In February, Keary was selected for the Rabbitohs inaugural 2014 Auckland Nines squad. Keary was preparing his breakout year but it was ruined early due to a torn pectoral muscle injury in the Nines. Keary made his return to the Rabbitohs team in Round 17 against the Titans, scoring a try in the Rabbitohs 14-10 shock loss. On 5 October, in the 2014 NRL Grand Final against the Canterbury-Bankstown Bulldogs, Keary played at five-eighth in the 30-6 victory. Keary finished the season with 3 tries from 12 matches.
Keary's State of Origin eligibility was a point of discussion within the media due to his being born and raised, for the first 10 years of his life, in Ipswich, Queensland. He spent the following eight years in Sydney, before returning to Queensland for another two years. In 2014, Keary wrote to then NRL CEO Dave Smith requesting that he be considered a Queenslander for future representative opportunities. The request was denied and the 2012 eligibility rules were upheld.