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The human settlement of the Americas has been a topic of intense debate for centuries, and there is still no consensus on the tempo and mode of early human dispersion across the continent. When trying to explain the biological diversity of early groups across North, Central and South America, studies have defended a wide range of dispersion models that tend to oversimplify the diversity observed across the continent. In this study, we aim to contribute to this debate by exploring the cranial morphological affinities of four late Pleistocene/early Holocene specimens recovered from the caves of Quintana Roo, Mexico. The four specimens are among the earliest human remains known in the continent and permit the contextualization of biological diversity present during the initial millennia of human presence in the Americas. The specimens were compared to worldwide reference series through geometric morphometric analyses of 3D anatomical landmarks. Morphological data were analyzed through exploratory visual multivariate analyses and multivariate classification based on Mahalanobis distances. The results show very different patterns of morphological association for each Quintana Roo specimen, suggesting that the early populations of the region already shared a high degree of morphological diversity. This contrasts with previous studies of South American remains and opens the possibility that the initial populations of North America already had a high level of morphological diversity, which was reduced as populations dispersed into the southern continent. As such, the study of these rare remains illustrates that we are probably still underestimating the biological diversity of early Americans.