Overall, the V-Star 650 is a very reliable and durable machine. From information you have provided, it sound like the brakes need attention. If that's something you cannot do yourself, I and many others would strongly suggest you bring it in to a competent motorcycle shop for an assessment at the very least.
Maybe the squeaking noise is nothing. Often it's just the way the pads interface with the rotor that causes squealing. Other than being annoying, it's usually nothing more than that. However, in your case, it sounds like you might also have a warped rotor. If so, you may want to start looking around on E-bay to see if you can come up with one. Motorcycle manufacturers like to make parts that are interchangeable from model to model. Chances are that there is a rotor available for your bike at a very reasonable cost. Do not pay motorcycle shop prices unless you have absolutely no choice. Their mark up is hideous.
If your brakes are good, you might want to bleed them and replace the fluid. If not, at the very least, check the fluid level and top it off. I'd be willing to bet that if your brake pads are extremely worn, your fluid level will low as well.
The bike is shaft driven so, you might want to inspect/change the final drive gear lube. Find out what viscosity it needs and buy a litre from an auto supply store. You can get first rate synthetic gear lube for a fraction of the price charged at a motorcycle shop.
While you're in the maintenance mode, pull the air cleaner to inspect/replace as required. Might as well change your spark plugs too.
How much wear is left on the tires? Have you checked the tire pressure yet? This is very important stuff.
Do all your lights work properly? Is your battery electrolyte level up to where it should be, horn working?
You might also want to put the bike on a lift and check the steering head bearings. Get the front wheel off the ground stand in front of the bike, grab the forks and pull/push to see if there is any play. If it's solid, you're good to go.
Motorcycling can be a great deal of fun. However, a poorly maintained machine can lead to disastrous results.