You sound like a man trying to avoid the obvious! You know the dog is not a happy puppy, you know you can't solve it by anything that you do, you know that medication for the dog is wrong, you know that debarking is wrong and you really do know that just spending time with the pup isn't enough. C'mon, matey, you've done more than most people would consider doing! Now consider the health and mental well being of the dog. It is your responsibility that a puppy feels that it's only outlet for the frustration of it's natural behaviour is to howl all day. In short you have a working dog, not a pet.
Again, I really think a puppy is not the way to go for you - try a shelter and they will let you know the history of each dog so you can find a dog to suit your lifestyle.