Holiday rentals in Oak Island

Black Pearl Bungalow - Steps to the beach

Black Pearl is in the top 5% of Airbnbs in nation! Book now for your summer vacation. No parking worries because you’re a short stroll to the beach. Load up the beach cart (provided), and enjoy everything OKI has to offer. Prime location in the highly desirable Yaupon Beach area, Less than 500 steps to the beach. Sit on the screened front porch and listen to the ocean, enjoy dinner alfresco, or relax in the comfort of this beautiful bungalow. Seasonal requirements - Sat to Sat 6/20 - 8/22

Beach Therapy

The PERFECT place for a quick getaway for TWO!! Sparkling clean, quiet private suite that is loaded with beachy charm. On site: TV, wifi, microwave, refrigerator, coffeemaker and spacious bathroom with shower. Only a quick drive/bike ride to any of Oak Island's beach accesses. One block off the island's main street, and close to all the restaurants & shopping. Owners live on site & are happy to answer any questions & provide information about the island, restaurants & local attractions.

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.

Suzanne's Cottage By The Sea, Oceanfront House

Suzanne's Cottage By The Sea is the perfect place for your next family vacation. This oceanfront property is steps away from the rolling waves of the ocean. A bright open floor plan and vaulted ceilings allow you to enjoy the beautiful views of the dunes and ocean from the moment you walk in the front door. The open living, dining & kitchen areas offer a fresh coastal vibe that's perfect for relaxing and entertaining. You you will find 4 BR & 2 baths off the main living area all on one level.

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

Oak Island Beach Guest Cottage

If you love being a short walk to the beach this place is for you! . We provide beach chairs and a cart for your 5 minute walk to beach. Eat in kitchen and you can serve your honey breakfast in bed. Farmers market around the corner in the summer months as well as concerts every Friday night, Tennis courts, pickle ball and splash pad in the same area to cool you off. We offer Wi-Fi and Roku. . Gas fire place on back porch. Indoor fireplace use is seasonal.

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.

OIB Oceanfront 3 Bd, 2 Bth with linens!

Beautifully decorated beach themed OSW1 complex top floor keyless entry 3 bdrm, 2 bath oceanfront condo with panoramic views of the sea. This unit boosts a fully stocked kitchen, ready made beds with all linens and two baths with a set of towels per guest. New furniture, two large wall mounted TV’s, beach chairs, umbrella and beach towels are available for your convenience. Sat-Sat weekly rentals in season. No golf carts or trailers allowed. No pets allowed.

Noah's Retreat~OKI, Firepit, PS4

Our spacious downstairs unit has 3 cozy bedrooms, 2 baths, a sleeper sofa, fully stocked kitchen, washer/dryer, BBQ patio, and a fire pit for evening gatherings. Kid-friendly touches include swings, a porta crib, high chair, PS4, and TVs in every room. Enjoy nearby Oak Island Beach, explore the Nature Center, or kayak the Intracoastal Waterway. A short drive to Southport offers charming shops and waterfront dining. Relax or explore—Oak Island has it all!

>Hot Tub | Fee-Golf Cart | Wi-Fi | Fully Stocked<

Welcome to Hooked On The Sea! This 3BR/2BA Oak Island beach house is just 2 miles from the beach and features a NEW private hot tub, screened porch, gas fire pit, outdoor shower, boat parking, and a fully stocked kitchen. RENT our 6-seat street-legal golf cart with included beach parking pass. Sleeps up to 8+ with an open loft and NEW queen sleeper sofa arriving July 2026. Perfect for beach days, boating, and relaxing coastal getaways.

Brand New w/ Pickleball Court & Heated Pool

This brand new, modern retreat is perfect for families seeking the ultimate escape. Enjoy ocean views from the 3rd row balcony and an expansive backyard with a private pickleball court, basketball goal, and stunning putting green. Relax by the refreshing pool surrounded by a beautifully turfed yard. The ultimate personal oasis you'll never want to leave! You won't find another backyard like it in Oak Island!

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.