First, I would recommend against buyung boots that he hasn't tried on first. At least take your boyfriend out so he can try on some boots first. Boots are really subjective and super important. Bad boots can cause blisters and pain, and ruin your hike. Also, you should get an idea of what he's looking for. Water proof or not? Mid, high, low boots?

That being said, both my boyfriend and I love the Oboz Bridger

They are pricey and a little over your price range, but they are super comfortable and waterproof. You should be able to find them in REI, if you have one.

My previous boots were Solomon's. I quite liked those too. I just like the look of the Oboz more.