Hypervalent iodine reagents have been extensively employed in various types of oxidative organic reactions including oxidative coupling/cyclization, bifunctionalization of olefins and cyclopropane, C–H functionalization, and oxidative rearrangement reactions. In this review, the developments of the exclusive hypervalent iodine-mediated reactions involving oxidative rearrangement processes, including [1,2]-migration, Hofmann rearrangement, Beckmann rearrangement, ring contraction, ring expansion, [3,3]-sigmatropic/iodonium-Claisen rearrangement and some miscellaneous rearrangements, have been summarized.