29 Times Vanessa Hudgens Didn't Play It Safe With Her Beauty Look

Photo: Jeffrey Mayer/Jeffrey Mayer.
Anyone who follows Vanessa Hudgens on Instagram knows she does her own thing. Whether traveling, going all out for Coachella, or debuting on Broadway, the actress lives life with a freewheeling spirit — and that vibe guides her beauty looks, too. A neon-pink raver wig on the red carpet? Sure. Metallic copper lipstick? Why not? Because the actress carries each wildly different style with such aplomb, they all feel organic, not contrived.

If anything, Hudgens' signature is switching it up. Going from short to long hair, curly to straight, or vampy to sweet has never looked so seamless (or fun). Ahead, see her best looks, from her High School Musical days to now — and just try not to get inspired to try something different tonight.
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Photo: Jim Spellman/WireImage.
In 2004, Vanessa Hudgens was wearing staple teenage makeup, including peachy blush, pink lip gloss, and black eyeliner.
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Photo: Stephen Shugerman/Getty Images.
In 2006, the High School Musical star goes for a curl-piled updo (that would have been perfect for prom) paired with a playful cat-eye.
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Photo: Michael Tran/FilmMagic.
Tightlined eyes and ruby-red lips give the actress a more grown-up vibe in the same year.
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Photo: John Sciulli/WireImage.
How perfect does her peachy-bronze makeup look with that dress? The pop of highlight in the center of the lids add a nice finishing touch.
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Photo: Jeffrey Mayer/Jeffrey Mayer.
This look checks all of the trend boxes for 2007: icy-blue eyeshadow; long, tousled waves; and glowy skin.
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Photo: Eamonn McCormack/Getty Images.
The actress bumps up the standard smoky-eyes-and-red-lips combo by working a little aqua-blue line into her lashline.
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Photo: Steve Granitz/WireImage.
This sleek hair look is a departure for Hudgens, who typically favors waves on the red carpet.
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Photo: Jeff Vespa/VF1/WireImage.
With the soft waves swept to the side, bedroom eyes, and just-bitten lips, Hudgens is giving us major bombshell vibes.
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Photo: Frazer Harrison/Getty Images.
This nod to ‘60s beauty — volume at the roots, Twiggy-inspired lashes, and a smoky eye done in blue — is a fresh change of pace for the increasingly edgy Hudgens.
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Photo: Stephen Lovekin/Getty Images.
And just like that, the actress switches up her look completely, thanks to smooth, side-swept bangs.
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Photo: Albert L. Ortega/Getty Images.
During this period of her career, Hudgens uses red carpet opportunities to experiment with bolder beauty looks — and this exaggerated cat-eye does the trick.
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Photo: Jon Kopaloff/FilmMagic.
This kicky crop, styled with soft volume, is the last thing we would have expected from the Spring Breakers actress in 2012 — and we love that she keeps us guessing.
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Photo: Valerie Macon/Getty Images.
Vanessa's wavy updo is playful and gorgeously face-framing.
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Photo: David Livingston/Getty Images.
You can take the girl out of the music festival, but you can’t take the festival out of the girl. How cute is Hudgens in a neon-pink wig and glittery lips?
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Photo: Steve Granitz/WireImage.
This waved ombré lob, worn here with her signature smoky eyes and nude lips, helped launch a ubiquitous hair trend.
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Photo: Steve Granitz/WireImage.
Two simple style changes — a bold, berry lip and sleek hair — switches the actress’s vibe from playful to sexy.
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Photo: Tibrina Hobson/Getty Images.
Fire-engine highlights to match electric-red lips? Yes, please.
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Photo: Bruce Glikas/FilmMagic.
With bangs, a pony, and bright red lips, Hudgens foreshadows a look fit for Grease Live!
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Photo: Dimitrios Kambouris/Getty Images.
A rare side-part, sleek hair, and strong brows signal major star power.
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Photo: Walter McBride/WireImage.
We can’t tell which we love more: the actor's braided updo or her coral lipstick, which brings out the vibrancy in her dress.
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Photo: Jason LaVeris/FilmMagic.
This copper eyeshadow has us swooning a year later.
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Photo: Steve Granitz/WireImage.
Her graphic cat-eyes, violet-tinged lipstick, and space buns make for quite the attention-grabbing look.
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Photo: Steve Granitz/WireImage.
Vanessa Hudgens or Mia Wallace?
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Photo: John Shearer/Getty Images.
We love that Hudgens is not one to play it safe. Metallic copper lips and slicked-back hair create an edgy look that pays off.
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Photo: John Shearer/Getty Images.
Finger waves, smoky eyes, and nude lips? That’s how you do a Vanity Fair Oscar party.
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Photo: Jason LaVeris/FilmMagic.
Hudgens goes back to her beauty roots, with long hair worn in curls, eyes dressed up with a pop of blue, and her trademark nude lips.
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Photo: Gregg DeGuire/WireImage.
How dope are those space buns and the '90s child curly tendrils?
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Photo: Jon Kopaloff/FilmMagic.
Flower-adorned halo braids and ruddy shadow make for a perfect spring look.
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Photo: David Crotty/Patrick McMullan/ Getty Images
This topknot has an unexpected addition: a braid that runs up the center back.
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