The invention relates to a rubber sleeve press fitting facility with an automatic pressure keeping system and a press fitting method. The rubber sleeve press fitting facility comprises a driving device, a press head, guide sleeves, an operation platform frame, a starting switch and a time relay. The operation platform frame is used for allowing couplings to be placed. The output end of the drivingdevice is fixedly connected with the press head and used for driving the press head to move towards the operation platform frame. The press head is used for fixing rubber sleeves, pressing the rubbersleeves into the guide sleeves in sequence, enabling the rubber sleeves to penetrate through the guide sleeves arranged on the movement path of the press head, and then pressing the rubber sleeves into the couplings. The starting switch is electrically connected with the time relay and the driving device through wires, and used for controlling the start and stop of the driving device and controlling the driving device to drive the press head to keep the state of pressing the rubber sleeves in the couplings in the set time period. By the adoption of the rubber sleeve press fitting facility with the automatic pressure keeping system and the press fitting method, the purpose that after the rubber sleeves are pressed and installed, the pressure keeping time is accurately controlled is achieved, the phenomenon that due to the fact that a conventional press machine does not have the pressure keeping process, the rubber sleeves conduct springback movement is eliminated, the potential qualityhazard that due to the springback movement of the rubber sleeves, the press fitting sizes of the rubber sleeves cannot be controlled is eliminated, and the potential quality hazard which exists due to the fact that the pressure keeping time is excessively short is fundamentally eliminated.