An information processing system comprises an information processing device and a portable information terminal that allow communication therebetween. The portable information terminal includes: an application detection part for detecting a running application; a management part for detecting a cloud service to which the application connects and managing the application and the cloud service; a destination information generation part for generating destination information required for the information processing device to use the cloud service; and a transmission part for sending the destination information to the information processing device. The information processing device includes: a destination setting part for automatically configuring the destination to connect to the cloud service the same as that used by the running application on the portable information terminal in accordance with the destination information; and a data processing part for connecting to the cloud service to send and receive data.