This study used the Source Loading and Management Model for Windows (WinSLAMM) to develop a set of calibrated hydrologic models for three types of regional permeable pavements—porous concrete pavement (PCP), permeable interlocking concrete pavement (PICP), and interlocking block pavement with gravel (IBPG). The objective was to assess the hydrologic performance of permeable pavements, including the runoff depth, peak discharge, percentage increment in runoff reduction of pavements as a function of rainfall depth, development area, and base aggregate porosity, respectively. The permeable pavements were monitored over a wide range of rainfall events in the semi-arid Lower Rio Grande Valley of South Texas. Data regarding rainfall intensities, source characterizations, runoff coefficients, and pavement design were initialized as WinSLAMM input. Validation results showed that the calibrated models could over or under-predict runoff reduction within a 30% error range. PCP and IBPG were very effective and could be capable of handling storms as large as 50-year frequency over a 24-h time period. The modeling results showed that PCP might require a 50–60% lesser footprint area as compared to PICP and IBPG, respectively. Additionally, PCP might be able to store 30% additional runoff if the porosity of base aggregates was increased by 40%.