Holiday rentals in Sea Pines

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Top-rated holiday rentals in Sea Pines

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Top guest favourite
A serene pool area is surrounded by lush greenery, featuring a spacious swimming pool with lounge chairs nearby. Colorful umbrellas provide shade, and a stone patio extends around the pool, inviting relaxation and outdoor enjoyment.
Home in Hilton Head Island
4.98 out of 5 average rating, 52 reviews

Sea Pines - S. Beach Charmer - Private Pool/Spa

Enjoy easy access to everything from this perfectly located home. Short walk to beach, easy bike ride to South Beach Marina (Salty Dog), Sea Pines Center or Harbor Town. Close to all the action at Coligny Plaza & Celebration Park. Perfect for vacation/long term stay with extended family or friends. All furnishings are new/upscale. This 2,000 sqft home was just recently remodeled, includes new Pool/Spa & Fire Pit. Located on quiet, relaxing & private lot. Beach chairs, umbrella, cart provided

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, 24 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

Top guest favourite
Home in Hilton Head Island
5 out of 5 average rating, 9 reviews

Sea Pines hut, 5-min walk to beach, dog friendly!

Location; location; location! 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
The treehouse is surrounded by lush greenery, featuring multiple floor-to-ceiling windows that reflect the natural surroundings. A pathway of brick leads to the entrance, while outdoor lighting highlights the walkway. A staircase provides access to the wraparound deck above.
Treehouse in Hilton Head Island
4.86 out of 5 average rating, 35 reviews

Treehouse in Sea Pines Resort/Arcade/Bicycles

Escape to this seaside treehouse, nestled within Sea Pines Resort on Hilton Head Island. With floor-to-ceiling windows and thoughtful renovations, this serene retreat offers the perfect mix of nature and modern comfort. Located just steps from Harbour Town with restaurants, shops, water activities, a unique playground and lighthouse. Unwind on the wraparound deck or cozy up by the fire pit while enjoying views of deer wandering through the peaceful surroundings. *4 free beach bikes and chairs*

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
A spacious deck features a circular fire pit surrounded by four wooden adirondack chairs with cushions. A striped pouf adds comfort to the area. Scenic sunset views over the beachfront landscape create a serene backdrop.
Chalet in Hilton Head Island
4.98 out of 5 average rating, 101 reviews

180º Ocean Views, Treehouse "Siren's Lookout"

Waterfront and sunset views abound in this unique "treehouse", with 360 degree views. On Deer Island, just steps from the Harbour Town Lighthouse, known for its' large-boat marina, restaurants, shops and Golf Club, host of the RBC Heritage Classic, PGA Tour Event. Enjoy all the amenities of Sea Pines, including the South Beach Marina, Sea Pines Beach and Salty Dog Cafe, only 3 miles away, serviced by trollies & bike paths. Enjoy the sunset seated around the firepit. Gas grill with a view

Top guest favourite
A modern kitchen features a central island with a white marble countertop and two woven bar stools. Stainless steel appliances are visible, along with a stylish herringbone backsplash. Natural light highlights the clean lines and organized layout of the space.
Apartment in Hilton Head Island
5 out of 5 average rating, 107 reviews

5 Star Location! Pool, Walk to Shops/Dining

This luxury villa is in the heart of Hilton Head Island: Harbour Town in the world famous Sea Pines Resort- home of the PGA Heritage golf tournament! Walk to shopping, lighthouse, dining, water sports, golf, tennis, entertainment, and boat charters! The complimentary, seasonal beach shuttle picks up at the villa and drops off at the Sea Pines Beach Club. Impeccably appointed and sparkling clean with lagoon views. The complex has a private pool and clay tennis courts.

Top guest favourite
An outdoor dining area is shown, featuring a round table with six ornate metal chairs. A large red umbrella provides shade, and lush greenery and a view of the marina are visible in the background.
Apartment in Hilton Head Island
4.98 out of 5 average rating, 175 reviews

Heart of Harbour Town - Beach | Pool | Golf | 2BR/2.5BA - Pool Access

In the Heart of Harbour Town Experience the best of Harbour Town living with exquisite harbour views in this recently updated 2 BR / 2.5 BA end unit just steps away from the waterfront. Villa is a short walk to pool, the pristine Harbour Town Golf Links, and the Sea Pines Trolley -- offering complimentary seasonal transport. Recently renovated with gourmet kitchen, elegant living area, and outdoor dining. Sleeps 8. Includes Harbour Town pool passes.

Top guest favourite
A shaded outdoor patio area is furnished with a large table and comfortable chairs. A green umbrella provides protection from the sun, while lush trees and a well-manicured landscape create a serene view of the golf course in the background.
Home in Hilton Head Island
5 out of 5 average rating, 31 reviews

Brand New Sea Pines Remodel - Minutes To Beach!

The brand new remodel at "The Pines" is complete! This stunning getaway is located in Greenwood Forest and offers a modern coastal vibe with 3 bedrooms and 3 bathrooms. "The Pines" also boasts an open floor plan with two Master suites. You’re going to love the location right on the 5th green and 6th tee of Harbour Town Golf Links, where you and your guests will also soak in the breathtaking Carolina sunsets right from the expansive back deck!

Top guest favourite
A sunset view is captured from the balcony, showcasing the golden sun descending over the ocean horizon. Silhouettes of palm trees and a grassy area are visible, creating a serene coastal atmosphere. The sky displays soft hues of orange, pink, and gray.
Apartment in Hilton Head Island
4.95 out of 5 average rating, 355 reviews

1 Minute walk to the beach *Amazing ocean view*

Enjoy Amazing ocean and beach views from your balcony. This is the 3rd unit from the ocean on the 3rd floor and honestly the view beats the direct oceanfront views because of the panoramic effect. Sea Side Villas is minutes away from the very popular Coligny Beach Park area where you can enjoy the many restaurants and shops. Also very close to the new Lowcountry Celebration Park where they have festivals and events.

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, 114 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
Home in Hilton Head Island
5 out of 5 average rating, 14 reviews

Pets ~ Upscale Decor ~ Private Pool ~ Fenced Yard

Escape to Coastal Chic, a designer-owned 4BR/4.5BA retreat in Sea Pines! Just minutes from Harbour Town, this stylish home features a private heated pool, expansive deck, and fully enclosed bonus room with A/C & heat. Each bedroom has a private bath, and the open-concept living space is perfect for relaxing. Pet-friendly & packed with luxury amenities! Book your Hilton Head getaway today!

Popular amenities for Sea Pines holiday rentals