Holiday rentals with a kayak in Hilton Head Island

Marriott Harbour Club - 2BD

Nestled in Hilton Head Island's Sea Pines Resort, Marriott's Harbour Club overlooks scenic Calibogue Sound. This Marriott Vacation Club resort offers access to Hilton Head's natural beauty, hospitality, and activities, including championship golf courses and numerous tennis courts. Enjoy fine dining, shopping, yacht harbors, galleries, Harbour Town, horseback tours, ecotours, watersports, and museums. Marriott's Harbour Club provides an ideal seaside getaway with family-friendly activities.

Marriott's SurfWatch. 3 Bedroom/ 3 Bath Villa

Located on the scenic shores of Hilton Head Island, Marriott’s SurfWatch offers a coastal retreat that blends beachfront tranquility with resort-style convenience. Surrounded by salt marshes and palmetto trees, the resort features direct beach access, indoor and outdoor pools, a fitness center, walking trails, and a seasonal oceanfront bar and grill. Families will find the picnic and grilling, fire pit, game room, and activities designed to make your stay as relaxing or active as you like.

Waterfront Paradise in the heart of the Lowcountry

Lovely home on the water near Beaufort, SC. This 4 bed, 3 bath home on an almost 1/2 acre lot is in the heart of the Lowcountry. It has unobstructed sunset views and private dock. This is the prime location for summer fun - fishing, boating, beaching, cooking out, and living slowly. It's just 20 minutes from down town Beaufort and 20 minutes from Fripp Island. The house is situated on Port Royal Sound, across the water from Paris Island and Hilton Head. It's truly a boaters paradise!

ThisISOceanfront30%OffJulyDates2BR/2BACondo

Enjoy breakfast, peace and luxury at this large oceanfront 2BR/2BA condo. While the whole family relaxes, see and hear the waves crashing on Hilton Head. Enjoy this ocean view and sound all day or enjoy the many amenities! 2 bikes, Beach Toys! Large, family-size beach tent, umbrella, blanket, beach chairs, towels for 8, beach cart for the short 200 steps to private beach access. Private oceanfront sundeck. Pool. All provided at no extra charge! Yes!Free Beach Toys, too!

Walk to Beach: Hilton Head Island Resort Gem

Sunshine and sea breezes await at this Hilton Head Island vacation rental! Located in the Palmetto Dunes Oceanfront Resort, the 2-bed, 2-bath townhome features a bright interior with a full kitchen, a furnished deck for afternoon cookouts, and access to perks like an outdoor pool, sports courts, and restaurants. Ready to explore? Enjoy a picnic at the private beach, tee off at the on-site golf course, or visit the Coastal Discovery Museum. Book now!

MyStay at 7649 Huntington - Lagoon Views & Beach!

Escape to 7649 Huntington Villa—your perfect Hilton Head retreat! This stylish 3BR/3.5BA villa in Palmetto Dunes offers lagoon views, a short walk to an uncrowded beach, and access to a heated pool, hot tub, and more. Enjoy a fully stocked kitchen, comfy living space, and beach gear ready to go. Golf, bike trails, and waterfront dining are all nearby, plus a free resort shuttle. Book now and unlock your dream vacation—because you hold the key!

Beachview - 3 pools & Tennis - King Bed

Relax with the whole family at this peaceful place to stay. This Villa is has two- bedrooms, each with a private bath. - King Bedroom (sleeps 2) - Set of Queen Bunks (sleeps 4) This Beachfront complex has two outdoor pools as well as a year round indoor pool. It is only a short 2 min walk past the beachside pool and shady lagoon area to reach the private, natural beach.

Coastal 2Bdrm Stay | Pool Access, Walk to Beach

Experience Hilton Head at our cozy coastal townhouse, steps from the beach! Enjoy a shared outdoor pool, private patio with grill, and a fully equipped kitchen. Family- and pet-friendly with Pack N Play, dedicated workspace, high-speed WiFi, washer & dryer. Relax, unwind and make great memories. 2 bedrooms, 2.5 baths, perfect for your getaway!

Palmetto Dunes Luxury Oceanfront Gem w/ View -King

Welcome to 451 Captain’s Walk in Palmetto Dunes Resort! A Premier Hilton Head Island Oceanfront Location. Centrally located to everything on the Island. This beautiful oceanfront villa is just steps away from the beach. Walk in and be immediately welcomed by the ocean. Condo is on 4th of 5 floors with Elevator.