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Kylie Jenner’s Best Bikini Moments Through the Years

The brand mogul definitely has a signature style when it comes to standout swimsuits.
Bailey Colon|
Kylie Jenner
Kylie Jenner | Kevin Mazur/Getty Images/Victoria's Secret

Kylie Jenner never fails to turn heads. After all, the reality star and mother of two has a bold, commanding style that matches her powerhouse persona.

Deemed the youngest self-made billionaire by Forbes at just 21 years old, Jenner has built an empire in multiple industries. She began her business endeavors as a makeup mogul with Kylie Cosmetics in 2016, which has since branched into skincare and fragrances. She then stepped into fashion with her brand Khy and developed her first beverage—a vodka soda called Sprinter—while working on partnerships with Balmain, Calvin Klein and more, per Warrior Network Agency.

Kylie Jenner’s best bikini, swimsuit and seaside style moments

Today we’re diving into a side of Jenner’s fashion that hits particularly close to home here at SI Swimsuit: her seaside ensembles! Take a look at just a few of our favorites from over the years.

Taking a classic mirror selfie in a sleek camo swimsuit

Styling a sultry snakeskin print for the pool

Stealing the show in a graphic string bikini

Sunbathing in studded shorts on the shore

Making a grand entrance in a cherry red ‘fit

Taking a dip in a golden metallic two-piece

Switching up her signature style in a blue patterned monokini

Making a magenta moment in Turks and Caicos

Relaxing with her sister on a sun-drenched getaway

Spotlighting a lacy look during a new era for Khy

Jenner’s Khy x Frankies Bikinis collab

Jenner’s apparel label took the fashion world by storm following its October 2023 debut. She made waves again in summer 2025 when the label launched its first swimwear partnership, teaming up with bikini mogul Frankies Bikinis for a new luxe line. The brands collaborated again in summer 2026, reviving the popular lineup with even more on-trend options.

The collection includes a mix of patterned, metallic and other unique bikinis, with mini dresses, swim skirts and short-sleeved cardigans rounding out the partnership’s dazzling drops.

“When it came to [Khy’s] first swim collaboration, teaming up with Francesca and Frankies Bikinis felt like the perfect fit,” Jenner told ELLE on the collection’s initial release. She also gave the publication insight into the line’s creation, revealing, “Francesca and I were inspired by the classic elegance of vintage lingerie and the confident vibe of bombshell swimwear.”

What’s in the works for Jenner: upcoming projects

Jenner continues to grow her brands and make a name for herself across the fashion, beauty and beverage industries. Plus, Season 8 of The Kardashians premiered on Hulu and Disney+ on Thursday, Oct. 8, keeping the reality TV star busy during fall 2026.

And on Sunday, Oct. 18, Jenner made headlines at the 2026 Victoria’s Secret Fashion Show, where the mogul surprised the audience—including longtime boyfriend Timothée Chalamet—by walking the runway in the iconic $50 million Fantasy Bra. The moment quickly went viral online, as the diamond-encrusted top was last seen on the catwalk in 2018 before the brand’s 2019 hiatus, making Jenner’s catwalk-ready look a luxe comeback to remember.

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Bailey Colon
BAILEY COLON

Bailey Colón is a writer on the Breaking and Trending News team for SI Swimsuit. Before joining SI Swimsuit, Colón worked at the National Basketball Association where she served as a founding member of the ‘Starting 5’ newsletter and led editorial operations for the NBA App and dotcom. Colón is particularly passionate about the impact of athletics on popular culture, fashion and media. The New England native has a bachelor’s degree from Marist College in journalism and political science.

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