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Oak Island holiday rentals

We found 3,786 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Oak Island by choosing from 1028 houses, 121 flats and other holiday rentals. Holiday rentals offer the best amenities for your stay with friends, family or just your pet, such as parking and a hot tub. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Oak Island

Showing deals for:11 Dec - 18 Dec

Kitchen
Living Room
Windrift from beach
Underside of house
Exceptional
(107 reviews)

Oak Island Beach Front Cottage

Oak Island

7% off
S$4,373
for 7 nights, 1 home
S$625 per night
includes taxes & fees
Oak Island Beach Front Cottage
Private kitchen
Outdoor spa tub
Living area
Outdoor spa tub
Exceptional
(69 reviews)

Rare Find! 14 bed 8 bath Sleeps 26. Private. Ocean Views. Pool Hot Tub. Elevator

Oak Island

7% off
S$8,408
for 7 nights, 1 home
S$1,201 per night
includes taxes & fees
Rare Find! 14 bed 8 bath Sleeps 26. Private. Ocean Views. Pool Hot Tub. Elevator
Interior
Porch has rocking chairs and a porch swing!
Sleeper sofa in the living room with a view of the ocean!
  The kitchen with a condiments and spices included.
Exceptional
(47 reviews)

Loving the Lazy Lookout ⚓️Beachview/Access and Pet Friendly⚓️4BR, 2 BA

Oak Island

7% off
S$3,627
for 7 nights, 1 home
S$518 per night
includes taxes & fees
Loving the Lazy Lookout ⚓️Beachview/Access and Pet Friendly⚓️4BR, 2 BA
Interior
Terrace/patio
Private kitchen
Dining
Exceptional
(31 reviews)

Sunny Side Up - Beautiful OKI beach home on cul-de-sac. Short walk to beach.

Oak Island

7% off
S$5,704
for 7 nights, 1 home
S$815 per night
includes taxes & fees
Sunny Side Up - Beautiful OKI beach home on cul-de-sac. Short walk to beach.
Interior
Living area
Room
Exterior
Exceptional
(56 reviews)

Beachside Bliss! Ocean views, beautiful pool and a 2 minute walk to the beach.

Oak Island

7% off
S$5,111
for 7 nights, 1 home
S$730 per night
includes taxes & fees
Beachside Bliss! Ocean views, beautiful pool and a 2 minute walk to the beach.
Dining
Interior
Private kitchen
Private kitchen
Exceptional
(11 reviews)

Giggling Pelican-Oak Island

Oak Island

8% off
S$2,381
for 7 nights, 1 home
S$340 per night
includes taxes & fees
Giggling Pelican-Oak Island
Second Floor Deck w/ Swings
Kitchen
Living
Second Floor Master
Exceptional
(19 reviews)

Beach Better Have My Money! Clean "Ocean Close" Getaway! 5BR, Pool & EV Charger!

Oak Island

7% off
S$6,856
for 7 nights, 1 home
S$979 per night
includes taxes & fees
Beach Better Have My Money! Clean "Ocean Close" Getaway! 5BR, Pool & EV Charger!
Plenty of seating
Dining
Exterior
Exterior
Exceptional
(30 reviews)

Spacious 3bed/2.5bath home with included Golf Cart, Hot Tub, 15min walk to beach

Oak Island

7% off
S$1,778
for 7 nights, 1 home
S$254 per night
includes taxes & fees
Spacious 3bed/2.5bath home with included Golf Cart, Hot Tub, 15min walk to beach
Exterior
Beach
Property grounds
Room
Exceptional
(13 reviews)

Oak Island Escape-2nd Row, Pet-Friendly w/ Ocean Views & Boat Ramp Nearby

Oak Island

7% off
S$3,747
for 7 nights, 1 home
S$535 per night
includes taxes & fees
Oak Island Escape-2nd Row, Pet-Friendly w/ Ocean Views & Boat Ramp Nearby
Children’s area
Property grounds
Exterior
Property grounds
Exceptional
(9 reviews)

Family and Dog Friendly home in Oak Island. Fenced-in yard, fire pit, sleeps 10!

Oak Island

7% off
S$2,782
for 7 nights, 1 home
S$397 per night
includes taxes & fees
Family and Dog Friendly home in Oak Island. Fenced-in yard, fire pit, sleeps 10!
Room
Private kitchen
Living area
Dining
Exceptional
(136 reviews)

Seas The Day! Oak Island Retreat

Oak Island

7% off
S$1,854
for 7 nights, 1 home
S$265 per night
includes taxes & fees
Seas The Day! Oak Island Retreat
King Master
Exterior
Main Living Area
Main Living Area
Exceptional
(35 reviews)

Warm and cozy Beach Cottage. 3 houses from beach 5 houses from Middleton Park

Oak Island

7% off
S$1,432
for 7 nights, 1 home
S$205 per night
includes taxes & fees
Warm and cozy Beach Cottage. 3 houses from beach 5 houses from Middleton Park
The queen size bed is perfect for a good night's sleep after a day of fun.
The hallway leads you to the full bath and bedroom
Entrance to the apartment has a digital combination lock for self-check-in
If you get hungry, cookies, microwave popcorn, and bottled water are included.
Exceptional
(20 reviews)

Paradox Place--Cozy Apartment on Oak Island

Oak Island

7% off
S$1,055
for 7 nights, 1 apartment
S$151 per night
includes taxes & fees
Paradox Place--Cozy Apartment on Oak Island
Exterior
Living area
Property grounds
Room
Exceptional
(10 reviews)

The Blue Sea Bungalow

Oak Island

7% off
S$2,214
for 7 nights, 1 home
S$316 per night
includes taxes & fees
The Blue Sea Bungalow
The Splash Pad at Middleton Park
Ocean Facing Front Porch
Dinning and Kitchen
Front View and Parking
Very good
(13 reviews)

Sun&Fun360 Unit B, 2nd Row East, Sunrise Ocean Views

Oak Island

7% off
S$2,541
for 7 nights, 1 apartment
S$363 per night
includes taxes & fees
Sun&Fun360 Unit B, 2nd Row East, Sunrise Ocean Views
Large primary suite with a king bed
Kitchen table will seat 6 as well as two bar stools for extra space
Terrace/patio
Interior
Exceptional
(29 reviews)

POOL AND PICKLEBALL! Perfectly located 1st floor condo, close to everything

Southport

7% off
S$2,071
for 7 nights, 1 apartment
S$296 per night
includes taxes & fees
POOL AND PICKLEBALL! Perfectly located 1st floor condo, close to everything
Living area
Front of Condo / Walkway
Room
Pool
Exceptional
(149 reviews)

Spacious clean condo, large pool, plus many extras. Perfect for families.

Oak Island

7% off
S$2,188
for 7 nights, 1 apartment
S$313 per night
includes taxes & fees
Spacious clean condo, large pool, plus many extras. Perfect for families.
Exterior
Living area
Private kitchen
Exterior
Exceptional
(13 reviews)

Dog friendly On Island Outdoor Shower Family Fun!

Oak Island

7% off
S$2,355
for 7 nights, 1 home
S$336 per night
includes taxes & fees
Dog friendly On Island Outdoor Shower Family Fun!
Private kitchen
Property grounds
Living area
Marina
Exceptional
(79 reviews)

Water view condo overlooking Marina, with private deck

Southport

6% off
S$1,846
for 7 nights, 1 apartment
S$264 per night
includes taxes & fees
Water view condo overlooking Marina, with private deck
Exterior detail
Property grounds
Living area
Exterior
Exceptional
(6 reviews)

Scenic 3-bedroom apartment with WiFi, AC on Davis Canal in Oak Island.

Oak Island

8% off
S$2,912
for 7 nights, 1 apartment
S$416 per night
includes taxes & fees
Scenic 3-bedroom apartment with WiFi, AC on Davis Canal in Oak Island.
Exterior detail
Terrace/patio
Living area
Living area
Exceptional
(39 reviews)

Private apartment-3 minute walk to the beach

Oak Island

7% off
S$1,192
for 7 nights, 1 apartment
S$170 per night
includes taxes & fees
Private apartment-3 minute walk to the beach
Exterior
Living area
Private kitchen
Dining
Exceptional
(69 reviews)

Beach house close to the ocean direct beach access

Oak Island

7% off
S$1,881
for 7 nights, 1 home
S$269 per night
includes taxes & fees
Beach house close to the ocean direct beach access
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Delight in the waterfront landscape of Oak Island

Enjoy the wineries and other features of Oak Island. Renowned for its island views, shark watching and sailing, this city welcomes all visitors. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Oak Island

Do you want to discover top things to see and do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Oak Island a one-of-a-kind holiday spot. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Oak Island Golf Club (5.5 mi / 8.8 km)
  • North Carolina Aquarium at Fort Fisher (13.8 mi / 22.2 km)
  • Carolina Beach Boardwalk (17.4 mi / 28 km)
  • Lockwood Folly Country Club (3.6 mi / 5.8 km)
  • The Reserve Golf Club at St. James Plantation (4 mi / 6.4 km)
  • The Clubs at St. James (5 mi / 8 km)

Exploring the natural features in Oak Island

Whether you're an active traveller or just want to spend some time taking in the scenery, Oak Island is a great spot to appreciate mother nature. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Caswell Beach (4.2 mi / 6.8 km)
  • Holden Beach (12.4 mi / 20 km)
  • Ocean Isle Beach (12.9 mi / 20.7 km)
  • Fort Fisher State Recreation Area (13.2 mi / 21.2 km)
  • Kure Beach (14.9 mi / 24 km)
  • Ocean Front Park (15.7 mi / 25.2 km)

Transport to and around Oak Island

The nearest airport is in Wilmington, NC (ILM-Wilmington Intl.), located 28.1 mi (45.3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to North Myrtle Beach, SC (CRE-Grand Strand), which is 33 mi (53.1 km) away.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Oak Island?
Houses are the most popular kind of holiday rental in Oak Island, according to our data. Even if you have a different idea about what you'd like, Vrbo has properties in a variety of sizes and shapes. Look over our options to find your ideal match.
How much does it cost to rent a holiday rental in Oak Island?
A range of things affect how much you'll pay for a holiday rental in Oak Island, such as the type of property, length of stay and season. But, all our holiday homes have one thing in common — amazing value. Just add your travel dates to find your ideal match.
How much does it cost to rent a beach house in Oak Island?
The average price for a holiday home by the beach in Oak Island depends on when you're travelling and the style and size of property you want. Find prices quickly and easily on Vrbo by entering your destination and travel dates. Then use our filters to choose the number of bedrooms and amenities important to you, like a pool, air conditioning and WiFi.
What are popular rental amenities in Oak Island?
When it comes to rental amenities that guests are searching for in Oak Island, a swimming pool, a water view and tennis are at the top of the list. With Vrbo holiday homes, there are options to suit your style and taste, whether you're going away with family, friends or even pets.
What are the top attractions for families in Oak Island?
Keeping the kids entertained during your stay in Oak Island is a cinch with these top family-friendly attractions:
  • Ocean Crest Pier
  • North Carolina Maritime Museum at Southport
  • Oak Island Lighthouse
Can I find two-bedroom holiday rentals in Oak Island?
Take off with your besties and enjoy a relaxing escape in one of the 142 two-bedroom holiday rentals Oak Island has to offer.
Are there holiday rentals with WiFi in Oak Island?
Oak Island has 202 holiday rentals with WiFi, so you can stay connected while you're on holiday. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming Hollywood blockbusters to updating your social media, these Vrbo homes make it easy to go online.
How old do you have to be to rent a holiday rental in Oak Island?
The minimum age requirements can vary across properties on Vrbo, so look at the rules of the holiday home in Oak Island you're considering. But typically, it's 16, 18 or 21.
How long can I rent a holiday rental in Oak Island for?
The amount of time you can stay in an Oak Island holiday rental for varies depending on the property. Simply put in your dates of travel to browse options offering longer term stays. They feature all the things you need to make your extended getaway more comfortable and convenient, such as laundries and air conditioning. Some Vrbo holiday homes may also offer weekly or monthly discounts, so you can hang around longer for less.

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