If you want to match his personality, these little boy haircuts are stylish, cool and modern choices that will complement his style while creating a simple and easy-to-maintain look. From short and messy to long and layered, these popular hairstyles for toddler boys and little guys will have him feeling confident, happy and ready to take on the world.

Whether you’re looking for something cute and simple or trendy and bold, choosing the perfect haircut style for your 2, 3, 4, 5 or 6 year old trendsetter can be an exciting process that shapes his identity and offers him some form of self-expression.

For inspiration, here are some examples of the best little boy haircuts that will take his adorable look to the next level.

Toddler and Little Boy Hairstyles

Long Comb Over

The long comb over is the perfect first cut for your little bundle of joy. It doesn’t require any loud clippers that would cause a fuss and it’s easy to style by just pushing it to the side while it’s wet, making for a handsome look for the playground.

Side Swept Crew Cut with High Taper

If you’re ready to introduce your kids to a more grown-up look, a side part crew cut is a stylish choice to show the barber. While it does use clippers to create a high taper, it doesn’t cut close enough to irritate the skin. A little bit of gel goes a long way to keep this hairstyle in place ahead of a long day in the jungle gym.

Crop Top with Short Scissor Cut Sides

The short crop top with scissor-cut sides is a cute and manageable haircut for little boys who want to show off their textured layers. With a slightly longer top, this thick style can be easy to work with because you won’t have to push the hair out of his face, while the scissor cut will keep the sides neat and away from his ears.

Brushed Forward and Over with Short Sides

The brushed forward and over look is the ideal hairstyle for the stylish toddler. Not only does it set them to be the cutest kid in kindergarten, but it’s also a breeze to style. Short sides work well here and help frame the face to emphasize rounder cheeks.

Long Textured Fringe with Low Taper

The long textured fringe is great for the kid model type. The top is highly layered to create a messy look that’s fashionable for any age and the low taper helps keep the overall look neat.

Thick Messy Shag with Classic Taper

For an adorable haircut that’ll last long, try leaving your kid’s hair thick and messy with a taper on the sides. This cut is great because it embraces the natural volume that comes with a thicker hair type and doesn’t require too much time to style.

Textured Side Swept Style with Undercut

The textured side swept cut is excellent for young boys because it’ll keep even the longest hair out of the face and most importantly, his food. The undercut helps the look stay sharp for weeks on end. That way you don’t have to drag him kicking and screaming to the barbershop as often.

Short Hair with Brushed Up Fringe and High Taper

Keep your boy’s hair short for the summer with this brushed-up fringe. This cute haircut keeps the front long and styled upward away from his forehead. The high taper is a lifesaver for the warmer months and will keep him from getting overheated at the pool.

Classic Hard Side Part with Fade

A classic side part is a suitable haircut style for boys and can be a great back-to-school look. Add a kick to your kids’ style by asking for a side part and a fade to elongate his face and make him stand out amongst his friends.

Asymmetrical Fringe

The asymmetrical fringe can be a helpful departure if your kid is getting bored with his hair. This option creates a softer appearance with the way it falls over the forehead and ensures that no hair is ever in the same place twice. If your kid can tolerate it, apply a small amount of hair clay to add hold to the style.

Faux Hawk with Undercut Taper

The faux hawk undercut is a fun hairstyle to try if your kid dreams to be a rockstar. The taper goes high enough to give the haircut lift and a little pomade is key for selling the look on school picture day.

Short Curly Hair Afro with High Skin Fade

Tighter curls can be harder to manage, especially at an early age, but the short afro is here to prove that there are creative solutions to these problems. With a short and neat high skin fade, your child’s stylish hairstyle will steal the show.

Textured Spiky Hair with Low Taper

Textured spiky hair is an essential hairstyle for every kid out there. It’s fun and easy to do and your kid will thank you for that. Ask for a low taper to keep the sides and back neat and trim the ends on top so there’s enough to spike up with a bit of gel.

Classic Comb Over

A classic comb over is the perfect first haircut for your toddler. It’s light enough of a trim that your kid won’t squirm at the barbershop and has enough style that he’ll be the shining light of your family portrait.

Brushed Up Side Part with Tapered Sides

The brushed-up side part can be the perfect choice for little boys who want a cute style to wear at school, on a play date or for any formal occasion. This haircut keeps the hair longer up front to give the overall look some height. Use a strong hair gel or pomade to maintain the look all day. Tapered sides add necessary contrast to the cut, allowing every bit to pop.

Side Spiky Hair with High Taper Fade

The side spiky haircut is the latest cut for the coolest kid in the cul-de-sac. A high taper fade makes the spikes look even taller and every parent at the park will be asking how your kid got to be to most stylish one there.

Pompadour Fade

A pompadour fade is a bold haircut for kids who want to express themselves with a retro-meets-modern look. Like Elvis Presley, this style boasts volume in the front and comes with neatly faded sides. With some styling effort, the compliments can be worth the trouble.

Quiff with Mid Taper Fade

The quiff is a modern hairstyle for boys who need to highlight their personality with a fashionable look. The longer hair on top is textured and styled with a strong-hold clay. Ask your barber for a mid taper fade on the sides and back to blend the look. This cut will take your child from toddler to little celebrity.

Medium Layers with Bangs

For an adorable take at longer hair, add layers to your kid’s haircut. This look opts for bangs to add fullness to the face and bring awareness to the eyes. This is the ideal cut for your boy’s piano recital.

Colored Spikes with High Skin Fade and Line Up

Colored spikes add that extra bit of flair that can liven up your kid’s style. Just be sure to check their dress code first. A high skin fade and line up are the perfect additions to the look because they add fresh lines and contrast, complementing the color on top.

French Crop Fade

The French crop fade is a charming style for boys who like easy texture and flow with their hair. Adding a variety of layers in different sections of the head updates this traditional cut and can be done at either a barbershop or a salon.

Short Mop Top

The darling short mop top is a go-to for so many kids because it isn’t an overcomplicated haircut. Once your kid’s hair gets too hard to manage, have the barber trim the ends to take it from unruly to unbelievably cute.

Messy Long Hair

For the kid who hates getting his haircut, it’s best to embrace messy long hair. While it’s difficult to manage in the summertime, it will be fashionable for the other eight months of the year. Make sure to shampoo their hair semi-frequently, so you’re confident that nothing got stuck in their locks.

Thick Curly Crop with Mid Skin Fade and Part

If curlier hair has got you wondering what to do with your kid’s hair, try leaving it alone and asking for an easy mid skin fade and part. This not only cleans up your child’s hair but adds a style angle that no other kid in his class will ever have. Bring out his curls more with a small amount of pomade.

Short Curls with High Taper

This high-contrast look keeps the curls short and the taper high. We can guarantee that your kid won’t fuss with this cool haircut. Don’t worry, parents, you won’t need products to elevate this style.

Faux Hawk Fade with Part

The faux hawk is a modern and bold haircut style that has stood the test of time. The look is still as punk as ever, even for kids as young as five. As a less dramatic mohawk, the faux hawk fade features all the style with none of the commitment. Layering the top will make it look less dense while also adding the illusion of fullness.

Pompadour with Low Fade

The pompadour is an excellent look for your kid if he isn’t afraid of a little bit of hair product. If you want your kid to keep more hair on the back sides, go for a low fade so not a lot is cut off with the clippers. Blow dry your son’s hair on a low setting to get that extra bit of lift.

Classy Comb Over Fade

If your kid was tapped to be the ring bearer in an upcoming wedding, then the classy comb over fade is what will help him steal the show. Keeping the top long will add movement, while the faded sides keep it looking presentable.

Short Choppy Style with Undercut

A short choppy style with an undercut offers a low-maintenance look with a trendy vibe. If you don’t want your kid to have a buzz cut, but still need to take an easy approach, this haircut style can be a balanced choice. Ask for the top to be cut finger length and for the sides to be trimmed down to a number one. For a messy finish, a little hair clay goes a long way here, parents.

Hard Part with Undercut Fade

For a sharp and dapper haircut that your kid will love, bring this picture of an undercut fade to his next haircut appointment. Because this particular look goes so short on the sides, your son won’t have to go to the barbershop as often and the hard part adds an edge that will make him feel more grown up. Your kid is going to love this cut.

Toddler Fohawk

The baby fohawk is a cute haircut for little boys that will win everyone’s hearts. Wholesome without a fade, all your toddler will need is a trim or scissor-cut taper on the back and sides with extra volume on top. Some organic gel goes a long way to get the classic hawk.

Baby Bun with Undercut

The baby bun with an undercut is a sleek and innocent style that will turn your little boy into a heartthrob. It’s a fun way to grow out longer hair and has enough flair to remain trendy until they’re older.

Short Sides with Long Top

A long top with short hair on the sides and back is a versatile haircut that allows little boys and parents styling flexibility. With sharp sheers and clippers, you can cut your kid’s hair at home to create the perfect look. If your kid can stand it, use a number two guard on the back and sides and lightly trim the top. That’s all it takes!

Tight Kinky Hair with High Bald Fade with Line Up

You might think tight kinky hair can be difficult to cut and style, but we beg to differ. This haircut utilizes a high bald fade to keep the sides tight and easy and finishes it with a line up to keep your son feeling cool.

Short Ivy League with Tapered Sides

The short Ivy League is the perfect cut for your little man. It’s the type of look that will frame his face nicely with tapered sides and leaves the top long enough to push to the sides.

Disconnected Undercut with Side Swept Top

A cool side-swept style with a disconnected undercut is another stunning look you can create at home. The undercut is short and even length all around while the combed over top will give your son an easy parted finish.

Long Textured Top with Low Taper Fade

If your son feels like he’s no longer a toddler, then it’s time to give him this cool big-boy look. Keep the top long and textured for a fun style and ask for a low taper fade to keep his nape clean.

Textured Brush Forward with Mid Taper

The textured brush forward look is a childhood favorite for so many reasons. It’s a fun style that keeps the top intact with layers and character and cleans up the sides with a mid taper for ultimate cuteness.

Hard Side Part with Spiked Front and Undercut

A hard side part is exactly what your kid needs to stand out amongst his friends at school. This sleek look, complete with the spiked front and undercut, is both trendy and school-appropriate.

Long Flowing Hair

For the rambunctious toddler who can’t sit still, try going for a trim to keep his hair long and flowing.

Short Swept Look

Like the smart Ivy League haircut, this short and swept look is a classy style for any toddler who gets fussy going to the barbershop. This adorable look lasts long between appointments and can be easily styled by letting the hair dry while it’s pushed out of your kid’s face.

Short Spiky Hair with High Skin Fade and Design

Your kid will stand out for all the right reasons with this short spiky haircut. The design is eye-catching, the spikes are pointy, and the high skin fade is cool. This look has all the makings of one popular kiddo.

Angular Faux Hawk

If your boy wants to grow out the faux hawk he already has, start styling it up and to the side for a special twist on the look. Eventually, it’ll grow out, but in the meantime, it’ll be a fresh take on the cut he already has.

Brush Up with Low Taper

Keep your kid’s hair out of his eye by brushing it up with a hairdryer and gel. Finish off this fun haircut with a low taper to keep the back and sides even.

Textured Long Layers

Adding textured long layers to your son’s longer look is a genius way to amplify his boyish good looks. When the hair dries, the texture will be noticeable from across the playground.

Long Fringe with Short Scissored Sides

A long fringe is an adorable style that will keep your kid dapper and happy. This natural haircut style requires minimal maintenance and styling. You’ll want short scissored sides to contrast the slightly longer hair on top and in the front.

Mid Taper

A simple mid taper is a brilliant cut to give your boy if you want him to look his best. Leave the top alone for this look, it’s all about framing his adorable face for the world to see.

Brush Up with Mid Bald Fade and Design

This spiky brush up with a mid bald fade offers a slightly different approach to the classic look, especially with the cool shaved design. Your kid is guaranteed to love this stylish haircut with attitude and he won’t look as messy as all the other kids. Sharp and sleek, it’s a win-win.

Messy Long Curly Hair

Messy long curly hair is a smart way to teach your boy how to love his curls. Keeping them longer will give him time to get used to the natural bounce and feel, which will set him up for a stylish future.

Mohawk with Shaved Sides

For an introduction to the punk look, don’t be afraid to step out of the box with the mohawk. This look goes all in with the shaved sides and doesn’t skimp on the gel. A bonus is that this is also a perfect summer cut.

Edgy Fringe with Messy Spikes and Low Burst Fade

This edgy approach to the fringe is great for the boy who is serious about going into modeling. This look boasts texture and fun with messy spikes and the low burst fade keeps the sides neat and the back long. Get ready to see his smolder.

Soft Parted Fine Hair

If your child has finer hair, then a simple side part is how you want to cut it. This cut leaves the top longer, so it lays naturally to the side, making it easier to style.

Fun and Faded

For a fun and faded look, look no further than this haircut. Combining the best parts of a high taper and a faux hawk, this look goes high with the fringe on top and close on the sides for a childlike finish.

Messy Gelled Hair

A messy and gelled hairstyle is an easy breezy way to get your kid’s hair in check. With cropped sides, use a dime-sized amount of hair gel to create a shiny finish. Whether your little boy has fine or thick hair, this style can be a flattering and low-maintenance look.

Short Mohawk

A short, subtle mohawk is great for your kid if they like it short but hate having to sit still while you blow dry and style up the hawk.

High Volume and Tousled

If your kid is gifted with thick wavy hair, create a style that keeps the volume high and the look tousled. Effortlessly chic, his classmates will be asking to copy his incredibly handsome look.

Crew Cut

The crew cut is a classic short haircut for boys who want a fresh and popular look that can be worn throughout the year. Versatile and always cute, ask your barber for a taper on the sides with slightly longer hair on top. A mid fade can offer a balanced look while a high cut may be ideal for the summer. You can leave the volume casual and messy or comb it over for an elegant touch.

Brushed to the Side

Freshen up your son’s haircut with either a blow dryer or a small scoop of gel and brush his hair to the side. He’ll be happy he can see and you’ll be happy that he’s not running blindly.

High Undercut

The high undercut is a charming hairstyle for the dapper toddler. Make sure to leave the top so styling is versatile, but you use clippers on the back and sides to achieve this trendy cut.

Layered and Free Flowing

This layered and free-flowing look is an adorable style for the boy who’s always on the move. The layers loosen up the top and remove excess weight, letting the hair bounce as he runs through the playground. Simply ask for long layers and your stylist will take it from there.

Popular Haircuts For Toddlers and Little Boys

The most popular haircuts for little boys are modern styles like the comb over fade, faux hawk, mohawk, hard side part, shag, messy looks and layers. These cute toddler boy hairstyles are elegant, versatile and effortlessly stylish choices that work nicely for school while allowing your kid’s personality to shine through. Whether you want a classic and classy cut or a trendy and fun style, your little guy will have several cool variations to choose from.