Darth Vader hated Obi-Wan Kenobi because he hated himself. This started when he thought that Kenobi was the one that poisoned Padmé into turning against Anakin when he turned to the dark side. But the truth was that Anakin was merely projecting his own self-hatred toward Obi-Wan.
Darth Vader hates Obi-Wan, not because he blames him for his fall to the Dark Side, but because he turned Padmé against him and destroyed his body. The line from Obi-Wan Kenobi, "I am what you made me" isn't a reference to Vader's fall to the dark side.
Did Darth Vader ever regret killing Obi-Wan Kenobi in Canon or EU? He does. Right at the end. With Luke crying over him and Vader sensing his anguish and pain he had inflicted on all those who had cared for him.
Not only does Anakin have significant trust issues with his friend, but he believes that Obi-Wan is responsible for Padmé turning against him.
Although the decision to turn to the Dark Side was Anakin's alone, the choice did not come from thin air. His natural prone to impulsivity and emotion without the support systems he needed in place made it easier for Anakin to stumble down a path of darkness.
In Episode III, just before they are to set off on their respective missions, Obi-Wan and Anakin share a farewell. Anakin admits to Obi-Wan that he has been arrogant and unappreciative of his training, and apologizes to his master.
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. Who knows; losing one's head may make it more difficult to transition smoothly into a Force ghost.
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.
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.
Master Yoda has risen above all others to claim the top spot as the most powerful Jedi of all time and the true chosen one according to IGN's audience. He won pretty handily as well, as he was victorious in 89,756 of his 95,243 battles and had a win percentage of 94.2%.
He felt that Kenobi and the other Jedi Masters were simply jealous of him and his power. Only during their duel on Mustafar, Anakin finally allowed his feelings to take control of him. He finally let out all of his frustration, and that was why he had the guts to tell Obi-Wan that he hated him.
His unbalanced rage allows the calmer Ventress to play with the Jedi Knight, ultimately landing a face blow with her saber that produces Anakin's scar. The pain of the scar, while not posing much of a threat to Anakin, does reveal how far to the Dark Side he is slipping.
Kenobi's hesitance to fight Vader, and his fear of this despite beating Anakin before, all comes from Kenobi's intense guilt that has been building over his 10 years in hiding. This is likely going to come into play again when Kenobi and Vader next meet.
As we know, Vader was killing children before he even got his suit on, but those were Jedi younglings and so future potential threats. Vader doesn't kill right and left just to be “evil.” A random kid hugging him would presumably be brushed rather brusquely aside, but that would be all.
It's not shown, but it is clearly insinuated that Anakin killed the younglings. This is confirmed later in the movie when Obi-Wan informs Padme that Anakin killed them. Both are torn apart with hurt and confusion, trying to make sense of something so terrible. How could Anakin do such a thing?
Did Anakin regret choking Padme? Oh yeah. He pushed the memories out of his mind for a couple of decades. But after he faced his son, Luke, in Empire Strikes Back, it was all he could think about.
Many are often shocked to find that Obi-Wan was only 57 years old when he died fighting Darth Vader in A New Hope.
While Darth Vader and Jedi Master Yoda never fought in the official Star Wars canon, an alternate timeline from Dark Horse Comics pitted them together with a rather unexpected ending. Similar to Marvel's What If...?
Now that's the reference to his infinite force ghost that lives on in both the end of this film in guiding Luke to destroy the Death Star, but in the sequels as well. He is Luke's guide, and his smiling before his death indicates that yes, in fact, there is A New Hope.
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. Ten years later, in Episode 2 of Obi-Wan Kenobi, he learns Anakin is alive. This is the first time it happens.
We go for the more simple answer, further considering the details of the question itself. If Anakin didn't go into that chamber as the Jedi confronted Palpatine, then Mace Windu would have defeated Palpatine, killing him. If you remember, Mace had him. He was ready to kill him.
He would be alive, and completely at the Sith's (lack of) mercy. And so, Obi-Wan tells Anakin not to try it, because "he, just like Anakin now, had once been in a position where success requires a massive vertical leap over your opponent and he knew the risk that move entailed," as the Reddit user says.