Book Holiday Homes in Oak Island

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Featured Holiday Homes in Oak Island

Cozy Cottage Walking Distance to Beach - w/ E-Bikes Available and Coffee Station

Cozy Cottage Walking Distance to Beach - w/ E-Bikes Available and Coffee Station

Oak Island
Located in Oak Island (Long Beach), this vacation home is within a 5-minute drive of Caswell Beach and Oak Island Golf Club.
Cozy Cottage Walking Distance to Beach - w/ E-Bikes Available and Coffee Station
Oceanfront fully remodeled with HOT TUB & ELEVATOR. Views from every room!

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

Oak Island
Located in Oak Island, this vacation home is on the beach, within a 5-minute walk of Caswell Beach and 57th Place West Access Park.
Oceanfront fully remodeled with HOT TUB & ELEVATOR. Views from every room!
PRIVATE Pool w/ Lithium  Golf Cart w paid parking INCLUDED. Walk to Restaurants

PRIVATE Pool w/ Lithium Golf Cart w paid parking INCLUDED. Walk to Restaurants

Oak Island
Located in Oak Island (Long Beach), this vacation home is within a 5-minute drive of Caswell Beach and Oak Island Golf Club.
PRIVATE Pool w/ Lithium Golf Cart w paid parking INCLUDED. Walk to Restaurants
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Beach house close to the ocean direct beach access

Beach house close to the ocean direct beach access

Oak Island
With a stay at this vacation home in Oak Island (Long Beach), you'll be a 1-minute drive from Caswell Beach and 6 minutes from Ocean Crest Pier.
Beach house close to the ocean direct beach access
Charming Beach Bungalow Refreshed for 2025

Charming Beach Bungalow Refreshed for 2025

Oak Island
With a stay at this vacation home in Oak Island (Long Beach), you'll be a 2-minute drive from Caswell Beach and 7 minutes from Ocean Crest Pier.
Charming Beach Bungalow Refreshed for 2025
Walk to Beach: Coastal Oak Island Gem w/ Elevator!

Walk to Beach: Coastal Oak Island Gem w/ Elevator!

Oak Island
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.
Walk to Beach: Coastal Oak Island Gem w/ Elevator!
Ocean Front WiFi, Pet Friendly, HDTV, Balcony Overlooking Ocean!

Ocean Front WiFi, Pet Friendly, HDTV, Balcony Overlooking Ocean!

Oak Island
With a stay at this vacation home in Oak Island (Long Beach), you'll be steps from Caswell Beach and 14 minutes by foot from Ocean Crest Pier.
Ocean Front WiFi, Pet Friendly, HDTV, Balcony Overlooking Ocean!
Family oasis beach retreat in quiet woodlands

Family oasis beach retreat in quiet woodlands

Oak Island
With a stay at this vacation home in Oak Island (Long Beach), you'll be a 2-minute drive from Caswell Beach and 7 minutes from Ocean Crest Pier.
Family oasis beach retreat in quiet woodlands
Beachside Bliss!  Ocean views, beautiful pool and a 2 minute walk to the beach!

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

Oak Island
With a stay at this vacation home in Oak Island (Long Beach), you'll be steps from Caswell Beach and 7 minutes by foot from Ocean Crest Pier.
Beachside Bliss! Ocean views, beautiful pool and a 2 minute walk to the beach!
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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
1585 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Cozy Cottage Walking Distance to Beach - w/ E-Bikes Available and Coffee Station, Oceanfront fully remodeled with HOT TUB & ELEVATOR. Views from every room!, PRIVATE Pool w/ Lithium Golf Cart w paid parking INCLUDED. Walk to Restaurants, Beach house close to the ocean direct beach access, Charming Beach Bungalow Refreshed for 2025, Walk to Beach: Coastal Oak Island Gem w/ Elevator!, Ocean Front WiFi, Pet Friendly, HDTV, Balcony Overlooking Ocean!, Family oasis beach retreat in quiet woodlands, Beachside Bliss! Ocean views, beautiful pool and a 2 minute walk to the beach!

Top trending hotels in Oak Island

Ocean Crest Motel

Ocean Crest Motel

2 out of 5
1417 E Beach Dr, Oak Island, NC
With a stay at Ocean Crest Motel in Oak Island (Long Beach), you'll be steps from Caswell Beach and Ocean Crest Pier.
Ocean Crest Motel
Oceanfront fully remodeled with HOT TUB & ELEVATOR. Views from every room!

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

Oak Island
Located in Oak Island, this vacation home is on the beach, within a 5-minute walk of Caswell Beach and 57th Place West Access Park.
Oceanfront fully remodeled with HOT TUB & ELEVATOR. Views from every room!
Captain's Cove Motel

Captain's Cove Motel

2.5 out of 5
6401 Oak Island Drive, Oak Island, NC
With a stay at Captain's Cove Motel in Oak Island (Long Beach), you'll be a 1-minute drive from Caswell Beach and 7 minutes from Oak Island Golf Club.
Captain's Cove Motel
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The Beach House Motel & Suites

The Beach House Motel & Suites

2 out of 5
500 Ocean Dr, Oak Island, NC
With a stay at The Beach House Motel & Suites in Oak Island (Long Beach), you'll be steps from Caswell Beach and a 2-minute drive from Oak Island Golf Club.
The Beach House Motel & Suites
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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.

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^Subject to availability and chosen travel dates.