The show features a core cast that appears in nearly all episodes across the first three seasons: Miley Cyrus as Miley Stewart / Hannah Montana Emily Osment as Lilly Truscott (Lola Luftnagle) Jason Earles as Jackson Stewart Billy Ray Cyrus as Robby Ray Stewart Mitchel Musso as Oliver Oken (Main cast seasons 1–3) Moisés Arias as Rico Suave (Recurring season 1, Main seasons 2–4) Hannah Montana Wiki | Fandom Seasonal Content Breakdown Original Air Dates Notable Events 2006 – 2007