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Holiday houses in Sea Pines

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Top-rated holiday rentals in Sea Pines

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Guest favourite
Treehouse in Hilton Head Island
4.89 out of 5 average rating, 56 reviews

CoCo's Island Treehouse

. Unwind in a cozy, character-filled treehouse nestled in nature, featuring open-beam construction & a peaceful, wooded setting. Within easy walking distance of the beach, shops, & restaurants of Harbortown, this retreat offers the perfect balance of convenience & seclusion. Head to the wide beaches of the Sea Pines Beach Club by car, bike trail, or trolley. After a day of exploring, relax in front of the 85-inch TV, prepare a home-cooked meal in the fully equipped kitchen, or fire up the grill.

Guest favourite
A serene walking path is surrounded by lush greenery, featuring a sandy surface framed by overhanging branches and foliage. Sunlight filters through the leaves, casting soft shadows on the ground. The path leads deeper into the natural landscape, inviting exploration.
Apartment in Hilton Head Island
4.88 out of 5 average rating, 49 reviews

New! 1 BD APT~Beach Access~NICE!

Time for a peaceful beach trip! Just minutes to the beach, private 1 bedroom apt that is all new inside! Park outside your door! King bedroom with lots of storage & TV. Large bathroom with tile shower! Living Room has 50" Smart TV and access to a front patio. There is a kitchenette that has a Keruig, microwave/air fryer, refrigerator and table and chairs. Central air conditioning makes it comfy! Great S Forest Beach Location! End of owners home, but private entrance. No kids, sorry. 1 car only.

Top Guest favourite
An airy living space is highlighted by soft white sofas and a large rug featuring ocean-themed designs. A ceiling fan hangs above, while natural light floods in through expansive glass doors. The room includes a cozy fireplace and a wooden coffee table in the center.
Home in Hilton Head Island
5 out of 5 average rating, 26 reviews

Sal and Babs Sea Pines Sanctuary

Nestled along the picturesque coastline of Sea Pines on Hilton Head Island, the beachside area of this premier community offers an idyllic retreat by the sea. Residents and visitors alike are treated to expansive views of the Atlantic Ocean, with pristine sandy shores inviting leisurely walks, sunbathing, and water activities. Sea Pines is a sanctuary where the sounds of waves crashing and seabirds calling create a soothing backdrop for relaxation. With easy access to the beach from various poin

Guest favourite
The exterior of the villa features a modern design with natural wood siding. A spacious deck is adorned with a railing and small plants, providing a welcoming entrance. Large windows allow natural light into the home, surrounded by lush greenery.
Bungalow in Hilton Head Island
4.98 out of 5 average rating, 124 reviews

Sea Pines Resort , 5 Minute Walk to the Beach!

Completely renovated AMAZING villa.This 1 bedroom 1 bath villa is a short 5 min.(400 yards ) walk to the stunning beach!The master bedroom has a king bed and the living room sofa is queen sleeper.The kitchen is updated with stainless steel appliances and a beautiful oyster shell chandelier hangs over a 4 seat dining table.Enjoy your time on large screened in porch with privacy shades that overlooks a small lagoon & enclosed outdoor shower.Free Amazon Prime and HBO.Private pool for guests

Top Guest favourite
Home in Hilton Head Island
5 out of 5 average rating, 25 reviews

Sea Pines Hut, 5-min Stroll to Ocean, Dog Friendly

Ocean, serene, luxury! Awaken your senses in this cottage surrounded by natural beauty of pines, pond, and blue herons. 5 min walk to Sea Pines pristine beach. 2-mile bike to the beach club and Nature Reserve full of wildlife. Luxurious interior and cozy outdoor porch, plush king bed, queen sofa bed sleep 4. cathedral ceiling, dog friendly, free bikes, beach chairs and cart, perfect for couples, solo travelers, or small families looking to create a luxurious Hilton Head Island experience.

Guest favourite
A sunlit living area features large windows providing views of the surrounding greenery. A comfortable sofa sits opposite a white coffee table, complemented by a stylish armchair and a small workspace with a wooden desk. Light wooden flooring enhances the vibrant atmosphere.
Condo in Hilton Head Island
4.86 out of 5 average rating, 50 reviews

SeaPines - Walk to beach, Remodeled, Pet friendly

Beautifully renovated in modern beach style! With beautiful new flooring throughout, new furniture, linens and updated baths, this stylish coastal villa is just waiting for you to relax and enjoy all of Sea Pines and HHI. From the stunning kitchen to the thoughtful dedicated workspace and expanded patio with grill, this two bedroom, two bath villa comfortably sleeps six adults. This property is pet friendly, yet clean and well appointed, and offers one of the best locations in Sea Pines.

Top Guest favourite
Condo in Hilton Head Island
5 out of 5 average rating, 107 reviews

5 Star Location-Pool, Walk to Dining/Shops/Marina

Escape to our luxury villa in Hilton Head's exclusive Harbour Town in the gated Sea Pines Resort! A short walk from Harbour Town Marina, which offers enertainment, dining, shopping, water sports, cruises, golf, tennis, and a pier. You will have access to The Sea Pines Beach Club, a short trolly, bike or car ride away. This private 3rd-floor impeccilbly appointed 'coastal chic' retreat does not share any walls and offers serene lagoon views from a private balcony.

Guest favourite
Condo in Hilton Head Island
5 out of 5 average rating, 9 reviews

Sea Pines Top-Floor Villa | Golf & Wooded Views

Stay where the pros play! Perfectly situated for the Heritage Golf Tournament, this renovated top-floor villa overlooks lush fairways and peaceful woods. The modern interior boasts taupe tile backsplashes and speckled granite throughout. Sea Pines’ famous bike paths are right outside your door, leading you to pristine beaches and luxury shopping. Experience elevated HHI living with contemporary amenities and the quiet privacy of a top-floor treetop location.

Superhost
Home in Hilton Head Island
5 out of 5 average rating, 4 reviews

Lovely & Secluded Sea Pines Retreat on Hilton Head

4 Pine Court, This spacious 3 bedroom, 2 bath ranch home is nestled on a private cul-de-sac, providing a peaceful and secluded getaway. With sleeping accommodations for up to 8 guests and a screened porch for relaxing, this rental is the perfect retreat. The outdoor living area boasts a grilling area, ideal for hosting a family barbecue. Located just minutes from the beach and Sea Pines amenities, this rental provides both convenience and relaxation.

Top Guest favourite
The bungalow is nestled among lush greenery and tall trees, surrounded by a natural environment. Palm leaves frame the structure, and a small deck is visible at the front, inviting warmth and privacy in this woodland setting.
Bungalow in Hilton Head Island
4.95 out of 5 average rating, 119 reviews

Closest to Beach Path, Screened Porch, 1 dog ok

Wonderful Single Sea Pines Bungalow for 2 people. Walk 5 min on beach path. Excellent location; ride bikes to Harbor Town, Beach Club, Coligny Plaza, No elevator or parking lots! Grill out on deck. 50" TV ; screened-in porch. Walk to best beach on island, no hotels. Swimming pool onsite. Equipped Kitchen with Cooktop, Dishwasher, Refrigerator. We allow 1 dog.. under 30lbs. 4 night min bookings.

Top Guest favourite
A serene view of calm waters features a distant sailboat gliding gracefully across the horizon. Lush greenery and tall grasses frame the scene, with a palm tree located in the foreground, offering a glimpse of the natural coastal landscape.
Treehouse in Hilton Head Island
5 out of 5 average rating, 23 reviews

Luxury Waterfront Tree House | Harbour Town | Pool

One of our newest homes, see our over 1000 *5*-star reviews. Nestled on a tranquil cul-de-sac on Deer Island - an island on an island - our enchanting Treehouse offers the ultimate getaway, surrounded by lush gardens and bamboo forests, stunning reclaimed wood floors, historic Savannah brickwork, and marvelous mid-century design and furnishings.

Top Guest favourite
A tranquil marina view is presented, featuring numerous boats docked peacefully. The iconic Harbour Town lighthouse stands in the background, complemented by green trees and a clear blue sky. A balcony railing frames the scene, emphasizing the inviting outdoor setting.
Condo in Hilton Head Island
4.97 out of 5 average rating, 174 reviews

Harbour Town Paradise! Amazing Sunset Views

Our home overlooks the picturesque Harbour Town marina and lighthouse in Sea Pines on Hilton Head Island. This special place is close to everything, making it easy to plan your visit. Whether your passion is dining, night life, golf, tennis, shopping, jet skiing, biking, hiking, or beach life, our home is convenient to all of it.

Popular amenities for Sea Pines holiday rentals