Biodiversity loss poses a major threat to ecosystem function, which has already been severely impacted by global late-Quaternary defaunation. The loss of mammalian megafauna from many insular systems has rendered reptiles into key modulators of many ecosystem services, such as seed dispersal and pollination. How late-Quaternary extinction events impacted reptile functional diversity remains unclear but can provide critical guidance on traits that render reptiles vulnerable to extinction, as well as anthropogenic, environmental, and evolutionary histories that may promote stability and resilience. This study reconstructs the trajectory of functional diversity change in the Caribbean reptile fauna, a speciose biota distributed over a diverse set of islands with heterogeneous histories of human habitation and exploitation. Human-induced Quaternary extinctions have completely removed key functional entities (FEs)-groupings of species with similar traits that are expected to provide similar ecosystem services-from the region, but functional redundancy on large islands served as a buffer to major functional diversity loss. Small islands, on the other hand, lose up to 67% of their native FEs with only a few exceptions, underscoring the importance of a place's anthropogenic history in shaping present-day biodiversity. While functional redundancy has shielded ecosystems from significant functional diversity loss in the past, it is being eroded and not replenished by species introductions, leaving many native FEs and the communities that they support vulnerable to extinction and functional collapse. This research provides critical data on long-term functional diversity loss for a taxonomic group whose contributions to ecosystem function are understudied and undervalued.