Abstract: An inflatable pillow usable in a first mode for a person sleeping on their back and in a second mode for a person sleeping on their side, wherein the pillow when inflated has a profile which features a generally flat base for stable support of the pillow, a first end wall curving upwardly to a first height, and an opposed end wall curving upwardly to a second height, the end walls leading to the upper surface of the pillow which inclines downwardly from each end wall into a valley within the central part of the pillow, wherein the first height is greater than the second height, and when used in the first mode the pillow is orientated so that the end wall of greater height and upper surface provide support for the upper spine region and head of a person lying on their back, and when the pillow is used in the second mode, the end wall of lesser height and the upper surface provide support for the upper spine region and head of a person lying on their side.