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Kapoor was initially scheduled to make her debut in Rakesh Roshan's Kaho Naa... Pyaar Hai (2000), opposite the director's son Hrithik Roshan Several days into the filming, however, she abandoned the project and later explained that, "it was probably destined that I was not to be in the film. After all, it was a launch for his son. The whole focus was on the boy. Now I am glad I did not do the movie.

She made her debut later that year in J.P. Dutta's war drama Refugee, alongside Abhishek Bachchan. Set during the Indo-Pakistani war of 1971, the film centers on a man known simply as "Refugee", who illegally transports civilians back and forth across the Indo-Pakistani border. Kapoor portrayed Naaz, a Bangladeshi girl who falls in love with Refugee while illegally migrating to Pakistan with her family. Her performance was acclaimed by critics; Taran Adarsh of Bollywood Hungama wrote that Kapoor "has a magnetic personality, which will make the viewer fall in love with her instantly. What surprises you is the ease with which she emotes the most difficult of scenes There is no denying the fact that she is a natural performer who is very camera friendly.On the experience of making her first film, she described it as "...tough also a great learning experience Refugee became the fifth highest-grossing film in India in 2000 and Kapoor's performance earned her the Filmfare Award for Best Female Debut

In 2001, Kapoor appeared opposite Tusshar Kapoor in the romantic drama Mujhe Kucch Kehna Hai, which became one of the highest earners of the year. A review in The Hindu, in regards to her performance, noted that she was "definitely the actress to watch out for, if her debut with Abhishek in Refugee and now Mujhe Kucch Kehna Hai are any indication [Kareena shines

throughout the flick, with the grace of a seasoned sizzler already. She next starred in Subhash Ghai's family drama Yaadein alongside Jackie Shroff and Hrithik Roshan. The drama centers on the character of Raj Singh Puri, a middle-class man, and his daughters' marriages. Kapoor played the part of the youngest daughter and Roshan's love interest, Isha Singh Puri. The film was met with negative reactions from reviewers and garnered poor box office returns. Kapoor then appeared in the Abbas-Mustan thriller Ajnabee. The feature was adapted from the 1992 American thriller film Consenting Adults, and was a moderate box office success in India