Holiday rentals in Calibogue Sound

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Top-rated holiday rentals in Calibogue Sound

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Home in Daufuskie Island

Daufuskie Paradise: Oceanfront/3 Suites/Huge Porch

Daufuskie Paradise cottage blends luxury, wellness, and oceanfront living just steps from the Atlantic. Thoughtfully designed for comfort, it features three spacious suites with firm Purple® mattresses, 100% cotton bedding, feather pillows, down duvets, and Turkish cotton towels. A whole house NUVO H2O filtration system provides cleaner water for drinking, cooking, bathing, and laundry. Enjoy a gourmet kitchen, expansive screened porch with dining and relaxing amenities and stunning ocean views.

5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Sea Pines

Sea Pines Villa – Walk to Beach, Pool, & Salty Dog

Steps from Beach, Pool, & Salty Dog! Bright 3-bed villa in the heart of Sea Pines fast Wi-Fi and fully stocked kitchen. What you’ll love: 5-minute walk to sand, trails & marina dining Large open living area with Smart TV & books Private patio for morning coffee under palms Enjoy full-size washer/dryer, beach gear and free on-site parking. Ideal for families or couples wanting space to relax after sun-soaked days. Ready for a carefree coastal getaway? Tap “Reserve” before your dates disappear!

4.94 out of 5 average rating, 50 reviews
Top guest favourite
A spacious living area is furnished with a blue sectional sofa and a coffee table. Soft lighting is provided by two lamps on either side of the sofa. A large patio door opens to an outdoor seating area, allowing natural light to fill the room.
Flat in Sea Pines

Renovated 1BR HHI – Walk to Beach & Salty Dog Café

Welcome to your home away from home on Hilton Head Island! Stay steps from the beach in this newly renovated 1-bedroom villa with all new furnishings. It is the perfect blend of comfort, convenience, and coastal charm. Nestled just a short walk from the beach and the famous Salty Dog Café, you're in the heart of Sea Pines fun with dining, shopping, biking, pickleball and sun-soaked relaxation right at your doorstep, not to mention nearby access to some of the state’s most iconic golf courses.

5.0 out of 5 average rating, 22 reviews
Guest favourite
Flat in Sea Pines

Waterfront Sea Pines Studio | Beach & Salty Dog

"Island Therapy!" Waterfront Sea Pines Studio - Steps to Beach & Salty Dog - Sunrise & Marina Views. This serene Hilton Head retreat perfectly located in the Bluff Villas of Sea Pines Resort. At this remodeled waterfront studio you will wake up to stunning sunrise views over the water. You’re literally next door to the famous Salty Dog Café and the South Beach Marina. You’re only a 2-minute walk to the private beach, bike paths, viewing resident dolphins and catching a picture-perfect sunset.

4.86 out of 5 average rating, 14 reviews
Guest favourite
The living area features a light, airy design with large windows providing views of Braddock Cove. Comfortable seating includes a two-seater sofa, a three-seater sofa, and two armchairs, positioned around a wooden coffee table. Soft lighting is provided by two lamps.
Townhouse in Sea Pines

Stunning water view - Sea Pines Resort

*** THE SOUTH BEACH MARINA POOL HAS RE-OPENED. POOL PASSES CAN BE PURCHASED SEPARATELY. A LINK WILL BE PROVIDED WITH CHECK IN INSTRUCTIONS. POOL IS OPEN May 25-Sept 7.*** 3 bedroom, 3 bath townhouse is located in Sea Pines near the South Beach marina. Stunning views of Braddock Cove and is just a few minute walk to beach. South Beach marina with shops and restaurants and the famous Salty Dog Cafe are just steps away from the front door. Short Term Rental permit number #042134

4.86 out of 5 average rating, 271 reviews
Guest favourite
Home in Sea Pines

1608 Port Villa @ Sea Pines | Water Views

Escape to this waterfront 3 bedroom townhome in the South Beach Marina area of Sea Pines Resort. Sleeping up to 8 guests, this three level retreat features two king primary suites, a twin suite, private ensuite bathrooms for every bedroom, and private balconies with water or resort views. Enjoy the fully equipped kitchen, updated 2026 living and dining room furniture, and easy access to beaches, biking trails, golf, tennis, dining, and marina activities throughout Sea Pines.

4.93 out of 5 average rating, 15 reviews
Superhost
A spacious outdoor deck is seen overlooking a tranquil lagoon, surrounded by tall pine trees. A glass-top table and seating are positioned for enjoying meals outdoors while taking in the serene natural views.
Apartment in Sea Pines

Lovely Lagoon View Villa Near Beach on Hilton Head

1591 Lagoon Villa — You'll find two cozy bedrooms, two sparkling bathrooms, a fully equipped kitchen, a comfy living and dining area, a handy washer and dryer, and even an outdoor shower. This charming space can easily host up to four guests, which makes it perfect for a small group or family. You'll have everything you need for a comfortable and convenient stay. Enjoy a vacation reimagined with host2coast, your trusted partner in Hilton Head Island Property Management.

4.5 out of 5 average rating, 6 reviews
Top guest favourite
A screened-in porch is furnished with a wooden table and four high-backed chairs, offering views of the surrounding greenery. Natural light fills the space through the screens, highlighting a large potted plant and a smaller table. The floor is adorned with a textured blue rug.
Apartment in Daufuskie Island

Daufuskie Island Beachside Escape • Birdsong Oasis

Accessible only by boat or ferry, Birdsong Oasis is a serene studio retreat with two queen beds featuring luxury Saatva mattresses, a kitchenette, spacious bath, and screened-in porch. Set between the salt marsh and beach in Daufuskie Island’s historic Melrose community, it overlooks the peaceful marsh beneath moss-draped oaks and is just steps from uncrowded white-sand beaches—perfect for swimming, beachcombing, birdwatching, or simply slowing down to island time.

5.0 out of 5 average rating, 89 reviews
Guest favourite
A private deck is shown with comfortable seating overlooking a serene landscape. Lush trees frame the view, which includes sunset skies and ocean waters in the distance. Natural light enhances the tranquil setting, inviting relaxation and outdoor enjoyment.
Apartment in Sea Pines

Oceanfront Villa @ Sea Pines | Steps to Beach

Set off on your perfect island escape in this serene oceanfront villa tucked within Sea Pines’ South Beach Marina. Wake up to coastal breezes, unwind on your private deck at sunset, and enjoy direct beach access just steps away. Designed for easy, relaxed living, this spacious two-story retreat is ideal for families or groups. Walk to the iconic Salty Dog Café, enjoy the pool, and explore nearby tennis, pickleball, and scenic bike paths.

5.0 out of 5 average rating, 7 reviews
Guest favourite
A spacious kitchen features rich wooden cabinetry and a large granite countertop with an undermount sink. Pendant lights illuminate the area, which opens to a well-lit dining and living area through large windows. White pillars add elegance to the open design.
Townhouse in Sea Pines

HHI South Beach at it's Best! Sea Pines

The two story floor plan has 4 bedrooms, 4.5 baths. The lower level has a garage, three bedrooms, three bathrooms and a covered porch. Upstairs you will find the main living area, gourmet kitchen, dining area, 2 decks, the master bedroom/bathroom, laundry room and half bath. There’s an open floor plan that flows from the kitchen to the dining room right out to the balcony overlooking Braddock Cove and the South Beach Marina.

4.91 out of 5 average rating, 153 reviews
Superhost
Home in Daufuskie Island

JonBie Tide's End

Melrose Cottage strategically located on the 2nd row with marsh side setting and ocean view from front of cottage. Private and family friendly cottage with its own tidal creek. Two bedroom/two bath with all the accoutrements of home. Enjoy sunsets over the marsh with your grilled dinner. Golf cart included with your booking. Paddle board & corn hole game for guests use.

5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Sea Pines

4BR | Pool, Spa & Walk to Beach | 32 Baynard Cove

Beautiful 4BR/4BA Sea Pines retreat just 0.5 miles to the beach. Sleeps 10 and features a private pool & spa, two spacious living areas, and a peaceful backyard perfect for relaxing after a day in the sun. Ideal for families and groups, with easy bike access to Harbour Town, South Beach, and scenic trails. Enjoy elevated comfort and signature Beachside HHI hospitality.

4.96 out of 5 average rating, 25 reviews

Popular amenities for Calibogue Sound holiday rentals