Hailey Bieber’s Sexiest Looks of All-Time: Photos – Hollywood Life

Hailey Bieber’s Sexiest Photos: The Model’s Hottest Looks for Her 27th Birthday

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November 22, 2023 9:02AM EST
hailey bieber
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Hailey Baldwin is a true trendsetter. Celebrate her 27th birthday with a look back at some of her hottest photos ever!

Hailey Bieber (nèe Baldwin) really is one of the fashion world’s favorites. The blonde beauty is an American model, the daughter of actor Stephen Baldwin, and the niece of Alec Baldwin. Hailey started out her modeling career as a teen, befriending A-listers Kendall Jenner and Gigi Hadid. In July 2022, she moved on to the beauty business with her Rhode skincare line. And it seems like ladies are willing to take any style tip from Hailey, be it manicure colors or the latest lip gloss.

Hailey is also known for her relationship with husband Justin Bieber. They briefly dated at the beginning of 2016, but their romance fizzled out not long after. But after reconnecting in June 2018, things happened fast.

A month after reuniting, Justin proposed to Hailey on July 7, 2018, while on a trip to the Bahamas. They went to an NYC Marriage Bureau on Sept. 13 of that year and secretly tied the knot. It wasn’t until a year later that they celebrated with their friends and loved ones at a real wedding in South Carolina. So sweet.

Ready for more Hailey? See her very best outfits right here.

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Hailey Bieber at Paris Fashion Week

Hailey Bieber at Paris Fashion Week
Laurent VU/SIPA/Shutterstock

Hailey Bieber looked stunning in this backless black dress at the Saint Laurent Spring Summer 2024 show during Paris Fashion Week on September 26, 2023.

November 22, 2023, 8:57AM
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Hailey Bieber Attending Rhode Skin Party

Hailey Bieber Attending Rhode Skin Party
Ulices Ramales / BACKGRID

Hailey Bieber heads to the one year anniversary party for her Rhode Skin line on June 15, 2023. She wore a straples pink mini dress with embellished detailing for the occasion.

June 16, 2023, 10:03AM
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Hailey Bieber in Strapless Silver Dress

Hailey Bieber in Strapless Silver Dress
Click News and Media / BACKGRID

Hailey Bieber enjoys a night out in London with her husband Justin Bieber. She sparkled in silver with matching heels for the night out.

May 17, 2023, 10:18PM
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Hailey Bieber at Tiffany Store Opening

Hailey Bieber at Tiffany Store Opening
Matt Baron/BEI/Shutterstock

Hailey Bieber attends the opening of the Tiffany Flagship store in NYC on April 27, 2023. She stunned in a glamorous black dress and Tiffany diamonds.

April 27, 2023, 10:18PM
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Hailey Bieber in a jacket and jeans

Hailey Bieber in a jacket and jeans
ShotbyNYP / BACKGRID

Hailey Bieber steps out for dinner with good friend Kendall Jenner at Nobu in Malibu. She wore a black leather jacket over a white crop top and jeans. 

February 22, 2023, 12:13PM
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Hailey Bieber looks stunning in all black for Lori Harvey’s 26th birthday

Hailey Bieber looks stunning in all black for Lori Harvey’s 26th birthday
HEDO / BACKGRID

Hailey Bieber looks stunning in all black as she’s seen arriving at the Fleur Room Lounge to celebrate her friend Lori Harvey’s 26th birthday party in West Hollywood, CA. She also wore flattering makeup.

January 14, 2023, 10:18AM
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Hailey Bieber parties the night away during Art Basel weekend

Hailey Bieber parties the night away during Art Basel weekend
VAEM / BACKGRID

Hailey Bieber stuns as she parties the night away with friends during Art Basel weekend in Miami, FL. The model cut a very chic figure in a metallic green dress and strappy heels with a green handbag and accessorized with stacked bracelets and a large chain link necklace.

December 3, 2022, 2:47PM
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Hailey Bieber in L.A.

Hailey Bieber in L.A.
Bellocqimages/Bauergriffin.com /

Hailey Bieber was effortlessly chic while in Los Angeles on Nov. 10, 2022. She wore a black and yellow motorcycle jacket with rubber boots and a Balenciaga hoodie. Matching the details in her look, she carried a little yellow purse. Her hair was long and a golden, brunette hue.

November 22, 2022, 10:06AM
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Justin & Hailey Bieber Brave the Rain

Justin & Hailey Bieber Brave the Rain
TheCelebrityFinder / SplashNews.

Justin Bieber and wife Hailey brave the L.A. rain-wearing cozy layers. They fetched some food at the luxury health food shop Erewhon, where Hailey has a signature smoothie that costs nearly $20.

November 22, 2022, 10:06AM
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Hailey Bieber in New York City

Hailey Bieber in New York City
Nancy Rivera / SplashNews.com

Hailey Bieber was radiant while in New York City, She wore a longsleeved black dress with a gathered, diagonal detail.

November 22, 2022, 10:06AM
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Hailey Baldwin at a Tiffany & Co event

Hailey Baldwin at a Tiffany & Co event
BACKGRID

Hailey Bieber wore a completely see-through black YSL maxi dress that showed off her lingerie beneath. She styled it with a pair of black strappy Femme Donatella Mules at a Tiffany & Co. Lock event party in LA. Epic!

October 27, 2022, 9:22AM
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Hailey Bieber for WARDROBE.NYC

Hailey Bieber for WARDROBE.NYC
Courtesy of WARDROBE.NYC/MEGA

Hailey Bieber looked fabulous in a baggy black blazer, mini dress & chunky black leather combat boots for her new clothing collaboration with WARDROBE.NYC. Amazing!

September 21, 2022, 9:43AM
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Hailey Bieber for WARDROBE.NYC

Hailey Bieber for WARDROBE.NYC
Courtesy of WARDROBE.NYC/MEGA

Hailey Bieber modeled new clothes from her collaboration with WARDROBE.NYC, including this black crop top, high-waisted baggy black pants & an oversized blazer on top. She looked incredible.

September 21, 2022, 9:43AM
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Hailey Bieber for WARDROBE.NYC

Hailey Bieber for WARDROBE.NYC
Courtesy of WARDROBE.NYC/MEGA

Hailey Bieber went topless with a pair of skintight, high-waisted black leggings with slits on the ankles styled with a pair of pointed-toe black pumps for her new clothing collaboration with WARDROBE.NYC. It was memorable.

September 21, 2022, 9:42AM
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Selena Gomez & Hailey Bieber at Academy Museum Gala

Selena Gomez & Hailey Bieber at Academy Museum Gala
Tyrell Hampton

Selena Gomez and Hailey Bieber pose for a photo together while attending the Academuy Museum Gala on Oct. 15, 2022. The unlikely reunion between Justin Bieber’s wife and ex came after Hailey spoke about Selena for the first time on the Call Her Daddy podcast.

October 16, 2022, 7:05PM
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Hailey Bieber’s Victoria’s Secret Campaign

Hailey Bieber’s Victoria’s Secret Campaign
Courtesy Victoria's Secret/MEGA

Hailey Bieber looked fabulous in the new Victoria’s Secret T-Shirt Bra Collection 2022 campaign when she rocked this white push-up bra with high-waisted white, lace panties and chunky, high white socks. She looked confident. 

July 15, 2022, 10:26AM
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Haliey Baldwin at the 2021 Met Gala

Haliey Baldwin at the 2021 Met Gala
Matt Baron/Shutterstock

Haliey Baldwin arrives on the red carpet at the 2021 Met Gala. She wore a super sexy, strapless black dress with low-cut, plunging neckline.

November 22, 2021, 1:19PM
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Haliey Baldwin at the 2020 Vanity Fair Oscar Party

Haliey Baldwin at the 2020 Vanity Fair Oscar Party
Xavier Collin/Image Press Agency

Haliey Baldwin is sexy in sheer at the 2020 Vanity Fair Oscar Party. She wore a see-through dress with a thigh-high slit, and paired the look with black heels.

November 22, 2021, 1:19PM
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Haliey Baldwin at Paris Fashion Week in 2020

Haliey Baldwin at Paris Fashion Week in 2020
Laurent Vu/SIPA/Shutterstock

Haliey Baldwin attends the Saint Laurent show at Paris Fashion Week in Feb. 2020. She wore a little black dress with a halter neckline and midsection cutout.

November 22, 2021, 1:19PM
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Haliey Baldwin Out in Paris

Haliey Baldwin Out in Paris
Beretta/Sims/Shutterstock

Haliey Baldwin steps out in Paris during fashion week in winter 2020. She wore an all purple outfit, including thigh-high boots that were visible under her high-slit skirt.

November 22, 2021, 1:19PM
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Haliey Baldwin at the 2020 Golden Globes Party

Haliey Baldwin at the 2020 Golden Globes Party
Tammie Arroyo/AFF-USA.com / MEGA

Haliey Baldwin walks the red carpet at the Golden Globes after-party in Jan. 2020. She wore a plunging, sequined blazer dress with a belt across the middle. Her look was complete with pointy-toed heels.

November 22, 2021, 1:23PM
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Hailey Baldwin in a Yellow Swimsuit

Hailey Baldwin in a Yellow Swimsuit
VEM / BACKGRID

Hailey Baldwin looks phenomenal as she poses on Miami Beach with a kayak paddle. The model rocked a unique yellow one piece for the shoot, which featured short sleeves and a high neckline.

November 27, 2019, 5:33PM
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Hailey Baldwin in a Plunging Striped Dress

Hailey Baldwin in a Plunging Striped Dress
Matt Baron/Shutterstock

Hailey Baldwin rocked a sexy long-sleeve red & white striped sequin mini dress with an insanely plunging V-neckline at the Saint Laurent Men’s Spring Summer 2020 show in Los Angeles on June 6. Wow!

June 7, 2019, 9:42AM
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Hailey Baldwin in a Bikini Top & Pants

Hailey Baldwin in a Bikini Top & Pants
ROXY/ / SplashNews.com

Hailey Baldwin flaunts her toned abs & stars in the new ROXY campaign for the Sister capsule collection. She wore a bikini top and low-waisted pants on the beach.

March 22, 2019, 9:53AM
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Hailey Baldwin in a Bikini

Hailey Baldwin in a Bikini
ROXY/ / SplashNews.com

The ROXY Sister collection was inspired by the bond between two women: ROXY surfer, Kelia Moniz and model, Hailey Bieber. Hailey put her bikini bod on display for a shoot for the brand.

March 22, 2019, 9:53AM
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Hailey Baldwin Rocking a Skimpy Bikini

Hailey Baldwin Rocking a Skimpy Bikini
ROXY/ / SplashNews.com

Best friends, Hailey and Kelia, posed in swimsuits for the photoshoot in Hawaii, which was shot by Kelia’s husband and Hailey’s friend, Joe Termini. Hailey looked amazing in her two-piece on the beach

 

March 22, 2019, 9:53AM
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Hailey Baldwin in a Silver Outfit

Hailey Baldwin in a Silver Outfit
Broadimage/REX/Shutterstock

Hailey Baldwin attends the PrettyLittleThing x Hailey Baldwin launch event in Los Angeles, California. She wore a plunging silver blazer with matching pants for the carpet.

November 14, 2018, 1:18PM
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Hailey Baldwin at the ‘Girls of the Sun’ Premiere

Hailey Baldwin at the ‘Girls of the Sun’ Premiere
Joel C Ryan/Invision/AP/REX/Shut

Model Hailey Baldwin poses for photographers upon arrival at the premiere of the film ‘Girls of The Sun.’ She wore her hair in a top knot and shoewd off her amazing figure in a strapless dress.

November 14, 2018, 1:18PM
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Hailey Baldwin & Shawn Mendes

Hailey Baldwin & Shawn Mendes
Evan Agostini/Invision/AP/REX/Sh

Shawn Mendes, left, and Hailey Baldwin attend The Metropolitan Museum of Art’s Costume Institute benefit gala celebrating the opening of the Heavenly Bodies. The pair were rumored to be dating at the time.

November 14, 2018, 1:18PM
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Hailey Baldwin at the iHeartRadio Awards

Hailey Baldwin at the iHeartRadio Awards
Sansho Scott/BFA/REX/Shutterstoc

Hailey Baldwin arrives to the 2018 iHeart Radio Music Awards. She looked absolutely incredible in her plugning, fringe jumpsuit, which showed off her model figure.

November 14, 2018, 1:18PM
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Hailey Baldwin at the Vanity Fair Oscars Party

Hailey Baldwin at the Vanity Fair Oscars Party
Evan Agostini/Invision/AP/REX/Sh

Hailey Baldwin arrives at the 2018 Vanity Fair Oscar Party. She wowed on the red carpet in a slinky dress with thigh-high leg slit.

November 14, 2018, 1:18PM
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Hailey Baldwin for Adidas

Hailey Baldwin for Adidas
Kelly Taub/BFA/REX/Shutterstock

Hailey Baldwin rocks Adidas Originals in a photo shoot. She wore a skintight tracksuit and sweats, pairing the athletic look with red lipstick.

November 14, 2018, 1:18PM
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Hailey Baldwin at the British Fashion Awards

Hailey Baldwin at the British Fashion Awards
NEIL HALL/EPA-EFE/REX/Shuttersto

Hailey Baldwin attends the British Fashion Awards. She showed some major leg in a little black dress, while also opting for dramatic eye makeup, on the red carpet.

November 14, 2018, 1:18PM
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Hailey Baldwin at the Julien McDonald Show

Hailey Baldwin at the Julien McDonald Show
WWD/REX/Shutterstock

Hailey Baldwin slays on the catwalk at the 2017 Julien Macdonald show. She wore a black dress with major cutouts and dramatic eyeliner for the show.

November 14, 2018, 1:18PM
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Hailey Baldwin at a Tom Ford Party

Hailey Baldwin at a Tom Ford Party
David X Prutting/BFA/REX/Shutter

Hailey Baldwin attends the Tom Ford runway show after-party during Fashion Week. She looked sexy in a slip dress, but kept it super chic and cool by pairing it with sneakers.

November 14, 2018, 1:18PM
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Hailey Baldwin at the MTV VMAs

Hailey Baldwin at the MTV VMAs
John Salangsang/BFA/REX/Shutters

Hailey Baldwin arrives to the 2017 MTV Video Music Awards. She looked beyond fierce in a sheer, see-through jumpsuit on the red carpet.

November 14, 2018, 1:18PM
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Hailey Baldwin in a White Bikini

Hailey Baldwin in a White Bikini
Broadimage/REX/Shutterstock

Hailey Baldwin hits the beach in Miami. She showed off her toned abs in a skimpy white bikini while getting wet and wild in the ocean.

November 14, 2018, 1:18PM
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Hailey Baldwin at the amFAR Gala

Hailey Baldwin at the amFAR Gala
Michael Buckner/Variety/REX/Shut

Hailey Baldwin attends amfAR’s 24th Cinema Against AIDS Gala. She looked stunning in a strapless gown, which featured a leg slit and dramatic belted design.

November 14, 2018, 1:18PM
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Hailey Baldwin at the De Grisogono Party

Hailey Baldwin at the De Grisogono Party
Swan Gallet/WWD/REX/Shutterstock

Hailey Baldwin attends a De Grisogono Party in France. She put major cleavage on display at the event in an eye-popping dress.

November 14, 2018, 1:18PM
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Hailey Baldwin at the Met Gala

Hailey Baldwin at the Met Gala
Kevin Tachman/Vogue/REX/Shutters

Hailey Baldwin arrives to the Met Gala in a dramatic, high-waisted skirt and skimpy cop top. She also wore a beaded veil over her eyes.

November 14, 2018, 1:18PM
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Hailey Baldwin at Paris Fashion Week

Hailey Baldwin at Paris Fashion Week
Beretta/Sims/REX/Shutterstock

Hailey Baldwin attends a Vogue Dinner for Paris Fashion Week in 2017. She rocked a strapless, little black dress, which featured sheer cutouts, and covered it up with an oversized jacket.

November 14, 2018, 1:18PM
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Hailey Baldwin on the Runway

Hailey Baldwin on the Runway
Jonathan Hordle/REX/Shutterstock

Hailey Baldwin hits the catwalk at the 2017 Julien MacDonald show. She wore an open blazer with dramatic sleeve detailing and paired it with matching, high waisted shorts.

November 14, 2018, 1:18PM
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Hailey Baldwin Backstage

Hailey Baldwin Backstage
REX/Shutterstock

Hailey Baldwin poses backstage at the 2017 Julien Macdonald show. She showed off her gorgeous figure in a fringe ensemble, which featured a sexy back cutout.

November 14, 2018, 1:18PM
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Hailey Baldwin at the 2016 VMAS

Hailey Baldwin at the 2016 VMAS
David X Prutting/BFA/REX/Shutter

Hailey Baldwin looks fierce at the 2016 MTV Video Music Awards. She wore a black jumpsuit and styled her short hair in loose waves.

November 14, 2018, 1:18PM
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Hailey Baldwin in Balmain

Hailey Baldwin in Balmain
Benjamin Lozovsky/BFA/REX/Shutte

Hailey Badlwin wears a Balmain dress while posing for photos. She paired the dress with thigh-high boots and wore her hair in an updo.

November 14, 2018, 1:18PM
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Hailey Baldwin at the BBMAs

Hailey Baldwin at the BBMAs
Jordan Strauss/Invision/AP/REX/S

Hailey Baldwin arrives at the Billboard Music Awards at the MGM Grand Garden Arena in Las Vegas. She rocked a gorgeous gown that oozed sex appeal thanks to a plunging neckline.

November 14, 2018, 1:20PM
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Hailey Baldwin at the ‘Ismael’s Ghosts’ Premiere

Hailey Baldwin at the ‘Ismael’s Ghosts’ Premiere
David Fisher/REX/Shutterstock

Hailey Baldwin attends the ‘Ismael’s Ghosts’ premiere and opening ceremony at Cannes. She wore a gorgeous blue dress that accentuated her amazing figure.

November 14, 2018, 1:20PM
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