Enhanced water use efficiency (WUE) is the key to sustainable agriculture in arid regions. The installation of capillary barriers (CB) has been suggested as one of the potential solutions. CB effects are observed between two soil layers with distinctly different soil hydraulic properties. A CB helps retain water in the upper, relatively fine-textured soil layer, suppressing water losses by deep drainage. However, retaining water in a shallow surface layer also intensifies water loss by evaporation. The use of subsurface drip irrigation (SDI) with a CB may prevent such water loss. This study evaluated the performance of SDI in a soil profile with a CB using a pot experiment and numerical analysis with the HYDRUS (2D/3D) software package. The ring-shaped emitter was selected for the SDI system for its low capital expenditures (CapEx) and maintenance. Strawberry was selected as a model plant. The results indicated that the proposed SDI system with a CB was effective in terms of WUE. The numerical analysis revealed that the CB’s depth influences the system’s water balance more than the ring-shaped emitter’s installation depth. While the CB’s shallow installation led to more root water uptake by the strawberry and less water loss by deep drainage, it induced more water loss by evaporation.