A recent college graduate is starting her military career and buying her first home on Oahu. She's excited to explore the different areas of the island and paddleboard in her free time. Her mom is helping her find the perfect property so that she can settle in a place of her own and say goodbye to the dorm lifestyle.

Newlyweds are leaving the snow and cold of Toronto to move to their honeymoon paradise of Oahu. He's intent on finding a place with a yard for their dog and room for a home office, while she is more concerned with a large lanai to take in the beautiful views.

A Maui native dreams of returning to the island after over 40 years spent living on the mainland. Now that her children are grown, she enlists her sister to help find the perfect house close to the beach with "old Hawaii charm."