The relationship between phenology and environmental factors is critical to understanding population dynamics in environmental gradients. We evaluated phenological variations in Croton heliotropiifolius Kunth in sites with contrasting water resource availability in caatinga, cerrado/caatinga transition, and cerrado in the Chapada Diamantina, Brazil. The phenophases of 81 individuals (n = 27 individuals/area) were recorded monthly for 12 months. Multiple regression, Spearman correlation, circular statistics, Shannon-Wiener diversity, and Morisita-Horn indices were used to test relationships between phenophases and abiotic factors, phenological seasonality, diversity, and similarities between the three populations. The vegetative behaviors in the study sites were distinct in terms of their intensity, seasonality, and synchrony; but reproductive phenophases maintained similar characteristics. Phenological events were positively related to rainfall and soil water availability. C. heliotropiifolius populations exhibited high levels of vegetative phenological diversity, except in the caatinga during the dry season. Reproductive phenological diversity varied along the studied period in the three sites, with higher reproductive than vegetative similarities among populations. Differences in soil types and rainfall volumes in the dry season, even at small distances, therefore make the savanna/caatinga gradient a suitable model for investigating phenological responses related to plant eco-hydrological strategies in seasonally tropical dry ecosystems.