Holiday rentals in Oak Island

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Top-rated holiday rentals in Oak Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Oak Island
4.97 out of 5 average rating, 76 reviews

Short Beach Walk. On Davis canal. Bring your Kayak

Amazing location! About 2 blocks from beach access on peaceful waterfront Davis Canal. Launch your kayak off the private dock using our launch & explore the tranquility of the marsh. (No kayaks included!) Cast a net for live bait or simply fish off of the dock. Conveniently located in the central part of Oak Island on the beach side. Shops, restaurants, a great splash pad for the kids, golf and other fun activities are nearby. Enjoy relaxing on two private porches with a beautiful view of canal.

Top guest favourite
A two-story home is presented, featuring a welcoming front porch and access stairs. A vibrant rainbow arcs above, contrasting with a clear, blue sky. Surrounding landscaping includes trees and a well-maintained yard, ensuring a peaceful atmosphere. A driveway extends toward the home.
Guest suite in Oak Island
4.99 out of 5 average rating, 162 reviews

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.

Top guest favourite
A bright living area features a blue sofa and armchair, complemented by decorative pillows. A natural woven coffee table is placed on a soft blue and white area rug. Large glass doors open to a private balcony, allowing natural light and ocean views to fill the space.
Apartment in Oak Island
4.99 out of 5 average rating, 192 reviews

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.

Top guest favourite
The living room features a comfortable blue sofa and a woven chair, with light streaming through two windows. A vibrant red console table holds decorative items, while a flat-screen TV is mounted on the wall, displaying a serene coastal scene.
Flat in Oak Island
5 out of 5 average rating, 33 reviews

Paradox Place Guest Suite

Paradox Place is your place for a quiet and peaceful beach get-away. We feature a bedroom with queen-size bed, a living room with a sofa-bed and recliner, and a full bath with tub/shower combo. You can enjoy high-speed internet, stream your favorite programs on 2 TV's, or relax with the complimentary snacks, bottled water, coffee, or tea. Across the street from the Intracoastal Waterway, you can see everything from sailboats to small cruise ships go by. The beach is a 5 minute drive away.

Top guest favourite
The exterior of the home is showcased with a spacious raised porch featuring multiple seating areas. Sturdy wooden stairs lead to the entrance, while overhead fans provide ventilation. The house is surrounded by greenery, contributing to a relaxed coastal atmosphere.
Home in Oak Island
4.97 out of 5 average rating, 122 reviews

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!

Guest favourite
The exterior of the home is presented, featuring a two-story structure with a wide front porch supported by white columns. The porch is furnished with seating options and overlooks the driveway, which leads to two garage doors below. Blue skies add to the inviting appearance.
Home in Oak Island
5 out of 5 average rating, 8 reviews

"Drop Your Anchor" right here. Full screened porch

This home is a gem. Book your stay in this newly remodeled beautiful home with everything you need at your fingertips. The amazing front screened porch will be your favorite place to hang out. Plenty of comfy seating to enjoy your morning coffee or afternoon sweet tea while looking at the intercostal. To the other direction several short blocks is the ocean sand just waiting for you to enjoy. Playroom for the kiddos with games to keep them busy during down time. Bring the whole family.

Guest favourite
Home in Oak Island
4.85 out of 5 average rating, 20 reviews

Whispering Waves OKI- Beautiful Family-Friendly

NO PET FEES + FULLY FENCED YARD! 10 minute walk or 2 minute drive to beach, in the heart of OKI! Whispering Waves is luxury on Oak Island. With 4 bedrooms and 2.5 baths, this home sleeps 10. The open concept living, dining, and fully stocked, updated kitchen is perfect for the family. Enjoy coffee & cocktails on the front screened porch or the deck overlooking the fenced yard. Plenty of space to spread out and drop your gear. Outdoor shower too! Linens provided & arrive to beds made!

Top guest favourite
The Hammock House is positioned amidst marshlands, showcasing a serene sunset sky. The two-story home is visible, with a covered front deck and steps leading toward the marsh. Surrounding vegetation adds to the tranquil atmosphere of this coastal retreat.
Home in Oak Island
4.98 out of 5 average rating, 104 reviews

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.

Top guest favourite
A well-lit living area features comfortable seating, including a sofa and armchair adorned with tropical patterns. A white coffee table sits at the center, and storage is provided by a shelving unit against a wall. Large windows allow natural light to fill the space.
Bungalow in Oak Island
5 out of 5 average rating, 107 reviews

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)

Top guest favourite
A bright bedroom features a spacious bed with a patterned blue and white coverlet. Wooden walls and ceiling create a warm ambiance. Natural light filters through plantation shutters, highlighting a seating area and bedside table, alongside a clock and decorative wall art.
Guest suite in Oak Island
4.98 out of 5 average rating, 125 reviews

Starfish Suite with Steam Spa

Two adults can enjoy a lovely seaside experience at this private suite with outdoor patio. It is on second floor with its own keyless entrance. We are around the corner from Middletown park which offers free summer Friday concerts and Monday farmers market. Other amenities are pickle ball, tennis and basketball courts. Walking distance to some great eateries. Five minute walk to the beach. Wind down after the beach in an aromatherapy. Not child proofed.

Superhost
Home in Oak Island
5 out of 5 average rating, 4 reviews

Panoramic Oceanfront Views in the Heart of OKI

BookSmart Properties presents: Sunny Side Up! Experience the best of Oak Island at this delightful oceanfront home with direct beach access. This cozy 2 bed/1 bath retreat offers a prime setting for relaxation, featuring a fully equipped kitchen, dining with ocean views, and a welcoming patio that makes you feel right at home. Explore nearby local restaurants, shops, and attractions. Book your stay and create unforgettable seaside memories!

Guest favourite
A private screened porch is displayed, featuring two wicker chairs with decorative cushions positioned around a circular table. Soft lighting from string lights enhances the inviting space. Lush greenery is present in pots, complementing the tranquil atmosphere.
Flat in Oak Island
4.96 out of 5 average rating, 241 reviews

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.

Popular amenities for Oak Island holiday rentals

When is the best time to visit Oak Island?

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Avg. price$205 SGD$205 SGD$221 SGD$239 SGD$272 SGD$338 SGD$348 SGD$316 SGD$261 SGD$233 SGD$231 SGD$236 SGD
Avg. temp8°C10°C13°C18°C22°C26°C28°C27°C24°C19°C13°C10°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 1,870 holiday rentals in Oak Island

  • Nightly prices starting at

    Oak Island holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 45,500 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,630 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 760 rentals that welcome pets

  • Holiday rentals with a pool

    600 properties feature pools

  • Rentals with dedicated workspaces

    750 properties have a dedicated workspace

  • Wifi availability

    1,860 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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