I watch Maddow pretty regularly and while she has her obvious biases, she does at try to be even handed in her presentation. She's very different from someone like John Oliver who doesn't care if their presentation is dramatically slanted. I would consider Hannity somewhere in between but skewing toward Oliver rather than Maddow.
I know its been addressed, but it must be reinforced because this type of mentality is what led to Hannity and the Fox News situation (in response to stuff like the Daily Show).
One is a fucking comedian giving ridiculous over the top presentation of topics. One is just a mouth piece. And then one is an actual journalist. That you're even comparing the comedian as being close to legit to the journalist, or rather much more integrity than the mouth piece, says it all. Hannity's mouth and what comes out of it isn't fit to be used as bidet because it'll actually dirty up any asshole more than it already was. Oliver uses his comedic platform to highlight how fucking insane politics have gotten, and it largely focuses on conservatives because they are consistently the most fucked in the head pieces of shit there are (and they have a bad habit of being enamored with governance, this they provide a high number of politicians for ridicule). Oliver just uses the methods the journalist uses (research), which is why he has any legitimacy. That's a testament to actual journalistic methods, not an exposing of the inherent liberal bias of media or whatever moronic nonsense people keep trying to trot out.
Its the same reason why if you use the scientific method properly, you'll tend to end up with reasoned rational results. When done right, the evidence is overwhelming and it holds up to scrutiny. Unfortunately, when done wrong, or used falsely intentionally to mislead, we, as a people are not well versed enough to know well. Some of that is that we can't all become knowledgeable enough on a wide variety of subjects to be able to know immediately, so we rely on people being trustworthy to do that for us. That is why people like Hannity are more despicable, and trying to dismiss them as mere entertainment is bullshit and needs to be called out. I don't care if you think that they're as every bit as transparently over the top as comedians, the fact is, one expressly makes the point of reminding viewers as such (often going "I know we joke a lot, but this is actually serious, not hyperbole"). The other just lies or distorts the truth and never acknowledges such until it becomes a legal issue. They absolutely try to deceive people into believing they're as legitimate as real journalists, but they just use tricks to be able to go "nah, we're just giving opinions" when called out on it.
You can see it with the way that conservatives insist that they fully get that Hannity is full of shit, but well then so is Maddow (or various other "librul media" persons or organizations). It is abundantly clear that they don't view them on the same level even though they persist in claiming they do, because even when trying to claim that, they clearly believe Hannity but consider everything Maddow says are lies. Its just more of them trying to claim they're being logical when they are not at all.