Provided are an imaging apparatus, an image display system, and an image display method that can observe a papillary structure and a capillary in a papillary process at the same time. The imaging apparatus includes: an illumination unit that irradiates a surface of a skin with illumination light; an imaging unit that captures transmitted light reflected from the inside of the skin; a light shielding unit that is brought into close contact with the surface of the skin, is used, and is provided so as to prevent light reflected from the surface of the skin from reaching the imaging unit; and a pressing unit having a distal end that presses the surface of the skin in order to curve an epidermis of the skin to be captured.