Holiday rentals in Oak Island

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Oak Island

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

%{current} / %{total}1 / 1
Guest favourite
A charming single-story bungalow is framed by trees, with a light blue exterior. A screened porch is visible in the foreground, alongside a bicycle and beach gear. Sunlight filters through the branches, creating a serene outdoor setting.
Bungalow in Oak Island
4.88 out of 5 average rating, 155 reviews

Surf Break Bungalow

Take a break and unwind at this cozy Beach Bungalow! The Beach Bungalow is decorated with warm tropical colors and hints of a surfing décor. This is the perfect getaway to hang out with family, friends, or just to escape crowds. Follow the sound of the waves gently crashing on the shoreline and within minutes you will soon be dipping your toes in the sand. A private corner lot with easy parking access. Also, the perfect location to hang on the screen porch or relax in the shaded hammock.

Top guest favourite
The exterior of a vintage cottage displays a well-maintained lawn with green grass and hydrangea bushes in bloom. The home features large windows framed by traditional shutters and a welcoming front pathway leading to the entrance. A water tower is visible in the background.
Home in Oak Island
4.94 out of 5 average rating, 135 reviews

Hydrangea Hideaway: A 2 block walk to the beach!

Just 2 blocks to the beach, our vintage Oak Island home has been fully updated and is the perfect space to get away from the every day and find your own island oasis! In the desirable Yaupon Beach area and a 5 minute walk to the beach, a par 5's distance from the Oak Island Golf Club & a few doors down from a bakery & wine shop. Beach gear included, plus a hot water outdoor shower. Hydrangea Hideaway is waiting to welcome you to your Oak Island home! Long term rates available in off-season!

Guest favourite
Flat in Oak Island
4.75 out of 5 average rating, 12 reviews

“Shore Thing”

Your vacation is precious time and needing accommodations to align with expectations can’t be left to chance - you need a Shore Thing. Our 2bd/2 bath condo with full kitchen, laundry and front porch views of the ocean are ready to welcome you to tranquility. Household linens/soaps all provided so after booking grab your swimsuit, flip flops and personal toiletries. Beach access is a short walk so bring your shades to avoid the sun and glares from those struggling to find parking. Enjoy!

Top guest favourite
A single-story cottage presents a welcoming facade with a bright orange door. A spacious front porch features multiple white columns, while surrounding greenery adds a natural touch. The pathway leads to the entrance, inviting guests to step inside and enjoy their stay.
Bungalow in Oak Island
4.99 out of 5 average rating, 278 reviews

Charming Oak Island Bungalow - Great Location!

Our 3BR cottage promises a fresh and clean experience that is ideal for your family beach week or weekend getaway. Close to everything Oak Island has to offer - sand, surf, fishing, boating and biking - whatever your heart desires. A well stocked kitchen to enjoy a dinner in or treat yourself to one of the many Oak Island and Southport restaurants. Guests rave about the screen porch with the "Where Have You Been All My Life" hanging bed and the new backyard firepit. Come, relax and enjoy!

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.

Top guest favourite
The exterior of the house features a light yellow façade with white trim and a welcoming front porch. Two outdoor ceiling fans are visible, and a small bistro table and chairs sit on the porch. The landscaping includes sparse plants and fresh white gravel.
Home in Oak Island
4.97 out of 5 average rating, 199 reviews

Above the Tide | *10 Min Walk to Beach* + Bikes

Sunshine & waves awaits you and your family! This cozy home has everything you need for your vacation get away. Only a short walk down the Scenic Walkway to the beach (10 min). Fire pit, picnic table, patio area out back w/ outdoor grill, and outdoor shower. There is also Wi-Fi and 3 TVs. Fully stocked kitchen with all your cooking necessities. Beach Extras: - 4 adult bikes - Shibumi Shade tent - wagon - multiple chairs - coolers - variety of toys/games for your days down at the beach!

Top guest favourite
Home in Oak Island
5 out of 5 average rating, 139 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.

Top guest favourite
A bright living area is presented with a soft-colored sofa and an ottoman centered on a textured area rug. A ceiling fan hangs above, and natural light enters through large windows, illuminating the space. A screened porch is visible, featuring wicker seating and greenery outside.
Apartment in Saint James
5 out of 5 average rating, 36 reviews

Sanctuary Condo in St.James

This serenely quite ground floor condo is a soothing place to relax. Bird songs & relax with morning coffee on the screened back porch overlooking a tidal stream or stroll over to the pool. A cook's kitchen awaits those that like to dine at home. King size bed in MBR and a queen airbed is on hand. Plus, you are just minutes from the ocean, Southport and outstanding golf. Adjoining Lockout Suite Room available for a slight up charge. Suite has queen bed, full bath plus MW and fridge.

Top guest favourite
A bright sleeping area features a spacious bed with a white quilt and decorative pillows. Wooden beams and recessed lighting enhance the warm ambiance. A small seating area with a plant is present, alongside a wooden step for easy access to the bed. Large windows allow natural light in.
Flat in Oak Island
4.93 out of 5 average rating, 379 reviews

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.

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, 206 reviews

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.

Top guest favourite
The living space is bright and airy, featuring a light blue dining table with seating for four, a cozy couch adorned with decorative pillows, and a wall-mounted TV. Natural light floods in through the windows, and a fan hangs from the ceiling, enhancing the open atmosphere.
Home in Oak Island
4.95 out of 5 average rating, 124 reviews

CityWoes2SandyToes, dog-friendly fully-fenced yard

Oak Island is 9 miles of a family-friendly beach vacation getaway making it the perfect place for your Family to escape “City Woes” and trade them for “Sandy Toes”. Located between the intercostal waterway and the beach, “City Woes to Sandy Toes” is 0.8 mile to the beach on foot via scenic walkway or drive via NE 40 St. for a convenient, direct route to one of our favorite beach accesses. A plethora of restaurants and shopping are just 2 miles away on E Oak Island Dr.

Top guest favourite
Two blue wine glasses are positioned alongside a bottle of Clos du Bois wine on a table, with an expansive view of the ocean and shoreline in the background. The light reflects off the water, creating a serene atmosphere.
Apartment in Oak Island
4.96 out of 5 average rating, 117 reviews

Sand Surf & Sunset Ocean View Condo - 2 Bed 2 Bath

Welcome to your perfect beachside retreat! This beautiful 2-Bedroom ocean-view condo in Caswell Beach, NC, offers breathtaking sunsets and panoramic ocean views right from your private covered decks - perfect for outdoor dining or unwinding to the sound of the waves. Just steps from the sand, this peaceful getaway is ideal for families or two couples looking to relax, recharge, and soak up the coastal charm. Walkable to restaurants, pier and golf.

Popular amenities for Oak Island holiday rentals

When is the best time to visit Oak Island?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$203 SGD$203 SGD$219 SGD$237 SGD$270 SGD$335 SGD$345 SGD$313 SGD$258 SGD$231 SGD$229 SGD$234 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

Destinations to explore