Highlanders aren't really a big deal but they came with alot of goodies to make a slightly rarer model different than the others and came with some extras that would just cost more to duplicate on a regular SR5 like Limited wheels and the other features were standard vs options on the SR5 so when you buy a Highlander/Sport model you know you are definetly getting certain options like the sports seats,bigger brakes,fog lights and the scoop and color keyed grill and bumpers are a plus as I don't care for chrome which is why I specifically chose a Highlander model.
I wouldn't pass up a good deal on any 3rd gen just to buy a Highlander but if i was to do it over my only requirements would it would have to be still '99-00 model with a locker and sunroof otherwise I wouldn't be too picky.