Miley Cyrus

Miley Stewart / Hannah Montana

Billy Ray Cyrus

Robby Stewart

Emily Osment

Lilly Truscott

Margo Martindale

Ruby

Jason Earles

Jackson Stewart

Peter Gunn

Oswald Granger

Melora Hardin

Lorelai

Mitchel Musso

Oliver Oken

Lucas Till

Travis Brody

Barry Bostwick

Mr. Bradley

Moisés Arias

Rico Suave

Vanessa Williams

Vita

Jared Carter

Derrick

Beau Billingslea

Mayor

Katrina Smith

Mayor's Wife

Emily Grace Reaves

Cindy Lou

Jane Carr

Lucinda

Taylor Swift

Taylor Swift

Gary LeVox

Rascal Flatts

Jay DeMarcus

Rascal Flatts

Joe Don Rooney

Rascal Flatts

Joshua Childs

Store Manager

Rachel Woods

Phoebe Granger

Natalia Dyer

Clarissa Granger

Jerry Foster

Elderly Gentleman

Adam Gregory

Drew

Shawn Carter Peterson

Video Director

Jamal Sims

Rodeo Drive Dancer

John Will Clay

Volleyball Captain

D. Todd Hammond

Coach

Michael Cornacchia

Security Guard

Valorie Hubbard

Ticket Clerk

Tommy Barnes

Farmer's Market Vendor

Gary Schleimer

Distinguished Man

Jaci Cordell

Distinguished Woman

Jack Hoke

Bowtie Jack

Lisa Darr

Mother on the Pier

Paul Perri

Father on the Pier

Mario Carter

Beach Security Guard

Amber Hubert

Hannah Fan #1

Ashley Sundberg

Hannah Fan #2

Travis Archer

Headset Flunkie

Cole S. McKay

Pastry Chef

Ben Hatchell

Skateboarder #1

Chris O'Reilly

Skateboarder #2

James Alexander

Skateboarder #3

Shane T. Anderson

Limo Driver

Tyra Banks

Herself (uncredited)

Brooke Shields

Susan Stewart (uncredited)

Yun Blair

Shopper / Concert Goer (uncredited)

Christopher Scott

Dancer