Ten new species of Hapithinae crickets are described from the Lesser Antilles: Hapithus crucencis, Orocharis fuscifrons, O. albifrons, O. proalbifrons, Orocharis n. sp. affinis albifrons, O. maximus, O. angustus, O. minutus, O. saussurei and Orochirus maculatus. Hapithus Uhler, 1864 is recorded here for the first time from the Lesser Antilles. Orocharis Uhler, 1864 appears extremely diversified in the West Indies and 4 species groups are defined. Orochirus Bolivar, 1888 is characterized as a valid taxon and its synonymy with Laurepa Walker, 1869 is invalidated. A key to the genera of Hapithinae is proposed. The calling songs of Orocharis proalbifrons, O. fulvescens and Orochirus maculatus are described and the stridulatory files of all the species are illustrated. Buzzing calling songs are documented here for the first time in crickets and discussed from a functional point of view.