Book Holiday Homes in Oak Island

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Featured Holiday Homes in Oak Island

Sandy Paws - A Dog-Friendly Haven with Boat Parking on Oak Island, NC

Sandy Paws - A Dog-Friendly Haven with Boat Parking on Oak Island, NC

Oak Island NC
With a stay at this vacation home in Oak Island (Tranquil Harbour), you'll be a 3-minute drive from Caswell Beach and 6 minutes from Ocean Crest Pier.
Opens in a new windowSandy Paws - A Dog-Friendly Haven with Boat Parking on Oak Island, NC
Donovan's Out of the Blue  Great Value and Location!

Donovan's Out of the Blue Great Value and Location!

Oak Island NC
With a stay at this vacation home in Oak Island (Long Beach), you'll be steps from Caswell Beach and 9 minutes by foot from Ocean Crest Pier.
Opens in a new windowDonovan's Out of the Blue Great Value and Location!
4 BR 2 BA OCEANFRONT COTTAGE - Big Deck, & AMAZING Ocean Views! - Book Now!

4 BR 2 BA OCEANFRONT COTTAGE - Big Deck, & AMAZING Ocean Views! - Book Now!

Oak Island NC
With a stay at this vacation home in Oak Island (Long Beach), you'll be steps from Caswell Beach and a 3-minute drive from Ocean Crest Pier.
Opens in a new window4 BR 2 BA OCEANFRONT COTTAGE - Big Deck, & AMAZING Ocean Views! - Book Now!
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"Whale of a Time" is a 5 Bedrooms, 4 Bathrooms, Oceanfront, Elevator

"Whale of a Time" is a 5 Bedrooms, 4 Bathrooms, Oceanfront, Elevator

Oak Island NC
With a stay at this vacation home in Oak Island (Long Beach), you'll be steps from Caswell Beach and a 3-minute drive from Ocean Crest Pier.
Opens in a new window"Whale of a Time" is a 5 Bedrooms, 4 Bathrooms, Oceanfront, Elevator
"The Beach Bucket" Beautiful Beach House located in Oak Island, NC

"The Beach Bucket" Beautiful Beach House located in Oak Island, NC

Oak Island NC
With a stay at this vacation home in Oak Island (Long Beach), you'll be steps from Caswell Beach and 9 minutes by foot from Ocean Crest Pier.
Opens in a new window"The Beach Bucket" Beautiful Beach House located in Oak Island, NC
3rd Row w/ Private Pool, 2 Primary Suites & VIEWS

3rd Row w/ Private Pool, 2 Primary Suites & VIEWS

Oak Island NC
With a stay at this vacation home in Oak Island (Long Beach), you'll be steps from Caswell Beach and a 5-minute drive from Ocean Crest Pier.
Opens in a new window3rd Row w/ Private Pool, 2 Primary Suites & VIEWS
Designer 4BR Home with Pool & Outdoor Oasis Sleeps 12

Designer 4BR Home with Pool & Outdoor Oasis Sleeps 12

Oak Island NC
Located in Oak Island (Tranquil Harbour), this vacation home is within a 5-minute drive of Caswell Beach and Oak Island Golf Club.
Opens in a new windowDesigner 4BR Home with Pool & Outdoor Oasis Sleeps 12
Rare Find! 14 bed 8 bath Sleeps 26. Private. Ocean Views. Pool Hot Tub. Elevator

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

Oak Island NC
With a stay at this vacation home in Oak Island (Long Beach), you'll be a 2-minute walk from Caswell Beach and within a 5-minute drive of Oak Island Golf ...
Opens in a new windowRare Find! 14 bed 8 bath Sleeps 26. Private. Ocean Views. Pool Hot Tub. Elevator
Hot Tub & Saltwater Pool!  3min Walk to Beach with Private Dock. Pet Friendly!

Hot Tub & Saltwater Pool! 3min Walk to Beach with Private Dock. Pet Friendly!

Oak Island NC
With a stay at this vacation home in Oak Island (Long Beach), you'll be steps from Caswell Beach and a 4-minute drive from Ocean Crest Pier.
Opens in a new windowHot Tub & Saltwater Pool! 3min Walk to Beach with Private Dock. Pet Friendly!
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Oak Island Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Oak Island vacation homes are the perfect way for you to wing it.

Holiday houses in Oak Island let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Oak Island in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Oak Island adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Oak Island with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Oak Island vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Oak Island Holiday Homes essential information

Accommodation
1535 Holiday Homes
Lowest Price
AU$151
Highest Price
AU$205
Popular accommodation
Sandy Paws - A Dog-Friendly Haven with Boat Parking on Oak Island, NC, Donovan's Out of the Blue Great Value and Location!, 4 BR 2 BA OCEANFRONT COTTAGE - Big Deck, & AMAZING Ocean Views! - Book Now!, "Whale of a Time" is a 5 Bedrooms, 4 Bathrooms, Oceanfront, Elevator, "The Beach Bucket" Beautiful Beach House located in Oak Island, NC, 3rd Row w/ Private Pool, 2 Primary Suites & VIEWS, Designer 4BR Home with Pool & Outdoor Oasis Sleeps 12, Rare Find! 14 bed 8 bath Sleeps 26. Private. Ocean Views. Pool Hot Tub. Elevator, Hot Tub & Saltwater Pool! 3min Walk to Beach with Private Dock. Pet Friendly!

Top trending hotels in Oak Island

Ocean Crest Motel

Ocean Crest Motel

2 out of 5
1417 E Beach Dr Oak Island NC
The price is AU$171 per night from 4 Jan to 5 Jan
AU$171
4 Jan - 5 Jan 2026
includes taxes & fees
With a stay at Ocean Crest Motel in Oak Island (Long Beach), you'll be steps from Caswell Beach and Ocean Crest Pier.
Opens in a new windowOcean Crest Motel
Captain's Cove Motel

Captain's Cove Motel

2.5 out of 5
6401 Oak Island Drive Oak Island NC
Fully refundableReserve now, pay when you stay
The price is AU$151 per night from 29 Dec to 30 Dec
AU$151
29 Dec - 30 Dec
includes taxes & fees
With a stay at Captain's Cove Motel in Oak Island (Tranquil Harbour), you'll be a 1-minute drive from Caswell Beach and 7 minutes from Ocean Crest Pier.
Opens in a new windowCaptain's Cove Motel
The Beach House Motel & Suites

The Beach House Motel & Suites

2 out of 5
500 Ocean Dr Oak Island NC
The price is AU$205 per night from 1 Jan to 2 Jan
AU$205
1 Jan - 2 Jan 2026
includes taxes & fees
With a stay at The Beach House Motel & Suites in Oak Island (Yaupon Beach), you'll be steps from Caswell Beach and a 2-minute drive from Oak Island Golf ...
Opens in a new windowThe Beach House Motel & Suites
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Oceanfront with HOT TUB & ELEVATOR. Views from every room!

Oceanfront with HOT TUB & ELEVATOR. Views from every room!

Oak Island NC
With a stay at this vacation home in Oak Island (Long Beach), you'll be steps from Caswell Beach and 4 minutes by foot from 57th Place West Access Park.
Opens in a new windowOceanfront with HOT TUB & ELEVATOR. Views from every room!
Don't see what you're looking for?
See all available properties in Oak Island
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.