An automatic leveling device and automatic leveling method for being able to reduce an error caused by a hysteresis characteristic of an actuator are provided. A control ECU obtains vehicle height values from a front height sensor and a rear height sensor, computes a vehicle height difference from the vehicle height values, and a stroke amount to be corrected of an actuator 4 from the vehicle height difference. The control ECU supplies an instruction position signal based on the stroke amount and a hysteresis width such that the instruction position signal projects tentatively alternately out of a hysteresis range plural times in a reverse direction of an immediately preceding value. Therefore, every time the instruction position signal projects tentatively alternately out of the hysteresis range, a motor is started up again and stopped when the instruction position signal is finally matched with an actuator position signal.