The invention is a pillow speaker for use as a combination headrest and sound delivery system for transmitting sounds, including music to a person's head. The pillow speaker comprises a pillow headrest having an upper surface for receiving and supporting a person's head. Extending downward from the upper surface is a lower body portion. The lower body portion is adapted for support from an exterior stable surface, the pillow speaker being constructed from a homogeneous flexible material. A pair of spaced apart loud speakers are mounted through the upper surface, within the lower body portion. The loud speakers include an exterior face for projecting sound outward from the pillow speaker, and an opposing rear face for projecting sound into and through the lower body portion. Importantly, the lower body portion of the pillow speaker comprises a plurality of large voids through which sound waves from the loud speakers can travel upwardly through the upper surface thereby reaching the listener from many directions.