Kimberly Guilfoyle's Hair Transformation Over The Years Is A Sight To See

If you've followed Kimberly Guilfoyle's career from her three-year marriage to Gavin Newsom to her being sworn in as U.S. Ambassador to Greece, you'll probably already know Guilfoyle's transformation over the years is a sight to see. What you may not realize though is that, alongside Guilfoyle's face changes, she's had quite the hair journey too. That makes sense given the poignant career advice she shared with Cosmopolitan in 2014. "The one message I always send to young people is: Don't be afraid to try different things to see what feels right and what's a good fit," she said.

That guidance can easily be adapted to her mane evolution, because this TV-star-turned-political-figure hasn't been afraid to ask for something new when she visits the salon. Though the outspoken ex-fiancée of Donald Trump Jr. may not have strayed too far from her signature brunette hue, she's tried everything from perms (really) and sleek lobs to super long extensions. We're looking back at her glam hair transformation, which is more up-and-down than her relationship with Fox News.

hair looked drastically different , Kimberly Guilfoyle's hair looked drastically different than at the peak of her fame in the 2020s. She was clearly abiding by one of the decade's biggest hair trends by sporting a statement-making, shoulder-length perm with serious volume. Plenty of backcombing must have gone into achieving her dramatic, gravity-defying look, and she completed the 'do with slight, wispy, side-bangs.

Long gone was Kimberly Guilfoyle's perm when she found fame in the early 2000s. At the time, she walked the red carpet in 2004 with a much sleeker hairstyle, as her deep brunette tresses were straight with flattering, face-framing layers. The star parted her mane in the middle and slightly curled the front part inward, while the back and sides of her locks rested on her shoulders. Compared to the signature XL extension-filled look she'd go on to forge, this style was pretty short for the staunch Republican. 

The following year, Kimberly Guilfoyle adopted an even sleeker, more sophisticated style. She cut a few inches off her 2004 'do to create a sleek lob that skimmed her shoulders. The style had a lot of volume around her crown and added dimension via caramel highlights, which made her tresses look super glossy. The cut may have been a reflection of her TV gigs at the time, as she was then a regular on CNN and other news networks.

In late 2010, Kimberly Guilfoyle's hair looked more familiar. She'd seemingly started wearing extensions, as her strands were super long and expertly curled with plenty of volume. She has also removed the highlights we saw a few years earlier, but still managed to keep some dimension on the ends her all-over dark brunette. This look gave us model and pageant vibes, harking back to her days as a Victoria's Secret catalog model.

Kimberly Guilfoyle's hair was slightly shorter by 2011, but what she lost in length, she made up for in volume. Now a co-star of Fox New's "The Five," her glossy, dark bombshell 'do matched her heightened celebrity status. She tried a new part style, shifting it from her from the right side to a slightly off-center look that flattered her oval face shape. The all one-tone color wasn't her most complimentary look though, as it washed her out.

In 2012, Kimberly Guilfoyle seemed ready to embrace highlights again. She significantly lightened her locks, which were several inches longer than the year prior, by adding toffee strands throughout. She left a little space between her scalp and highlights though, which made her lighter strands appear more lived-in for a softer effect. Guilfoyle also started wearing what would become her signature styling technique, swapping the well-defined curls we'd seen a few years earlier for looser waves.

You could argue Kimberly Guilfoyle was ahead of the curve when she stepped out in 2016 wearing one of 2025's hottest bang trends: curtain bangs. She'd also taken her highlights to the next level, as they were slightly lighter and chunkier for a more dramatic effect. The beauty was clearly wearing extensions, as the texture of her multi-tone, lower locks was slightly thicker and shinier than her roots.

Back in 2017, then-Fox News star Kimberly Guilfoyle's tresses stretched almost as far as her waist (with the help of some glossy extensions). At the time, she embraced a subtle version of the balayage trend that was trendy at the time, as her roots were a darker brown than the caramel-leaning ends. Guilfoyle also swapped curtain bangs for dramatic side part, which drew attention to her piercing eyes.

Kimberly Guilfoyle's signature look came out in full force in 2019. The star's long mane was styled into glamorous, loose waves with a center part, which was one of the year's hottest hair trends. She also debuted a totally new hair color, with her locks dyed a warm, chestnut brown that flattered her warm skin tone. Not only did it emphasize her tan, it demonstrated a fun way to evolve one's mane without making a seriously dramatic change.

Once Kimberly Guilfoyle found her trademark long, wavy hair look, she didn't deviate from it much when she navigated life as the partner of Donald Trump Jr. and host of "The Kimberly Guilfoyle Show." However, in during a public appearance in 2025, she showed she had experimenting with color. At one event, her extension-aided mane appeared to be a cooler brunette shade compared to the one she wore previously. Once again, her roots were darker than the ends, and it seems she styled her statement-making curtain bangs to look more obvious, which emphasized the color difference.