Seasonal variations of the Hawaiian Lee Countercurrent (HLCC) are investigated using satellite observations of sea surface height and wind stress as well as eddyresolving ocean model simulations. The HLCC is strong from summer to winter and weak in spring between the dateline and the Hawaiian Islands. In response to the seasonal migration of the northeast trade winds in the meridional direction, the wind curl dipole lee of Hawaii varies in strength, exciting westward-propagating Rossby waves. The analyses of both observations and simulations show that the propagation of Rossby waves south of the HLCC, driven by the southern pole of the wind curl dipole in the lee of the islands, contributes the most to the seasonal variations of the HLCC. Unlike the wind-driven seasonal variations, our analysis suggests that other mechanisms such as mode water intrusion or air-sea interaction may cause the interannual variations of the HLCC.