Primarily, Heracles.
Heracles (Hercules is the Roman name for the Greek Heracles, by the way) wasn't really enemies with Hades. In the Disney film Hercules, Hades is painted as his archnemesis, but in the myths, that position was filled more by Hera. She was angered by Zeus' infidelity (Heracles was the son of Zeus and the mortal Alcmene) and took it out on Heracles. She designed the famously difficult and dangerous Twelve Labors and gave them to Eurystheus so that he could order Heracles to complete them.
Hades
He bargained with Orpheus once. Possibly even Heracles...
She sexed with Poseidon, Dionysus, Ares, Heracles, and Hades.
Primarily, Heracles.
Heracles (Hercules is the Roman name for the Greek Heracles, by the way) wasn't really enemies with Hades. In the Disney film Hercules, Hades is painted as his archnemesis, but in the myths, that position was filled more by Hera. She was angered by Zeus' infidelity (Heracles was the son of Zeus and the mortal Alcmene) and took it out on Heracles. She designed the famously difficult and dangerous Twelve Labors and gave them to Eurystheus so that he could order Heracles to complete them.
Hades
Hades permitted Heracles to fetch Cerberus from Hell, when the hero presented him with his petition.
The final labor of Heracles was to bring Kerberos (Cerberus), the guard of the underworld, to the court of Eurystheus. Smartly, Heracles asked Hades for permission to remove the guard from his post, to which Hades agreed, on the condition Heracles used no weapons. Heracles overpowered the beast, slung him over his shoulder and dragged him from the underworld. Eurystheus was so afraid that he jumped into a jar and stayed there until Heracles removed the beast.
She sexed with Poseidon, Dionysus, Ares, Heracles, and Hades.
He bargained with Orpheus once. Possibly even Heracles...
She sexed with Poseidon, Dionysus, Ares, Heracles, and Hades.
Theseus; Peirithoos who had sought to abduct Persephone was left behind.
No, Cerberus was never killed, it was dragged out of Hades by Heracles but never slain.
Alcestis.
There are a few references to Hades being injured - once by Heracles, by accident. Often being in love was referred to being shot with love's arrows, in that case by Eros when Hades fell in love with Persephone.