High-heat hydrophobic surfaces are designed to repel oil droplets, improving heat transfer, and reducing energy consumption. These surfaces have gained significant attention in industrial applications. The paper attempts to understand the evaporating dynamics of oil sessile droplets on hydrophobic (water-repelling) surfaces in the boiling regime. We examine the variation of contact angle, contact line, and droplet lifetime during evaporation. The size of the oil droplets used in the study is \(2.5\,\upmu \) l, and the temperature of the hydrophobic surface is set at \(250\,^{\circ}\) C. The study results show that the droplets’ evaporation time is positively correlated with the initial volume of the droplets and the hydrophobicity of the surface. The study also found that high heat energy causes a volume bulge, leading to droplet spreading due to the transient heating of the sessile droplet. However, as the equilibrium evaporation process continues, the droplet’s shrinking and spreading are opposed by the viscous force. The stable evaporation stage indicates the loss of capillary force over the dominance of the viscous force with stable evaporation flux.