Preheat oven to 400° F.; place potatoes directly on the rack and bake until tender, about 45 – 50 minutes.
While potatoes are baking, bring water to a simmer in a pot and add barley. Cover and cook at a gentle simmer until water is absorbed; about 20 minutes.
Cut potatoes in half, and scoop out potato leaving ¼ inch thick shells. Save scooped potato and shells.
In a sauté pan over medium heat, add olive oil, then raisins, jalapenos & olives. Sauté for 1 minute.
Add potato flesh and cooked barley, sauté for 1 to 2 minutes or until hot.
Stuff each potato shell half with ½ cup of the stuffing. Bake in a 400 degree oven for 5 minutes.