Holiday rentals in Oak Island

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Top-rated holiday rentals in Oak Island

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Top guest favourite
A cozy living area features light wood flooring and neutral walls, with a ceiling fan providing airflow. Barn doors lead to a bedroom space, while a coffee table sits centrally with decor items. An inviting couch is positioned alongside a small dining area.
Guest suite in Oak Island
4.96 out of 5 average rating, 287 reviews

Salty Air Retreat

Quaint, bright and cozy lower level apartment. All basic amenities are included, as well as towels, linens and dishware. Located on a quiet dead end street. Short 10 minute walk to the beach over the Davis Canal. Private entrance with access to fenced in back yard with firepit, hammock. After a day at the beach you can rinse off in the private, enclosed outdoor shower. Enjoy your fresh catch of the day on the outdoor grill, and enjoy it outside if you like at the cozy outdoor dining nook.

Top guest favourite
A covered breezeway offers a welcoming entrance, featuring two comfortable wicker chairs with cushions, positioned around a small table. A decorative sign reading 'BEACH HOUSE' is displayed above the door, which is flanked by charming wall art and a doormat that says 'hello.'
Guest suite in Oak Island
4.89 out of 5 average rating, 152 reviews

Cozy Studio unit with bikes & fire pit, walk to be

Modern and cozy studio in a quiet, pet-friendly neighborhood. Five minute walk from multiple restaurants and three blocks (10 minute walk) from direct beach access. Enjoy the sounds of birds and ocean breeze while you grill or relax in the covered breezeway. Bring your wood and build a relaxing fire in our beautiful fire pit! This stylish spot has a kitchenette, full bathroom, closet, an amazingly comfortable bed and sofa! The perfect getaway spot for a couple or a few friends!!

Guest favourite
A bright living area showcases a white sofa adorned with soft pillows, complemented by natural wood accents. A stylish mirror reflects the light from a nearby lamp. Textured rugs and a few decorative pieces add warmth and depth to the space.
Cottage in Carolina Beach
4.89 out of 5 average rating, 208 reviews

The Surf Chalet

3 blocks from the ocean and 1/2 block from the Carolina Beach Lake trail. Ample parking and private sun deck/shaded patio to wind down after the beach. Freshly renovated and decorated in March 22'. Perfect for families/couples looking to be close to the downtown action, yet away from any noise/traffic. A peaceful beach escape w/ every modern amenity. BBQ essentials on site. Pet friendly. Check out the Superhost's other similar Surf listings for alternative, curated offerings.

Top guest favourite
A spacious property is highlighted by an electric golf cart parked on gravel. The entrance features a staircase leading up to a covered porch, with a sign displaying the rental name. Nearby, a privacy fence offers seclusion, while trees provide shade.
Home in Oak Island
5 out of 5 average rating, 137 reviews

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.

Guest favourite
A spacious deck is lined with wooden chairs, offering unobstructed views of the beach and ocean beyond. Gentle waves can be seen lapping at the shore, with sandy dunes and patches of grass framing the tranquil coastal scene under a blue sky with scattered clouds.
Home in Oak Island
4.88 out of 5 average rating, 154 reviews

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.

Top guest favourite
A spacious living area features a comfortable sectional sofa facing a large window that offers ocean views. A ceiling fan adds to the airy atmosphere, while a wooden sideboard and round coffee table provide functional decor. Light enters from the sliding glass doors leading to the balcony.
Apartment in Oak Island
4.99 out of 5 average rating, 202 reviews

The Coastal Coconut: Beautiful Ocean View Condo

This spectacular ocean view condo with top notch 2022 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.

Top guest favourite
The exterior of the bungalow is illuminated by warm string lights, enhancing the welcoming ambiance. A large front porch features rocking chairs and adirondack chairs, inviting relaxation. Steps lead up from a landscaped yard with potted plants, creating a cozy entryway.
Bungalow in Oak Island
4.95 out of 5 average rating, 244 reviews

Live Oaks Beach Bungalow

Are you looking for a simple remodeled bungalow on the best kept secret Island in North Carolina ? You also love the shade of coastal live oaks and palmettos, and you love to sip drinks on a large front porch with friends ? You enjoy the beach but also kayaking, surfing and biking ? You prefer a non-commercial and family friendly environment ? We have it all ! We are a real family, not a rental company and we take pride to at least meet our guests expectations.

Top guest favourite
The exterior of a two-story coastal cottage features a welcoming white façade with dark green windows and a front porch. Two rocking chairs and a lantern are visible, along with landscaping that includes shrubs and grass. The American flag is displayed prominently on the porch.
Cottage in Southport
4.98 out of 5 average rating, 132 reviews

Captain's Cottage: The heart of downtown Southport

Step into history without sacrificing luxury at the Captain's Cottage! Located blocks from the water on one of the first 100 lots in Southport, is a beautifully furnished coastal cottage. The home boasts a commercial quality kitchen, spacious rooms throughout, and two cozy porches overlooking Historic Franklin Square Park. The location is ideal within walking distance of all that Southport has to offer and is a short drive to several beaches.

Top guest favourite
A master bedroom suite features shiplap walls and a light wooden ceiling. A spacious bed with white linens is centered in the room. Nearby, a cozy seating area is complemented by a decorative rug. A door leads to a large screened-in porch, enhancing relaxation.
Guest suite in Oak Island
5 out of 5 average rating, 254 reviews

Oak and Tide Guest Suite

Renovated Master Bedroom Suite with shiplap walls, whirlpool tub and bidet toilet. Very Spa like and perfect for the single or couple that want to get away. Easy walk to beach., farmers market and outdoor concerts . Walking distance to eateries Your room has its own entrance on second story. Large screened in porch also yours to enjoy! We have Roku TV . New bedroom furniture and mattress with adjustable bed .

Guest favourite
A beachfront cottage is showcased with a bright blue exterior and a metal roof. The entryway features wooden steps leading up to a porch, surrounded by sandy terrain and ocean views in the background. Sparse vegetation and wooden posts are visible, enhancing the coastal setting.
Cottage in Oak Island
4.94 out of 5 average rating, 185 reviews

Oceanfront-pvt access-dog friendly-Incredible Ibis

Sandy shorelines are calling you to this 3-bedroom, 1.5-bath vacation cottage on Oak Island! This beachfront property will leave you relaxed and rejuvenated. Panoramic ocean views from the deck! Our home offers a getaway that invites you to surf the waves, perfect your tan, and catch up on your favorite book while digging your toes in the sand. Featured in the Fall 2021 Hallmark film "One Summer." Enjoy a moment now!

Top guest favourite
The exterior of a renovated guest cottage is displayed, featuring a light-colored facade and a blue metal roof. A covered porch is seen at the front, with steps leading up to the entrance. Lush greenery surrounds the cottage, enhancing the inviting atmosphere.
Home in Carolina Beach
4.97 out of 5 average rating, 124 reviews

Guest House in Carolina Beach

Location, Location, Location!!! This completely renovated 1 bedroom 1 bath guest cottage is located in the heart of Carolina Beach. Just 2 blocks from the beach (with public access), walking distance to many restaurants, bars, and the famous boardwalk, you won’t need to get in your car and pay for parking once you’re here. Everything you need to make your vacation the perfect getaway is at your fingertips.

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?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$201 SGD$201 SGD$216 SGD$233 SGD$266 SGD$330 SGD$341 SGD$309 SGD$255 SGD$217 SGD$213 SGD$203 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 $38 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, Self check-in and Gym 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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