Taekwondo is famous for its powerful kicking techniques and the roundhouse kick is the most frequently used one. In earlier literature, the influence of a physical target (exiting or not) on kicking power generation has not been given much attention. Therefore, the aim of this study was to investigate the kinematics of roundhouse kick execution and its factors related to power generation. 6 ITF taekwondo practitioners voluntarily participated in this study. They were asked to perform kicks with and without a physical target. The first kick aimed at breaking a board while the second one was a kick into the air. A Smart-D motion capture system (BTS S.p.A., Italy) was used to quantitatively determine their kinematic characteristics during each kick. The main findings showed that kicks aiming at a breaking board were significantly slower than kicks without a physical target (maximal kick-foot velocities were 10.61 ± 0.86 m/s and 14.61 ± 0.67 m/s, respectively, p < 0.01), but the kicking time of the former was shorter (0.58 ± 0.01 s and 0.67 ± 0.01, respectively, p < 0.01). The results suggest that a physical target will negatively influence the kick-foot velocity, which is not necessarily a disadvantage for creating a high quality kick. Possible motor control mechanisms are discussed for the phenomenon. The study made it clear: trainings with and without physical targets would develop different motor control patterns. More studies are needed for identifying the effectiveness of different controls and efficiencies of their training.