Really? I could have sworn that Hurricanger vs. Gaoranger took place several years prior.
I was actually disappointed as hell by the Wolzard vs. Dekamaster fight, it was *way* too brief.
Of the Sentai vs. movies I've seen:
Oh vs. Kaku: FUCKED. UP. (Then again, anything Kaku-related generally was.) Primary monster's M.O. is a creepy horny bastard who molests OhYellow and OhPink every chance he gets.
Gogo V vs Gingaman: Good, but nothing special; most memorable bit for me was Victory Mars getting to don the Galaxy Lights armor.
Time vs. GGV: A lot of fun. Needed more Timefire, though.
Gao vs. SS: Great stuff, even if half of it was clipshow. And hell, it had Big One. Doesn't get much better than that.
Hurri vs. Gao: My personal favorite, for plot, action, and some of the funniest stuff I've seen in sentai. Plus, GaoWhite grew from the little girl she was in Gao to one of the hottest chicks ever.
Aba vs. Hurri: It brought the wacky, in a very good way.
Deka vs. Aba: Holy CRAP this was funny. Possibly my second favorite for all the fourth-wall breaking, over-the-top fun. Plus, they worked in Abarekiller's return perfectly.
Magi vs. Deka: Decent, but they could have done a lot more with it.
Bouken vs. SS: Again, it really just felt more like a Very Special Two-Parter. Still, we got Hurricane Blue and the Super Sentai Soccer Ball Of DOOM, so I can't complain too much.