Holiday rentals with a kayak in Pleasure Island

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

Green Wave

Welcome to Ola Verde, a unique, cozy and centrally located condo overlooking 180 degree water views of Banks Channel and Greenville Sound on the north side of Harbor Island in Wrightsville Beach. The views simply can't be beat along with the relaxing shady porch and proximity to local shops and restaurants. Park the car for the duration of your stay and immerse yourself as a local with a walk or bike ride to the beach, coffee, bite to eat or concert in the park. Lots of amenities on site as well

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!

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.

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

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.

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!

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.

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.

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.

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.

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.