If you learn to drive on the wrong side of the road, South Island New Zealand. I probably would not pick Omarama as it snows in winter but I would have a chalet there! I have not been to the club in Christchurch but met some of their member during the NZ Nationals, a great bunch. North Island is great if you don't have to go anywhere near Auckland in a car!

In the US you might look more at the club/facilities vs area. For example the Soaring Club of Houston enjoys year round flying (except for this crappy winter) an awesome club with great facilities (and not hard to find a week day tow), and inexpensive cost of living. Tucson is another good choice. Great club, all year flying, and cheap cost of living. Live on the northwest side of town because traffic sucks there too!

Tom