In 2007, Jenner, along with her parents and siblings, Kendall, Kourtney, Kim, Khloé, and Rob, began appearing in the reality televisionseries Keeping Up with the Kardashians, which chronicles the personal and professional lives of their family members. The series was successful for its network, E!, and has resulted in the creation of numerous spin-offs including Kourtney and Kim Take Miami, Khloé & Lamar, Kourtney and Kim Take New York, and Kourtney and Khloé Take The Hamptons, in which Jenner has made multiple guest appearances.
The sisters hosted Glee: The 3D Concert Movie at the Regency Village Theater in Westwood, California in August 2011, In 2011, they were featured in Seventeen magazine's Style Stars of the Year, and selected them as "Style Ambassadors" for the magazine. The two hosted the premiere of The Vow in Hollywood in February 2012. The Jenners also interviewed the cast of The Hunger Games premiere in the at The Nokia Theatre in Los Angeles in March 2012. Later in 2012, she starred alongside her sister Kendall and mother Kris Jenner in an episode of American reality television series America's Next Top Model.
Jenner has two nail lacquers from the Nicole by OPI nail polish brand called Wear Something Spar-kylie and Rainbow in the S-kylie. Kendall and Kylie earned $100,000 each for their OPI endorsements in 2013. On November 15, 2013, the Jenner sisters announced that they would launch The Kendall & Kylie Collection with PacSun which launched on February 2013. Since its conception, the sisters have released several collections for this line. In July 2013, the Jenner sisters launched a jewelry line with Pascal Mouawad's Glamhouse to create the Metal Haven by Kendall & Kylie jewelery collection.
Jenner set up an eBay account where she auctions old clothing to raise money for the Children's Hospital Los Angeles. Jenner joined her family in a charity yard sale on November 10, 2013. Proceeds from the sale were donation-matched and sent to Share Our Strength: No Kid Hungry and the Greater Los Angeles Fisher House Foundation. She joined Khloé, Kendall, Lil Twist, and The Game at PINZ bowling alley in Studio City, California for a charity bowling game on January 19, 2014. The event was held to raise money for The Robin Hood Foundation, a nonprofit for which The Game pledged to raise $1 million in donations. The Jenner sisters participated in singer Chris Brown's two Kick'n It For Charity Celebrity Kickball games in Glendale, California on July 19, 2014. and on August 16, 2014. At the first game, she competed on actor/singer Quincy Brown's team. Jenner donated to the Lesbian Gay Bisexual Transgender community.
In February 2014, she and Kendall launched a shoe and handbag line for Steve Madden's Madden Girl line. The Jenner sisters co-hosted the 2014 Much Music Video Awards, where Kylie made her acting debut in a promo for the show in Toronto, Ontario, Canada, in June 2014. In August 2014, the Jenner sisters appeared in singer PartyNextDoor's "Recognize" music video. Jenner and her sister Kendall co-authored the dystopian science fiction novel Rebels: City of Indra: The Story of Lex and Livia, which revolved around two twin girls, Lex and Livia, in a "self-sustaining biosphere" put together from the remains of Earth known as Indra.
The novel was criticized upon release as a ghostwritten work, which prompted its ghostwriter Maya Sloan to reveal that while the Jenner sisters wrote a two-page outline for what they wanted the novel to be like, Sloan was truly responsible for the writing of the book. However, the Jenners' creative director, Elizabeth Killmond-Roman, clarified that the two had numerous Skype and FaceTime calls with Sloan to discuss the content of the novel. The novel was mostly panned by critics, and sold only 13,000 copies in its first four months on sale. The book was also given a sequel, Time of the Twins, which was also co-authored by the Jenner sisters. Jenner launched a line of hair extensions through a partnership with Bellami Hair, called Kylie Hair Kouture, in October 2014.
Jenner became skincare brand Nip + Fab's second-ever ambassador in March 2015.
The Jenner sisters were booed while introducing brother-in-law Kanye West's performance at the Billboard Music Awards in May 2015. In May 2015, an episode of Keeping Up with the Kardashians premiered in which Jenner admitted to getting a lip augmentation. Her enhanced lips from lip fillers created speculation and gained her publicity. Prior to the episode's debut, Jenner stated that she merely used lip liner and over lined her lips. As a result, the practice of suctioning one's lips into a small glass in order to induce greater blood flow to swell the lips was called the "Kylie Jenner Challenge" (though there was no indication that Jenner herself employed this method).
Jenner responded to this by stating, "I'm not here to try & encourage people/young girls to look like me or to think this is the way they should look." In June 2015, the Jenner sisters launched their clothing line Kendall + Kylie with British fashion retailer Topshop. This Topshop clothing line also featured swimsuits. In August 2015, Jenner announced that she would be launching her first lipstick line as a part of her self-titled lip kit under the name Kylie Cosmetics. In September 2015, Jenner launched her new personalized website and mobile app. In October 2015, Jenner starred in Tyga's music video for his song "Dope'd Up".
Jenner released a three-minute-long promotional video for a series of lip glosses in March 2016, directed by Colin Tilley and starring fellow models Karin Jinsui, Mara Teigen, and Jasmine Sanders. The song in the video was revealed to be "Three Strikes" by Terror Jr, a band created on the same day as the release of the video; however, the lead singer, whose true identity remains unknown and who goes by the alias "Lisa", was heavily speculated to be Jenner herself.
However, Jenner subsequently denied any involvement with the band. In May 2016, she made her musical debut rapping on producer Burberry Perry's song "Beautiful Day", with Lil Yachty, model Jordyn Woods, and Justine Skye A man named Marvin Magallanes made multiple attempts to crash his car through the gates of the gated community where Jenner was living in June 2016. Magallanes subsequently confessed to the murder of a homeless man in Anaheim in May 2017. In fall of 2016, Jenner was announced to be the new face of PUMA along with Rae Sremmurd. In April 2017, she made a surprise appearance at the Rio Americano High School prom in Sacramento alongside junior Albert Ochoa after hearing that his date had turned him down.
In June 2017, Jenner announced two new cosmetics sets in collaboration with her sister Khloe Kardashian and the Kylie Cosmetics KoKo collection. Later that month, Jenner was accused of stealing designs for a series of camouflage items released on her online store from independent design label PluggedNYC, whose creative director supported the claims. Later that June, Jenner was placed at number 59 on the Forbes Celebrity 100, which calculates the 100 highest-paid celebrities of the previous 12 months, after earning approximately US$41,000,000, making her the youngest person on the list at 19 years old. Jenner collaborated with Melbourne-based sunglasses brand Quay Australia ] to release a line of sunglasses, Quay x Kylie.
Jenner stars in a reality show revolving around her life, Life of Kylie, which premiered in August 2017. The reality show drew half the viewers that brother Rob Kardashian’s reality series Rob & Chyna did on its debut.
According to Forbes magazine her makeup empire is worth $900 million. She was titled as "Youngest Ever Self-made Billionaire" in August 2018 issue of Forbes. This title has resulted in much controversy particularly over the phrase ‘self-made’ as many have argued that Jenner, having been born into a wealthy family, didn’t constitute as ‘self-made’.
In September 2017, it was reported that Jenner was expecting her first child with rapper Travis Scott. On February 4, 2018, she confirmed her pregnancy and announced that she had given birth to a daughter on February 1. On February 6, 2018, she announced via Instagram that she had named her daughter Stormi Webster.