25 Of The Most Fashionable Oldest Celeb Daughters In Hollywood

Many people would probably dress a little differently if they had unlimited funds and access to the best clothes known to man. And that could be exactly why it's so fun to see what celebrity daughters wear. Celebrity daughters are at a sartorial advantage for a number of reasons. Yes, it's the money and the access, but it's also the relationships with designers, the freedom to dress however they please, and actually having events to wear great clothing to that makes it so fun to see what these women wear.

Oldest daughters are particularly exciting to keep fashion tabs on. They seem to be focused on setting themselves apart from their famous parents, and that desire often manifests itself in their clothing. Some of these daughters have been getting dressed for audiences for decades, while others are just getting started. A group spanning ages, these are 25 of the most fashionable oldest celeb daughters in Hollywood.

Ben Stiller and Christine Taylor's oldest daughter, Ella Stiller, has joined the family business. Known for her work in "Hubie Halloween" and the third season of "The Comeback," Ella has a casual yet chic everyday style that's sweet and accessible. Even if she's wearing something that's out of most people's price range, it's nothing that can't be recreated on a smaller budget. On the red carpet, she sometimes goes a little more daring. Her 2022 Emmys dress — a black column gown with a high slit and an exaggerated neckline — is one of her best looks to date.

The daughter of Will Smith and Jada Pinkett-Smith, Willow Smith has always had a style that's entirely her own. Willow first made a splash as an artist separate from her parents when she was a preteen with her hit single "Whip My Hair." It was clear from the music video that Willow knew who she was, and that hasn't changed as she's grown. Willow is experimental with her fashion, unafraid to challenge dressing norms and bend rules to fit her vision. Whether in her art or her clothing, fans have learned to expect the unexpected from Willow.

Brook Shields' daughter Rowan Henchy is making a name for herself as a budding fashionista. Henchy joined the cast of Bravo's hit show "Next Gen NYC" in its second season, and it was clear from the jump that Henchy has her own identity apart from her mother. That identity comes through in Henchy's fashion choices, too. Whether she's donning a green power suit or a leather minidress, Henchy shines on her own. Still, it seems Henchy welcomes comparisons to her famous mother. "I love the term nepo baby. I am obsessed with the term nepo baby. I think it's genius. I will never shy away from it," she told "Today."

Nicole Richie has been fashionable for decades now. The daughter of famed singer Lionel Richie, Nicole has refined her style since her days on "The Simple Life," always marrying trends with her signature edge. Nicole has never been afraid to take risks, and that's most evident in her style. And though Nicole has had plenty of great fashion moments over the years, she's not too attached to any one look. For example, she got rid of all her iconic Juicy Couture tracksuits from the early 2000s, much to the chagrin of her daughter (and her fans).

Lily-Rose Depp hasn't been in the limelight herself for too long, but she's already made a mark in the fashion world. The daughter of acclaimed actor Johnny Depp and French singer and model Vanessa Paradis, Lily-Rose has been modeling herself since she was a teenager, and thanks to her partnership with Chanel, she's already worn morelooks by the fashion house than most celebrities do in their entire lives. Lily-Rose is sure to refine her style further as she ages, but she's already made her affinity for a minidress and a crop top known.

Frances Bean Cobain keeps a pretty low profile. The daughter of Courtney Love and the late Kurt Cobain, Frances rarely makes public appearances, and she doesn't post on social media much. She hasn't given an interview since 2015. But once a fashion icon, always a fashion icon. The times Frances has been seen, it's been clear that she has a style all her own. And she knew that at an early age. "I don't like to look sloppy. I'm a girly-girl," she once said to Teen Vogue.

Anyone who's a fan of Madonna's style is going to be a fan of her daughter Lourdes Leon's style. Leon has clearly learned a thing or two from her mother in the style department. She's unafraid to take risks, likes showing her body, and is a fan of unexpected combinations. And although Leon seems to be a fan of fashion shows, don't expect her to attend the Met Gala again anytime soon. "I'm really grateful to have been able to go. Maybe because it was my first time, but it felt crazy. ... That's not my vibe," she said of the event in Interview Magazine.

As the daughter of Lenny Kravitz and Lisa Bonet, Zoë Kravitz had no choice but to be anything but cool, especially when it comes to her style. Though, admittedly, she finds that description a little odd. "We kind of throw these words around like cool and iconic, and I'm like, 'What are we talking about?'" she said to Vogue. But she's come to accept the "cool girl" appellation. "I think in some ways it's a compliment because, you know, maybe it just means that I seem relaxed and kind of comfortable in my own skin," she said.

Apple Martin is the daughter of Chris Martin and Gwyneth Paltrow. She takes after her extremely famous parents in more ways than one. She loves music like her dad and wants to act like her mom. She's also very stylish, and she's a huge fan of the way her mom dressed when she was younger. "My mom's wardrobe from her 20s is just about my favorite thing in the entire world. It makes me emotional thinking about the things in that closet," Apple said in an interview with Vogue. Apple said she's allowed to take some pieces from her mom, but not all.

Long before Apple Martin was turning heads with her stylistic choices, her mother was doing the same. Gwyneth Paltrow is a celebrity daughter herself thanks to her famous parents Blythe Danner and Bruce Paltrow, so Gwyneth also grew up around self-assured people who knew what they liked. That rubbed off on the Oscar winner, and because of it, she's always dressed according to who she is as a person. "For the most part, I've always gravitated towards clothes that are strong and feminine and kind of classic. I'm not that flamboyant so my clothes haven't been that flamboyant," she said in Vogue.

The daughter of the late Kobe Bryant, Natalia Bryant is firmly in her own lane thanks to her affinity for fashion. Natalia signed with IMG Models when she turned 18, and she's been a regular on runways, on magazine covers, and at fashion weeks ever since. "When I'm doing red carpet events, I do like to dress up — but at the same time, I usually like to keep things monochromatic. I really like wearing all white or black. I like to keep everything very basic," Natalia told Fashionista of her style.

Kaia Gerber grew up around good clothes. Of course she's fashionable. The daughter of supermodel Cindy Crawford, Gerber has also been modeling since she was a child. As she's expanded her work to include acting, the world has gotten to see even more of her style, which is about as chic and effortless as it comes. "I would say I'm a tomboy, but I've always been very influenced by the French 'cool girls' like Jane Birkin and Françoise Hardy. I like simple, comfortable pieces — trousers, sneakers, and blazers," Gerber told W Magazine of her personal style.

Sophia Stallone, daughter of Sylvester Stallone, is an actor, model, and reality TV star. She's also very stylish, with her daily wardrobe consisting of versatile pieces that are flattering and feminine. And her interest in fashion goes beyond just getting dressed every day. "I want to be an entrepreneur and run my own fashion and makeup line. I think today it's all about digital and social media, and so being recognized is a huge asset. Like, Kylie Jenner Lip Kit is blowing up. So getting my face out there is a big part of it," Sophia told The Hollywood Reporter.

Blue Ivy Carter is still developing her style, but thanks to her parents, Beyoncé and Jay-Z, she's had great clothes to do that with. Since she was a child, Carter has been decked out in Tom Ford, Fendi, Vivienne Westwood, Off-White, and more. She's had pieces custom-made and worn off the rack, and she's transitioned from the best-dressed kid in every room to one of the best-dressed adults. In 2026, she made her Met Gala debut in a white Balenciaga gown replete with a matching jacket and sunglasses. She's officially stepped into the big leagues.

Some of the stunning Kate Hudson's most memorable fashion moments have been on screen (who can forget her iconic yellow dress from "How to Lose a Guy in 10 Days"?), but she's been just as stylish in real life. Some of her greatest looks include her Atelier Versace gown from the 2003 Oscars and her white Emilio Pucci gown from the 2010 Actor Awards. "I have such a deep appreciation for fashion. I love clothes and the experience of putting on something beautiful, seeing the love that artists — and I consider designers artists — put into everything they create," she told Vogue.

Reese Witherspoon's daughter, Ava Phillippe, looks just like her mother, and she's well dressed like her mother, too. As Phillippe's career grows, the world gets more opportunity to see her sense of style, which is feminine with an edge. Phillippe has some Western influence in her style, too. The actor was featured in an Ella Langley music video wearing a bolo tie, and in an interview with Who What Wear, she named her red cowboy boots as her favorite piece in her wardrobe. "Somehow, that's just always what I gravitate towards," she said.

Zahara Jolie doesn't do much to put herself in the spotlight. She keeps a relatively low profile, aside from the occasional red carpet appearance in support of her mother, Angelina Jolie. But Zahara's style is too good to ignore. Fans describe it as understated and relaxed. Chic and effortless work, too.

Well before Zahara Jolie was turning heads with her style, her mother, the stunning Angelina Jolie, became a fashion icon. As Angelina said in Vogue, she doesn't consider herself — or anyone else — fashionable, but she does find personal style to be important. "Because we live in our clothes, it is so much a part of who we are, and something that's important to explore," she said. Many people disagree with Angelina's assessment of herself, given evidence such as her Elie Saab gown for the 2014 Oscars, her McQueen gown for the 2025 Golden Globes, and of course, her iconic black Versace gown for the 2012 Oscars.

A celebrity daughter from one of the most iconic Hollywood families of all time, Riley Keough's sense of style appears to be influenced, at least in part, by her famous relatives. Keough, the daughter of Lisa Marie Presley and granddaughter of Elvis Presley, isn't a musician in the way her mother and grandfather were, but she's perfected the rocker-chic style. Whether she's at an awards show or the Met Gala or attending a fashion show or on a press tour, Keough effortlessly gives an edge to beautiful, feminine looks.

As the daughter of Billy Joel and Christie Brinkley, Alexa Ray Joel knows music and fashion. She's a musician herself, and she's got a style that's all her own. She loves to get dressed up, and she loves a good designer item. "I don't own sweatpants. I always walk around in kimonos and robes. I have a collection of vintage ones," she once said in an interview with The Hollywood Reporter. "My favorite pieces are hand-me-downs from my mother ... She has given me a lot of vintage Ralph Lauren and Dolce [& Gabbana]," she added.

Delilah Belle Hamlin, the daughter of Harry Hamlin and Lisa Rinna, is carving a path of her own. She works as a model, and she makes a conscious effort not to follow style trends. "I'm taking things into my own hands and I'm going to wear whatever I want. If it fits the vibe, it does, and if it doesn't, that's even cooler. Put less pressure on yourself when getting ready. Put on what you feel comfortable in and what you like," Delilah told Nylon. The model definitely has a unique sense of style.

The world is very familiar with Hailey Bieber, but her older sister, Alaia Baldwin, is a little more low-key. Though she's also a model, Alaia and Hailey's differences don't end at their levels of fame. For example, they've got very different styles. "Hailey and I have always had different style, but we would still steal some pieces from one another. I think my style is a bit more low-key, classic, and simple with some edge," Alaia once said in an interview with Allure.

Sara Foster is one of the brains behind the successful fashion brand Favorite Daughter — of course she's fashionable herself. The daughter of famed musician David Foster, Sara and her sister Erin Foster have created a brand that everyone wants to wear by creating pieces that they want to wear. "Erin and I run in incredible fashion circles, and all our friends are cool and chic — and shop at the right flea markets in Paris and get things off the runway ... We have no interest [in] being in that world, but we still want to be cool and chic and fashionable when we're with our friends," Sara told Women's Wear Daily of her brand.

Dakota Johnson is a nepo baby and a nepo grandbaby. Her famous lineage includes her mother, Melanie Griffith, and her grandmother Tippi Hedren, and she's gradually becoming just as famous as them both. She's also becoming a style icon thanks to her boho style and love for a tight silhouette. "I think the sexiest clothing items are the ones that make you feel good in your body. Feeling good in clothes changes your energy and physicality ... It's all about the way something makes me feel," she said in an interview with Elle.

No one has mastered boho chic quite like the stunning Paris Jackson. The daughter of the late Michael Jackson, Paris is a free spirit, and she dresses like it. The model and actor loves a good print, is bold with her accessories, and isn't afraid of color. And fashion has always been about more than just the clothes for Paris. As a teen, she used fashion to cope with feeling different. "I have always felt very uncomfortable in my own skin, and I've always had very unmanageable thoughts and feelings ... I was like, 'If I feel so different, I might as well actually dress like it,'" she told Fashion.