Kaa plays a smaller role in the 2003 sequel, though his role is as same in the original film. Realizing now that Mowgli is not worth the trouble, Kaa finally gives up and slithers away. Shere Khan's interference allowed Mowgli to escape from Kaa's coils, and when Khan leaves without noticing, Mowgli pushes Kaa out from the tree again and escapes. Kaa eventually gets his second chance to hypnotize Mowgli again, but this attempt was foiled, ironically by Shere Khan, who came looking for the boy. Kaa angrily swears to get Mowgli next time.
However, Bagheera manages to brush this (and him) off, resulting in an annoyed Kaa hypnotizing Bagheera, which bought Mowgli enough time to free himself and push the snake off of the tree in a humiliating way. Upon spotting Mowgli, Kaa attempts to hypnotize him into getting closer to his coils. Kaa first appeared on a large branch where Mowgli and Bagheera are resting on for the night. Kaa is more of the cowardly friend in the group, often being doubtful and questionable on tagging along with Baloo and their friends on many adventures. As a young snake, he has yet to master hypnosis, usually failing or hypnotizing the wrong creature by mistake. In this series, it shows that Kaa was originally friends with Baloo, Bagheera, Hathi, Louie, and even Shere Khan.
Kaa appears as a young python in the animated series Jungle Cubs. In the sequel, it's revealed that Kaa doesn't just want to eat Mowgli specifcally, but bascially all humans in general (which is understandable as a lot of constrictors might feed on humans for survival), as shown when he attempts to eat Shanti after brainwashing her. This results in his interactions with the man-cub to often end in embarrassment to some degree. Though calculating, dangerous and devious, Kaa is not without his faults, as he can be fearful, clumsy, and easily preoccupied from his primary objective: to murder and devour Mowgli.
Furthermore, he is perfectly willing to murder those who get in the way of his meals, as seen when he sadistically tormented, and nearly murdered, Bagheera.
His first attempt to devour Mowgli was a casual means to eat and survive, but over time, his goal to eat the man-cub was mainly driven out of spite, evidenced by one of his speaking lines "Just you wait 'till I get you in my coils!". While he is not as cruel, traitorous and bloodthirsty as Shere Khan, Kaa is still a fairly villainous and mysterious character. However, Kaa was also extremely dishonest and manipulative, so he was able to steer even Khan in the wrong direction, further showcasing his knowledge. The two beasts are often at odds, though Shere Khan views Kaa as an "eyes and ears" of the jungle, relying on him to assist his quest in finding Mowgli at one point in the film. However, such fear does not resonate with the unofficial ruler of the jungle, Shere Khan the tiger, whom Kaa holds a dislike for, believing the act of murdering for pleasure, as opposed to survival, to be extremely treacherous and dishonorable. A powerful and dangerous ability, Kaa is a feared member of the jungle, as evidenced by his interaction with the often composed and fearless Bagheera. He furthers this by the use of his iconic ability to hypnotize his prey with his eyes, rendering them enchanted and under his command. Kaa is known as a sly, sneaky, callous, seductive, knowledgeable and unscrupulous snake who speaks with a soft and often entrancing tone to either lure his victims into a weary and dreamlike state or manipulate them into bestowing their trust whilst he wraps them up in his coils, thus allowing him to devour them unexpectedly.