After his redemption, after bringing back balance to the force, after the return of the Jedi, Anakin would have definitely held a bit of remorse, not to forget, it was Obi-wan who taught Anakin how to become a force ghost, to stray oneself from the cosmic force and assume identity with the living force.
Anakin Skywalker ultimately ended up hating Obi-Wan Kenobi for many misguided reasons, but Darth Vader's subconscious response to the Jedi's final declaration of love in the Star Wars prequels shows the real reason he could never forgive him.
Though Obi-Wan was often an important ally for Anakin, the young Jedi could never see past his envy, even going far enough to allow himself to believe that his master was having an affair with his wife. In the end, Anakin's own jealousy was his undoing and the reason that he would never surpass his master.
Vader doesn't regret falling to the Dark Side (Anakin does). He regrets being defeated by Obi-Wan. That's why, when he sees that Obi-Wan is full of guilt, and no longer wants to kill him, he "comforts" him by saying that he's not his failure.
learn how Vader felt upon striking down Kenobi. from Yoda, rather than feeling relief. or vindication at finally destroying his old master, Vader, or rather Anakin, was instead. overwhelmed with utter loneliness and sorrow, having killed one of his last. remaining links to his former life.
David Porter provides some great philosophical context to why Obi-Wan would not regret leaving Anakin alive, as it was obviously “the will of the Force” that Obi-Wan be unable to finish him off, and “the will of the Force” that Anakin live on to kill Sidious himself in the future.
After his redemption, after bringing back balance to the force, after the return of the Jedi, Anakin would have definitely held a bit of remorse, not to forget, it was Obi-wan who taught Anakin how to become a force ghost, to stray oneself from the cosmic force and assume identity with the living force.
Obi-Wan only believed Anakin could be saved when Luke did on Endor. So, at that moment on Mustafar, Obi-Wan should have finished Anakin, but he didn't have the courage to do it because ironically he had an attachment to Anakin.
At the time, it's likely Obi-Wan smiled because he was about to become one with the Force, and he was fine with that after seeing Luke, their last hope, make his great escape.
By the time they figured out Darth Sidious' plans, Anakin had already pledged his allegiance to the Dark Lord of the Sith. Still, it's clear Obi-Wan cared greatly for his former Padawan, even in his last moments.
Because what's being conveyed is that Obi-Wan Kenobi is accepting that Anakin Skywalker is “dead” and a Sith Lord named Darth Vader is in his former friend's place. He's washing his hands of his responsibility to his former apprentice by acknowledging that Anakin is, in his mind, a lost cause.
The fact that Anakin was redeemed and finally fulfilled the prophecy made him a hero. As a Jedi Anakin sacrificed himself to save his son and restore freedom to the galaxy. That is why I believe he was forgiven by Yoda and Obi-Wan.
Luke gave him unconditional love, but that's not forgiveness. Anakin, as Darth Vader, committed and was complicit in a whole bunch of genocides and other crimes. The films never suggested that these are forgiveable. Furthermore, Anakin's redemption arc comes in that form of concrete action.
In Star Wars Legends Leia was visited by the force ghost of her father Anakin Skywalker, the man who used to be Darth Vader. It wasn't a pleasant meeting as Leia was unable to forgive him for the things he'd done no matter how hard he begged, and it was the only time she saw him.
Anakin does not have even the slightest bit of remorse. By the end, he feels nothing but anger. Although he feels regret for killing Padme, he still helps the evil Emperor. The film ends with Anakins standing side by side with the man on whose behalf he has committed all his crimes.
The canonical comic Star Wars: Darth Vader #7 confirms the younglings' deaths caused Anakin grief, self-loathing, hatred and pain, fueling his descent even further into the dark side.
This could be interpreted as Obi-Wan showing either pity or mercy for his old friend. Despite everything they have been through, the Obi-Wan Kenobi show has firmly established that the Jedi still deeply cares for his former Padawan and remembers him as the great ally he's had for many years.
'He's too dangerous to be left alive', was the same comment Palpatine said when Anakin showed remorse after having slain an unarmed Dooku, the said action not being the Jedi way.
The Jedi Council could tell that Anakin held a lot of power, but he was too old to begin training. He also had a strong attachment to his mother, which they believed would make him too emotional.
He meant that he "killed" that part of him. Anakin as in the jedi, the compassionate, good person he was is nowhere to be found after he turned to the dark side.
Many are often shocked to find that Obi-Wan was only 57 years old when he died fighting Darth Vader in A New Hope. For many, the issue of Obi-Wan's age is a plot hole, as he was initially seen as this old solitary man, but Star Wars made him younger than he looked in the original trilogy.
A year later, with his health rapidly declining, Yoda died of old age and became one with the Force in 4 ABY, shortly before Luke redeemed his father Anakin, who fulfilled his destiny as the Chosen One by killing Sidious.
