A method of manufacturing a product with skin includes: attaching a preformed base material to a vacuum forming die on a back surface of the base material, disposing a skin material as a material of the skin on a front surface of a base material, and sucking the skin material through the vacuum forming die and the base material to deform a main portion of skin material so as to be in close contact with the front surface of the base material; cutting a surplus portion of the skin material not being in close contact with the front surface of the base material with a trim blade so that a distal end portion remains around the main portion, thereby forming the skin having the distal end portion; and winding the distal end portion of the skin around the back surface of the base material by a winding mechanism.