Natural soils may be changed from wettable (hereafter hydrophilic) soils to water-repellent (hereafter hydrophobic) soil due to forest fires or oil spillages. Also, the friction of hydrophobic surfaces is much lower than that of hydrophilic surfaces. The goal of this study is to compare the characteristics of shear strength on the hydrophilic and hydrophobic soils. Glass beads were synthesized by silanization technique for hydrophobic granular media. Each specimen for hydrophilic and hydrophobic granular media is prepared to a degree of saturation of S = 0 and 5%. Experimental results show that the shear strength of hydrophobic soils is lower than that of hydrophilic soils due to the difference of friction and water repellency. This study suggests that the strength of hydrophobic granular media should be considered when the soil subgrade is treated for waterproofing.