Luxury Vacation Rentals in Oak Island

Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.

We found 10 vacation rentals – enter your dates for availability.

Top-rated vacation rentals in Oak Island

Oceanfront, Views, Pool, Direct Beach Access

3 bedrooms•2 baths

•

New

~$60 less than other sites

Rae of Sunshine

3 bedrooms•2.5 baths

•

New

~$80 less than other sites

Easy Breezy

3 bedrooms•2 baths

•

New

~$120 less than other sites

Hot Tub I EV Charging I Golf Cart Near Beach

3 bedrooms•2 baths

•

New

~$90 less than other sites

Southern Shores, Oak Island Oceanfront with Pool, Villa

3 bedrooms•2 baths

•

New

~$60 less than other sites

Oak Island Stay, Near Beach, Park & Splash Pad

3 bedrooms•2 baths

•

New

~$45 less than other sites

The Sandy Sea Turtle 𓇼 Golf Cart+Cozy+Near Beach

3 bedrooms•2 baths

•

New

~$40 less than other sites

Private Pool Oasis I Hot Tub I Free Golf Cart

3 bedrooms•2 baths

•

New

~$120 less than other sites

Welcome to Oak Island

Make your coastal escape effortless with Wander's luxury vacation rentals in Oak Island. Every stay blends five-star standards with the warmth of a private home on North Carolina's laid-back shoreline.

Each residence is beautiful and exactly as pictured, supported by hotel-grade amenities, ultra fast WiFi, pristine cleaning, and 24/7 concierge. Seamless tech, plush linens, and thoughtful work setups make it easy to balance focus and downtime.

Expect light-filled living spaces, chef-ready kitchens, expansive decks, and soothing coastal views that frame sunrises and sunsets. Whether you are planning a quiet retreat or a work-cation, our Oak Island collection delivers the polished ease you want by the water.

Destinations near Oak Island

Available soon in Oak Island

Oceanfront, Views, Pool, Direct Beach Access

3 bedrooms•2 baths

•

New

~$60 less than other sites

Rae of Sunshine

3 bedrooms•2.5 baths

•

New

~$80 less than other sites

Easy Breezy

3 bedrooms•2 baths

•

New

~$120 less than other sites

Hot Tub I EV Charging I Golf Cart Near Beach

3 bedrooms•2 baths

•

New

~$90 less than other sites

Southern Shores, Oak Island Oceanfront with Pool, Villa

3 bedrooms•2 baths

•

New

~$60 less than other sites

Oak Island Stay, Near Beach, Park & Splash Pad

3 bedrooms•2 baths

•

New

~$45 less than other sites

The Sandy Sea Turtle 𓇼 Golf Cart+Cozy+Near Beach

3 bedrooms•2 baths

•

New

~$40 less than other sites

Private Pool Oasis I Hot Tub I Free Golf Cart

3 bedrooms•2 baths

•

New

~$120 less than other sites

All homes in Oak Island

Oceanfront, Views, Pool, Direct Beach Access

3 bedrooms•2 baths

•

New

~$60 less than other sites

Rae of Sunshine

3 bedrooms•2.5 baths

•

New

~$80 less than other sites

Easy Breezy

3 bedrooms•2 baths

•

New

~$120 less than other sites

Hot Tub I EV Charging I Golf Cart Near Beach

3 bedrooms•2 baths

•

New

~$90 less than other sites

Southern Shores, Oak Island Oceanfront with Pool, Villa

3 bedrooms•2 baths

•

New

~$60 less than other sites

Oak Island Stay, Near Beach, Park & Splash Pad

3 bedrooms•2 baths

•

New

~$45 less than other sites

The Sandy Sea Turtle 𓇼 Golf Cart+Cozy+Near Beach

3 bedrooms•2 baths

•

New

~$40 less than other sites

Private Pool Oasis I Hot Tub I Free Golf Cart

3 bedrooms•2 baths

•

New

~$120 less than other sites

View all homes

Highlights in Oak Island

Discover a classic coastal escape on Oak Island, featuring pristine beaches, historic landmarks, and laid-back maritime charm for the whole family.

Oak Island Lighthouse

Oak Island Pier

The Point

Southport Waterfront Park

Fort Caswell

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.

Only the best homes

We’ll never not look like the pictures. Every Wander is beautiful and expertly operated, so you can leave any stress at the door.

Hotel-grade amenities

We’ll never leave you with nothing to do. From ultra fast WiFi to gyms and pools, our homes make it easy to blend work and play.

24/7 concierge service

We’ll never leave you hanging. Our chat-based Concierge is always available to help – from trip questions to special requests.

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander has stunning views to refresh and inspire your soul. Adventure awaits.

Meticulous cleaning

We’ll never have you check in to a dirty house. Our cleaning teams are meticulous, and there are no chores at checkout.

Safety and security

We’ll never pass you off to a stranger. Every Wander location meets our industry-leading safety standards to give you peace of mind.

Most popular amenities for vacation rentals in Oak Island

Other popular amenities & vacation types in Oak Island

Family vacation rentals in Oak Island

Pet-friendly vacation rentals in Oak Island

Hot tub vacation rentals in Oak Island

Discover more of Oak Island

Oak Island stretches across ten miles of south-facing shoreline, offering both sunrise and sunset over open water on many days of the year. Wide beaches, gentle surf, and dune-backed vistas create an easy rhythm that feels unhurried and authentically coastal.

Beyond the sand, the Oak Island Lighthouse, tidal marshes, and the Intracoastal Waterway shape a classic Carolina backdrop. Walk the Oak Island Pier, watch shrimp boats glide past the horizon, or hop over to Southport and Bald Head Island for a change of pace without the crowds.

Choose your season and settle into sea breezes, big skies, and a slower pulse. This is why Wander's luxury vacation rentals in Oak Island are the perfect choice, whether you are traveling for work or leisure.

FAQs: Vacation Rentals in Oak Island

Why should I book a Wander in Oak Island over other vacation rentals?

Wander offers a level of consistency and quality you won’t find with most vacation rentals.

Every home in Oak Island delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?

Which are Wander’s most popular vacation rentals in Oak Island?

Some of our most popular vacation rentals in Oak Island include Oceanfront, Views, Pool, Direct Beach Access, Rae of Sunshine, and Easy Breezy. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.

How many different vacation rentals does Wander have available in Oak Island?

Wander offers 10 vacation rentals in Oak Island, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.

What time is check-in and check-out at Wander’s vacation rentals in Oak Island?

You can check-in to Wander vacation rentals in Oak Island after 4.00pm and check-out before 10.00am.

Do Wander’s vacation rentals in Oak Island have WiFi access?

Yes. Every Wander home in Oak Island has ultra fast, reliable WiFi so you can stay connected throughout your stay.

What is Wander’s cancellation policy?

You can cancel your reservation within 24 hours of booking for a full refund.

For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.

For some homes, a 30-day deadline applies; this will be clearly shown before you book.