This study evaluated Hollands structure hypotheses circular order and circumplex in two populations in China at both subtest (i.e., Activities, Competencies, Occupational Preferences, and Self-ratings on Abilities) and entire test levels of the Self-Directed Search (SDS; Holland, 1994). Confirmatory factor analysis suggested that the circumplex model was generally not supported for Mainland and Hong Kong samples. Randomization test of hypothesized order relations suggested that the circular order model fit different samples at different test levels of the SDS. The randomization test of differences in fit indicated that the circular order model (1) fit slightly better for Hong Kong males than Mainland males at three subtests (i.e., Activities, Competencies, and Self-ratings on Abilities); (2) fit slightly better for Hong Kong females than Mainland females at three subtests (i.e., Activities, Competencies, and Occupational Preferences); and (3) fit females slightly better than males in both Mainland China and Hong Kong.