By the time of Episode 3; Anakin is in his prime, and already one of the Jedi Order's most powerful “masters” (although technically still a knight), just behind Obi-Wan, Windu, and Yoda. Maul wouldn't stand a chance. Anakin stomps.
Anakin toggled a switch, and the training droid took on the form and the fighting style of Darth Maul. Anakin showed off his impressive skills and easily dispatched the droid, much to Palpatine's delight.
Considering his infamy, it's hard to deny that Darth Vader is the more powerful of the two, but his victory over Maul wouldn't come easily. As the Emperor's enforcer, Vader is terrifying.
The major duelists of the Prequel Trilogy besides Qui-Gon Jinn all surpass Darth Maul. For Jedi, that's Mace Windu, Anakin Skywalker, Obi-Wan Kenobi and Yoda. As well as Count Dooku if you want to throw in a fallen Jedi.
What if Anakin Went to Mandalore to Fight Maul- Star Wars Theory (Scenario 1)
Who is Darth Maul scared of?
Regardless, based on the season 7 of The Clone Wars, and the fact that Darth Maul was aware of Anakin Skywalker's future and his role as the Chosen One, it is very likely that Darth Maul indeed feared Darth Vader to some extent, and preferred to avoid a direct confrontation with him, at least, on his own.
Star Wars Rebels lead creator Dave Filoni even admitted that Maul and Vader were meant to have a fight, but he felt it would take away from the battle with Ahsoka. But as things stand, Star Wars not only lacks a fight between Vader and Maul, but the two have never even spoken to each other.
So Maul vs Kylo. In terms of physical ability Maul is far physically superior being able to handle the strength of Savage Opress and overpower the strong style of Qui Gon Jinn. His durability involves being able to be cut in half and a pain tolerance so high he can flinch of weaker force lightening like nothing .
Like his master, Darth Sidious, better known as Sheev Palpatine, Maul's main weakness was his overconfidence. In Luke Skywalker's confrontation with Palpatine during The Return of the Jedi, he tells the Emperor that his overconfidence is his weakness.
He would use the seething rage pouring out of maul against him, and as mauls force power was so much weaker than windu's it would be an undisputed win for windu. They had a brief skirmirsh in Son of Dathomir (canon comic).
Obi-Wan faced off against Darth Vader four times and physically beat him twice while beating him through his Force development in a third fight. Obi-Wan Kenobi had the high ground that led to Vader's disfigurement and becoming the ultimate Star Wars cyborg.
It's already been shown in the source material… more than once… that Darth Maul is not on Darth Sidious's level. Every time he dueled Sidious as his apprentice (in Legends) he got easily defeated. In the show Star Wars: The Clone Wars, Palpatine takes on Darth Maul and Savage Opress simultaneously.
As further highlighted by Vader and Kylo's redemption stories, it was a lesson that Kylo Ren never fully learned himself, which makes Darth Vader the more powerful user of the Force between the two of them in Star Wars.
Yoda is extremely wary of the dark side, he knows that it clouds judgment. Maul is a prime example of this. Yoda would easily be able to outmaneuver Darth Maul and then outsmart him.
Maul rants at Vader, emphasizing that he is driven by seemingly unparalleled hatred. This seems to give him an edge over Vader, whom he disparages for being part-machine. Darth Vader cuts Maul's double-sided lightsaber in half, but Maul is able to disarm Vader.
The most iconic battle in Star Wars: Episode I - The Phantom Menace is, by far, Obi-Wan Kenobi and Qui-Gon Jinn versus Darth Maul. When Obi-Wan finally managed to slice Maul in half and cast him into the depths of Naboo, he became the first known Jedi to have killed a Sith in a millennium.
Seeing his Master murdered caused Obi-Wan to press his attack aggressively, catching Darth Maul off guard. When Maul regained his composure he was able to Force-push Obi-Wan into a melting pit, where he held on for dear life. Calming himself, Obi-Wan leaped over Maul and used Qui-Gon's lightsaber to sever Maul in two.
Maul's skills, on the other hand, became stagnant as he spent the last few decades of his life keeping himself alive and plotting schemes. Given this, it makes sense Obi-Wan quickly defeated Maul in their final duel in Star Wars Rebels.
Anakin Skywalker was one of the strongest Jedi in the films and Darth Vader was one of the best Sith. It only makes sense that they both could have decimated Darth Maul if they faced him. At the peak of Anakin's power, he was able to take on Count Dooku and win, and went toe-to-toe with Obi-Wan on Mustafar.
Kylo lost to Rey in TFA because he was heavily wounded and was holding back against her due to Snoke's request that he bring her back to him alive. He is also stated by Palpatine in the Secrets of the Sith book to be “equally as powerful as a real Sith despite not being one”.
This caused him to attempt to assassinate him in his sleep. Needless to say, Kylo Ren is almost definitely a significant threat. However, we cannot definitively say that he is more powerful than Luke. Kylo's powers are vast but they are still highly unbalanced and difficult to control.
Darth Maul could have killed Anakin Skywalker at least twice and therefore prevented Darth Vader from being created, but that does not mean he would have been powerful enough to stop Darth Sidious' rise to power.
Maul always knew. He figured it out before everyone else. He even staged a massive war on Mandalore with the sole intention of luring Anakin and Obi-Wan there. Maul saw through his former Master's plan, realising that Anakin was the apprentice Sidious sought.
