It matters.
And I don't mean that in a only-hot-people-matter kinda way, but it does, and in almost every area of your life, to some degree, and it's at the point where it's almost irrelevant how much it matters to me because I'm subject to the general perspective of society, and to society, it matters. You could argue that's the problem, but I don't think it is so much a problem as just a phenomenon. Nobody would 'choose' to be unattractive.
If I'm right, good looking people statistically hold better, and higher positioned jobs, have more friends and hold their chins up a little higher. People have a natural prejudice that right from the start, or even in general, makes you have more interest in a good looker person than an average looking or unattractive one. It does't hold true across the board and at some point, people's personalities shine them through, but in our world, I don't think people know each other well enough for that personality attraction to really take a firm stand to overcome the 'good-looks' prejudice.
Relationship wise, for me, good looks are cool and fun to look at, and attracts me, but personality keeps me interested. My experiences have always been that I get pretty interested in a good looking guy at first as a friend, potential date or what not, but if that person is boring or has a shitty personality, I lose interest in their looks and slowly they aren't even good looking anymore. So bottom line is that you'll have a much easier time being seen with good looks but unless you have something substantial to back it up, people will look elsewhere.