The AirPods Max didn't get many discounts until recently, but now you can get them for as low as $399 if you shop at the right time. Right now they're $449 (originally $549), which historically is a good price, but you can get them for cheaper if you're willing to wait. They were released in 2020, but they are still among the best headphones you can buy if you're in the Apple ecosystem. They also received a recent update with new colors and USB-C connection instead of the lightning port, but those don't get as good of a discount. Read more about them in PCMag's "excellent" review.
The new Apple AirPods 4 came out in September along with many other Apple updates. Even though they just came out, you can already get them for the discounted price of $119 (originally $129). What makes them special is that no longer are the Pro earbuds your only choice for ANC earbuds. They also come with ANC for $168.99 (originally $179). You can read more about them on PCMag's "excellent" review here.
The 2nd Generation AirPods Pro is $199.99 (originally $249). These are great earbuds if you have the cash for them. This newest model, which came out in September 2023, is the first to feature charging via USB-C. They have a few new features, like adaptive transparency, but the change in the charging port is the biggest difference. You can expect solid battery life, with Apple claiming up to 30 hours of listening time on a single charge. They've dropped to $169 before, so get them then if you want to maximize your deal.
The 3rd Generation Apple AirPods have dropped to $119 before, and they're regularly on the $139.99 mark, so get them then for the best price. These earbuds came out in 2021, and you can read more about them in PCMag's "good" review.