When Jennifer Beyers got a job offer at a hospital on Kauai, she and her husband Brady packed up their large home in Indianapolis to live their dreams in Hawaii. They know they'll have to downsize from their 3500 square foot mainland for something half the size, but Brady and Jen are happy to trade the space for their new island life. Jennifer must be less than thirty minutes from the hospital in Lihue, which could be a challenge for broker Miriam Perlmutter.

Jen and Carl Sokia, along with their two daughters, are looking to escape the Colorado winter for the tropic warmth of Kauai. Carl just took a job in the North Shore community of Princeville so realtor Tiffany Spencer shows the Sokias three properties in that neighborhood. The Sokias love the amenities of the nearby resorts, and have a tough decision between three properties with 3 very different price tags!

Haley Van Noord is moving to Maui from rainy Oregon. Haley is an avid scuba diver, so realtor Tobi Fisher shows her three Maui properties near some of the best beaches and dive spots. Haley must decide on a property that gives her access to the outdoor activities she loves while still fitting in her price range.