You're over-thinking. :) And you're worrying about the issue on too big a scale... it's like asking "I'm thinking about buying a car, but I notice some are more expensive than others."
The first thing you need to do is bring your son to the store. Rule out surprising him, if that was on the table. :) Worry about what the store has on the walls, and let your son try them out. Even if all he can do is fret a couple of single notes, let him tell you which models feel comfortable to him, and what he likes in terms of features and aesthetics.
Also, definitely buy the best instrument you can afford. Put the price tag as low on the list of priorities as you can. Ideally you'd like to grab something that he can enjoy for years to come, and that he won't need to upgrade in six months if he gets really serious about the instrument.
As a final pointer, you definitely pay for the name with guitars, and prestigious brands such as Gibson, Fender, Martin, or Taylor will command appropriate price points. If you can find a manufacturer that perhaps doesn't have some of the cachet of a brand like Fender but is still reputable (and there are lots of them out there - Yamaha comes immediately to mind), you can probably get a much better instrument for the price.
Good luck and happy hunting!


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