Jessie and the Ross kids go to Hawaii to spend Christmas at the Ross' Hawaiian Villa. Jessie soon meets up with her friend Shaylee Michaels and the Ross kids meet Parker and Joey Rooney. Emma and Joey become attracted to each other after taking care of a piglet named Hamlet. Zuri spends time with Parker, they start playing pranks and selling volcanic rocks. Jessie plans on auditioning for the lead role in "Aloha Crime", but the self-absorbed director gives the lead role to Shaylee and Jessie is soon removed from the show. Jessie becomes upset and angry at Shaylee for stealing her role, she ends her friendship with Shaylee. Jessie begins to give up her chances at acting and Luke gives up on his pranks. Jessie and Shaylee finally put aside their differences, they rescue the Ross kids, Bertram, Parker, and Joey from an active volcano. Jessie and Shaylee finally make up and the Ross family begin to enjoy the Holidays.
—dawsonpersi