An information processing apparatus that controls registration of an image and association information to a registration unit of an image retrieval device that includes the registration unit in which the image and association information are registered in an associated manner, a retrieving unit that retrieves an image being similar to a retrieval subject image from the registration unit, and a transmitting unit that transmits the association information associated with the retrieved image to a terminal device, the information processing apparatus comprising: a selecting unit that selects the association information to be associated with a registration target image to be registered in the registration unit; a setting unit that performs setting to a setting item according to the association information selected by the selecting unit; and a transmitting unit that transmits the registration target image and the association information in which the setting item is set, to the image retrieval device.