Heelys

Heelys Logo
Shoes that roll. Once you lace up these shoes, you’re ready to take over the world! Exclusive to Heelys kids’ footwear, these powerful, lightweight athletic shoes feature a single-wheel housed in the heel, allowing athletes of all skill levels to walk, run and transition to a roll at any moment. Roll into all situations, or simply remove the wheel and transform your Heelys into a pair of fashionable street shoes.

Heelys kids’ skate shoes also include Sidewalk Sports with Maxtrax™ technology. Maxtrax™ technology brings freestyle walking and riding to a whole new level. Now, worrying about staying on your board is a thing of the past. Heelys youth Sidewalk Sports is the lifestyle footwear line that locks your feet where they need to be. Active kids can now focus on their skills and not keeping their feet on their board. These high-performance shoes provide traction for action.

Though Heelys were originally designed as a performance rolling shoe, they are fast becoming a fashion statement among both kids and adults. Your favorite Heelys sneakers or Heelys shoes provide a fun way to get around town, while also getting some exercise. Zappos carries only authentic Heelys brand footwear and wheels, not to be mistaken for counterfeit, often misspelled Heelies. So remember it's spelled "Heelys", not "Heelies!" Whether it be for fun, performance, or casual use, you'll be able to find the pair of Heelys you're looking for at Zappos.

Heelys kids’ wheeled footwear - the original shoe with the wheel in the heel.

Heelys: Selected For You

Heelys

Pro 20 (Little Kid/Big Kid/Adult)

$40.00MSRP: $50.00

Heelys

Racer 20 (Little Kid/Big Kid/Adult)

$55.00

Heelys

Pro 20 Prints (Little Kid/Big Kid/Adult)

$60.00

Heelys

Pro 20 Prints (Little Kid/Big Kid/Adult)

$55.00MSRP: $60.00

Heelys

Pro 20 Prints Patrick (Little Kid/Big Kid/Adult)

$55.00

Heelys

Pro 20 (Little Kid/Big Kid/Adult)

$49.99

Heelys

Pro 20 Prints (Little Kid/Big Kid/Adult)

$50.00MSRP: $55.00

Heelys

Force (Little Kid/Big Kid/Adult)

$54.00MSRP: $60.00

Heelys

Pro 20 (Little Kid/Big Kid/Adult)

$45.00MSRP: $50.00

Heelys

Racer 20 Mid (Little Kid/Big Kid/Adult)

$54.99MSRP: $60.00

Heelys

Pro 20 Prints (Little Kid/Big Kid/Adult)

$54.99MSRP: $60.00

Heelys

Dual Up x2 (Little Kid/Big Kid)

$55.00

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Latest Heelys Reviews

Pro 20 Prints (Little Kid/Big Kid/Adult)

  • Overall5Rated 5 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

I absolutely love these shoes! If anyone is trying to figure out sizing I typically wear a men's 9 in Vans and I got these in a men's 8 and they fit perfectly, not too loose not too tight!

on September 25, 2021

Pro 20 (Little Kid/Big Kid/Adult)

  • Overall5Rated 5 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

I bought these Heely’s for my 7-8 yo niece and she love them. Great BDay gift!

from MN on September 21, 2021

Review for Zappos Rewards Points

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GR8 Pro 20

  • Overall5Rated 5 stars out of 5
  • Comfort 4Rated 4 stars out of 5
  • Style 5Rated 5 stars out of 5

I normally wear 11.5, but they do not sell half increments in these shoes so I had to buy 12s. I didn’t think they would be much bigger, but overall I enjoy them.

on September 20, 2021

GR8 Pro 20

  • Overall4Rated 4 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

The show was for my bf and he never find shouts that fit nicely but these shoes fit him like a dream. Thanks again

on September 18, 2021

Voyager (Little Kid/Big Kid/Adult)

  • Overall5Rated 5 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

Fits great, my kid loves them.

on September 13, 2021

Pro 20 Prints Patrick (Little Kid/Big Kid/Adult)

  • Overall5Rated 5 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

You guys are the best. Superior customer service. Thank you and you have a customer for life.

from San Antonio, Texas on September 01, 2021

GR8 Pro 20

  • Overall5Rated 5 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

They look great and feel comfortable to wear for Heelys.

from Armed Forces Europe on August 31, 2021

Review for Zappos Rewards Points

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Snazzy (Little Kid/Big Kid/Adult)

  • Overall3Rated 3 stars out of 5
  • Comfort 3Rated 3 stars out of 5
  • Style 4Rated 4 stars out of 5

Came with the wheels already installed and there is no tool and wheel covers in the box.

on August 25, 2021

Review for Zappos Rewards Points

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Classic X2 (Little Kid/Big Kid/Adult)

  • Overall5Rated 5 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

Really surprised on how great the quality is. Would definitely recommend these. Really a nice shoe and really cute.

on August 23, 2021

Pro 20 Prints (Little Kid/Big Kid/Adult)

  • Overall5Rated 5 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

I am a size 6.5 (womens, USA), sometimes wear 7, and the 6 Heelys fit perfectly!!

on August 23, 2021

Pro 20 Prints Simpson

  • Overall5Rated 5 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

I absolutely love the style of the shoes. They fit great and I was happily surprised to see the design on the inner part of the shoes. Very nice ?

on August 20, 2021

Classic X2 (Little Kid/Big Kid/Adult)

  • Overall5Rated 5 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

The shoe fit good. Was a good solid shoe. Foot bed felt nicely padded. Would highly recommend! Thank you zappos for your fast free delivery, we were able to have it for the birthday party. She loved them!!!!

on August 19, 2021

Pro 20 (Little Kid/Big Kid/Adult)

  • Overall5Rated 5 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

Fit was true to size. The girls are happy with the wheelies and smooth ride.

on August 11, 2021

Pro 20 (Little Kid/Big Kid/Adult)

  • Overall5Rated 5 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

fit just right

from Hollister on August 09, 2021

Snazzy (Little Kid/Big Kid/Adult)

  • Overall5Rated 5 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

I will keep shopping on this app love it

on August 02, 2021

Classic X2 (Little Kid/Big Kid/Adult)

  • Overall5Rated 5 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

I purchased these for my 10 year old & she loves them.

from 77092 on July 27, 2021

Voyager (Little Kid/Big Kid/Adult)

  • Overall5Rated 5 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

These fit great! Probably need slightly thicker socks, but compared to the old way heelys worked (they ran small), these maaaay run like a 1/4 size large. It's not enough of a difference to say this runs a half-size large. I can comfortably wear these with thick socks. They're also as easy to heely in as I remember from middle school! I'm so happy with this purchase.

on July 13, 2021

Review for Zappos Rewards Points

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Pro 20 Prints Paulfrank (Little Kid/Big Kid/Adult)

  • Overall5Rated 5 stars out of 5
  • Comfort 5Rated 5 stars out of 5
  • Style 5Rated 5 stars out of 5

It took us a couple tries to get the sizing right but we finally did. It fits true to size. We tried a different pair first and ordered In Size 3, they were too big so when I ordered this style I figured I needed to order a smaller size but it on this style. They are cute! My daughter loves them!

from Philadelphia on July 01, 2021

Review for Zappos Rewards Points

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Force (Little Kid/Big Kid/Adult)

  • Overall5Rated 5 stars out of 5
  • Comfort 4Rated 4 stars out of 5
  • Style 4Rated 4 stars out of 5

Great

from Portland oregon on June 19, 2021

Pro 20 (Little Kid/Big Kid/Adult)

  • Overall5Rated 5 stars out of 5
  • Comfort 3Rated 3 stars out of 5
  • Style 4Rated 4 stars out of 5

Fun shoe but not the go-to gym shoe of course. I think my daughter thought they’d be easier to learn than they were.

on June 13, 2021

Review for Zappos Rewards Points

(What's this?)

Pro 20 X2 (Little Kid/Big Kid/Adult)

  • Overall4Rated 4 stars out of 5
  • Comfort 4Rated 4 stars out of 5
  • Style 4Rated 4 stars out of 5

I'm not for certain how the arch support and shoe size fit as it is a birthday gift for a child. Hopefully, she will like it.

on June 08, 2021

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