A system for detecting and determining the type of an inflatable device being coupled with an air supply device is disclosed. The inflatable device includes an inflatable unit connected to a connector via an air delivery line. The air supply device includes a pressurized air supply unit and a pressure detection unit connected to a coupler. The connector is coupled with the coupler via several air inlet pipes. One of the air inlet pipes is a blocked pipe, a relative position of which on the connector varies with the type of the inflatable unit. The pressure detection unit determines the inflatable unit type by detecting the relative position of the blocked air inlet pipe, and the pressurized air supply unit supplies air of suitable pressure to the inflatable unit according to the type thereof, enabling the inflatable unit to properly massage a users muscles to improve the blood circulation thereof.