DisplayLink devices should work with the surface. We have had them working in our office. It could be worth checking with Kensington that the firmware in the USB hub has been updated as there were some issues with the USB 3.0 hub compatibility with Windows 8 that Kensington addressed.
The problems with Wireless networking and USB 3.0 should be covered by this article:
http://kb.displaylink.com/340
Wim