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

Voyager (Little Kid/Big Kid/Adult)

$55.00

Heelys

Pro 20 (Little Kid/Big Kid/Adult)

$50.00

Heelys

Racer 20 (Little Kid/Big Kid/Adult)

$49.99MSRP: $55.00

Heelys

Pro 20 (Little Kid/Big Kid/Adult)

$50.00

Heelys

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

$55.00

Heelys

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

$55.00

Heelys

Plus X2 (Little Kid/Big Kid)

$55.00

Heelys

Racer 20 (Little Kid/Big Kid/Adult)

$55.00

Heelys

Voyager (Little Kid/Big Kid/Adult)

$55.00

Heelys

Voyager (Little Kid/Big Kid/Adult)

$54.97

Heelys

Pro 20 (Little Kid/Big Kid/Adult)

$55.00

Heelys

Voyager (Little Kid/Big Kid/Adult)

$55.00

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Latest Heelys Reviews

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

It’s was good

on June 24, 2020

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

These shows were amazing!! I ordered a 7 and they came in a 6 but they ended up fitting so well, I am happy they came in a 6 :) These shoes are so fun and they were totally worth the money!!!!!!! :)))))))

on June 14, 2020

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

One of my favorite heelys styles. I never had heelys as a kid so I was so excited to finally buy heelys for myself. It’s fun to ride with the wheels and these shoes are still comfortable for walking too

on May 23, 2020

Pro 20 (Little Kid/Big Kid/Adult)

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

My daughter loves these!

on May 21, 2020

Racermid20 (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 love them they’re exactly how I remember :) I usually wear a 7 1/2 in girls or 5 in boys but I ordered a size up and they’re perfect!

from Burkhart on May 20, 2020

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

Loved the design and my 7 yr ild Loved them.

from Santee on May 20, 2020

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

They are cute and true to fit. My daughter loved them. Would recommend them.

on May 19, 2020

GR8 Pro 20

  • 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 teenage daughter. She wears a size 10 in women's Since the biggest women's size is a 9, I got her the mens 10. They fit, just a tiny bit roomy. She loves them and has been rolling around the house on them!

from Marlton on April 20, 2020

Review for Zappos Rewards Points

(What's this?)

Pro 20 (Little Kid/Big Kid/Adult)

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

The boy is in love with these shoes. Took him a few days to get the feel of the wheels but not he’s a “professional”. Getting his exercise and movement while school is on pause. Solid shoe, good support. Awesome colors.

on April 14, 2020

Pro 20 (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

These shoes are exactly what my 6 year old was wanting. I dont think hell wear them without the wheel, but they serve their purpose with it!

from Nh on April 12, 2020

Review for Zappos Rewards Points

(What's this?)

GR8 Pro 20

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

nice

on April 03, 2020

Review for Zappos Rewards Points

(What's this?)

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

My son loves his new heelys. These ones have 2 wheels which is easier to learn on then the single wheel.

on April 01, 2020

Review for Zappos Rewards Points

(What's this?)

Racer 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

Really like these! They do not have half sizes so I ordered a half size up and they are a little big, but wearing thick socks helps!

on March 30, 2020

Review for Zappos Rewards Points

(What's this?)

GR8 Pro 20

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

Amazingly comfort, great quality and happy with the purchase!

on March 19, 2020

Plus X2 (Little Kid/Big Kid)

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

My daughter really liked them.!

on March 13, 2020

Review for Zappos Rewards Points

(What's this?)

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

Felt true to size. Comfortable. Perfect for my 14 year old daughter. Easy to put the wheels on-she did it herself!

from Massachusetts on February 28, 2020

Review for Zappos Rewards Points

(What's this?)

Pro 20 (Little Kid/Big Kid/Adult)

  • Overall4Rated 4 stars out of 5
  • Comfort 3Rated 3 stars out of 5
  • Style 3Rated 3 stars out of 5

The feel was great, but when I've purchased Heely's for my kids in the past, the whell has been retractable. This pair isn't. So you can wheel, or you can wear a different pair of shoes. There is no happy medium here.

from liverpool on February 28, 2020

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

My son is 11, and he is loving these shoes. They fit just right. He is just now getting out of a big boy size shoe, so the description on the website was very helpful when choosing a size for him. He can wear my shoes and I am a women's 7, so it was nice that the description said mens 5, womens 7.

on February 27, 2020

Pro 20 (Little Kid/Big Kid/Adult)

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

My grandson was thrilled to receive them, though they needed to be initially returned because the wrong size was in the box. Customer service was so apologetic that the correct size was there the next day.

on February 22, 2020

Review for Zappos Rewards Points

(What's this?)

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

These are very stylish looking heeleys. They look like nice shoes without the wheels and still fun and comfy with the wheels in!

from las vegas on January 27, 2020

Review for Zappos Rewards Points

(What's this?)

Pro 20 (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

lmaoooo i love these

on January 26, 2020

GR8 Pro 20

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

Fit great! Love Zappos!!

on January 15, 2020

Review for Zappos Rewards Points

(What's this?)

GR8 Pro 20

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

Awsome

on January 07, 2020

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