[Object] To provide an information processing apparatus, information processing method, program, and information processing system that are capable of preventing image capturing instructions transmitted from a plurality of information processing terminals from contending with each other in a communication mode where the plurality of information processing terminals are connected to an image capturing apparatus.[Solution] An information processing apparatus includes: a receiver configured to receive an instruction to capture an image from at least one of a plurality of external devices via a wireless communication channel, each of the external devices having priority set previously; and a controller configured to control an operation of an imaging unit based on the instruction depending on the priority set in the external device serving as a source for transmission of the instruction, the imaging unit being configured to capture the image.