
Vacation rentals with a pool in Oak Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Oak Island
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Oceanfront 1 bedroom condo with pool
Relax at our ocean front condo close to the best of Carolina Beach but far enough from the hustle to enjoy the quiet and amazing views! Walk south to enjoy shopping, restaurants, music and entertainment at our family friendly boardwalk. Or walk north to fish and grab a drink at the pier. Bring your bikes, golf cart, as well as beach and pool toys and store them in the unit’s garage. Pull out sofa bed in lvng room allows you to accommodate up to 4 guests. Come make memories at our beautiful CB.

OCEANFRONT & ON the BOARDWALK! Unbelievable VIEWS
This OCEANFRONT penthouse, on the Carolina Beach Boardwalk, is the perfect beach vacation home - offering a unique combination of a truly prime location and amenity-rich accommodations. Walking distance to everything, with an elevator and pool! INCREDIBLE, unimpaired 180 degree views of the beach & Atlantic Ocean, with huge windows; you can see for miles. Breathtaking sunrises & sunsets. Ocean and marina/city views from ALL living spaces. Watch Fireworks from the balcony during the summer.

Rise and Shine! Beach, pool, & amazing views!
Welcome to RISE AND SHINE at Oak Island Beach Villas! Fabulous location on tranquil Caswell Beach. Close to amazing food, the iconic Oak Island Lighthouse, and top rated golf yet you feel the peaceful vibe of being on the east end of the island. Steps from the beach with breathtaking views, this beautifully decorated condo features 2 bedrooms, 1 bath and sleeps 5-6. Choose a short walk to the pool (seasonal) or simply relax on the private balcony listening to the soothing sounds of the ocean.

SeaScape-Top Floor Ocean Views & Dips in the Pool!
You'll love sipping coffee and watching the sunset from the front deck of this beautiful and much sought after 3rd floor ocean view condo with private pool and a beach access is just a short walk away. This NON-SMOKING condo includes, 2 flat screen SmartTVs, cable, & private WiFi. The kitchen contains all essential tool, a limited amount of spices/staples. There's also a Keurig with a variety of coffee pods for your enjoyment. The queen sofa bed sleeps 2 comfortably. No pets are allowed.

Best Location! Beachfront-Boardwalk-Pool-Balcony
Unbeatable location directly on the famous Carolina Beach Boardwalk! Step outside the door and you’re just seconds away from the beach and ocean, where you can enjoy swimming, sunbathing, and even spotting dolphins from the shoreline. The boardwalk itself is a hub of activity, with bars, restaurants, shops, and live music just steps away. Whether you’re in the mood for a casual meal, a fun night out, or exploring the local boutiques, you’ll find it all within walking distance.

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.

OIB Oceanfront 3 Bd, 2 Bth with linens!
Beautifully decorated beach themed OSW1 complex top floor keyless entry 3 bdrm, 2 bath oceanfront condo with panoramic views of the sea. This unit boosts a fully stocked kitchen, ready made beds with all linens and two baths with a set of towels per guest. New furniture, two large wall mounted TV’s, beach chairs, umbrella and beach towels are available for your convenience. Sat-Sat weekly rentals in season. No golf carts or trailers allowed. No pets allowed.

Stones Throw to downtown Southport
Welcome to our gorgeous 1 bedroom/ 1bath home away from home! These roomy accommodations are just steps from the Southport Marina and in the heart of historic Southport. You have at your disposal boat parking, outdoor pool area, and walking access to Southport's many charms, such as fine dining and shopping. Bikes and beach chairs are in the closet in the covered parking. Your relaxation begins with easy self check-in and keyless entry! Enjoy your stay.

Sand Surf & Sunset Ocean View Condo - 2 Bed 2 Baths
Welcome to your perfect beachside retreat! This beautiful 2-Bedroom ocean-view condo in Caswell Beach, NC, offers breathtaking sunsets and panoramic ocean views right from your private covered decks - perfect for outdoor dining or unwinding to the sound of the waves. Just steps from the sand, this peaceful getaway is ideal for families or two couples looking to relax, recharge, and soak up the coastal charm. Walkable to restaurants, pier and golf.

OIB~Oceanfront Condo 3 BD/2BA, Linens Included!
3 bd, 2BA Oceanfront Condo in the sought after less crowded West End of Ocean Isle Beach! Only steps to the beach via our private walkway pass our complex pool. This tastefully decorated, freshly painted, keyless entry unit boosts amazing full panoramic views of the ocean, fully equipped kitchen with large island and comes with many new furnishings, all new Egyptian cotton bed and bath linens, new comforters, blankets and pillows. Sorry no pets!

OIB~Oceanfront Condo 3 Bd/2Bath, linens included!
Oceanfront keyless entry condo with amazing full views off a spacious deck with a pool, and only steps to the beach. This beautifully decorated unit boosts a fully equipped kitchen with a large island, coffee bar, new bathrooms with luxury towels and ready made beds with Egyptian Cotton premium linens and bed quilts. Stackable washer/Dryer, living room has a 60 inch wall TV. Friday-Friday weekly rentals in summer season. Strict no pet policy.

Take a Break at Shore Break!
Wake up to ocean views—and often dolphins 🐬—in this first-floor, oceanfront one-bedroom condo with the best seat in the house. Enjoy a king bed, fully stocked kitchen with granite counters, and stylish new furnishings. Relax on the large deck with outdoor dining and sweeping ocean views. Resort-style pool, picnic area, WiFi, coffee, beach chairs, linens, free parking, and on-site laundry included for an easy, relaxing stay by the sea.
Popular amenities for Oak Island rentals with a pool
House rentals with a pool

Ocean View*Pool*Dog Friendly*Elevator*Location!

After Dune Delight

Brand New w/ Pickleball Court & Heated Pool

Wave On Wave

5 o’clock Always

Home with Salt water pool and bamboo garden view

Scenic Getaway with Pool & Hot Tub

Swimming Pool, Elevator, Fire Pit, Walk to Beach
Condo rentals with a pool

A Wave From It All

BEACHFRONT w/ pool, near boardwalk, amazing views!

Beach vacation condo at Ft Fisher! Riggings

Beach Sol Oceanfront w/pool & private beach access

Carolina Beach Cabana Boardwalk and Beach Condo

The Great Wave

OCEANFRONT PARADISE WITH SPECTACULAR OCEAN VIEWS

No Cleaning Fee - Condo With Waterfront Pool/Beach
Other vacation rentals with a pool

Seaside Sunrise Sanctuary

Sanctuary Condo in St.James

The BEST Views, Heated Pool, 4 BRs, Sleeps 10!

Amazing Location at Island Time is the Best Time!

Ocean Front -price discounted for 2026 for repairs

1st fl Beachfront Condo w/pool

The Oak Tree Bungalow. Relaxed Island Living

Twisted Oak Tides - Oceanfront Escape
When is the best time to visit Oak Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$34,288 GYD | G$32,406 GYD | G$39,515 GYD | G$46,623 GYD | G$56,450 GYD | G$65,231 GYD | G$62,722 GYD | G$60,213 GYD | G$50,805 GYD | G$40,560 GYD | G$39,515 GYD | G$46,623 GYD |
| Avg. temp | 8°C | 10°C | 13°C | 18°C | 22°C | 26°C | 28°C | 27°C | 24°C | 19°C | 13°C | 10°C |
Quick stats about vacation rentals with a pool in Oak Island

Total vacation rentals
Explore 600 vacation rentals in Oak Island

Nightly prices starting at
Oak Island vacation rentals start at G$12,544 GYD per night before taxes and fees

Verified guest reviews
Over 6,540 verified reviews to help you choose

Family-friendly vacation rentals
510 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 180 rentals that welcome pets

Rentals with dedicated workspaces
240 properties have a dedicated workspace

Wi-Fi availability
600 of Oak Island vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool 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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- Carolina Beach Boardwalk
- Myrtle Beach Boardwalk
- Barefoot Resort & Golf
- Wrightsville Beach, NC
- Cherry Grove Point
- Family Kingdom Amusement Park
- North Carolina Aquarium at Fort Fisher
- Myrtle Beach SkyWheel
- Wrightsville Beach
- Cherry Grove Fishing Pier
- Surf City Pier
- Ripley's Aquarium of Myrtle Beach
- Myrtle Beach State Park
- Jungle Rapids Family Fun Park
- Carolina Beach Lake Park
- Myrtle Waves Water Park
- Airlie Gardens
- WonderWorks Myrtle Beach
- Oak Island Lighthouse
- Barefoot Landing
- Carolina Beach State Park
- Broadway at the Beach
- Bird Island
- University of North Carolina Wilmington




