The Tahoe and Expedition are much larger than the others. I'm driving a 2015 Tahoe this week, and it's HUGE. Which some people really like, but my wife refuses to even drive it. The main benefit is that the interior is very wide.
Reliability for the Grand Cherokee and Durango should be fine once they get the bugs in the new infotainment system sorted out. It's the cause of most of the problems reported through our survey. And it's somehow connected to everything: audio, hvac, even stability control. They might have fixed this for the ones being produced recently--I just don't know. The dealer might. They are very good vehicles otherwise--a matter of whether you want the Jeep's additional off-road capabilities or the Dodge's third row and additional length.
If you're concerned about long-term reliability, I'd avoid an air suspension in any SUV you buy. It's common in the top-of-the-range Jeeps. These are often troublesome in Jeeps, BMWs, and Mercedes.
For size the Mercedes ML seems a better fit than the GLK. But out of your price range? The Q5 also seems marginal.
The advantage of the Santa Fe is that it drives the most like a car. It feels lower and less massive than the Jeep and Explorer, and even than a Toyota Highlander. Problems tend to be minor, trim and rattles and such. It's not nearly as torquey as a Jeep V8. So if it's engine is sufficient, then regular V6s might also be adequate in the Jeep, Dodge, and Ford (though they are heavier than the Hyundai).
One you didn't mention is the VW Touareg. The VW is plainer than, say, a Mercedes ML. But it's a little less expensive. On the other hand, it's just a little less expensive than the Mercedes--so still pretty expensive.
Another is the Toyota 4Runner. Great reliability and off-road capability, not so good ride and handling, marginal power.
The main thing against the Explorer is that many people don't like how massive it feels from the driver seat. The pillars are huge, and in general it seems sized for giants. The Ford infotainment interface is another source of criticism, but I personally don't mind it much. They keep tweaking it.
If you drive the Explorer and really like it, then it could be a good way to go.
Overall, though, the Jeep or Dodge seems your best bet--once they sort those bugs out. Normally I'd recommend the V6, but since you'll be towing the V8 could be warranted. With the Durango the V8 is also the only way to get a two-speed transfer case.