Ben, son of Belle and the once selfish Beast, is poised to become next on the throne, however he is not ready and allows the villain kids from the Isle of the Lost to attend Auradon Prep. From there, things go way down hill.

Matt King's family has lived in Hawaii for generations. His extended family - namely he and his many cousins - own 25,000 acres of undeveloped land on Kauai held in trust, which ends in seven years. The easiest thing for the family to do is sell the land before the seven years is up, which is all the talk in the state, as, to whom they sell the property could very well change the face of Kauai. Despite the vast wealth that comes with the land, Matt has decided to live solely on what he earns as a Honolulu lawyer. However, Matt has not had a perfect life living in Hawaiian paradise as many believe. He and his wife Elizabeth were having problems in their marriage. She recently got into a boating accident which has placed her in a coma. Their seventeen year old daughter Alex is in boarding school on the big island since they couldn't handle her rebellion, which was made all the worse by an argument of an unknown nature between mother and daughter during Alex's last visit home. And their ten year old daughter Scottie is starting to act out, which Matt doesn't know if he can handle, potentially raising her on his own. Matt decides to bring Alex home upon news that Elizabeth is brain dead, and that she will be pulled off life support. But revelations about Elizabeth and Alex's argument, which is tied indirectly to the issue of the land sale, leads to some decisions on Matt's part about what is best for him in both mourning Elizabeth's death and what is the best thing to do about the land, the two decisions which may be incompatible.

The teenagers of Disney's most infamous villains return to the Isle of the Lost to recruit a new batch of villainous offspring to join them at Auradon Prep.

Happily-ever-after continues for Auradon's power couple, Mal and Ben, as they prepare to say "I do" at an epic celebration with their friends and family, but Hades threatens to ruin it all.

When the pressure to be royally perfect becomes too much for Mal, she returns to her rotten roots on the Isle of the Lost where her archenemy Uma, the daughter of Ursula from The Little Mermaid, has taken her spot as self-proclaimed queen of the run-down town. Uma, still resentful over not being selected by Ben to go to Auradon Prep with the other Villain Kids, stirs her pirate gang including Captain Hook's son Harry and Gaston's son Gil, to break the barrier between the Isle of the Lost and Auradon, and unleash all the villains imprisoned on the Isle once and for all.