Pin up hairstyles was the in thing in the 40’s and 50’s, but they have never really gone out of trend. If you know how to design these 50’s hairstyles, then you can still get an elegant look that is as good as modern ones if not better. They are pretty simple headdresses to wear provided you have some nice volume and color as all you need to do is roll and pin your locks. If you are looking for a cool retro hairdo, the following 30 pin up designs will give you an idea on what you wear.
# 1 Gorgeous Victory Rolls
Victory rolls are the most popular type of pin up, and this is not by chance but simply because they are easy to make, and they also look stylish on most ladies. In this particular design, the full strands have a fantastic color and texture. Their styling involves concentrating the rolls on the front part of the head to accentuate the face.
Redheads are very popular nowadays, but they were equally prominent in the 50’s. In this style, the color does all the magic, and it shows that you can never go wrong with your headdress provided you get the colors right. Although the red tones make the locks look fascinating, the headscarf and the massive roll in the front are what gives it its vintage look. The waves on the tips also help to spice up the appearance.
# 3 Vintage Waves with a Flower
In the 1950's an excellent hairstyle was all about the volume, and so this design perfectly fits the bill. The shoulder length locks are very full, but this is not the only thing that makes them trendy. They also have an incredibly dark tone and subtle waves that look fabulous when side swept to create the face frame. A cute flower clip is also used in the front section to add to the beauty.
# 4 Cute Blonde Double Rolls
Some modern ladies do not understand all the fuss with pin up hairstyles, but this design should explain to them why they should try them out. The blonde locks in this headdress are sprayed with a hold product then brushed and rolled to create two medium size rolls that are then pinned to finish the look.
# 5 Rockabilly Bob with a Fringe and Blunt Cuts
Red hair couldn’t look better than this, and this headdress will convince any woman to try out the 50's hairstyles. The dye job on this design is nothing short of perfect but it would probably not look this attractive without the blunt face frame locks and the short fringe. Although it does not have the regular rolls, the straight locks still look beautiful.
# 6 Fabulous Pink Pin Up
These locks will make a woman stand out, and they show why ladies love pink shades. Although the pink hue makes all the difference, the haircut and type also play a significant role in creating such a beautiful headdress. The long locks have an incredible texture and volume, and this makes them easy to style. When styling them, you should create a center part and also enhance the pink strands with a lovely flower headband.
# 7 Vintage Bronde Waves
This style can be classified as both modern and retro since it has the qualities of both. It is also very simple, and so it is perfect for ladies who do not wish to make it look so obvious that they are trying to wear an old school look. The brown and blonde color melt accentuates the long wavy strands and makes them look very refined to create a very stylish look.
# 8 Short and Charming
Vintage styles are not always about keeping long locks since you can still have a top notch headdress with your short strands like in this particular style. It involves a single short retro curl at the front that is enhanced by a beautiful headscarf. Short hair looks lovely when pinned as there is not too much hair to work with and hence you can easily create a fabulous look.
# 9 Inventive Vintage Mohawk
There are no limitations when it comes to styling your hair and you can combine an old school design with modern ones to create a unique look. This particular one involves rolling and pinning two curls on the crown and combining them with an arched fringe to create a distinct look.
# 10 Easy Classic Waves
Black locks will never go out of trend, and it will make a woman look good no matter what style she prefers. However, it will look much better if you have a nice volume like in this hairdo. Here all you need to do is to give the strands a wavy look if you do not have natural waves and side sweep them to create a top notch headdress.
# 11 Classy Finger Waves
Although modern techniques and equipment can help a woman get a fresh style fast, this has not always been the case. In the 50’s everything was done using simple tools and so one hard to have lovely natural locks to look elegant. These finger waves demonstrate how natural hair can make a woman look fantastic. It involves trimming the front locks to create a blunt fringe and sweeping back the rest of the strands.
# 12 Retro Short Victory Rolls
The updo generated by these short victory rolls is fascinating, and it makes a woman look very elegant. Since the strands are very short, it is also very easy to wear as you only need to roll them slightly and pin them to create the retro-inspired updo.
# 13 Vintage Short Hair Charm
Pin curls are very precious, and they work perfectly for short strands like these because of the intricacy involved in creating them. This style takes this a notch higher with a cute blueberry hat that has beautiful bows. It might take quite some time to create the design as you have to pin each curl in the right place but the look that you get is worth the effort.
# 14 Pretty Curly Old School Bob
This lovely hair is a perfect example of how vintage designs should look. It may be old school, but it looks ways much better than most modern designs. The headdress is quite intricate, but you should be able to figure it out because its main elements are the medium length bob and the vintage curls.
# 15 Perfect Blondie Waves
The volume on this hairdo is fascinating, and it is probably not easy to achieve if you have thin strands. However, ladies with full locks and a blonde hue can wear this design with pride. The volume of the hair makes it easy to create the lovely curls, and you style them with a soft side part to create the vintage look. A headscarf or a beret like this one will also help to enhance the appearance.
# 16 Vintage Rolls with a Modern Color
The roll and twist in this hairstyle are typical of the 1950's, but the hair is given a modern color to spice up the look. Pink and black balayage color blend help to create a classy retro design but with a modern touch. The design has the two individual victory rolls and a sweet front pin up that adds to the elegance.
# 17 Medium Length Layered Updo
The wearer of this hairdo has a charming face, and most people would think that her hair will make no difference since she will look good with anything. However, her short layered bob updo makes a big difference in her looks. It involves trimming her strands to a medium length and then styling and layering them using a side part to create a refined look.
# 18 Pretty Locks with a Flower
This design does not have any rolls or curls, but it still has a fantastic vintage look. The nicely retro colored locks are brushed back, twisted and pinned to create the lovely look on the crown. A cute flower clip is then added to spice it up and to give it a feminine look.
# 19 Smooth Dark Strands with Highlights
Contrary to what most people think pin up hairstyles are not always complicated and neither do they have to involve sophisticated rolls and twists. This headdress demonstrates one way to wear a vintage look with your straight, smooth strands, and it is also very simple. Here the straight locks have a dark tone with partial highlights, and you should style by brushing them to the sides. The addition of a headscarf to the style is what gives them their retro look.
# 20 Roll Over Honey
Rolling hair may be complicated if you are not used to it, but these great rolls should convince you just why it is worth it. The headdress involves regular victory rolls tied with a beautiful headscarf that is very familiar with 50's hairstyles. Apart from this, the honey brown tone of the strands also helps to make this a top notch headdress.
# 21 Simple Rolls and a Hat
In the 50’s you did not have to get a perfect pin up design to look magnificent since you could still enhance it with a hat and veil like in this design. Here the curly brown locks are rolled and pinned to create soft victory rolls on the sides. The look is then further enhanced with a lovely hat that has amazing flower patterns.
# 22 Neat Burgundy Waves
The color alone in this hairdo makes it a classy look, but it also has some lovely waves that give it some dimension. Burgundy is a familiar tone, and it has been in use for many decades, and so you should not have any problems getting the shade right. Once you have the right colors, you should style by pushing the locks to the sides to create the cute face frame and then accessorize with a cute vintage hat like this one.
# 23 Classic Multi-Tonal Rolls
Although multi-tonal hair is very popular nowadays, it is not a new concept as it has been there for several decades. Having many colors on your strands will make them look more attractive when you roll and pin them. You can also add more color to your look by introducing a lovely vintage hat like this one on your rolls.
# 24 Golden Vintage Color Melt
The color melt between the golden and brown hues in this design is amazing, and it comes from skillful hand painting. Since the color is perfect, you can almost not go wrong with the styling because anything will look great. To create the classic look, you should brush your strands back diagonally and then roll the sides. The rolls should be loose to replicate this look, and so you will not have to pin them.
# 25 1940’s Pin Up
Sometimes all you want is a relaxed vintage look for that special occasion, and this one will work correctly for you. It is a classic roll and pin design inspired by the styles that most ladies preferred to wear in the 1940’s. Although the victory rolls are pinned down, some strands still flow to give them a modern touch.
# 26 The Retro Redhead
Although this redhead hairstyle gets inspiration from old school looks it is very modern. The dye job is not as retro as one would expect as it uses relatively modern techniques. However, this is not to say that it is a less attractive pin up hairstyle. Replicating it is very simple as you only need a side part and brushing the locks to the sides and pin them.
# 27 Classy Thick Bob
The bob is very versatile, and it can work well as both a vintage and modern headdress. In this design, it is very thick and has a perfect sun-kissed color. Its vintage look comes from rolling in the face-framing locks moderately and creating a simple twisted pattern on the crown.
# 28 Sweet Updo with a Scarf
Although the headscarf covers most of the hair in this design, you can still see how lovely it is from the few strands peeking from the front. This headdress involves straightening and wrapping your strands to create a smooth updo. The headscarf is an important element in the design, and so you should know how to tie it to create the cute bow on the front.
# 29 Pin Up in Pink
There is probably no woman who does not love pink, and this is justifiably so as it is a very feminine hue that and it can create an impressive look like this one. This headdress is all about the pink tint since it has a very simple pin up on one side. To style the pink strands, you should push them to the sides and then use a beautiful black clip to spice up the look.
# 30 Modern Rockabilly
The red velvet vintage heart is probably the first thing that most people will notice when looking at this headdress. Although it makes it look fantastic, there is still much more to it than the cute hat. The locks are very straight and smooth, and they are styled using side parts. Those on the front are brushed forward and rolled and pinned to create a victory roll while you should design those at the back into a neat low bun.
Pin up hairstyles may not be as common as they were in the 50's but they will never go out of trend. Provided you know how to style them, you can always be sure of a classy look that will also help you look trendy. Whether you prefer dark or bright looks, the above 30 designs will give you plenty of options to choose from the next time you feel like wearing a retro look.