The primary purpose of this study was to examine sex differences in lower extremity joint stiffness during vertical drop jump performance. A secondary purpose was to examine the potential influence of sex on the relationship between joint stiffness and jump performance. Thirty healthy and active individuals performed 15-drop jumps from 30 and 60 cm boxes. Hip, knee, and ankle joint stiffnesses were calculated for subphases of landing using a 2nd order polynomial regression model. Males had greater hip stiffness during the loading phase in drop jumps from both box heights than females’ drop jump from 60 cm box. Also, males had a greater ground reaction force at the end of eccentric phase, net jump impulse, and jump height regardless of box height. The 60 cm box height increased knee stiffness during the loading phase, but reduced hip stiffness during the loading phase and knee and ankle stiffness during the absorption phase regardless of sex. Joint stiffnesses significantly predicted drop jump height for females (p < .001, r² = 0.579), but not for males (p = .609, r² = −0.053). These results suggest that females may have different strategies to maximize drop jump height as compared to males.