A vehicle pillar structure comprises a pillar portion, the pillar portion extends in parallel with an outer side end portion in a vehicle transverse direction of a windshield glass and, as viewed from a longitudinal direction of the pillar portion, has a hollow structure. The pillar portion comprises an outer side wall forming a wall portion at a vehicle outer side of the pillar portion, an inner side wall forming a wall portion at a vehicle cabin side of the pillar portion, and a pair of side walls linking the outer side wall and the inner side wall together. At least a portion of the outer side wall is an outer side transparent portion, and at least a portion of the inner side wall is an inner side transparent portion that is disposed so as to face the outer side transparent portion as viewed by a driver.