Oak Island, NC 5+ Bedroom Vacation Rentals

New for 2026 with You in Mind!!! Be the first to savor these exceptional upgrades - An additional bedroom with queen bed and an additional full bath added, plus a brand new half bath for your convenience!!! This home is now a 5 Bedrooms 3.5 Baths...

Welcome to Hailo, your ultimate beachfront hideaway located in the gorgeous Oak Island, North Carolina. This impressive pet-friendly oceanfront property offers a ideal blend of luxury and comfort, making it an ideal getaway for families and friends...

Welcome to Tough Choices, a impressive oceanfront getaway located in the beautiful Oak Island. This excellent 7-bedroom, 5-bathroom home is designed to accommodate up to 18 guests, making it the ideal hideaway for families or sizable groups seeking...

7 Bedrooms | 5 Full Bathrooms | 1 Half Bathroom2 Kings | 3 Queens | 1 Set of Double-over-double Bunk Beds | 2 Twin-over-twin Bunk Beds | 1 Queen Sleeper CouchWith a professionally decorated interior, reverse floor plan, and broad attention to...

Welcome to 7 Palms, an alluring oceanfront sanctuary located on the spectacular Oak Island, where impressive coastal vistas and extravagant amenities await you. This gorgeous property features seven cavernous bedrooms and five bathrooms, comfortably...

5 Bedrooms | 4 Full Bathrooms2 Kings | 2 Queens | 1 Double | 1 Twin-over-twin Bunk BedA Beach Music Heaven Too is a comfortable, second-row beach home with a swimming pool where you and your appreciated ones can spread out with plenty of living...

NEW to PROACTIVE Vacations!​​​​​​​ Tropical Retreat | Elevator • 2-Tier Outdoor Living • ½ Mile to BeachSavor a calming Oak Island hideaway at this charmingly designed tropical home, just half a mile from the beach. Thoughtfully...

Feel the ultimate coastal hideaway at "Sea for Miles," an charming oceanfront home located in the serene Caswell Beach area of Oak Island. This impressive property features charming ocean vistas and invites you to savor the relaxing sound of waves...

Summary:BookSmart Properties presents: Heads Carolina, Tails California! This handsome home is just one row back from the beach, promising vistas, sand and surf only steps away. With 5 beds and 4.5 baths, comfort and convenience are promised for...

Welcome to Utopia, an oceanfront haven on the photogenic shores of Oak Island, NC. This impressive home ideally blends relaxation and enjoyment, making it the ideal hideaway for families or groups seeking a beachside getaway.Utopia features 5 roomy...

Luxury beach home features 8 private bedrooms, with a total of 14 King and Queen beds, all with attached baths + 2 half baths. Sleeps 26 guests comfortably! Three primary king suites. Two separate living areas with 70” TVs. Double kitchen...

Summary:Welcome to Bahama Tease, your dream oceanfront hideaway in Oak Island! This newly refreshed 6BR home offers private beach access right off the deck, and a private Pool (New in 2026!) Savor a roomy coastal interior, a completely supplied...

Welcome to Rose Dew, your serene escape in the elegant Oak Island. Perfectly positioned just steps from the beach, this inviting oceanview home offers an memorable getaway for families and friends alike.Spanning five roomy bedrooms and four modern...

5 Bedrooms | 3 Full Bathrooms | 1 Half Bathroom2 Kings | 1 Queen | 1 Double-over-double Bunk Bed | 2 Twin-over-twin Bunk BedsThis luxury home, finished July 2023, is located in the heart of Oak Island. You’re only a short walk south to the beach...

Welcome to Bright Horizons, an oceanfront gem located on the serene shores of Oak Island. This striking 7-bedroom, 6-bathroom home features an inviting ambiance that makes it the ideal getaway for families or groups of friends seeking both...

Key Conveniences: Oceanview; 2nd Row Dog Friendly Heated Saltwater Pool (from 4/15 - 10/15) Hot Tub Elevator Sleeps 18; Ideal for family get-togethers, guy’s/girl’s trips, wedding groups, work retreats Fenced in Back Yard Outdoor...

Your Oak Island adventure begins at this enchanting 6-bedroom home. The top level has two King suites with private baths and a completely outfitted kitchen with two dish washers and seating for 16 with unbelievable vistas of the ocean. The middle...

Discover your ideal beach hideaway at 1 Coastal Escape, an enchanting oceanview home located in the calming Oak Island, NC. Located just steps from the pristine shoreline, this cavernous haven is designed for those looking to bask in the sun and...