The initiation features of two-dimensional, oblique detonations from a wedge in a stoichiometric hydrogen-air mixture are investigated via numerical simulations using the reactive Euler equations with detailed chemistry. A parametric study is performed to analyze the effect of inflow pressure P 0 , and Mach number M 0 on the initiation structure and length. The present numerical results demonstrate that the two transition patterns, i.e., an abrupt transition from a multi-wave point connecting the oblique shock and the detonation surface and a smooth transition via a curved shock, depend strongly on the inflow Mach number, while the inflow pressure is found to have little effect on the oblique shock-to-detonation transition type. The present results also reveal a slightly more complex structure of abrupt transition type in the case of M 0 = 7.0, consisting of various chemical and gasdynamic processes in the shocked gas mixtures. The present results show quantitatively that the initiation length decreases with increasing M 0 , primarily due to the increase of post-shock temperature. Furthermore, the effect of M 0 on initiation length is independent of P 0 , but given the same M 0 , the initiation length is found to be inversely proportional to P 0 . Theoretical analysis based on the constant volume combustion (CVC) theory is also performed, and the results are close to the numerical simulations in the case of high M 0 regardless of P 0 , demonstrating that the post-oblique-shock condition, i.e., post-shock temperature, is the key parameter affecting the initiation. At decreasing M 0 , the CVC theory breaks down, suggesting a switch from chemical kinetics-controlled to a wave-controlled gasdynamic process. For high inflow pressure P 0 at decreasing M 0 , the CVC theoretical estimations depart from numerical results faster than those of low P 0 , due to the presence of the non-monotonic effects of chemical kinetic limits in hydrogen oxidation at high pressure.