A cable management system includes a housing configured to protect and enable easy winding of cables and adapters. The various preferred embodiments utilize a rotating functionality to easily wind both small and large cables, while simultaneously supporting and protecting the cables. A plurality of selectively removable inserts provide for accommodating multiple configurations of cable sizes and locations. The unique design decreases the space typically required to store the adapter, promotes an extended product life for the cable housed within the casing, and can significantly reduce the time needed to wrap and store the cable.