Holiday rentals with a kayak in Pleasure Island

Find and book unique kayak rentals on Airbnb

Top-rated Accommodation with a Kayak in Pleasure Island

Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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Top Guest favourite

A light-filled living area features a comfortable sofa, accent chairs, and a coffee table atop a textured rug. A wall-mounted television is positioned across from the seating. The open layout leads to a kitchen dining area visible in the background, illuminated by natural light.

Home in Wrightsville Beach

5.0 out of 5 average rating, 146 reviews

On Island Time

Beautifully located duplex in the tree lined Harbor Island community of Wrightsville Beach. Amazing view of Banks Channel from the top floor porch/sunroom along with the back door stunning sunset view over the marsh and elementary school. Enjoy riding our bikes, paddling on provided kayaks in Banks Channel across the street, a jog around the famous 2.5 mi loop, or a fun day at the beach! Easy 10-minute walk or very short bike ride to the beach, bars, restaurants, coffee, shopping, and ice cream

LocationOutdoor spacesIndoor spaces

Top Guest favourite

A wooden pier extends into serene waters, surrounded by lush marsh grasses and trees. The home is visible in the background, with sunlight filtering through the leafy canopy, creating a peaceful atmosphere. Reflections of the greenery are seen on the water's surface.

Home in Wilmington

4.94 out of 5 average rating, 192 reviews

Eagle Point on the Bay

Waterfront with pier, dock, our home and grounds are nestled on a secluded salt marsh tidal creek between the Intracoastal Waterway and Run of Little Creek tidal creek and across from Eagle Point Golf Club. Enjoy kayaking, fishing and crabbing for fun. Bicycle and walk on our quiet, dead-end street. Privacy and nature, yet with nearby beaches, restaurants, shopping, golf, boating opportunities. Nearby is the historic city of Wilmington on the Cape Fear River. Parties and events are not allowed.

Outdoor spacesLocationHospitality

Top Guest favourite

A bright living space features a well-equipped kitchen with teal cabinets and stainless steel appliances. A cozy seating area with a brown sofa sits beside a faux fireplace. A loft ladder leads to the elevated twin bed area, enhancing the open feel of the room.

Guesthouse in Wilmington

4.98 out of 5 average rating, 182 reviews

Seagate by Wrightsville - Kayak & Foam Surf Board

Ideal location in your little piece of paradise. Down a gravel road, with spacious outdoor deck surrounded by nature, yet just under 3 Miles from Wrightsville Beach. Surf Board, Bikes, Outdoor Shower & Kayak with roof straps! Bike to Wrightsville Beach Brewery or Seagate Bottle Shop. Explore Airlie Gardens! Bike to UNC Campus. A tiny house inspired space with vaulted ceilings was built in 2023. With attention to detail & bits of attitude throughout, we know you’ll leave you wanting to come back

Outdoor spacesLocationCheckout

Top Guest favourite

A covered balcony is furnished with a table surrounded by four chairs, flanked by plush seating. A vase with yellow flowers sits at the center of the table. The views beyond showcase a serene river, bordered by trees displaying fresh green foliage.

Townhouse in Rocky Point

4.87 out of 5 average rating, 326 reviews

Riverfront Retreat (+views and kayaks)

Kick back & relax in a waterfront home surrounded by the peaceful sounds of nature. Both levels feature large sliding glass doors looking out onto balconies with gorgeous views of the River. Enjoy complimentary coffee listening to the birds, unwind on comfy furniture streaming your fav shows on smart TVs, indulge in homecooked meals in a fully stocked kitchen, and connect with your crew through a large selection of games and books. And if you want a little adventure, take two kayaks for a spin!

Outdoor spacesLocationWalkability

Guest favourite

A welcoming living room features a grey sectional sofa and a wooden coffee table. A plush area rug covers the floor. A brick fireplace serves as a focal point, flanked by two windows. Wooden chairs are positioned nearby, complementing the neutral color palette.

Home in Wilmington

4.97 out of 5 average rating, 149 reviews

Spacious Modern Farmhouse Close to the Beach

Welcome to the renovated 1952 Tobacco Farmhouse of Art in Ogden. Conveniently located <1 mile from restaurants/bars/groceries, 6 miles to Wrightsville, 10 miles to Historic Downtown Wilmington it's the perfect balance of town and country. Unwind on the covered front porch under two majestically old live oaks, bike the path that leads all the way to the beach, or chill in the fenced in backyard with covered porch that stretches 60’. Renovations by Southern Cypress and interior design by Trueform.

Outdoor spacesValueQuiet

Top Guest favourite

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.

Home in Oak Island

4.96 out of 5 average rating, 184 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 spacesLocationBeach

Superhost

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

4.88 out of 5 average rating, 199 reviews

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.

LocationOutdoor spacesLayout

Superhost

A calm waterway reflects the expansive sky dotted with soft clouds. Lush green marsh grasses line the banks, creating a serene landscape. A small island is visible in the distance, along with a boat gliding gently across the water's surface.

Cottage in Wilmington

4.9 out of 5 average rating, 393 reviews

Waterside Cottage 'HoriZen'

This is a recently renovated rustic 1947 cottage with an outstanding view of and access to the Intracoastal Waterway. It is perfect for meditation or quiet time by the water's edge, or for fishing, art, reading, writing, kayaking or paddleboarding. It is close to Wilmington, Wrightsville Beach, Topsail Island and Hampstead where there is shopping, restaurants, outdoor and cultural activities and beautiful beaches. It's old, but it is full of charm!

LocationValueBathroom

Superhost

A private porch is featured with two wooden chairs overlooking the serene water view. The space includes a potted plant and is framed by white railings, providing a calm area to relax and enjoy the natural surroundings.

Apartment in Wrightsville Beach

4.88 out of 5 average rating, 554 reviews

Blue Surf

No better view/ location on the island. Best suited for couples or small families. This suite offers unreal sunrises, sunsets, deck cocktails, privacy and walking distance to beaches, paddling, boating, restaurants, coffee and shopping in Wrightsville Beach. We love our cozy spot and enjoy sharing it with any and all! The beauty is in the nature that surrounds this location. Snag a free bike or rent paddleboards or kayaks on site and take off!

LocationValueNearby

Guest favourite

A deck overlooking the water is furnished with two blue Adirondack chairs beside a small table. The wooden surface is complemented by views of the dock and lush greenery, creating a serene space for relaxation.

Apartment in Wilmington

4.87 out of 5 average rating, 211 reviews

Sea Breeze - "Off the Grid "Paradise

Carolina Low Country relaxation on a rural mini farm. Direct water access for fishing, boating and swimming .Bring your boat (canoe and Kayaks on site) and/or bikes! Several decks and patios to fish and watch the boats and dolphins pass .Firepit, propane grill, Tiki Bar , bikes and huge hot tub . First floor apartment with a king, queen, 2 twins , private bath. There is a seperate living room, dining / KITCHENETTE area with own patio.

LocationOutdoor spacesDecor

Top Guest favourite

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

4.99 out of 5 average rating, 204 reviews

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 6/7-8/23 Sat to Sat only.

ValueLocationTV

Superhost

Home in Oak Island

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.

Outdoor spacesLocationWi-Fi