We examine the discovery potential for double Higgs production at the high luminosity LHC in the final state with two b-tagged jets, two leptons and missing transverse momentum. Although this dilepton final state has been considered a difficult channel due to the large backgrounds, we argue that it is possible to obtain a sizable signal significance, by adopting a deep learning framework making full use of the relevant kinematics along with the jet images from the Higgs decay. The proposed method can be easily generalized to the semi-leptonic channel of double Higgs production, as well as to other processes with similar final states.