The present disclosure provides an image processing device, image processing method, and image processing system that are capable of freely deciding a position of a cutout region when cutting out an image from an original image. The image processing device includes an object detection unit configured to detect an object in a first image, and a cutout region deciding unit configured to decide, as a cutout region, a region positioned in a relative direction based on a position at which the object is detected in the first image, the relative direction varying depending on a detection condition.