Modern microfabrication techniques have led to a growing interest in micropillars and pillar–pore structures. Therefore, in this paper a study of the liquid entry pressure of a hydrophobic pillar-pore structure and the corresponding liquid–gas interface shape for the pressurized liquid is presented. We theoretically analysed the constant mean curvature problem for the rotationally symmetric case and determined an analytical expression for the liquid entry pressure of a hydrophobic pillar-pore structure. Furthermore, the shape of the liquid-gas interface as well as a formula for the location of the minimum were derived. The results are useful for designing geometries with specific properties, such as preventing or facilitating liquid intrusion into rough structures. We compared these results to multiphase lattice Boltzmann simulations where equilibrium contact angles in the range of 157° to 102° were tested. In our further analysis, we compared theoretical findings from previous works to our lattice Boltzmann simulations. The presented cases can serve as a benchmark for the development and validation of numerical multiphase models.