If I'm being honest, based on when it dropped. I'd argue that "No Way Out" had the biggest singles ever. Puffy almost had 4 #1 singles on one album. The problem is he blocked himself:
Can't Nobody Hold Me Down - #1
Missing You - #1 (Record 12 weeks at the time, also the first Rap song ever to Debut at #1)
Benji's - #2
Been Around The World - #2
If you count Biggie's and the Mariah joints, Puff produced 5 #1 singles and 7 Top 2 singles in 1997. Of course Pac and Big did it because AEOM and LAD are like the biggest Blockbuster Double LP's in Hip Hop History. Em singles never really hit #1 until "Lose Yourself". Some of his biggest hits people would be shocked didn't hit #1. But "Recovery" did explode with "Not Afraid" and "Love the Way You Lie". Nelly exploded single wise with "Nellyville", "Hot in Here" and "Dilmma" were everywhere. "Country Grammar" had hits and sold more but nothing went #1. Outkast of course had two huge hits on "Speakerboxx/The Love Below". I wasn't shocked "The Way You Move" hit #1 because that was traditional Outkast. I still don't know how "Hey Ya" did it because that single was way out of the box at the time. But those singles are why it went Diamond.
Of course 50 Cent did it with "Get Rich". Both "In The Club" and "21 Questions" were huge. "Paper Trail" was T.I. most successful LP singles wise though "King" Sold more. That Maclamore album is still a head scratcher but it did have multiple hits. Cardi, Post, Drake and Maclemore multiple #1's were done more in the modern era so it came during streaming. Everyone else was Physical era so it was light years harder to hit #1 during Physicals. With that said, they all did have big singles. As people mentioned. Jay-Z got close with "Blueprint 3" but "Run This Town" peaked at #2. Also Ja Rule did it but it wasn't on his album. He was on 2 #1 Singles with both J.Lo remixes. It was on her Remix Album but "Ain't It Funny" and "I'm Real" were both Murder Inc remixes that went #1. Kanye got close with "Graduation". "Stronger" hit #1 and "Good Life" hit #7. Also on "808s", "Love Lockdown" hit #2 and "Heatless" hit #3. For the most part, Rappers have always had a hard time topping the Hot 100 because that's mostly a Pop chart.