Vacation rentals with a kayak in Oak Island

4.91 out of 5 average rating, 159 reviews

A spacious home is seen from above, featuring a private pool in the foreground and serene pond views beyond. Surrounding gardens provide a natural setting, while lush trees frame the landscape, creating a peaceful atmosphere.

Home in Wilmington

River Road Retreat - Heated Private Pool, Pond, Fi

Private pool, pond views, gardens, and a 10 minute drive to the beach! This home backs up to a nature preserve. Relax by the pool and tiki bar area watching TV or enjoying music. Pool Heater: Our pool is open and maintained year round. The pool heater can reliably generate heat as long as the outside temperatures are above 50 degrees which will generally be from March to November, however in our area it is not unusual for us to have warm days at any time of year. Many vacation rental propert

Outdoor spacesLocationBeach

4.96 out of 5 average rating, 130 reviews

An outdoor area is equipped with a vibrant red kayak, two green lawn chairs, and a set of colorful lawn games. A light blue bicycle is positioned next to the kayak, while a storage shed is visible in the background.

Home in Brunswick County

Mai Tai Good Time-Kayaks, Bikes, Fenced in & more!

Come have a "Mai Tai Good Time" with the whole family at this cozy beach cottage just a 5min drive from Holden Beach! The large fenced backyard is very private, has outdoor seating, and is perfect for kids and pets! Plenty of beds to bring friends or for multiple families, HUGE outdoor shower, and a fire pit. We keep the wood stocked for you! We have bikes, beach chairs, lawn games, and kayaks to use during your stay. Even enough space to park your boat for joy riding or fishing!!

Outdoor spacesValueCleanliness

A serene backyard oasis features a heated saltwater pool, surrounded by lounge chairs and tropical landscaping. The two-story house is elevated, showcasing a spacious deck with shaded seating and stairs leading down to the pool area, inviting relaxation and enjoyment.

4.96 out of 5 average rating, 185 reviews

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.

Outdoor spacesValueCondition

5.0 out of 5 average rating, 90 reviews

A cottage is nestled among large trees, featuring a welcoming front porch with a black railing. The exterior showcases a blend of white walls and dark accents, with a hint of the American flag displayed. Sunlight filters through the tree canopy.

Cottage in Oak Island

Cottage under Oaks, quiet street w/ dock, Kayaks

We found our favorite NC beach town. Oak Island's uncrowded beaches are just a 2 minute drive or 15 minute walk away. Walk to the dock at end of the street to fish or read or launch your kayak to explore the historic intracoastal waterway and end your day watching the sun set over the water. Come experience the beauty of Oak Island in this spacious refurbished cottage under the most beautiful twisted oaks on a quiet street on the friendliest little island.

LocationOutdoor spacesGrill

5.0 out of 5 average rating, 11 reviews

Seven Palms: Private Pool

2nd Row Ocean Views, Spacious West End Beach! Welcome to Seven Palms Oak Island! Featuring 4 bedrooms/2 bathrooms & modern, coastal island comfort. From the expansive wraparound porch, you are an easy stroll to the beach at the sought-after “Point”, which is famous for legendary sunrises and sunsets. Seven Palms is located on the West End of the island, offering stunning ocean views, spacious beaches, and the peaceful serenity of a PRIVATE SALTWATER POOL!

Outdoor spacesLocationBeach

4.89 out of 5 average rating, 202 reviews

A spacious two-story duplex presents a light gray exterior with multiple balconies. The front features a covered entry beneath the second floor, while the ample driveway allows room for vehicles. A lush green lawn adds to the welcoming appeal of the home.

Home in Carolina Beach

The Kure at Carolina Beach!

Welcome to our home located right on the border of Carolina Beach and Kure Beach. We are less than a 10 min walk to the beach and a block from the greenway. This spacious, beautifully furnished and decorated 4-bedroom, 3-full bathroom duplex sleeps and hosts 10 comfortably, has awesome outdoor living areas with two porches, backyard deck, fenced in yard, and a private outdoor shower and comes ready to enjoy with all bedding, sheets and towels included.

ValueLocationTV

Condo in Windy Hill Beach

The living room features a cozy seating area with a spacious gray sofa and a woven area rug. A light wooden coffee table sits in front, with ocean views visible through large glass doors. A dining table for two is positioned by the window, enhancing the bright ambiance.

4.98 out of 5 average rating, 102 reviews

Panoramic Oceanfront, Lazy River

Experience 'The Jaimie's Cove,' an oceanfront condo on the 11th floor of Beach Cove Resort in North Myrtle Beach. This cozy, beach-themed escape offers breathtaking panoramic ocean views, perfect for small gatherings or family vacations. Comfortably sleeps 4 with two queen beds. Enjoy direct beach access, multiple pools, and a lazy river. Centrally located near Barefoot Landing. Ideal for a relaxing beach getaway.

Outdoor spacesValueAir conditioning

4.99 out of 5 average rating, 208 reviews

The exterior of the bungalow features a light-colored facade and a welcoming porch with two teal chairs. Large windows allow natural light in, surrounded by lush greenery and mature trees that provide shade.

Bungalow in Oak Island

300 Steps To The Beach - Stone’s Throw Bungalow

Book now for spring and summer! Easy beach access with no parking worries! Amazing location (literally 300 steps to the beach). Stone’s Throw Bungalow has been newly renovated. Pristine home is perfect for your family! One level living. Situated in the Yaupon area, it’s on the water side of the island with direct beach access. Beautiful oaks canopy the porch. Seasonal requirement 6/19 - 8/21 Sat to Sat only.

LocationOutdoor spacesDecor

4.79 out of 5 average rating, 112 reviews

Ocean front,pet friendly,fenced yard

Welcome to “The Boys of Summer Rentals,” a favorite oceanfront escape with direct beach access and a fresh new feel. Unwind with sunset views from the deck, enjoy fast WiFi and smart TVs, and walk just minutes to shops, dining, and groceries. Step straight from your fenced yard onto the beach—perfect for kids and pets. Soak in unforgettable sunsets from the spacious sun deck or relax on the covered porch.

ValueLocationBeach

Home in Cherry Grove Beach

A private pool area is surrounded by a secure fence, showcasing a uniquely shaped pool with a built-in staircase. Resort-style loungers are positioned nearby on a patterned stone patio, with views of the canal and nearby homes visible in the background.

4.99 out of 5 average rating, 176 reviews

Lux Channel Home 4 bed/2 bath, short walk to Beach

"Attitude Adjustment" is a luxury channel home with a walkway and floating dock giving access to the canal for your fishing and boating pleasure. Home features 4BR, 2BA. Short one block walk to Cherry Grove Beach. Everything you need for your beach vacation in a raised channel home with your own private pool. Guests will find all of the modern conveniences of home, but with a rustic coastal feel.

LocationValueNearby

The exterior of a blue coastal house is visible against a vibrant sunset sky. A deck with two hammocks is seen above a stone patio area, surrounded by grass and a few trees. Neighboring houses are faintly visible in the background.

4.98 out of 5 average rating, 126 reviews

Great Marsh View & 2 Blocks to Beach-LongStayDscnt

Escape to Oak Island's tranquil shores and the serenity of the marsh at The Hammock House. This 2-bed, 2-bath haven is surrounded by picturesque marshlands with breathtaking views and the ocean waves just 2 blocks away. Grill out and dine al fresco, relax in the hammocks or lounge in the super comfy living room after a long day at the beach. Enjoy the peace and quiet of the Carolina beaches.

Outdoor spacesLocationKitchen

A vibrant beachfront home in a coastal style features an elevated structure with wooden supports and a turquoise exterior. The property is situated steps away from the sandy beach, with two large pink window shutters adding a pop of colour. Clear blue skies stretch overhead.

4.94 out of 5 average rating, 50 reviews

6BR Beachfront PrivPool (heat opt) HotTub Elevator

*BEACHFRONT*6BR 5.5 BA*PRIVATE POOL (heat available)*HOT TUB*ELEVATOR*FIREPLACE* Welcome to our family's piece of paradise: the Blue Barracuda! We've designed the perfect space to create cherished family memories and comfortably house large families & groups. 2026 is booking fast but we still have Aug 22-Sept 5, Thanksgiving and Christmas open.

LocationOutdoor spacesTV

Popular amenities for Oak Island kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

An expansive view of the ocean at sunset is captured from a deck railing. Seabirds are seen flying across the horizon, while the sky transitions from warm orange to cool blue above gentle waves lapping the sandy beach.

4.92 out of 5 average rating, 76 reviews

Mikey2Paradise

ValueLocationBathroom

5.0 out of 5 average rating, 14 reviews

Waterway View Home w/Games Room, Fire Pit, Kayaks!

LocationOutdoor spacesParking

4.98 out of 5 average rating, 57 reviews

An open-concept living area features a cozy sectional sofa and modern electric fireplace. Large windows provide natural light, while a dining area with elegant pendant lighting accommodates several guests. A mix of potted plants and decorative cushions adds to the inviting ambiance.

Home in Bald Head Island

Kid-Friendly Luxe, Kayak Our Dock, 2 Carts + Clubs

LocationOutdoor spacesHospitality

4.94 out of 5 average rating, 68 reviews

Perfect Beach House. Rare beach/canal/ICW access

LocationValueSleep quality

4.99 out of 5 average rating, 85 reviews

Private Beach Access + ICW Dock + Fenced Yard

Outdoor spacesLocationQuiet

The exterior of a two-story house features a covered entry and a wide staircase leading to an upper deck with seating. The ground level includes an open area with seating options, surrounded by grass and stone pathways. The clear sky provides a bright backdrop.

4.94 out of 5 average rating, 48 reviews

Canal, Boat Dock, Quick Beach Access

LocationValueAccess

4.97 out of 5 average rating, 34 reviews

Home in Carolina Beach

Canal Coastal Cottage – Walk to Beach, Sleeps 7!

Outdoor spacesLocationSleep quality

5.0 out of 5 average rating, 16 reviews

Luxury Waterfront ICW Home Pier/5 Min Beach/Bikes

LocationOutdoor spacesNearby

Cottage rentals with a kayak

Cottage in Bald Head Island

A spacious living area features a comfortable light-colored sectional sofa paired with two navy blue armchairs. Natural light enters through the large windows, highlighting the wooden flooring and a patterned area rug on the ground. Ceiling beams and soft lighting create a cozy environment.

4.95 out of 5 average rating, 78 reviews

The Surf Shack at BHI: 2Br East Beach cottage

LocationOutdoor spacesHospitality

Cottage in Ocean Isle Beach

A screened-in porch is framed by lush flowering azaleas, creating a vibrant entrance. The porch features casual seating, visible behind the clear screens. The surrounding yard is well-maintained, with stepping stones leading to the entrance, enhancing the inviting atmosphere of the cottage.

4.94 out of 5 average rating, 32 reviews

Mama's Super Cute Beach Cottage!

ValueLocationFamily

5.0 out of 5 average rating, 6 reviews

Cottage in Calabash

Coastal Waterfront Retreat

Outdoor spacesLocationView

A two-story home is surrounded by trees, providing privacy and a natural setting. The ground-level features a large parking area, while the spacious deck above showcases multiple large windows, allowing for ample natural light and scenic views.

Cottage in Carolina Beach

4.79 out of 5 average rating, 19 reviews

Georgia On My Mind, Family Cottage

ValueOutdoor spacesParking

Cottage in North Myrtle Beach

New place to stay

Coastal Escape Minutes from Cherry Grove!

LocationAccuracyHospitality

Other vacation rentals with a kayak

4.98 out of 5 average rating, 41 reviews

The exterior of a two-story duplex is showcased, featuring a light grey facade and multiple large windows. A set of wooden stairs leads to the upper level. Surrounding areas display landscaped grass with small shrubs, providing a serene, natural backdrop.

Apartment in Oak Island

Clara Vista-Waterfront Home, Pier, Deep Water Slip

LocationOutdoor spacesBackyard

A serene waterfront scene captures colorful houses lining the canal during sunset. The wooden docks extend into the calm water, providing access to various water activities. Palm trees sway gently, and soft evening light reflects off the surface of the canal.

4.93 out of 5 average rating, 41 reviews

Waterfront Retreat Boat Dock, Beach, pet friendly

Outdoor spacesValueLayout

A well-maintained exterior of the single-level home is shown, featuring a set of stone steps leading up to a welcoming entrance. Lush greenery and mature trees surround the property, creating a serene environment. A staircase extends to a raised porch, enhancing outdoor accessibility.

4.92 out of 5 average rating, 26 reviews

Nirvana Nook

LocationOutdoor spacesBiking

4.92 out of 5 average rating, 12 reviews

Harbor Lights Resort | Waterfront, Pool & Dock!

Outdoor spacesLocationHospitality

5.0 out of 5 average rating, 4 reviews

The Ideal Spot

Outdoor spacesLocationIndoor spaces

4.94 out of 5 average rating, 18 reviews

Home in Shallotte

The Salty Heron

LocationOutdoor spacesComfort

A two-story house features a light yellow exterior with white railings on the balconies. Lush palm trees and landscaped greenery surround the entrance. An American flag is displayed on the front porch, complementing the inviting entrance with stairs leading to the door.

4.9 out of 5 average rating, 50 reviews

Linens/kayaks/bikes included, 15 min walk to beach

ValueOutdoor spacesWalkability

An outdoor deck provides a view of the canal, lined with docks and boats. The surrounding homes are visible in a relaxed coastal setting, complemented by a clear blue sky. Wooden railings frame the scene, enhancing the waterfront experience.