A loading machine control device includes a measurement data acquisition unit acquiring measurement data of a measurement device mounted in a loading machine having working equipment, a target calculation unit calculating, based on the measurement data, a position of an upper end portion of a loading target to which an excavation object excavated by a bucket of the working equipment is loaded, a bucket calculation unit calculating position data of the bucket, an overlap determination unit determining whether the upper end portion of the loading target and the bucket that are in the measurement data overlap each other, and a working equipment control unit controlling the working equipment based on the measured position of the upper end portion of the loading target when it is determined that the upper end portion of the loading target and the bucket that are in the measurement data do not overlap each other.