'm attaching a copy of the Tech Tip they sent to all dealers back then. Since you have a 2014 model, and Harley knew about this in 2009, it seems strange that you're having this problem now. You'll need to either check yourself or have the dealer check to make sure all the openings in the swingarm are sealed properly, and the deflector has the correct hole or notch for the drain hole.
Harley indicated back in 2009 this was just a cosmetic issue, but I think we all know that isn't the case. The interior of the swingarm isn't painted or sealed, and all that trapped moisture will cause corrosion.
Jerry