Server 2008 R2 Document Folder Redirection GPO

So i've noticed a strange behavior in the user policies of Server 2008.

Here is what doesn't work:

Document Properties GPO - Basic Redirect everyone's folder to the same location

Target Folder location: Create a folder for each user under the root path
Root path: \\servername\users$

It indicates that the folder will be redirected to: \\servername\users$\Clair

If I remove the dollar sign it shows the proper path of \\servername\users\Clair\My Documents

How can I keep the share hidden and still have the my documents folder created under the users folder? This was possible on Server 2003 and prior. What's going on?

Oddly enough if I don't end the file path with a hidden share I can do the redirection properly.
The new path I am using is \\servername\userdata$\users
Which results in having a redirection location of: \\servername\userdata$\users\Clair\My Documents

Frustrating!