Hardcore Heaven (1999) was the fifth Hardcore Heaven professional wrestling pay-per-view (PPV) event and the second to be broadcast on pay-per-view. The event took place on May 16, 1999 at the Mid-Hudson Civic Center in Poughkeepsie, New York.

Eight professional wrestling matches took place at the event. The originally supposed main event was a singles match, in which Taz was supposed to defend the World Heavyweight Championship against Chris Candido, with Taz beating Candido to retain the title in the opening match. In the changed main event, Taz successfully defended the title against Buh Buh Ray Dudley in a falls count anywhere match. The World Television Championship and the World Tag Team Championship were also successfully defended at the event.