27 Trending “Vintage” Haircuts That Prove It’s Time You Need a Haircut

Are you tired of your current hairstyle and looking for a change? Vintage haircuts are making a comeback and are perfect for adding a touch of retro flair to your look. From the classic bob to the iconic shag, there are plenty of vintage hairstyles to choose from that will have you turning heads wherever you go. Check out these 27 trending vintage haircuts that will inspire you to schedule that long-overdue haircut appointment.

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Chic Vintage-Inspired Soft Bob with Defined Waves

#1: Chic Vintage-Inspired Soft Bob with Defined Waves

This chic vintage-inspired soft bob features defined waves that add a beautiful texture to the hair. The length is just above the shoulders, making it versatile for various face shapes. The model’s fine hair density allows for a fuller appearance with the waves, giving movement without overwhelming the features. Consider this style if you’re looking for a low-maintenance cut that radiates elegance. However, keep in mind that this cut may require some styling product to maintain those waves. The highlights add a fresh touch, enhancing the overall dimension.

Elegant Soft Vintage Curls with Defined Shape

#2 Elegant Soft Vintage Curls with Defined Shape

This stunning cut features soft vintage curls that frame the face beautifully, offering a warm and inviting look. The length is just past the shoulders, making it versatile for styling. The model’s fine hair density allows for a bouncy effect without overwhelming volume. This style works wonderfully for round or oval face shapes, enhancing the natural features. A unique aspect is the subtle layering that creates movement without sacrificing fullness. Just be mindful that maintaining those curls may require regular styling, but the results are absolutely worth it!

Chic Layered Vintage Waves with Soft Bangs

#3 Chic Layered Vintage Waves with Soft Bangs

This stunning look features layered waves that beautifully frame the face, enhancing the cheekbones. The soft bangs add a youthful touch, making it suitable for various face shapes. The model’s thick, wavy hair gives volume, but keep in mind that finer hair may require additional styling for fullness. This haircut is versatile, allowing for a range of styling options, but it does need maintenance to keep those layers fresh and defined. A rich, warm color can elevate this style even further.

Chic Textured Shaggy Bob with Feathered Layers

#4 Chic Textured Shaggy Bob with Feathered Layers

This chic textured shaggy bob features playful feathered layers that frame the face beautifully. The medium length allows for versatility, while the soft layers add movement and volume, making it ideal for those with fine to medium hair density. The model’s hair type appears straight with a slight wave, enhancing the overall texture. This haircut is fabulous for adding a youthful touch, but keep in mind that it may require regular styling to maintain those defined layers. Consider pairing it with subtle highlights for added dimension!

Classic Soft Vintage Curls with Defined Bounce

#5 Classic Soft Vintage Curls with Defined Bounce

This hairstyle features charming, soft vintage curls that frame the face beautifully, ideal for enhancing a round face shape. The model’s medium-length hair is styled with a defined bounce, giving it volume and movement. This cut works well for those with medium to high-density hair, as the curls can make it appear fuller. While the curls are delightful, they may require regular maintenance to keep their shape. Consider this style if you’re looking to add some vintage flair to your look!

Retro Glamour Waves with Soft Volume

#6 Retro Glamour Waves with Soft Volume

This stunning hairstyle features beautifully defined retro waves that create a soft, glamorous look. The medium-length hair has a natural bounce, perfect for adding volume and movement. Ideal for oval or heart-shaped faces, this style works best on medium to thick hair density. While it requires a bit of maintenance to keep those waves defined, the payoff is a timeless, elegant look that never goes out of style. Consider adding highlights for extra dimensionβ€”just remember, a good setting spray will keep those waves intact all day!

Chic Rounded Bob with Soft Bangs

#7 Chic Rounded Bob with Soft Bangs

This chic rounded bob features soft bangs that beautifully frame the face, making it an excellent choice for those with an oval or heart-shaped face. The hair is cut to a medium length, enhancing natural volume and movement, while the slight layering adds texture without sacrificing fullness. This style works well on fine to medium-density hair, giving it a light and airy feel. Just keep in mind, while bangs can be playful, they require regular maintenance to stay fresh. Consider your styling routine, as this cut may need regular blow-drying for that polished look.

Chic Textured Lob with Soft Bangs

#8 Chic Textured Lob with Soft Bangs

This chic textured lob features soft bangs that beautifully frame the face, making it an excellent choice for those with an oval or heart-shaped face. The hair length falls around the shoulders, offering versatility while maintaining a fresh look. The model’s fine to medium hair density allows for a lightweight feel, which enhances movement and texture. One unique aspect here is the natural-looking highlights that add depth without overwhelming the overall style. While this cut offers effortless styling, it may require some maintenance to keep the bangs from becoming unruly.

Elegant Vintage Curls with Defined Volume

#9 Elegant Vintage Curls with Defined Volume

This stunning look features medium-length, defined curls that beautifully frame the face, enhancing a classic vintage style. The hair exhibits a high density and a natural wave, making it perfect for adding body and movement. If you’re considering this cut, you’ll enjoy the volume and the flattering shape it offers, especially for oval or heart-shaped faces. However, keep in mind that maintaining those defined curls requires some styling time and product. It’s a charming choice for any age, adding a youthful touch without feeling overly trendy.

Textured Retro Curls with Defined Volume

#10 Textured Retro Curls with Defined Volume

This lovely haircut features soft, textured curls that create a delightful volume, perfect for adding life to fine hair types. The length is just above the shoulders, framing the face beautifullyβ€”ideal for round or oval face shapes. While this style offers a youthful appearance, it does require some styling maintenance to keep those curls bouncy. Consider pairing it with a warm copper hue to highlight the texture. Just remember that humidity can affect curl definition, so a good anti-frizz product is essential!

Soft Textured Bob with Gentle Waves

#11 Soft Textured Bob with Gentle Waves

This soft textured bob features gentle waves that beautifully frame the face. The hair length is just above the shoulders, perfect for those wanting a manageable yet stylish look. The model’s fine hair density gives it a light, airy feel, while the subtle layering adds movement. This cut suits oval and heart-shaped faces, making it versatile for many. Just be mindful that maintaining those waves requires some styling, but the ease of a bob is a fantastic trade-off for a fresh, youthful appearance!

Classic Vintage Curls with Soft Volume

#12 Classic Vintage Curls with Soft Volume

This lovely hairstyle showcases classic vintage curls that offer a soft, romantic look. The medium-length hair features voluminous, defined curls that beautifully frame the face, making it perfect for round or oval face shapes. The model’s fine hair density allows for a light, airy effect while the structured curls add a touch of elegance. However, keep in mind that maintaining defined curls might require regular styling. This look is ideal for those seeking a timeless style that elevates everyday sophistication.

Classic Retro Victory Rolls with Loose Waves

#13 Classic Retro Victory Rolls with Loose Waves

This hairstyle features elegant victory rolls at the crown, framing the face beautifully with loose waves cascading down. Ideal for medium to long hair, this look suits various face shapes, especially oval and heart-shaped. The model’s fine to medium hair density allows for a soft and voluminous appearance, while the retro vibe offers a timeless charm. Just note, maintaining those rolls may require a bit of styling product, but the overall effect is worth it for a standout look at any event.

Vintage-Inspired Soft Waves with Elegant Pin Curls

#14 Vintage-Inspired Soft Waves with Elegant Pin Curls

This stunning look features soft, vintage-inspired waves complemented by elegant pin curls, perfect for adding a touch of nostalgia. The hair length is medium, and the curls provide beautiful movement and texture. Ideal for fine to medium hair density, this style is especially flattering for oval and heart-shaped faces. The deep, rich color highlights the curls beautifully. While the upkeep can be a bit involved, the overall effect is timeless, making it a great choice for any special occasion or just to elevate your everyday look.

Chic Textured Pixie Cut with Soft Curls

#15 Chic Textured Pixie Cut with Soft Curls

This textured pixie cut is perfect for anyone looking to refresh their style with ease. The soft curls add volume and movement while the shorter length frames the face beautifully, making it ideal for oval or heart-shaped faces. For those with fine to medium hair density, this cut enhances texture without overwhelming your features. Keep in mind, shorter styles require regular maintenance, and the curls may need some styling product to keep them defined. It’s a playful yet sophisticated choice for a chic update!

Chic Curly Bob with Soft Layers

#16 Chic Curly Bob with Soft Layers

This chic curly bob features soft layers that enhance the natural texture of the hair, giving it a lively bounce. The model’s medium-density, wavy hair is cut to shoulder length, flattering a round face shape beautifully. This style requires minimal stylingβ€”just a good curl cream to define those curls. While it’s low-maintenance, keep in mind that humidity can cause frizz, so consider a quality anti-frizz serum. The layers add movement and prevent the hair from looking bulky, making it perfect for those wanting to showcase their natural curls!

Classic Vintage Finger Waves with Elegant Texture

#17 Classic Vintage Finger Waves with Elegant Texture

This stunning hairstyle features short, classic finger waves that beautifully frame the face. The sleek texture adds a polished look, perfect for any occasion. Ideal for medium to fine hair types, it offers a soft, romantic feel while providing good volume. However, keep in mind that maintenance can be a bit high to keep those waves defined. This is a fantastic choice for heart or oval face shapes, and the added shine enhances your overall glow. If you’re looking for a timeless yet chic style, this could be the one!

Soft Vintage Layers with Defined Curls

#18 Soft Vintage Layers with Defined Curls

This charming haircut features soft layers and defined curls, perfect for adding movement and dimension. The shoulder-length style beautifully frames the face, making it suitable for various face shapes. With a medium density and a natural wave, this cut offers a low-maintenance option that feels fresh yet timeless. While the curls add volume, they can require some styling time. Consider this hairstyle for a rejuvenated look that enhances your natural beauty!

Textured Vintage-Inspired Short Bob with Subtle Highlights

#19 Textured Vintage-Inspired Short Bob with Subtle Highlights

This textured short bob is a fantastic choice for those wanting a fresh look without sacrificing style. The subtle highlights add dimension, while the layered cut creates volume, ideal for fine hair. This haircut complements oval and heart-shaped faces beautifully, giving a youthful appearance. One thing to note: while this cut is easy to maintain, it may require regular styling to keep that perfect shape. Overall, it’s a chic option for anyone considering a change!

Luxurious Vintage-Inspired Loose Curls

#20 Luxurious Vintage-Inspired Loose Curls

This look features luxurious, vintage-inspired loose curls that create a soft, romantic effect. The hair length is medium, falling just below the shoulders, making it versatile for different face shapes. The model has fine to medium hair density, which allows for these bouncy curls without overwhelming the frame of her face. The warm undertones in her hair color enhance the vintage charm. Keep in mind, this style requires some styling effort but offers a timeless elegance perfect for those wanting a classic yet modern look.

Chic Vintage-Inspired Soft Curls with Subtle Layers

#21 Chic Vintage-Inspired Soft Curls with Subtle Layers

This delightful haircut features soft, vintage-inspired curls that fall just below the shoulders, creating a flattering frame for the face. The subtle layers add movement and body, perfect for fine to medium hair types. This cut works well for round or oval face shapes, enhancing your natural beauty. While the curls offer a youthful appearance, they require regular styling to maintain their form. If you love a classic look with a fresh twist, this haircut could be your next go-to!

Chic Vintage Curly Bob with Defined Curls

#22 Chic Vintage Curly Bob with Defined Curls

This chic vintage curly bob features defined curls that beautifully frame the face, making it an excellent choice for those with oval or heart-shaped faces. The medium length gives a youthful appearance while maintaining a classic elegance. The model’s fine to medium hair density supports these curls well, providing a bouncy look without overwhelming volume. However, keep in mind that maintaining the defined shape may require regular styling and product use. This haircut can also highlight facial features, making it a fantastic option for a fresh update!

Chic Curly Vintage Bob with Defined Texture

#23 Chic Curly Vintage Bob with Defined Texture

This chic curly bob features defined texture and lovely volume, perfect for those wanting a lively, youthful look. The hair length is just above the shoulders, making it low-maintenance yet stylish. Suitable for oval and heart face shapes, this cut works beautifully with natural curls, providing a bouncy, playful feel. One unique aspect is how the curls frame the face, enhancing the model’s features. Just keep in mind, while curls add body, they may require a bit of product to maintain definition.

Classic Vintage-Inspired Soft Curls with Defined Shape

#24 Classic Vintage-Inspired Soft Curls with Defined Shape

This charming haircut features soft, defined curls that frame the face beautifully, making it ideal for round or oval face shapes. The hair length is just above the shoulders, providing versatility while maintaining a vintage feel. This style works well on medium-density hair, enhancing its natural texture without overwhelming finer strands. While it’s a timeless choice, keep in mind that maintaining those curls requires some commitment to styling products. A great option for those wanting to embrace their natural beauty with a touch of nostalgia!

Chic Vintage Curly Bob with Defined Texture

#25 Chic Vintage Curly Bob with Defined Texture

This chic vintage curly bob features defined, bouncy curls that frame the face beautifully, perfect for softening sharp features. The length is medium, hitting just above the shoulders, which is fantastic for adding volume without overwhelming fine hair. The model’s hair type appears to be naturally curly with a medium density, giving it a lively look. While this style is youthful and energetic, it may require regular styling to maintain the curl definition. The unique touch here is the subtle layering that enhances movement and texture, making it a fabulous option for anyone looking to refresh their look!

Classic Vintage Hollywood Waves with Soft Volume

#26 Classic Vintage Hollywood Waves with Soft Volume

This classic vintage hairstyle features soft, defined waves that frame the face beautifully. It’s ideal for medium-length hair with a natural wave, offering a timeless elegance. The volume at the roots adds lift, which is perfect for enhancing facial features. While this style suits oval and heart-shaped faces, keep in mind that it requires some styling effort to maintain those curls. If you love a polished look with a touch of vintage charm, this would be a delightful choice!

Soft Vintage Waves with Rich Plum Highlights

#27 Soft Vintage Waves with Rich Plum Highlights

This beautiful hairstyle features long, cascading waves enhanced with rich plum highlights that add depth and dimension. The soft layering frames the face beautifully, making it ideal for oval or heart-shaped faces. With a medium density, this hair type holds curls well, providing a glamorous yet effortless look. While it requires regular styling to maintain the wave, the rich color can be low-maintenance, fading gracefully. Consider this stunning style if you’re ready for a youthful refresh with a touch of vintage charm!