There’s no reason walking can’t be fun! Heelys, the original shoe with the wheel in the heel, helps kids travel and explore at their own pace. These lightweight sneakers can transition easily from traditional athletic shoes to slick skate sneakers with ease. Any kid who puts on a pair of Heelys won’t want to take them off. About the brand: Heelys was founded in 2000 by Roger Adams, who was inspired by both his love for roller skating as a child and watching children rollerblade on the beach while on vacation. Adams made the first prototype Heely by cutting the heel out of a sneaker and replacing it with the wheel of a skateboard.

Heelys Caution Roller Skate Shoe (Little Kid/Big Kid) (Black/Hot Pink/Blue)
$60$33

Heelys Double Threat Skate Shoe (Little Kid/Big Kid) (Grey/Black/Blue)
$60$32

Heelys Double Threat Skate Shoe (Little Kid/Big Kid) (Black/Grey/Orange)
$60$32

Heelys Double Threat Skate Shoe (Little Kid/Big Kid) (Black/Red/Grey)
$60$32

Heelys Edge Skate Sneaker (Little Kid/Big Kid) (Navy/Yellow)
$55$32

Heelys Edge Skate Sneaker (Little Kid/Big Kid) (Black/Red)
$55$32

Heelys Sassy Roller Skate Shoe (Little Kid/Big Kid) (Black)
$50$25

Heelys Kid’s Slide Sneaker (Navy/White)
$60$30

Heelys Kid’s Stingray Sneaker (White/Black/Red)
$55$28

Heelys Stingray Roller Skate Shoe (Little Kid/Big Kid) (Black/Royal)
$55$32

Heelys Wave Roller Skate Shoe (Little Kid/Big Kid) (Black/Purple)
$55$28

Heelys Double Threat Skate Shoe (Little Kid/Big Kid) (Black/Grey/Red)
$60$32

Heelys Jazzy Roller Skate Shoe (Little Kid/Big Kid) (Vista Blue)
$50 – $55$25

Heelys Sparkler Roller Skate Shoe (Little Kid/Big Kid) (Purple/Black/White)
$55$29

Heelys Wave Roller Skate Shoe (Little Kid/Big Kid) (Charcoal/Aqua)
$55$28

  • Heelys
    A sporty street sneaker fashioned with a cap toe and contrast midsole is ready to roll around town thanks to two removable wheels housed in the heel. Color (s) : black/ pink, black/ red. Brand: Heeling Sport. Style Name: Heelys 'Fresh X2' Wheeled Sneaker (Toddler, Little Kid & Big Kid) . Style Number: 5104763. Available in stores.
    $55.00  from Nordstrom
  • Heelys
    A sporty street sneaker fashioned with a cap toe and contrast midsole is ready to roll around town thanks to two removable wheels housed in the heel. Color (s) : black/ pink, black/ red. Brand: Heeling Sport. Style Name: Heelys 'Fresh X2' Wheeled Sneaker (Toddler, Little Kid & Big Kid) . Style Number: 5104763. Available in stores.
    $55.00  from Nordstrom
  • Heelys
    He'll be ready to save Gotham in these Batman-themed sneakers that are ready to roll around town thanks to two removable wheels housed in each heel. Color (s) : grey/ black/ yellow. Brand: Heeling Sport. Style Name: Heelys 'Twister X2 - Batman' Wheeled Sneaker (Toddler & Little Kid) . Style Number: 5148141. Available in stores.
    $70.00  from Nordstrom
  • Heelys
    He'll be ready to lead the Avengers in these Captain America-themed sneakers that are ready to roll around town thanks to two removable wheels housed in each heel. Color (s) : navy/ blue/ white. Brand: Heeling Sport. Style Name: Heelys Twister X2 - Captain America Wheeled Sneaker (Toddler & Little Kid) . Style Number: 5148140. Available in stores.
    $70.00  from Nordstrom