Anakin admits to Obi-Wan that he has been arrogant and unappreciative of his training, and apologizes to his master. Obi-Wan assures Anakin that he is proud of him, telling him that he has become a "far greater Jedi than I could ever hope to be."
Yes, when Darth Vader turned back to Anakin Skywalker and sacrifice himself to save his son, he dies and Obi-Wan uses the force to connect with Anakin's spirit. In that time Anakin apologizes to Obi-Wan, desperately asking him to forgive him for everything he has done to him and everybody over the years.
Yes he did. And the saddest thing is that there was nothing he could do about it. He was broken. The first case is shortly after ROTS when Vader was making his Sith lightsaber.
Vader responded “I am not your failure, Obi-Wan. You didn't kill Anakin Skywalker. I did.” This allows Obi-Wan to finally accept that Anakin is truly gone and that there was nothing he could have realistically done to save him.
Good question! First and foremost, Obi-Wan didn't want to have to confront and try to kill Anakin, we see this all the way until their final conflict in their duel where Obi-Wan pleads with Anakin to not make him do what he knows he'll have to do if Anakin tries to attack from the low-ground.
Before he discovered Vader had survived Mustafar, Obi-wan lived with the regret of killing his son, brother and best friend. After, he regretted not killing him and wondered if he had only made things worse by pushing Anakin further into dark side and Palpatine's arms.
Obi-Wan knew it was only a matter of time. So, he made the difficult decision to use his learnings and become one with the force, rather than let Vader decapitate him.
Losing Anakin to the dark side, along with the loss of the Jedi Order that sheltered and raised him his entire life, had to have been a very difficult and painful process for Obi-Wan. It was only natural for him to feel at least partially responsible for those losses.
Obi-Wan Chose To Ignore Anakin's Marriage To Padmé
Mike Chen's novel Brotherhood reveals Obi-Wan's greatest failing of all; Obi-Wan knew about Anakin and Padmé all along, but chose to keep their relationship a secret.
Now we know why Anakin Skywalker said Obi-Wan was "holding me back!" “I'm really ahead of him.” In Attack of the Clones, Anakin Skywalker makes this casual boast about his master to Padmé Amidala and later, claims “It's all Obi-Wan's fault! He's jealous!
The added risk Darth Vader takes in allowing children to live in a situation where he could have killed them proves that he regrets killing Younglings and will avoid harming any more children for the rest of his days, though intense intimidation is a dark strategy to avoid repeating his Youngling massacre.
Visions of Obi-Wan. The comic opens during the last moments of Revenge of the Sith, recreating the well-memed instance when a despondent, freshly-armored Vader cries out with a drawling “nooooooo” over how much he's lost.
The short answer is yes, without a doubt, Vader regretted becoming a cybernetic monstrosity. First, there's the constant pain and discomfort from his suit. Worse, however, is the psychological pain. Vader destroyed everything he had ever known for a chance to save Padme.
It is unclear whether Yoda would be more or less forgiving than Obi-Wan but one thing is certain - the former Grand Master would be ready to treat Anakin as an ally, following the events on the second Death Star. In Star Wars: Revenge of the Sith (2005), Yoda never really lost faith in Anakin in the way Obi-Wan did.
No. Her dying words were there is still good in him. Obi-Wan didn't tell her what happened after she lost consciousness on Mustafar.
In the material around the film from the Legends timeline, it's established that by the end of Star Wars: Episode III - Revenge of the Sith, Kenobi was one of the characters who knew Anakin's Sith name was Darth Vader. However, what he didn't know was that he was still alive after Mustafar.
It is very simple, Yoda did not believe Anakin should have been trained as a Jedi. he disagreed with the decision so he would never have taken Anakin as his padawan.
Ahsoka Tano, a Togruta female, was the Padawan learner to Anakin Skywalker and a hero of the Clone Wars. Alongside Anakin, she grew from headstrong student into a mature leader.
Throughout her encounters with Kenobi in the series, he refers to himself as Ben. The most straightforward explanation would be that Leia knows the person who rescued her is Ben, and never connected the dots that Ben is actually Obi-Wan.
This was addressed in Star Wars: The Clone Wars, teasing that Obi-Wan was at the very least suspicious but chose not to confront Anakin. The animated show also revealed Anakin's jealousy over Padmé, foreshadowing his instability and dependence on her love.
He betrays his closest friend in hopes that, somehow, he can save others. Ultimately, the tragedy found in Anakin's willingness to rebrand himself as Darth Vader is that he betrayed himself. His forfeit of himself surrendered the capability of becoming great without having to concede to the Dark Side.
He regretted it the moment he did it. He asked himself what he just did, dropped his lightsaber, and was visibly ashamed of himself when Palpatine anointed him a Sith Lord and began his speech about wiping out the Jedi.
Arguably, most Star Wars plot points revolve around characters simply not knowing something, very often about their family history. But, on top of all of that, the biggest reason Obi-Wan doesn't know Anakin is alive is that the last time he saw Anakin Skywalker in Revenge of the Sith, Ben literally left him for dead.
Why does Obi-Wan Kenobi age like that? Because he's not real, and is a fictional character played by different people. You see, Obi-Wan Kenobi is played by Alec Guinness in the original trilogy. Guinness was 62 when he filmed A New Hope, and he died in 2000.
In the annals of Star Wars history, many believe Obi-Wan Kenobi was the key to saving Anakin Skywalker's soul before his fall as Darth Vader. However, as Kenobi's recent Disney+ series showed, that was never really the case. Anakin lost himself to the Dark Side way before Obi-Wan's intervention.