Vacation rentals with a kayak in Pleasure Island

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Pleasure Island

Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

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

4.9 out of 5 average rating, 155 reviews

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

LocationOutdoor spacesBathroom

Top guest favorite

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

ValueLocationQuiet

Top guest favorite

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, 145 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

Outdoor spacesLocationQuiet

Top guest favorite

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, 191 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 spacesValueFamily

Top guest favorite

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!

LocationOutdoor spacesHospitality

Superhost

An artistic entrance features a charming front door with decorative glass panels. Unique sculptures are positioned on wooden elements, surrounded by greenery, highlighting the creative character of the house. Colorful wall art pieces are visible near the entrance, adding to the unconventional aesthetic.

Home in Wilmington

4.77 out of 5 average rating, 145 reviews

Family fun house near attractions

Unconventional art house. Located minutes drive from the beach, downtown, and Greenfield lake amphitheater . Relax and check out the nearby downtown bar, restaurant, and gallery scene. The historic river walk is always a crowd pleaser. The owner lives in the back unit and is available if any issues arise during your stay. They’re also on hand to care for the animals on the property, ensuring everything runs smoothly so you can relax and enjoy your visit.”

ValueOutdoor spacesAmenities

Top guest favorite

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!

Outdoor spacesValueBeach

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

4.89 out of 5 average rating, 198 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.

Outdoor spacesValueAccess

Guest favorite

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!

Outdoor spacesLocationQuiet

Guest favorite

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.

Outdoor spacesValueKitchen

Top guest favorite

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.

LocationValueKitchen

Guest favorite

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.

LocationOutdoor spacesQuiet