Holiday houses in Oak Island

Whimsy Whale Cottage, Oceanview, Fenced Yard

We’d love for your happy beach memories to be made here at our cottage by the sea, The Whimsy Whale. Our island cottage is perfectly placed under a canopy of magnificent live oaks, about 300 steps away from the ocean. Nestled on a quiet beach access street, central to all the best attractions, shopping and eateries on Oak Island; close to attractions in Southport. It is one of our favorite places to spend time together and we look forward to sharing it with you, your loved ones and friends.

Rise and Shine! Beach, pool, & amazing views!

Welcome to RISE AND SHINE at Oak Island Beach Villas! Fabulous location on tranquil Caswell Beach. Close to amazing food, the iconic Oak Island Lighthouse, and top rated golf yet you feel the peaceful vibe of being on the east end of the island. Steps from the beach with breathtaking views, this beautifully decorated condo features 2 bedrooms, 1 bath and sleeps 5-6. Choose a short walk to the pool (seasonal) or simply relax on the private balcony listening to the soothing sounds of the ocean.

Prime OKI location; walk to 43rd St beach access

Welcome to our Coastal Oasis! Our space is 3 bedrooms (4 beds+ pack and play+ bassinet), 2 bathrooms, outdoor shower, extra large screened in front porch and back deck with dining area and grill. Our home caters perfectly to families (including those with infants and children) and everyone in between! Between lounging on the front porch (rocking chairs, egg chair, and couch set) or listening to music while grilling out back, we hope your time here is nothing but happy memories and fun times!

Oak Island Oceanfront – Top Floor 2BR Condo

Enjoy a perfect oceanfront family getaway on Oak Island's West Beach. This 2nd level unit of our beach house has separate entrance, two bedrooms, one bathroom, and sleeps six guests. The kitchen is fully equipped with pots, pans, utensils, full size fridge, microwave, stove/oven, and dishwasher. Enjoy sunrises and sunsets on the huge deck watching the waves and the occasional dolphins. If your dates are not available, please check out our 1st level unit availability at www.airbnb.com/h/oki1

Beachfront cottage with views from every room!

Enjoy this slice of paradise, with views from every room and the beach just down the back steps! The home sleeps 6 in 3 bedrooms with one king bed and 2 queens. The master bedroom has the option of closing the pocket doors for privacy, or leaving them open for amazing ocean views. The living space offer an open floorplan, perfect for entertaining. This home is located on the East end of the island between the two bridges that access the island and close to the Ocean Crest Pier.

Classic Coastal Beachside Cottage

Completely renovated Shell Cottage on sleepy Oak Island is an easy 5-minute stroll to the ocean and Middleton Park. Publix and restaurants within walking distance. Ideal for couples, solo travelers and small families 1 level cottage (No Stairs!). Enjoy slow, relaxing beach days and cozy evenings in this thoughtfully curated cottage. The perfect setting to create lasting memories with family and friends! Easy access to Southport antiquing and exploring Bald Head Island.

Serenity Season

This wheelchair friendly spacious studio apartment has a fully stocked kitchen, queen size Murphy bed, bathroom with a walk-in, wheelchair friendly shower, front loading washer/dryer and private screened in porch; beach towels, beach chairs, cooler and an umbrella are all included with rental. About a 10 minute walk to the ocean and 3 minute walk to the ICW. Our community is very peaceful, quiet.

Great Marsh View & 2 Blocks to Beach-LongStayDscnt

Escape to Oak Island's tranquil shores and the serenity of the marsh at The Hammock House. This 2-bed, 2-bath haven is surrounded by picturesque marshlands with breathtaking views and the ocean waves just 2 blocks away. Grill out and dine al fresco, relax in the hammocks or lounge in the super comfy living room after a long day at the beach. Enjoy the peace and quiet of the Carolina beaches.

Cozy Cottage 10-15 min scenic walk from the beach!

~The Captain's Cottage~ Come unplug in this newly built cottage that is the perfect getaway. Two bedrooms, 2 full bathrooms, kitchen, a cozy living room, a fully fenced backyard and walking distance to the beach will provide you with the ultimate vacation. Pet friendly so your furry family members can join in the fun! Plenty of activities in the area, great restaurants, and fun for all ages!

The Grove | 3 min. walk to the Beach

Steps to the beach and minutes from restaurants, shops, ice cream, and the Oak Island Pier! After a day on the beach, rinse off in the outdoor showers, relax on the shaded porches or in the sunroom, and end the night around the firepit making memories. Just steps from the sand and shaded by native Live Oaks. Book The Grove today.

Oak Island Bungalow Steps to the Beach

Wake up and walk to the beach from this stylish Oak Island coastal retreat. Thoughtfully designed for relaxing getaways, this pet-friendly bungalow offers cozy luxury, outdoor lounging spaces, and everything you need for an easy beach vacation. Perfect for couples, families, girls’ trips, and long weekends by the coast.

Coral Cottage

Welcome to newly renovated 2 bedroom 1 bath beach cottage with outdoor shower, gas grill, 5 beach cruiser bicycles, large dog crate, beach chairs, and linens. Short 2 minute walk to direct beach access and 1.5 miles to boat ramp. Walking distance to restaurants and pier.