This question is (in my opinion) the most important question to ask when trying to understand the mathematics of "quantum superposition." Quantum superposition is the essence of how quantum computations are made.
If I have a coin, and I flip it 50% of the times I'll get heads and 50% of the time I can get tails:
P(Heads) = 50%
P(Tails) = 50%
But if I make a quantum coin and write it in our fancy ket notation:
$|\psi\rangle = \frac{1}{\sqrt{2}}(|H\rangle + |T\rangle)$
I can see that this fancy notation gives me the same results as my coin flip!
P(H) = $| \langle H |\psi\rangle |^2 = \frac{1}{2}$
P(T) = $| \langle T |\psi\rangle |^2 = \frac{1}{2}$
So what's even the point? We say there's something special about quantum events, but the math is just the same as flipping coins?
What we need to do is investigate a little deeper to see how a coin is different from a quantum coin:
In the case where we simply check if our quantum coin is heads-or-tails, we don't see how its different from a normal coin. Instead we're going to do a different procedure (with an silly analogy for intuition): Without checking if our coin is heads-or-tails, we insert our quantum coin through a special slot machine. This special slot machine (meant for cheaters) has a trick: if we insert the coin in one orientation (Heads-side pointing to the left) it gives luckier odds than when its inserted in the other orientation (heads-side pointing to the right).
This means that if we flip a coin and (without looking) insert it into the machine, our odds look like this:
$$ \text{P(win)} = \frac{1}{2}(P(\text{win|lucky-odds}) + \frac{1}{2}(P(\text{win|unlucky-odds}) $$
Half the time we get the lucky odds and half the time we get unlucky odds. (And everyone who plays this slot that doesn't know the trick will get this average between the two odds!)
But what about the quantum coin? The quantum coin will not measure what was measured above. Let's work out the mathematical shapes of quantum mechanics, and define winning the slot machine is as a quantum mechanical operator:
$P(\text{win|lucky-odds}) = |\langle W|H \rangle|^2$ and $P(\text{win|unlucky-odds}) = |\langle W|T \rangle|^2$
But now if I insert the Heads-to-the-left orientation into the slot machine, I get the probability of winning with the lucky odds (same as before), and if the same if the heads-to-the-right orientation.
The difference now is that when I apply my fancy ket state from before $| \psi \rangle = |H\rangle + |T\rangle$, I am now working with a quantum state, so now to find the probabilties I have to square everything:
\begin{align}
P(Win) &= |\langle W|\psi\rangle|^2 \\
&= \frac{1}{2}|\langle W | (|H\rangle+|V\rangle)|^2 \\
&= \frac{1}{2}|\langle W|H\rangle + \langle W|T\rangle|^2 \\
&= \frac{1}{2}|\langle W|H\rangle|^2 + |\langle W|T\rangle|^2 \\
& + \langle T|W\rangle \langle W|H\rangle + \langle H|W\rangle \langle W|T\rangle
\end{align}
So now putting the "normal coin" together with our "quantum coin":
\begin{align}
P_{normal}(Win) &= \frac{1}{2}(P(\text{win|lucky-odds}) + \frac{1}{2}(P(\text{win|unlucky-odds}) \\
P_{quantum}(Win) &= \frac{1}{2}(P(\text{win|lucky-odds}) + \frac{1}{2}(P(\text{win|unlucky-odds}) \\
& + \langle T|W\rangle \langle W|H\rangle + \langle H|W\rangle \langle W|T\rangle
\end{align}
We see that we have extra terms that are in the quantum case! These "interference terms" are the terms that are fundamental to what a quantum superposition is!
These "interference terms" change depending on the sign of the quantum superposition. So consider the case when $|\psi\rangle = |H\rangle - |T\rangle $ instead of $ |H\rangle + |T\rangle $ :
\begin{align}
P_{normal}(Win) &= \frac{1}{2}(P(\text{win|lucky-odds}) + \frac{1}{2}(P(\text{win|unlucky-odds}) \\
P_{quantum}(Win) &= \frac{1}{2}(P(\text{win|lucky-odds}) + \frac{1}{2}(P(\text{win|unlucky-odds}) \\
& - \langle T|W\rangle \langle W|H\rangle - \langle H|W\rangle \langle W|T\rangle
\end{align}
The sign actually carries through, and this affects the probabilities to win our slot machine. These weird interference terms are the essence of quantum mechanics, and while the notation of bras and kets are convenient, it's often easy to get lost in the mathematical shapes and not realize the essence or intuition of what's going on!
So finally, to answer your question, what is the difference between $ |H\rangle + |T\rangle $ and $ |H\rangle \langle H | + |T\rangle \langle T| $? The difference is that $ |H\rangle + |T\rangle $ is a quantum coin that has these extra terms shown above. The state: $ |H\rangle \langle H | + |T\rangle \langle T| $ is a normal coin without any properties of quantum superposition. It has the porbabilities of $P_{normal}$.
In normal unitary quantum mechanics typically taught in undergraduate classes, it's actually not possible to construct a state that acts like a normal coin without quantum superposition! To get this "normal coin" you actually need to add extra rules to quantum mechanics (called working in the "density matrix" framework).