Every single time I've ever arrived at WDW, with the exception of one trip, it's been at night. I absolutely prefer it that way. I never sleep well the night before I leave, and I think airport travel is stressful. I don't even have a horribly long travel day usually, flying from MA I can get there in 3 hours or less(one year I had a long layover which sucked, but still got there within 5 hours). But all the resorts at Disney are so extensive and stimulating, I find that arriving at night and getting to explore the resort all lit up is a wonderful way to start the trip. Plus, you get the ME bus almost all to yourself or with few other people, and the resort feels much more empty with all the little ones in bed already.

I Grab a bite to eat and check out the room, find all the hidden nooks and crannies, talk to some of the CMs(I love the first day getting to chat with them, always puts you right back in the mindset of that 5 star service!). I've never stayed at a resort twice and don't intend to anytime soon. Love a new experience every time! And I don't like to overextend myself at the beginning of the trip.
The one time we did arrive during the day was after a 4 day Dream cruise. We got to POR midday, and it just felt less magical. There were people EVERYWHERE, checking in, checking out, the pool was packed. We got some food at the food court and relaxed at the room until we hit
MNSSHP that night. We had a blast and felt rested enough for that evening, but I never felt like I got to explore the resort in its entirety over the next couple days. We walked around some but I never got to dedicate a good few hours to seeing all the little details. A little off topic, but not only will I try never to arrive at my resort during the day again, but I do NOT recommend cruising BEFORE the land portion of your trip. We were in such a boozy, cruisey, laid back state of mind, that we felt tired during the last leg trying to cram in a lot of WDW in 3 days. Loved the cruise, overall was a magical vacation, but I would definitely do it different next time.