Stylish Hipster Hairstyles

Published By Brooke
Updated 01-14-2024

Hipster haircut for guys is meant to stand out. Hipster styles involve a dozen variants but the most recognizable ones are the 1920’s-1950s hairstyles for men with a modern twist.
Hipster Haircuts for men vary from cool classic undercut hairstyles, slicked back, and side swept medium hair ideas, to more eccentric men’s alternative hairstyles like pompadours, man buns, spiky fringes. And all these are combined with an extra thick beard and a handlebar mustache, of course.

Nowadays, hipster haircuts for men are an integral part of street fashion. If you wanna follow this men’s hair trend, scroll down to find the best haircut options for hot hipster guys.

Men’s Hipster Hairstyles

Men’s Hipster Hairstyles
@berzinsky

Textured Wavy Fringe with Short Sides

Textured Wavy Fringe with Short Sides
@alphahairstyling

Who said that hipster haircuts are for hipster boys only? The truth is that the hipster style update has gone far beyond the subculture boundaries. And this textured wavy fringe with short sides and facial hair is great proof of that.

Mid Bald Fade with Textured Brushed Back Hair

Mid Bald Fade with Textured Brushed Back Hair
@alphahairstyling

It’s more typical for hipster haircuts to look messy or even greasy. This brushed back cut is styled with excessive use of hair products on purpose, and this makes the haircut easy to copy. All you’ll need is a brush, a hairdryer, a comb, and your favorite gel or pomade.

High Fade with Part and Spiky Hair

High Fade with Part and Spiky Hair
@hairstyleonpoint

Creativity and individuality are an integral part of every hipster hairstyle. Get your medium-length hair styled with a side part and spike it back by spreading a small amount of matte wax with fingers. Complete the look with facial hair.

Low Taper Fade with Hard Side Part

Low Taper Fade with Hard Side Part
@hipsterstyle_y

Hard side parts give extra charm to hipster classic hairstyles. This slicked back undercut is not for grown men only – young fashionistas also adore this new interpretation of the good old slick back with a full beard.

Undercut with Thick Brushed Up Hair and Beard

Undercut with Thick Brushed Up Hair and Beard
@alphahairstyling

Another popular hipster combo is long hair on top and full facial hair contrasting dramatically with the shaved sides. Indeed, beard styles with low or high fade sides are one of those fashion trends that really rock.

Disconnected Undercut + Textured Modern Quiff

Disconnected Undercut + Textured Modern Quiff
@pangels_best

Many hipster hairstyles reinvent past looks, bringing the culture of mess to the iconic conservative forms. This textured modern quiff hipster haircut will let you relax and give a dose of self-confidence, for sure.

Slicked Back Undercut

Slicked Back Undercut
@barbeariadonrodrigues

Slicked back hipster hairstyles for men often go with a handlebar mustache and a dense beard. The buzz cut on the sides makes this male look smart and clean.

Man Bun with Shaved Undercut

Man Bun with Shaved Undercut
@alphahairstyling

Besides classic short haircuts and messier medium length men hairstyles, hipster style undercut can also end up in a samurai man bun. This is a simple and rather comfortable style to wear every day.

Long Hair with Top Knot and Beard

Long Hair with Top Knot and Beard
@berzinsky

Long hair in a high messy man bun looks super masculine. Natural grey colors make this hipster hairstyle even brighter.

Parted Pompadour with Full Beard

Parted Pompadour with Full Beard
@hipsterstyle_y

A side part is not typical in pompadour hairstyles for men. And this is the key: the more unusual, the better. The hairdo in the photo will perfectly work for a casual daily look, for more formal office style, and even for a special occasion night out.

Spikes with Full Beard

Spikes with Full Beard
@hipsterstyle_y

The spikes typically grow up the haircuts for men. But since hipster men’s hairstyles are based on ignoring rules, you can try this taper fade look with gentle spikes and a disheveled caesar-inspired fringe.

Angular Fringe with Skin Fade

Angular Fringe with Skin Fade
@____________han

Skin fade on one side and a long side-swept angular fringe on the other. Blonde hair colors on top of natural dark Asian hair. Soft and windy hairstyle and edgy masculine facial hair. This hipster haircut is built with contrasts to stand out of all usual fade haircuts.

Faded Pompadour

Faded Pompadour
@strongmustache

Such rebellious fade haircuts with textured greasy pomp are way easier to do than you might have thought. To get the volume, use a round brush and a hairdryer with some hair texturizing product, and finish the style with a glossy pomade and a comb.

Side Wavy Top with Faded Sides

Side Wavy Top with Faded Sides
@flatmax

While short hair doesn’t allow for style experiments, longer haircuts for men can be styled in lots of completely different ways. This side wavy top with wavy sides is one of them.

Faux Hawk with Stylish Glasses

Faux Hawk with Stylish Glasses
@berzinsky

Frame glasses are a very stereotypical accessory that associates with hipster hairstyles for men. However, it doesn’t minimize the powerful effect the glasses make when combined with fantastic hipster undercuts and faux hawks. No need to reinvent the wheel – just put on a pair of glasses to rock your look.

Hand Brushed Thin Hair with Layers

Hand Brushed Thin Hair with Layers
@hipsterstyle_y

To give your thin hair extra volume and height, use this old but good trick: add some layers all over the crown. This easy step will create a texture that visually thickens the hair. Also, consider applying a sea salt spray or just a dry shampoo for extra volume at the roots.

Taper Fade with Short Hair

Taper Fade with Short Hair
@alphahairstyling

Short hipster hair works great with a taper fade and a long brutal beard. Such a look wins due to the balance of polished, neat, cool hairstyles and careless men beards.

Messy Textured Top + Long Beard

Messy Textured Top + Long Beard
@hipsterstyle_y

Messy textured haircuts for men with sloppy and a bit greasy medium-length locks are an integral part of hipster culture. Among the benefits of such cuts are: no need to spend a lot of time styling them in the morning (a slight brush-up with fingers is enough), no worries about the length of your crown, the ability to go through the “transition phase” of your hairstyle (when you’re growing your hair from an undercut) in a stylish way.

Curly Taper Fade

Curly Taper Fade
@strongmustache

Curly hair for hipsters creates that slightly elegant, slightly odd, and a little bit romantic image. Such styles can be complemented with whiskers and careless stubble. With such hipster comb over variation, you will stand out wherever you go.

Tapered Sides with Long Brushed Up Hair and Stubble

Tapered Sides with Long Brushed Up Hair and Stubble
@hipsterstyle_y

This hipster comb over proves that style is something existing regardless of age and hair color. Wear your white hair gracefully!

Low Faded Undercut

Low Faded Undercut
@hipsterstyle_y

Here is another example of short haircuts for men who wanna look stylish and under their age. Style the top carefully back and complement it with a dense beard and mustache.

High Taper Fade with Messy Textured Comb Over

High Taper Fade with Messy Textured Comb Over
@alphahairstyling

Comb over styles look hot with a hard part and an edgy fade. Add some rebellious accessories, put on a leather jacket, and go get what you want.

Long Fringe + Low Fade

Long Fringe + Low Fade
@alphahairstyling

Yes, it’s more typical to style your longer fringe into an outstanding comb over. But if you’re looking for something more untrivial, such forehead-swept Caesar fringe is one of the best hair solutions for you today.

Long on Top with Shaved Sides

Long on Top with Shaved Sides
@alphahairstyling

Looking for something totally crazy? Shave the sides of your head totally bald and try a modernized mohawk version on the top. Don’t be shy, and experiment with the beard length too. Oh, and don’t forget about your iconic glasses to complete your hipster style.

High Fade with Hard Part and Comb Over Pomp

High Fade with Hard Part and Comb Over Pomp
@4hairfashion

Without further ado, this hipster hairstyle rocks. Just remember: the right hipster style will make you look so hot and so young.

Messy Curly Hair with Short Sides

Messy Curly Hair with Short Sides
@mustache_beardmen

If your hair is naturally curly, mess it up on top and add a sharp extreme temple fade that connects the haircut itself and the beard.

Black Hipster Haircut

Black Hipster Haircut
@bestbarbersofpr

Try a similar dreadlocked undercut as a variation of hipster fade haircuts for black men with naturally textured hair.

Asian Hipster Hair

Asian Hipster Hair
@tk_stacks

For silky smooth Asian hair, choose swept back haircuts. Despite they look rather basic, they highlight that perfectly slick hair texture you were born with.

Voluminous Pompadour

Voluminous Pompadour
@4hairfashion

Wanna some retro? Try this voluminous pompadour and refresh it with modern catchy details to keep up with the hipster vibe.

Medium Length Slick Back + Long Beard

Medium Length Slick Back + Long Beard
@hipsterstyle_y

Long and Medium Dreads

Long and Medium Dreads
@dreadsdyou

Samurai Bun + Bald Fade

Samurai Bun + Bald Fade
@typhooned1

High and Tight + Beard

High and Tight + Beard
@alphahairstyling

Messy Curls

Messy Curls
@alphahairstyling

Half Bun

Half Bun
@hipsterstyle_y

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