Carl, Lisa and their two kids have loved life in Hawaii since they first visited in 2008. They began renting a home when Carl was assigned to Oahu for his job in the military, but they still weren't sure if life in paradise would last forever. Time has passed, and now Carl and Lisa know that they want to stay permanently, so they are searching for a place that will allow them to enjoy their new, active family life.

After traveling on various cruises, Evan and Stephanie always dreamed of living on a tropical island. Their wish was granted by a job opportunity to relocate from Texas to Oahu and the newlyweds jumped at the chance to start the next stage of their lives with a clean, healthy slate. Wanting to abandon their couch potato routine, Hawaii's constant spring temperatures are an incentive for the young couple to actively train outdoors for marathons and triathlons as they search for a beautiful starter home near wide roads and running trails.

Jerry, Bethany, and their daughter, Madyson, have been in love with Hawaii and its outdoor lifestyle ever since they first visited the islands. Back in their hometown of Roseburg, Oregon, their busy work life and even busier home life leaves them spending all their time indoors. Now they want to return to the Big Island permanently, and they're looking for a family home with lots of land so they can pursue their dreams of living a homegrown lifestyle.