Episodes 14

1 Island-Hopping from St. John to Key West

September 30, 2018

A couple who has been living on St. John wants to move to Key West, Florida, where they were married several years ago. They're relocating their construction business and looking forward to being closer to their family. They hope to find a home in a quiet neighborhood close to Old Town and the beach.

2 A View from the Treetops on Fidalgo Island

September 30, 2018

After living their entire lives on Fidalgo Island, Washington, a hair stylist and a police officer are eager to upgrade to their dream home. They love the island's miles of hiking trails and many opportunities to get out on the water. They need a large house with an open layout to host family holiday celebrations, plus plenty of outdoor entertaining space to enjoy the breathtaking views.

3 The Sanibel Cure for the Houston Blues

October 7, 2018

A Houston couple wants to trade their chaotic Texas lifestyle for a more relaxed one. They discovered Sanibel Island, Florida, on a drive along the Gulf Coast, and they loved the small town feel and beach. They're ready to become permanent members of the island community, and they hope to find a three- or four-bedroom home close to the water.

4 Raising a Family on South Padre Island

October 7, 2018

A young Texas couple dream of taking their infant daughter away from the noisy, crowded streets of the Dallas/Fort Worth area for the relaxing beaches of South Padre Island. Since the birth of their daughter, they've realized it's time to start living their dreams and enjoy raising their child in the town where they honeymooned.

5 Living the Dream on Orcas Island

October 14, 2018

A Washington couple has been saving their entire lives for their dream home on Orcas Island. They cannot wait to escape the busy, crowded Kirkland area for a private haven in the trees they can call their own.

6 Paying for Paradise in Key West

October 14, 2018

A Milwaukee couple is fed up with winter weather, and after a recent trip to Key West, Florida, they decided they're ready to make the move to the Conch Republic. With a lengthy list of requirements that includes historic charm, off-street parking and a pool, they're open to a property with rental income to make it easier to afford living in paradise.

7 Raising a Family by the Water in Ocean City

December 2, 2018

A busy couple from Northern Virginia is moving with their two young daughters to Ocean City, Maryland. They want to spend more time on the beach and create fun memories as a family. With a new baby boy on the way, they're searching for a condo with at least three bedrooms. They also want to be near the bay or ocean so they can fall asleep listening to the relaxing sounds of the water.

8 Kidding Around on James Island

December 2, 2018

Two Chicago teachers discovered James Island during a spring break trip to Charleston and knew it was the perfect place to raise a family. They love its proximity to a major city, as well as to beaches, farms and even goat yoga. They hope to find a fixer upper with a large yard and a screened-in porch to enjoy the fabulous weather.

9 Returning to Fidalgo Island

December 9, 2018

A Washington couple has been saving their entire lives for their dream home on Orcas Island. They cannot wait to escape the busy, crowded Kirkland area for a private haven in the trees they can call their own.

10 A Charming New Life on Bald Head Island

December 9, 2018

Two Chicago teachers discovered James Island during a spring break trip to Charleston and knew it was the perfect place to raise a family. They love its proximity to a major city, as well as to beaches, farms and even goat yoga. They hope to find a fixer upper with a large yard and a screened-in porch to enjoy the fabulous weather.

11 Together on Bald Head Island

December 16, 2018

A Wisconsin couple is relocating to picturesque Bald Head Island, NC, with their blended family. An ocean view is top priority, but they'd also like enough bedrooms for the whole family and space to entertain.

12 A View on Camano Island

December 16, 2018

An adventurous couple is moving to Bald Head Island, NC, to spend more time on the beach with their dogs and enjoy a laid-back lifestyle. They're looking for a large home with lots of character and enough bedrooms for family and friends to visit. They'd like to find a place that's move-in ready, but are open to building a new home to ensure they get everything they want.

13 Perfect House and Boat on Fenwick Island

December 23, 2018

A couple in need of relaxation is moving to Camano Island, WA and will be bringing Mom along to move in with them. They want a home with a split floor plan so they can maintain privacy, but a large living room and patio space to embrace family time. Mom also needs an art room, and a picturesque view from the house for inspiration.

14 First-Time Buying on Hilton Head, South Carolina

December 23, 2018

A homesick couple is moving back to Fidalgo Island, Washington, after working in Rhode Island for several years. They love the charming town of Anacortes and are looking forward to raising their five-year-old daughter there. They're hoping to find a home with enough space for a playroom, a fenced-in yard for their dogs and an open-concept kitchen.

© All Rights Reserved 2025