I have a 2007 Hawk 2-horse bumper pull with dressing room that I bought brand new for $9500. I love the trailer, but I think the price should be more in the $7k range for the one you’re considering. Hawks were started in WI as an offshoot of Trailet. They are well made and handle well. Mine is exactly what I wanted and need and is perfect for some shows, trail rides, helping out others in a pinch, and the occasional haul to the vet clinic.
To answer your questions:
Do you still like your Hawk trailers? I do, it’s very well made. Perfect for my needs.
Would you recommend them to a friend? Yes, and even strangers over the internet.
Any qualms about an older but well-kept model? Not at all, but I would see if you can negotiate on price. You would likely be able to get a new one for about the same price.