In this study, we investigated the influence of cultivar type, fruit ripeness, and damage by conspecific larvae on the attraction of Anastrepha obliqua (Macquart) (Diptera: Tephritidae) to and oviposition on carambola fruit (Averroha carambola L.). The attraction of both sexes of A. obliqua to fruit of different quality was evaluated through cage experiments in the field, and the oviposition preferences of mated females were examined in laboratory tests. Both sexes, mated or virgin, were more attracted to the “Maha” fruit than to the “Golden Star” fruit, and the females oviposited more frequently on the Maha cultivar than the Golden Star cultivar. Both sexes were more attracted to ripe and half-ripe Maha fruits than to mature green fruit, and although females did not show a preference for ovipositing on half-ripe or ripe fruits, they did not oviposit on mature green fruits. Males did not show a preference for the volatiles from uninfested, artificially damaged, or infested Maha fruits, but females were more attracted to uninfested fruits than to artificially damaged and infested Maha fruits. Furthermore, females preferred to oviposit on uninfested fruits compared with artificially damaged fruit, and they did not oviposit on infested fruits.