I own a 1971 CJ5 which would be very similar to the 1968. I love my jeep but old jeeps are not the easiest things to own, they take work to keep going. They aren't that sophisticated so they aren't hard to work on, but if that's not what you want to do you should buy a fuel injected wrangler instead.
Here's a few thoughts:
1. Is it the 4 cylinder or the 6 cylinder dauntless? The 4 cylinder is MUCH slower but offroad it does fine because of very low gearing. The 6 cylinder is much stronger and has a massive flywheel that helps offroad.
2. Rust. It may look good on top, but what does it look like underneath?
3. Frame cracks. Look around where the steering box sits, that's very prone to cracking. Check along the frame.
If you want power steering that's a very common modification to do an its relatively easy. Highway driving on a non-lifted one isn't nearly as bad as people think. I've got a 3 inch lift on mine and bigger tires so that's a bit more noticeable. I don't got much over 55.
Parts availability is actually very good for most stuff. Besides the big castings (engine block, transfer case, transmission case) you can get most stuff brand new. You can almost build a whole jeep from catalog parts. It helps that they were so popular and that they just don't have many parts to them. There are a few years that had some parts that were more rare (mine has a rear axle that was pretty rare) but if something breaks you can just swap in the more common parts.
If you have any specific questions head over to earlycj5.com. They've got a very helpful forum.
