The study of regional rainfall trends over South Asia is critically important for food security and economy, as both these factors largely depend on the availability of water. In this study, South Asian summer monsoon rainfall trends on seasonal and monthly (June-September) time scales have been investigated using three observational data sets. Our analysis identify a dipole-type structure in rainfall trends over the region north of the Indo-Pak subcontinent, with significant increasing trends over the core monsoon region of Pakistan and significant decreasing trends over the central-north India and adjacent areas. The dipole is also evident in monthly rainfall trend analyses, which is more prominent in July and August. We show, in particular, that the strengthening of northward moisture transport over the Arabian Sea is a likely reason for the significant positive trend of rainfall in the core monsoon region of Pakistan. In contrast, over the central-north India region, the rainfall trends are significantly decreasing due to the weakening of northward moisture transport over the Bay of Bengal. The leading empirical orthogonal functions clearly show the strengthening (weakening) patterns of vertically integrated moisture transport over the Arabian Sea (Bay of Bengal) in seasonal and monthly interannual time scales. The regression analysis between the principal components and rainfall confirm the dipole pattern over the region. Our results also suggest that the extra-tropical phenomena could influence the mean monsoon rainfall trends over Pakistan by enhancing the cross-equatorial flow of moisture into the Arabian Sea.