Holiday rentals with a pool in Oak Island

Sun-drenched beach condo with a view!

This beachfront property on Caswell Beach has one of the best views in the neighborhood. With three bedrooms, a spacious living room, renovated kitchen, and incredible light, it's truly the perfect vacation getaway - especially for groups of friends or family. Plus, there are two pools and the furniture is all new! The porch overlooks a nature preserve that not only acts as protection for our home against the elements but also as a home to many beautiful birds and deer you'll see during sunset.

“Hang Ten”great location, pool & golfcart

Be one of the first to stay in Hang Ten Hideaway, a beautifully remodeled 3-bdrm, 2.5-bath beach bungalow-with brand new huge above ground salt water pool. This bright and breezy retreat is ideal for families, couples, or friends looking to soak up the sun and coastal charm of OKI. Just steps from beach access, pickleball, and shops with a complimentary 4-person golf cart and resident parking pass to cruise to the sand in 3 minutes or take an 12min stroll or relax, chill & grill at our Tiki Bar.

Private Heated Pool, 4 mins to Beach, King Beds

Happy Hour at OKI by Hearth and Horizon Family Getaways – Just a 4-min verified walk to the beach! ✔ 4-minute walk to beach access ✔ Private heated pool ✔ Fully fenced backyard (perfect for pets) ✔ outdoor dining under a pergola, and a fire pit (wood provided). ✔ Arcade + air hockey for family fun ✔ Fully stocked kitchen for home-cooked meals ✔ Relax in 2 king bedrooms, including a spa-style primary bath with rain shower. ✔ Beach chairs, wagon & essentials included ✔ Quiet family neighborhood

The Villas at Oak Island #3, Pool & Ocean Views

This ocean view beach condo, part of The Villas at Oak Island, features 2 bedrooms, 1 full bathroom, and a fully equipped kitchen, along with a cozy combined living and dining area. Situated on the second row, it’s just a short walk to the beach, making it perfect for a family getaway. The Villas at Oak Island boasts a garden-style setting with an outdoor pool for your enjoyment. Linen, bath towels, and basic toiletries are provided for your convenience. This unit is one of our pet free units.

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.

Oceanfront Duplex~ linens included!

2 bdrm, 2 1/2 bth oceanfront duplex with 3 pools and tennis courts! Bed and Bath linens included! Private driveway for Golf cart rental permitted. Sorry, strict no pet policy. Sat -Sat weekly rentals in summer season. PLEASE NOTE: All three pools are for our guests to use and are maintained thru the HOA and we do not have any control over exactly when they open (Usually April 1st ) or if any of them closes for any reason. No refunds will be given if any of the pools are closed temporarily.

Luxury Oceanview Home - Steps to Beach

Indulge in the luxury of beachside living at Casa Allora, a stunning Oak Island Beach House. This exquisite newly built 5-bedroom, 3.5-bathroom retreat comfortably accommodates 10 guests. Revel in modern comforts with amenities like a private pool, patio, BBQ grill, 3 king bedrooms, and 2 oversized front decks. Whether you love a cup of coffee while watching the sunrise over the ocean or enjoying a glass of wine at sunset with the breeze in your hair, Casa Allora has it all!

The Coastal Coconut: Beautiful Ocean View Condo

This spectacular ocean view condo with top notch 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.

Scenic Getaway with Pool & Hot Tub

Add some peace and tranquility to your trip...beautifully furnished on the inside, fully stocked house, with an oasis of a backyard - this is a home you'll want to visit again and again. With your own HEATED saltwater pool & hot tub, in a private backyard paradise...you may not ever want to leave the property. Minutes away from the beach, steps away from the Intracoastal Waterway, and one street over from the scenic beach walkway, this house will not disappoint.

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.

Gratitude 𓇼 Pool + Golf Cart + 0.7 mi to Beach

Gratitude is your perfect island escape, offering a private in-ground pool, golf cart access (available for an additional daily fee), and an easy, convenient location. Just 0.7 miles to the beach, with quick access to West End beaches and simple on/off island travel. This 3-bedroom, 2-bath home features two queen beds and one king bed, making it ideal for a relaxed, effortless beach stay—whether you’re soaking up the sun poolside or cruising to the shore.

Poolside Paradise w/ Tiki Bar + Dog Friendly

Pool is open and heated at no extra cost in spring and can be cooled for hot summer days! Welcome to Nauti by Nature OKI, a family-friendly 3BR, 2.5BA Oak Island beach house just 0.5 miles from beach access. Enjoy a private pool, tiki hut, fire pit, grill, screened porch & outdoor shower. Perfect for families with bunk beds, toys, beach gear & fast Wi-Fi. The ideal North Carolina summer beach getaway for families and small groups!