Pip and Estella are alike in that they both have their characters influenced by Miss Havisham. In Estella's case, Miss Havisham has deliberately raised Estella to be cold and proud so that she will break men's hearts. Miss Havisham does this because she wants revenge on all men after being deserted at the bridal altar.
In Pip's case, Miss Havisham inadvertently influences Pip's character. She invites him over to her house as a child so that he will get to know Estella. Her goal is for Pip to fall in love with Estella so that his heart will be broken. This happens, but what also happens is that Pip finds out he has a secret benefactor who is financing his becoming a gentleman. He jumps to the conclusion that it is Miss Havisham, thinking the older woman wants him to marry Estella. Pip, like Estella, becomes very proud and snobbish once his expectations are raised, and he becomes ashamed of the humble people, like Joe, who have been good to him.
Both Estella and Pip end up humbled, Estella through an abusive marriage and Pip when he discovers, to his horror, that his benefactor is the convict Magwitch.
Although both Pip and Estella suffer from snobbish pride that is humbled, they also have different personalities. Estella has been brought up from the start of life to be passive, cold, and aloof. Before he comes into his great expectations, however, Pip is an active, warmhearted, and generous boy.