I can't comment on the Wilderness Systems boat specifically but I did want to say: don't worry too much about getting it up on a 4WD. There are lots of cunning devices to help you get a kayak onto the roof racks without having to deadlift the whole weight. The simplest is probably the "side loader" - a simple bar that sticks out from the side of the racks. Various people make them (I use the Rhino racks
one but there are others and it's probably an easy DIY project). See this thread
for some discussion or search the forum. It comes up a lot.
Getting a heavy boat to and from the car is a separate issue and a lot of people use carts or trolley, varying from very simple DIY jobbies to expensive things with balloon tyres. Again, lots of threads about this.
With your boat choice, because your size will be a determining factor, I strongly urge you to try before you buy to avoid the potential for a lot of grief. You need to be comfortable in the boat as well as being able to get in and out with relative ease. It's very difficult to tell from the specs whether or not you'll fit, and impossible to tell if you'll be comfortable or not. So try as many boats as you can before you buy one.
Manufacturers will often claim that every boat they make is fast, light, stable, comfortable, maneuverable, and big enough for expeditions. In reality, every boat is a compromise on some or all of those factors. And things like comfort and stability vary enormously from paddler to paddler, so test paddle as much as you can and although it might take a while you'll find a boat that suits not only your body, but how you paddle.