A couple were married in Hawaii 18 years ago, and after winning $5 million on a scratcher, they're moving to the Big Island. With a huge budget, David searches for incredible properties with ocean views, and takes in the Big Kona energy along the way.

A couple decides to sell their inherited farmland in Iowa and buy a cabin in Minnesota for family and friends to gather and celebrate holidays. And for David, it's a chance to return to his childhood home to help them find the perfect lakeside property!