Hannah Montana Cast Then & Now: See Miley Cyrus & More All Grown Up After 19 Years

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Get ready for a major throwback — Hannah Montana first aired nearly 20 years ago, and the beloved Disney Channel series is still making headlines in 2025. Premiering on March 24, 2006, the show became a global phenomenon and launched Miley Cyrus into international stardom as Miley Stewart, the teen living a secret double life as pop star Hannah Montana.

Miley was just 12 years old when she stepped into the role, and nearly two decades later, she and the rest of the cast are fully grown, living wildly different lives from their Disney days. Miley has openly reflected on her journey over the years — including in her emotional 2023 single “Used To Be Young,” where she looked back on her “wild” younger years with honesty and nostalgia.

With the show’s 20th anniversary approaching in 2026, Miley recently addressed reboot rumors. She told Billboard that she doesn’t see a traditional revival happening — “this is the only Hannah,” she said — but teased that she does want to do something special to honor the milestone.

Now 33 and recently engaged to musician Maxx Morando, Miley continues to be a major force in entertainment with new music and visual projects. Meanwhile, Hannah Montana remains as popular as ever, with all episodes currently streaming on Disney+ for anyone ready to relive the magic. Find out what the cast is up to these days.

Miley Cyrus

Miley Cyrus became a global star and teen idol when she began playing Hannah Montana in the Disney Channel series in 2006. The show ran for 4 seasons and ended in 2011. Miley also portrayed the character in the 2009 film, Hannah Montana: The Movie.

Since leaving Disney, Miley has built a hugely successful music career with albums including Bangerz, Plastic Hearts, and Endless Summer Vacation, as well as chart-topping singles like “The Climb,” “Party in the U.S.A.,” “Wrecking Ball,” and “Flowers.” In August 2023, she released the reflective single “Used to Be Young,” where she looked back on her “wild” younger years. She has continued releasing new material, including her 2025 visual album Something Beautiful, which earned strong critical attention.

Miley has also continued acting, starring in 2010’s The Last Song — where she met Liam Hemsworth — and returning to the screen for an episode of Black Mirror in 2019. She also served as a coach on The Voice for two seasons.

Her personal life has been equally high-profile. Miley and Liam dated on and off starting in 2009, got engaged in 2012, split in 2013, reunited in 2016, and married in 2018 before divorcing in 2020. Over the years, she has also been linked to Patrick Schwarzenegger, Stella Maxwell, and Cody Simpson, and publicly came out as pansexual in 2015.

Today, Miley is in a long-term relationship with musician Maxx Morando, whom she began dating in 2021. In late 2025, the couple became engaged.

Billy Ray Cyrus

Billy Ray Cyrus— who is Miley Cyrus’ real-life father — played her on-screen dad, Robby Ray Stewart, on Hannah Montana. He became one of the show’s core figures throughout its 2006–2011 run. During his time on the show, he even competed on Dancing With the Stars season 4, finishing in 5th place. Following the end of Hannah Montana, Billy Ray continued releasing music — dropping five studio albums — and later starred in the CMT sitcom Still the King from 2016 to 2017.

His career saw a major renaissance in 2019 when he appeared on Lil Nas X’s “Old Town Road” remix, which went on to break records with a 14× platinum certification in 2021 — making it one of the most awarded singles in RIAA history.

In 2020, Billy Ray told HollywoodLife there had been talks of a Hannah Montana prequel centered around Robby Ray, joking that he’d jump at the chance to bring back his iconic mullet. Although the prequel never moved forward, interest in the show has surged again as its 20th anniversary approaches.

On the personal side, Billy Ray married Australian singer Firerose in 2023, but the relationship was short-lived. The pair filed for divorce in 2024, and the split was finalized in 2025 after months of public tension and legal back-and-forth.

Emily Osment

Emily Osment starred as Lilly Truscott — best friend to Miley Stewart/Hannah Montana — on the hit Disney Channel series and appeared in Hannah Montana: The Movie. After the show ended, she built a diverse acting career across film and television.

Osment’s early post-Disney work included family and teen films like The Haunting Hour: Don’t Think About It, Dadnapped, Cyberbully, and Christmas Wonderland. She gained broader visibility with her lead role on the Freeform sitcom Young & Hungry (2014–2018), and later starred in the Fox drama Almost Family, which ran for one season.

On television, Emily has had notable recurring roles on acclaimed series like The Kominsky Method and Mom, displaying her range across comedy and drama. She also voiced a lead character on the Netflix animated series Dead End: Paranormal Park.

Mitchel Musso

Mitchel Musso played Oliver Oken, one of Miley Stewart’s closest friends on Hannah Montana. Alongside his live-action role, he voiced Jeremy Johnson on Phineas and Ferb, a character he later reprised in the 2020 film Phineas and Ferb the Movie: Candace Against the Universe. Musso also starred on the Disney XD series Pair of Kings and hosted PrankStars on Disney Channel. In music, he released his self-titled debut album in 2009, which produced the fan-favorite single “The In Crowd.”

After his Disney years, Musso stepped back from the spotlight, though he continued occasional voice work and low-profile acting projects. His personal life made headlines in 2011 when he was charged with two counts of drunken driving, later pleading no contest to one count and receiving probation, a fine, and mandatory alcohol education courses, TMZ reported. At the time, he publicly took accountability, saying he wanted to move forward and learn from the experience.

“In becoming an adult, I have learned first hand that stepping up and taking responsibility is the best way to move forward,” he told E! Online at the time. “I am especially thankful to my family and fans for their unwavering support and encouragement. I am glad to now put this in the past.”

Musso returned to headlines in August 2023 after being arrested in Texas on charges including public intoxication and theft (for allegedly taking a bag of chips), according to police reports. The charges were later dismissed, with the court citing insufficient evidence and Musso’s cooperation; he said the incident stemmed from a misunderstanding and that he was grateful to have it resolved. The case became a viral moment online, prompting Musso to issue statements thanking fans for support and emphasizing that he has been focusing on sobriety.

Jason Earles

Jason Earles starred as the wacky and lovable Jackson Stewart, Miley Stewart’s older brother, on Hannah Montana, earning praise for his physical comedy and memorable one-liners. After the series wrapped in 2011, he went on to star as Rudy on the Disney XD martial arts sitcom Kickin’ It, which ran from 2011 to 2015 and became one of the network’s most popular shows.

Since then, Earles has continued acting with guest appearances on various TV projects, including a 2020 episode of Just Roll With It. He’s also appeared in shows like WTH: Welcome to Howler, Mood Swings, and Hotel Du Loone.

In his personal life, Jason was married to Jennifer Earles from 2002 until their divorce in 2013. He later married Katie Drysen in 2017, and the pair continue to support each other’s creative endeavors. Jason also dedicates time to mentoring young actors and working with theater programs, reflecting his long-standing passion for performance and comedy.

Moisés Arias

Moisés Arias played the fan-favorite character Rico on Hannah Montana. After a recurring role in the first season, Moises became a series regular. Following Hannah Montana, Arias built an impressive career in film. He earned critical praise for his role in the 2013 coming-of-age film The Kings of Summer, and has appeared in major projects including Despicable Me 2, Ender’s Game, Pitch Perfect 3, and Five Feet Apart. His work continued into the 2020s with standout roles in The King of Staten Island (2020), as well as appearances in Samaritan and American Murderer.