Holiday rentals in Oak Island

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Top-rated holiday rentals in Oak Island

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Top guest favourite
A dining area features a white table complemented by a long bench and place mats. Natural light floods the space through the window with blinds. Decor includes tropical-themed artwork and a charming cabinet. Light wood flooring adds warmth to the room.
Home in Oak Island
4.99 out of 5 average rating, 234 reviews

"CRYSTAL SUNRISE", walk or drive to ICW or Beach!

Our space is a newly remodeled two bedroom, one bathroom mid century home, all on ground level (two steps to get in and out). The new beach color paint scheme and beach themed accents let our guest know they are on holiday/ vacation at the beach. When you come back from a long day out soaking up the sun, playing in the sand, and site seeing, you have a quiet, clean, cool place to eat, shower, and rest. The living area/ den, has a brand new 55" smart TV with wireless wifi. We have a library of DVDs and Blu-ray disc, too include kid friendly movies. The bedrooms also have smart TVs, incase some want to watch something different. There is no cable TV included. With the smart TV you can access your NETFLIX, HULU, PRIME TV, whatever you may have a membership with. We supply Beach towels, bathroom towels, sheets, and bed spreads. This is a BIG PLUS because some homes don't offer this service. There is a private studio/ office/ Apartment attached that has no access for guest, only used by host. We stay in it on occasion. We do not bother the guest in the house unless we are needed. All that is ask of our guest is that they treat our home as though it was their home. Please respect and take care of all contents, so we can keep it as nice as it was upon arrival. Please remember there are guest coming in after you. THANK YOU, WE HOPE YOU HAVE A GREAT TIME AT OAK ISLAND. We are happy you chose our home to be a part of your stay. NO SMOKING!** **NO SMOKING INSIDE OR AROUND THE OUTSIDE OF THE HOUSE, DUE TO FIRE HAZARD OF DRY PINE NEEDLES. NO PETS OF ANY KIND! PLEASE!

Top guest favourite
The entrance area to the guest suite features a private pathway leading to a set of stairs. Seating is provided with two chairs arranged around a small table, surrounded by colorful flower pots. A wooden privacy fence encases the space, enhancing the secluded feel.
Flat in Oak Island
4.95 out of 5 average rating, 141 reviews

Adorable OKI guest suite ~ walk to BEACH

Come stay at our peaceful guest suite where you can walk to the gorgeous beach in minutes! It’s only half a mile from the closest beach access as well as grocery stores, restaurants, cafes, ice cream shops, bars & parks. After a day relaxing at the beach or visiting local sites, you’ll love using our outdoor shower(w/ hot & cold water) & sitting outside in our private guest sitting area with your fav evening beverage. You can also grill up a meal on the charcoal grill. We hope to host you soon!

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, 285 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
The cottage exterior features a charming wooden facade with large windows allowing natural light. A spacious deck with outdoor seating faces the yard, framed by the shade of surrounding trees. Vibrant cushions add a pop of color to the seating area.
Cottage in Oak Island
4.98 out of 5 average rating, 199 reviews

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.

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, 148 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 two-story beach house is set against a clear blue sky, with a spacious deck overlooking the ocean. The structure features a grey exterior and is supported by stilts. Sandy beach stretches in the foreground, leading to the calm waves of the Atlantic Ocean in the distance.
Home in Oak Island
4.98 out of 5 average rating, 226 reviews

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

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, 193 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!

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, 152 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, 200 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.

Superhost
A charming beach house with a light brown exterior stands elevated on stilts. The covered porch features white railings and steps leading up to the entrance. A sign indicating 'For Rent' is displayed on the front, with sandy ground visible below.
Home in Oak Island
4.74 out of 5 average rating, 263 reviews

Donovan's Reef A Very Popular Beach House!

The House is beautifully Renovated with the Beach access right across the street! Gorgeous ocean views. The Beach House has a open concept living area! Our House has a very large backyard for pets! One of the best values on Oak Island. We are following a strict cleaning protocol! All are welcome to our Beautiful Beach House! We have installed a new air conditioning and heating system. We have hired a new cleaning crew! Have fun!

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, 120 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.

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 .

Popular amenities for Oak Island holiday rentals

When is the best time to visit Oak Island?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$204 SGD$204 SGD$220 SGD$238 SGD$271 SGD$336 SGD$347 SGD$315 SGD$259 SGD$221 SGD$217 SGD$207 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 1,890 holiday rentals in Oak Island

  • Nightly prices starting at

    Oak Island holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 45,540 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,730 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 780 rentals that welcome pets

  • Holiday rentals with a pool

    600 properties feature pools

  • Rentals with dedicated workspaces

    760 properties have a dedicated workspace

  • Wifi availability

    1,880 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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