After the success of Chandranudikkunna Dikhil, Kavya Madhvan and Dileep became a popular pairing in Malayalam cinema, and they worked together in 18 movies. Some of their movies are Thenkasipattanam (2000), Darling Darling (2000), Meesa Madhavan (2002) which was one of biggest grosser of the year and was directed by Lal Jose, Mizhi Randilum (2003) in which she played a double role, Sadanandante Samayam (2003), Thilakkam (2003) directed by Jayaraj, Runway (2004) directed by Joshiy, Kochi Rajavu (2005), Lion (2006) again directed by Joshiy, Chakkara Muthu (2006), Inspector Garud (2007), Paappi Appacha (2010), Vellaripravinte Changathi (2011) and Pinneyum (2016). Most of their movies were in the romantic comedy genre.She also acted in films with Mammootty and Mohanlal, and in movies with several stars, such as Ee Pattanathil Bhootham, Christian Brothers and China Town.
She got critical acclaim for her performance of the role of Ganga in Perumazhakkalam for which she won the 2004 Kerala State Film Award for Best Actress and for the role of Ashwati in Gaddama where she played a housemaid working in Saudi Arabia. The movie was based on a feature by K. U. Iqbal, published in Bhashaposhini. The movie was directed by her mentor Kamal, and she got her second Kerala State Film Award for Best Actress for 2011.
She won the 2011 Kerala Film Critics Awards for Best Actress, Amrita-FEFKA Film Awards for Best Actress, Best Actress-Malayalam cinema in 59th Filmfare Awards South and Best Actress in Thikkurissy Foundation Awards. She was nominated in the National film award for Best Actress but lost out in the final round. She was part of big grossers like Christian Brothers and China Town in 2011 and was selected as Top Star (Female) 2011 in Malayalam.
She was cast in Adoor Gopalakrishnan’s Naalu Pennungal in which she played a supporting role.
Though she had many offers from Tamil cinema, she was very reluctant to act due to her busy schedule in Malayalam. Her first was Kasi (2001) which was the remake of Vinayans Vasanthiyum Lakshmiyum Pinne Njaanum. She went on to act in En Mana Vaanil and Sadhu Miranda and enjoyed moderate success.
She wrote lyrics for the song “En Khalbillulloru Pennaanu” for the film One Way Ticket. She sang her first movie song for the Malayalam film Matinee (2012). She has appeared in many advertisements, TV Shows, stage shows and so on.