The mechanical behavior of test pieces extracted from two specimens of Pinus halepensis Mill., from the same geographical area and close to each other, was examined in this study. Using a methodology based on Digital Image Correlation (DIC) and implemented during compression strength testing, the modulus of elasticity in compression parallel to the grain (MOE_c) was obtained. In addition, the value of compressive strength (MOR_c) was obtained for this type of wood. The research was complemented with a reliability study, determined using the Weibull modulus, from the MOR_c values. A microstructural and behavioral study of the most representative pieces after failure was also conducted to correlate breakage with the behavior of the pieces during the tests monitored by DIC, to link both studies. DIC was shown to be an ideal and low-cost technique for the determination of the studied properties, and obtained average values of MOE_c of 50.72 MPa and MOR_c of 9693 MPa. These values represent fundamental data for design and calculations of wooden structures. A reliability value of between 11 and 12 was obtained using the Weibull modulus for this type of wood.