
Holiday rentals in Oak Island
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Top-rated holiday rentals in Oak Island
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Lazy Layla's Beachfront Bungalow
Lazy Layla’s is the ideal beach retreat for the whole family! This classic beachfront bungalow has been fully renovated to provide all the modern comforts. Unwind listening to the surf and lounge in the Adirondack chairs on the covered porch while watching for dolphins. This pet-friendly cottage has 3 bedrooms and 2 full baths for up to 7 guests. Features an open floor plan, fully equipped kitchen, outdoor shower and private pet relief station. This home is what you need for your beach vacation!

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.

Coastal Calm Oceanfront Couples Retreat
Romantic oceanfront couples’ retreat with private beach access and amazing panoramic views from all main living areas. Enjoy breathtaking sunrises, sunsets, and spotting dolphins and sea turtles. Relax in a updated home with all-new furnishings, beds, appliances, and a fully equipped kitchen. Just steps from the water, OI East Beach is at your doorstep, with Southport dining, shopping, and nightlife only 20 mins away. Unparalleled views creating stunning new perspective rarely found in OKI.

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!

Pet Friendly/Game Room/Golf Cart - 3Bed 2Bath
Welcome to "5 More Minutes" beach house located near the ICW and Wooded section of Oak Island, NC. This open-floor plan home on pilings is on the island's west side and features a three-bedroom (three-bath)/two-full-bathroom configuration. Oak Island beaches are a short one-mile walk or drive away. We offer a 6-seater electric golf cart with a pre-paid parking pass to rent by the day. You must be over 21 to operate it. The golf cart rental fee is handled separately from the house rental.

New! Ibis Cottage—Beach Side.
Welcome to Ibis Cottage. Enjoy a stylish experience at this centrally-located home just a few minutes walk from the beach and local amenities. Its open-concept design includes a fully equipped kitchen, dining area, and spacious living room. Three bedrooms provide comfortable accommodations, while outdoor spaces feature multiple porches, a fenced-in yard, beach cruisers and beach gear. With its serene setting, the Ibis Cottage is the perfect home away from home by the beach.

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.

The Coastal Coconut: Beautiful Ocean View Condo
This spectacular ocean view condo with top notch renovations is just steps from the beach. Be swept away by the view of the rolling waves, whitecaps, and the OKI Pier as you relax and enjoy a beverage on the balcony. You will also be treated to a breathtaking sunset as the colors change each minute across the sky. Retire to the living room and rest your tired feet on a comfy sectional sofa as you interact with others in an aesthetically pleasing open floorplan setting.

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. LONG STAY DISCOUNT Dec-March $2,500 plus taxes and fees. Send us an injury.

Pet Friendly - Home Close to the Beach
Serenity awaits you at this peaceful updated beach themed home. The home has everything you need to enjoy your Oak Island getaway! You’ll want to come back! Walk to the beach via the 9th St scenic walkway. Enjoy a day at the beach, kayaking, fishing, boating or any of the many activities Oak Island and nearby Southport offers. Enjoy relaxing evenings at home dining with the family, watching tv, playing games or stargazing. Don’t wait, come make lasting memories.

Pawtucket - dog friendly, short walk to beach
Dog friendly, recently renovated 2 bedroom home (~900 sq ft) - on Oak Island. ~ 0.3 mile to beach. Within walking distance to Publix, donut shop, Middleton Park , tennis courts and eateries. Includes large fenced in yard for fun with family and pet(s) along with outdoor shower. TVs (WiFi w/you tube tv) in living room and both bedrooms . No smoking on premises. Come enjoy the dog days of summer (or any season)! (House is on pilings so must be able to climb stairs)
Popular amenities for Oak Island holiday rentals
Other great holiday rentals in Oak Island

Shore Beats Work - your beach getaway

Marsh View Cottage, 5 Min Walk to Beach, ICW Views

Oak Island Beach Getaway #2

Dreamy Treetop Views 1/2 mile scenic walk to beach

Maize & Blue OKI - Steps to the Beach!

Paradox Place Guest Suite

Our Beach Haven OKI- Near Middleton Park

Whispering Waves OKI- Beautiful Family-Friendly
When is the best time to visit Oak Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $202 SGD | $202 SGD | $218 SGD | $236 SGD | $269 SGD | $334 SGD | $344 SGD | $312 SGD | $257 SGD | $231 SGD | $228 SGD | $233 SGD |
| Avg. temp | 8°C | 10°C | 13°C | 18°C | 22°C | 26°C | 28°C | 27°C | 24°C | 19°C | 13°C | 10°C |
Frequently Asked Questions
What are the best places to stay in Oak Island?
Oak Island has neighborhoods near the shoreline with convenient access to local cafes and shops. Many guests explore accommodations along the beachfront or in quieter residential areas, with family-friendly options available throughout the island.
What are the best things to do in Oak Island with kids?
Families often explore sandy beaches, visit playgrounds near the shore, and participate in seasonal crabbing or fishing. Simple mini-golf courses and nature walks make for engaging kid-friendly activities around town.
What are some of the best things to do in Oak Island?
Oak Island has broad beaches for sunbathing, fishing piers, and kayak-friendly waters. Many visitors enjoy birdwatching, trying local seafood, and strolling the waterfront parks.
How is the weather in Oak Island?
Oak Island experiences mild winters around 36–57°F (2–14°C) and humid summers near 73–90°F (23–32°C), with the most rain typically in late summer and early fall. Light layers work well, especially during outdoor activities.
What are the best places to visit in Oak Island?
Explore the Oak Island Lighthouse, waterfront parks, and local art galleries. Stroll sandy beaches or visit community fishing piers for classic coastal views.
What are some hiking trails in Oak Island?
Oak Island has nature paths in local parks, boardwalks near marshes, and easy walking trails by the beach. These spots feature native plants and coastal birdlife, creating a relaxed outdoor experience.
What are some family activities we can do in Oak Island?
Families frequently enjoy beach games, exploring tide pools, and visiting playgrounds near the shore. Kayaking and fishing are also popular ways to explore the coastal environment together.
What are some of the best day trip ideas from Oak Island?
Many guests explore historic downtown areas, scenic state parks, or coastal islands near Oak Island. Art museums and local markets in surrounding towns provide options for culture and shopping.
Are there any pet friendly accommodations available in Oak Island?
Pet-friendly vacation rentals are available in several Oak Island neighborhoods, especially near beaches and parks. Many hosts welcome dogs and provide convenient access to outdoor spaces.
What are some local tips for visiting Oak Island?
Bring sunscreen and bug spray for beach days, and follow posted rules in natural areas for wildlife protection. Reusable water bottles and beach shoes often make exploring local spots more comfortable.
What is Oak Island known for?
Oak Island is known for wide sandy beaches, the Oak Island Lighthouse, and a welcoming coastal atmosphere. Fishing, birdwatching, and seasonal seafood traditions are woven into local culture.
What are the best hidden gems to explore in Oak Island?
Visitors often discover quieter beach access points, local art studios, and marsh boardwalks. A few tucked-away cafes and small nature preserves showcase the area's relaxed coastal character.
What are the best foods to try in Oak Island?
Locally caught shrimp, seasonal blue crab, and fresh fish are frequently suggested. Southern-style hushpuppies and hand-churned ice cream from local stands are favorites among visitors.
What should I bring for a trip to Oak Island?
Pack swimwear, sandals, a sun hat, and light layers suited for shifting coastal temperatures. Bring insect repellent, reusable water bottles, and something for shade if you plan to spend time on the beach.
What is the nightlife in Oak Island like?
Oak Island has casual bars, laid-back taverns, and occasional live music at local venues. Evenings tend to be relaxed, with many guests enjoying waterfront dining and community hangouts.
What are the most popular events or festivals in Oak Island?
Oak Island's calendar has seasonal seafood celebrations, summer music nights, and craft markets, especially around long weekends and during warmer months. Community parades and beach-oriented activities are often popular with locals and visitors alike.
Are there family friendly vacation rentals in Oak Island?
Many Oak Island rentals welcome families, with options ranging from beachfront cottages to homes near parks and playgrounds. Hosts often provide amenities like kitchens and outdoor spaces for easy family gatherings.
When is the best time to visit Oak Island?
Spring and early fall are frequently suggested, with pleasant temperatures and lower humidity. Many visitors enjoy the warmer months for beach activities and seasonal festivities.
Quick stats about holiday rentals in Oak Island

Total holiday rentals
Explore 2,080 holiday rentals in Oak Island

Nightly prices starting at
Oak Island holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 45,900 verified reviews to help you choose

Family-friendly holiday rentals
1,870 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 950 rentals that welcome pets

Holiday rentals with a pool
640 properties feature pools

Rentals with dedicated workspaces
620 properties have a dedicated workspace

Wifi availability
2,080 of Oak Island holiday rentals include wifi access

Popular amenities for guests
Guests love Beachfront, Gym and BBQ grill across Oak Island rentals

4.7 Average rating
Oak Island stays receive an average rating of 4.7 out of 5 from guests
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