We have both. They are apples and oranges.
The H2 is like nothing else. The way you feel driving it cannot be compared. You tend to put up with a lot more in the H2 because of it's uniqueness....it's not smooth, not easy to maneuver in the city, and has a rough interior compared to other SUVs in it's price range. It's one heck of a truck, but it's not a luxury SUV, despite what the price says.
The Escalade is the ultimate luxury SUV. You sink into it and a 10 hour road trip feels like nothing. It feels solid and smooth, and ANY creak or rattle feels out of place. But you don't get that sense of butterflies when you walk out to it in the parking lot.
If you want to be pampered, go with the Escalade. If you get panic attacks and shortness of breath when you even think about trading in the H2, then keep the H2 - it's meant to be. 
Stacy
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2003 yellow Lux, 12" Bulletproof lift, 42" Pitbull Rockers, 20" Ultra Predators, Corsa sport exhaust, painted interior
2004 Cadillac Escalade, white diamond, dual tip chrome exhaust, 20" chrome 9-spoke rims, altezzas - TOTALLED!!!! Replaced with a nondescript 2009 Chevy Tahoe
1970 VW Karmann Ghia, black with a flame job and too many mods to list
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