In this work, we demonstrate the functionalization of zinc oxide nanowires with carboxylic acid moieties and investigate their potential application as p-nitrophenol sensors. First, synthesis of high quality zinc oxide nanowires along with appropriate characterization results is discussed. Subsequently, oleic acid, as a model system, is used to examine functionalization behavior of nanowire surface. Vibrational spectroscopic techniques are employed to determine nature of bonding and orientation of oleic acid molecule at nanowire surface. Photoluminescence properties of modified- and unmodified ZnO nanowires with oleic acid were investigated. Based on these results, an appropriate receptor capable of sensitive optical detection of p-nitrophenol is proposed. In addition, results on sensing mechanism of the receptor based on fluorescence quenching are reported, which highlight the capability of selective and sensitive detection of p-nitrophenol analyte using the receptor.