An engaged couple decides to wait on getting married and make buying a home their first priority in Washington, DC. One is ready for suburban living while the other is keen on city life, so finding a place in an agreeable location will be a challenge.

Inspired by the death of his best friend, a retired lawyer wants to finally accomplish his dream of living in Maui. He's looking for an updated condo with views, but his godson hopes to keep him focused on what he'll need to entertain and host guests.