Best Heelys Fashion Trainers for Boys of 2025

John Zimmer Avatar
John Zimmer
Last Updated: 10 Feb 2025

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These fashion trainers by Heelys are a stylish and practical choice for boys. With their sleek design and range of colours, they are perfect for adding a trendy touch to any outfit. What sets these trainers apart is their unique feature - hidden wheels in the sole. This allows boys to effortlessly glide around, adding an element of fun to their daily activities. Whether they're walking or rolling, these Heelys trainers are sure to be a hit with boys of all ages.

At a Glance: Our Top Picks

Heelys Pro 20 Sneaker in Triple Black Cover #TOP 1
Heelys Pro 20 Sneaker in Triple Black
ftb score rating icon 9.8
Heelys Kids Rezerve Low X2 Sneakers Cover #TOP 2
Heelys Kids Rezerve Low X2 Sneakers
ftb score rating icon 9.7
Heelys Boy's Classic X2 Trainers for All Cover #TOP 3
Heelys Boy's Classic X2 Trainers for All
ftb score rating icon 9.5

Top 10 Heelys Fashion Trainers for Boys

#TOP 1

Heelys Pro 20 Sneaker in Triple Black

HES10430
Triple Black
9 UK
Heelys Pro 20 Sneaker in Triple Black Cover
Heelys Unisex Pro 20 Sneaker, Triple Black, 9 UK

The Heelys Pro 20 is designed for both style and comfort. With a nylon upper and padded tongue and collar, you’ll enjoy superior comfort and protection during wear. The full lace closure ensures a secure fit, allowing you to move confidently. Additionally, the small heel pull tab makes it easy to slip on and off. The durable rubber sole features an abrasion-resistant brake pad, providing you with stability and control as you glide around.

What We Like
Comfortable padded design
Secure fit with laces
Easy to wear
Durable rubber sole
Great for gliding
#TOP 2

Heelys Kids Rezerve Low X2 Sneakers

HE101610
Silver
12 UK
Heelys Kids Rezerve Low X2 Sneakers Cover
Heelys Unisex Kids Rezerve Low X2 Sneaker, Silver, 12 UK

The Heelys Rezerve Low X2 offers excellent comfort with its padded tongue and collar, ensuring that your feet are protected during wear. The full lace closure provides a secure fit, allowing you to enjoy your activities without worrying about your shoes coming loose. With a durable rubber sole featuring an abrasion-resistant brake pad, you can trust that these sneakers will withstand regular use. The low profile wheels and ABEC 5 bearings enhance your skating experience, giving you smooth and effortless gliding. Ideal for young adventurers!

What We Like
Comfortable padded tongue and collar
Secure full lace closure
Durable rubber sole
Abrasion-resistant brake pad
Smooth low profile wheels
#TOP 3

Heelys Boy's Classic X2 Trainers for All

HES10318
12 UK Child
Heelys Boy's Classic X2 Trainers for All Cover
Heelys Boy's Classic X2 Trainers, Black Black White Snorkel Blue Black White Snorkel Blue, 12 UK Child

The Heelys X2 Trainers are designed to keep you stylish and comfortable while you roll. With a two-wheel layout, these trainers are perfect for beginners, allowing you to gain confidence as you learn. For more experienced users, the option to switch to a single wheel layout offers versatility. The low profile wheels and fast bearings ensure you can glide effortlessly from one place to another, making them ideal for active kids. Remember to stay safe by wearing a helmet and protective pads while enjoying your Heelys!

What We Like
Stylish design for kids
Beginner-friendly two-wheel layout
Fast and smooth rolling
Versatile for all skill levels
Encourages active play
#TOP 4

Heelys Boy's Wheeled Heel Shoe, Black Yellow Red

HLY-B2W-8329
11 UK
Heelys Boy's Wheeled Heel Shoe, Black Yellow Red Cover
Heelys Boy's Hly-b2w-8329 Wheeled Heel Shoe, Black Yellow Red Flame, 11 UK

The Heelys Hly-b2w-8329 offers a stylish design with a nylon canvas upper, ensuring comfort and protection. The padded tongue and collar provide additional cushioning, perfect for all-day wear. With a full lace closure and repeat Heelys logo on the laces, these shoes combine both functionality and flair. The durable rubber sole features an abrasion-resistant brake pad, giving you confidence as you glide and stop effortlessly.

What We Like
Comfortable padded tongue and collar
Stylish flame print design
Durable rubber sole
Low profile wheels
ABEC 5 bearings for smooth glide
#TOP 5

Heelys Kids Classic Black Sneaker with Wheels

HE101498
Black
4 UK
Heelys Kids Classic Black Sneaker with Wheels Cover
Heelys Unisex Kids Classic Sneaker, Black, 4 UK

The Heelys Classic Sneaker offers a great combination of style and functionality. With a PU upper and padded tongue and collar, you will experience optimal comfort and protection while wearing them. The full lace closure ensures a secure fit, giving you confidence as you move. The durable rubber sole features an abrasion-resistant brake pad, making it easier to stop when skating. Plus, the low profile wheels provide stability and ease of use, perfect for those who want to enjoy a fun ride.

What We Like
Comfortable padded collar
Secure lace closure
Durable rubber sole
Stability with low profile wheels
#TOP 6

Heelys PRO20 Prints Black Sneakers for Boys

HE101472
Black
13 UK
Heelys PRO20 Prints Black Sneakers for Boys Cover
Heelys PRO20 Prints Sneaker, Black, 13 UK

The Heelys PRO20 Sneakers offer a stylish and comfortable choice for young boys. With a nylon canvas upper, these shoes provide durability while ensuring your feet remain comfy during wear. The padded tongue and collar enhance comfort and protection, making them ideal for active play. The full lace closure ensures a secure fit, allowing you to focus on having fun. Additionally, the durable rubber sole features an abrasion-resistant brake pad, giving you confidence while skating or walking.

What We Like
Comfortable padded tongue and collar
Durable rubber sole
Secure full lace closure
Low profile wheels with ABEC 5
#TOP 7

Heelys Propel 2.0 Black Trainers for Toddlers

HES10049
Black
5 UK
Heelys Propel 2.0 Black Trainers for Toddlers Cover
Heelys Propel 2.0 Black Trainers Shoes (5 UK, Black)

The Heelys Propel 2.0 Trainers are stylish black shoes designed for toddlers. These trainers not only offer a trendy look but also provide the exciting feature of being able to roll while you walk, making playtime even more enjoyable. The comfortable fit ensures that your little one's feet are well-supported as they explore their surroundings. With a focus on fashion, these trainers are perfect for young boys who want to make a statement while staying active.

What We Like
Stylish black design
Comfortable fit
Rolling feature for fun
Perfect for active toddlers
#TOP 8

Heelys Unisex Premium 1 Lo Fitness Shoes

HE100263
4 UK
Heelys Unisex Premium 1 Lo Fitness Shoes Cover
Heelys Unisex Premium 1 Lo Fitness Shoes, Silver (Silver Chrome), 4 UK

The Heelys Premium Fitness Shoes offer a blend of style and functionality, perfect for active users. The synthetic upper features a padded tongue and collar, ensuring optimal comfort and protection during use. With ABEC 5 bearings, you can enjoy smooth gliding, making your experience enjoyable. The translucent outsole is equipped with bright LEDs, allowing you to stand out while you skate. You can easily control the light sequences with the power button on the tongue, adding an exciting element to your movement.

What We Like
Comfortable padded tongue and collar
Smooth gliding with ABEC 5 bearings
Bright LED lights for visibility
12 light sequences to choose from
#TOP 9

Atlanta by Heelys Pop Burst Trainers in Cyan Blue

Cyan Blue Black
3 UK Child
Atlanta by Heelys Pop Burst Trainers in Cyan Blue Cover
Atlanta by Heelys Pop Burst Boys/Girls Cyan Blue & Black Size UK3 EU35

The Heelys Atlanta Trainers are designed for comfort and versatility. With a synthetic upper and padded tongue and collar, you can enjoy optimal comfort and protection while wearing them. The innovative Push Button "PoP" Mechanism allows you to easily retract the wheels into the outsole, giving you the freedom to switch between walking and rolling. Instead of removable wheels, these trainers feature the unique Pop by Heelys wheels that securely pop into the sole, making them a fun choice for all-day wear.

What We Like
Comfortable padded design
Easy switch between walking and rolling
Unique Pop mechanism for convenience
Stylish and fun design
#TOP 10

Heelys Snazzy X2 Boys' Sneakers

HE100935
11 UK Child
Heelys Snazzy X2 Boys' Sneakers Cover
Heelys Boy's Snazzy X2 Sneaker, Silver Rainbow Heart, 11 UK Child

The Heelys Snazzy X2 offers a stylish and comfortable option for boys. With a canvas upper and padded tongue and collar, you can enjoy superior comfort and protection during wear. The full lace closure ensures a secure fit, while the Power Strap with an oversized HEELYS logo adds a trendy touch. The durable rubber sole features an abrasion-resistant brake pad, providing safety and stability while skating or walking.

What We Like
Comfortable padded tongue and collar
Secure fit with lace closure
Durable rubber sole
Stylish design with Power Strap
Suitable for skating and walking
Buying Guide Image
Editor's Notes

During our Heelys fashion trainer for boys research, we found 166 Heelys fashion trainer for boys products and shortlisted 10 quality products. We collected and analyzed 62,072 customer reviews through our big data system to write the Heelys fashion trainers for boys list. We found that most customers choose Heelys fashion trainers for boys with an average price of £41.84.

The Heelys fashion trainers for boys are available for purchase. The top 10 picks range in price from a low of £29.00 to a high of £64.00, find the one that fits your budget.

Written by
John Zimmer Avatar

John Zimmer is a truly professional writer on findthisbest.com. He has specialized in writing content a wide variety of fields for over a decade. Since 2011, he has been using his expertise and extensive experience to write content for online shopping guide websites. In addition to writing for findthisbest.com, he has appeared in publications such as The Spruce, Wirecutter and Bestbuy.