The present technique relates to an information processing device, an information processing method, and a program which facilitate fixed-point observation of the condition of skin. An information processing device according to one aspect of the present technique acquires an image including a predetermined feature point and a skin condition measurement part of a user who is measuring the condition of skin, analyzes the image, and recognizes the position of the feature point. The information processing device displays information indicating the measurement part at a predetermined position in the image based on the recognized position of the feature point. The present technique can be applied to information processing devices such as tablet terminals, smartphones, and personal computers.本技術係關於可容易地進行肌膚狀態之定點觀測之資訊處理裝置、資訊處理方法、及程式。本技術之一態樣之資訊處理裝置係取得映現肌膚狀態之測定者即使用者之特定之特徵點、與肌膚狀態之測定部分之圖像,且解析圖像,而辨識特徵點之位置。又,將經辨識之特徵點之位置作為基準,而使表示測定部分之資訊顯示於圖像上之特定之位置。本技術可應用於平板終端、智慧型手機、個人電腦等資訊處理裝置。