We're just ending our 5th summer with this deck set-up, and I thought I would give an update with the pros and cons for anyone who is interested.
The main reason is because if I had it to do over again, I don't think we would go this route.
In July we discovered that we had a leak in the liner, but we were never able to find it. (I'll be starting a new thread detailing that little saga.) Long story short, the leak made the ground under the deck soggy, the weight of the deck pushed the dirt down, and eventually caved in the wall.
Liner Replacement (more than we bargained for)
Like I said, we knew that liner replacements are just a part of owning a pool, and we knew when it came time we were going to take the deck boards up and replace with composite regardless. We've now decided that we're not going to be putting the deck back up on that big of a scale. Also, deck boards are MUCH harder to take up than they are to screw down! I'm putting a picture at the bottom where we took it apart, there were so many stripped screws that eventually we had to just get a saw and cut it apart. That was a very sad day.
Deck Overhanging Rails
My reasoning for wanting the deck to overhang the rails was because we didn't want the kids standing on the pool walls. This honestly was a much bigger worry than it needed to be. The kids quickly learned not to kick against the parts of the pool walls that were above ground level. I really think we only had to tell them once. They would definitely have had no problem not putting any weight on the top rails.
Wasps
I don't know about other parts of the world, but here in North Texas, wasps LOVED it under the deck. There was never a great way to get rid of them, especially since we put underpinning around the whole thing.
Attached to the House
I remember some concern about the way we attached the deck to the house. I can now say that there were no issues. We've taken that whole part of the deck up and there is no evidence of rot or any other concerns.
Leaks
The main reason that we had trouble finding the leak was because it was on the side where the deck was, but we weren't able to see the water seepage. We only saw wet ground on the other side, so that's where we assumed the leak was. We must have spent a solid week walking on that deck, pushing the footers down a centimeter at a time until there was just no more give. Also, if we hadn't had such a complicated configuration, we would have been able to replace the liner in a weekend, and been able to avoid the mess pictured below:

In conclusion, bigger isn't always better and I'm so glad we stopped where we did and didn't bring it all the way around the pool. Although to be fair, if you had asked me in June, I would have said that I loved my deck and wouldn't change a thing! I hope this update is helpful, I know that when we were getting read I practically scoured this site for information and I loved seeing how things held up over time.