Jackson makes himself at home in his new bachelor pad, but quickly finds out that the place is a crumbling wreck. Miley mulls over the idea of going back to the simple life in Tennessee. Oliver contemplates giving up the tour to be with Lilly, while Lilly tries to figure out what she will do without Oliver and Miley in her life.

Miley starts to miss her old life in Tennessee. Oliver gets an offer to go on a concert tour, but his joy is dampened when realizes that he won't be able to see Lilly for six months. Jackson decides that it is time for him to leave home.

Miley offers to share her own room with Lilly after Lilly's Mother gets a job in another state, but being roommates quickly takes a toll on the girls friendship.

When Miley accidentally gets Lilly fired, Lilly becomes the Stewarts' housekeeper.

Hannah assumes that she will take to voice over work like a duck to water. Jackson is tired of Robbie treating him like a child. Rico outfits the Surf Shack with high tech equipment.

An apologetic Miley plans to make up for the fiasco that Hannah caused at Lilly's last birthday with a special girl's night out. Unfortunately, she ends up stranded in the middle of nowhere on the big day, which leaves Jackson in charge of keeping an increasingly upset Lilly busy until Miley arrives.

Oliver becomes an overnight sensation after performing on a TV talent show and the success quickly goes to his head. Miley and Lilly decide that the only way get their old pal back is if Hannah, who will be a judge for the show's finale, persuades the other judges to vote against Oliver. Robbie and Jackson must fight the law, when Jackson keeps receiving tickets for traffic violations that he didn't commit.

Miley and Lilly find out that Oliver has diabetes, and they try to play food police at Traci's birthday party.

Robbie and the kids trade in Mamaw's old rust bucket for a regal new convertible. They are unaware, however, that Mamaw is extremely attached the decrepit car she calls Loretta. Rico is forced to play peacemaker, when Lilly and Oliver's constant quarreling drives his customers away.

Hanna reveals something embarrassing about Jackson in an interview and while she tries to make it up to Jackson he appears to do the same thing to her, or did he?

Miley is desperate to keep Lilly and Oliver together after she mistakenly concludes that Oliver is falling in love with her instead.

Miley experiences nothing but bad luck on the S.S. Tipton after she loses an ankle bracelet her mom gave her. Miley believes the missing jewelry is a good-luck charm and is desperate to get it back. At home, Jackson opens a large package after Robby forbids him to do so, and he suffers the consequences.

Miley repeatedly tries but fails to gently tell Robby that she's dating Jake Ryan again. Soon her dad winds up believing she's trying to hide something from him.  Now, to make Robby thankful for Jake, Miley pretends to date her bad boy band mate, Jesse, but gets in over her head, so it's up to Robby, with help from Miley's late mother, to help her navigate the predicament.

Miley and Oliver become temporary deejays at a teen-oriented radio station after the regular host takes an unexpected leave. Meanwhile, Rico lets Jackson run the snack shack in hopes that it will lose money and his dad won't be able to sell it.

Miley runs into Jake Ryan (Cody Linley) in Las Vegas. She's shocked to learn that he plans to marry Traci, so she plots to stop the wedding. Meanwhile, Rico tries to disrupt Jackson's date.

Lilly and Oliver won't stop giving Miley a hard time over the fact that she doesn't have a boyfriend, so she decides to pay an actor to pretend to be her boyfriend so they will leave her alone. But when the actor she paid backs out and sends his not so attractive roommate to fill in, Miley finds herself in a bigger mess than the one she started out in. Meanwhile, Jackson has a hard time believing that Rico's act of kindness is genuine.

Miley tries to get out of going to prom with the school nerd and when the chance comes for her to record a duet with David Archuleta, she uses it as the perfect excuse.

Lily and Oliver fight. Jackson tries to get into college. Miley films Indiana Joannie.

Miley and Jackson have to figure out a way to get things back to normal in their school after Mamaw takes over as the cafeteria lady.

Jackson's memory loss seems to be the perfect opportunity for Miley to change their relationship for her benefit. Meanwhile, Rico forces Lilly to pretend to be his girlfriend while his cousin Angus is in town in exchange for his help with her math.

Hannah pretends to date a celebrity she can't stand to get in the news. Jackson thinks that he has to cheat on a test in school. Robbie clashes with Rico.

Robby becomes close friends with Hannah's new choreographer, making it hard for Miley to get rid of him. Oliver doesn't like his new bossy girlfriend and gets Jackson's help to rid himself of her.

Hannah is on a talk show and says she doesn't like carrots and books and her fans have no choice but to do like wise.

Miley, dressed as Hannah, blows a movie audition with director Rob Reiner on purpose to make Oliver feel better about not getting in to a band. Meanwhile, Rico destroys the original puppet at a birthday party, and therefore Jackson uses Rico as the ventriloquist dummy.

Lilly holds a yard sale to raise money for a class trip to Washington, D.C., and Miley gets a man to buy Lilly's hat for a thousand dollars. Miley helped her even though she didn't want her help. Miley and Lilly reconcile when they are in front of the press for the president with Miley mentioning that Lilly is more of a sister than her best friend.; Meanwhile Rico hires Sarah (Morgan York) to work at Rico's Because he knows it will annoy Jackson, but realizes that he isn't happy with Sarah.

Miley agrees to go out with a charming boy named Connor for the holidays. Connor's elfin stature and his job helping Santa at the mall, however, clashes with her idea of the perfect guy. The neighborhood Scrooge Mr. Dontzig offers to get Jackson into the college of his dreams, but only if Jackson and Robbie do everything that he asks of them.

When Miley asks for a raise on her allowance, Robby decides to teach her about fiscal responsibility.

Miley's at the dentist, without her dad and it doesn't end well. When Miley insists on going to the dentist without her fathers hand to hold, she ultimately can't go through with the treatment, but doesn't admit it to Robby. Her appearance as Hannah on a popular food show goes completely awry as a result of her swollen tooth.

Miley is riding high when she begins Drivers Ed., but she comes crashing down to earth after she learns that the class is not the easy ride she thought it was.

Jackson and Lilly toy with the idea of going out together, while Miley thinks of ways to nip their romance in the bud.