The highly nonideal behavior of hydrogen fluoride (HF) vapor has been considered to be the origin of its numerous vapor phase anomalies. In this work, we report one such potential vapor phase anomaly for HF. For a nonassociating substance like propane, the response functions go through a maximum only once in the supercritical region. However, for HF, when an association model is used to predict the isothermal compressibility (K-T), it exhibits a maximum in the supercritical region more than once, and this peak extends well in to the superheated vapor region upon decompression. This theoretical prediction is also supported by two other models recently developed for HF. Note that experimental values of K-T for HF have not been reported in the literature so far. Preliminary investigations on this K-T maximum for HF have suggested no reentrant spinodal, singularity-free scenario, or any additional first-order phase transition, unlike water, and, also, no lambda (or higher-order phase) transitions, unlike liquid helium. However, this K-T peak is similar to the experimentally supported heat capacity (C-P) peak of HF which extends into the supercritical and superheated vapor regions. Similar to the C-P peak, which is understood based on vapor-phase clustering in HF, we relate K-T to the derivatives of enthalpy and entropy of the system. Also, we analyze some of the P-v-T experimental data that are available to provide an overview of the K-T behavior in the region of interest, and compare them with the model results. Finally, to explore the effect of including a distribution pattern for the oligomers, we report the results on a model that only includes association. Using this approach, we report K-T results with and without a Poisson-type oligomer distribution and show that the K-T appears once this distribution scheme is specified.