Holiday houses in Sea Pines

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Top-rated holiday rentals in Sea Pines

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
The spacious backyard features a large heated sports pool surrounded by a well-manicured lawn. Deck chairs in vibrant colors are arranged along the poolside, while a covered deck is accessible from the house. Lush trees provide shade, enhancing the relaxing outdoor environment.
Home in Sea Pines
5.0 out of 5 average rating, 33 reviews

Sweet Carolina~Pool~Fenced Yard~FirePit

Located in the prestigious Sea Pines Resort, Sweet Carolina Retreat has the amenities needed for that perfect beach vacation. This home has the rare combination of a spacious outdoor oasis along with a large fenced back yard with grass for 2 or 4 legged guests. Relax in the large sports pool or hot tub, and gather with your guests around the fire pit or outdoor bar. All of this is walking distance to the beach and an easy bike ride to Harbour Town (lighthouse) and South Beach Marina (Salty Dog).

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Top Guest favourite
The exterior of the villa features a three-level structure surrounded by lush greenery and palm trees. A driveway is visible leading to a single car garage. Balconies are seen on the upper level, providing outdoor access. The overall setting is serene and inviting.
Home in Sea Pines
4.95 out of 5 average rating, 55 reviews

Harbour Town Villa in Picturesque Sea Pines

Luxurious and newly renovated 4 Bedroom 4 Bathroom Villa located in the heart of sought after Harbour Town. This home features views of the Calibogue Sound and the 18th hole of the Harbour Town Golf Club. The townhome is an end unit with 3 levels containing multiple windows allowing for amazing sunset views. Walk to the shops, restaurants, entertainment, and the Yacht Basin in just minutes. The closest beach access is at Sea Pines Beach Club which is 2 mi away. There is also a community pool

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Guest favourite
A spacious living area is presented, featuring a neutral color palette with comfortable seating arrangements. A coffee table sits in front of a sectional sofa, while a dining area with white wicker chairs is visible. Light streams in through sliding glass doors, enhancing the room's openness.
Apartment in Sea Pines
5.0 out of 5 average rating, 14 reviews

Sea Pines-Pool, Prime Location & View, Pets OK

A flood of sunshine and a stunning golf view welcome you in this beautiful two bedroom in Wildwood Spa, a quiet neighborhood just 1/2 mile from the Sea Pines Beach Club. A well appointed kitchen, work area, on-site pool and tennis/pickleball courts, and a propane grill are just a few of the noteworthy points with this property. Pet friendly, nicely updated and spacious. Bonus loft with a sleeper sofa and curtains for privacy expands the space for a variety of uses-kids, games, extra sleeping.

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Superhost
Home in Sea Pines
5.0 out of 5 average rating, 4 reviews

Family Memories Are Made Better at Deer Run

Relax with the whole family at this private and adorable 3 Bedroom, one level home just a short bike ride to the beach! Nature surrounds you in the secluded fenced in backyard setting with heated walk-in pool, and spa. This spacious home includes large bedrooms, Open living room with fireplace, and bedrooms. Prepare your family meals in the fully equipped kitchen, dine in or walk out walk-out to the screened porch perfect for family gatherings and memories to last a lifetime. Permit # 32403

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Top Guest favourite
Apartment in Sea Pines
5.0 out of 5 average rating, 31 reviews

Harbour Town Marina Studio | Walk to Lighthouse

Cozy, bright penthouse studio with direct views of the Harbour Town Marina, just steps from the lighthouse, shops, dining, and golf. The space features a comfortable sleeping area with king bed, sitting space, kitchenette, and full bath with tub/shower combo. Enjoy the small private balcony, perfect for morning coffee or evening sunsets over the marina. Ideal for 1–2 guests looking to enjoy the Harbour Town lifestyle in Sea Pines. Located on the fourth floor with convenient elevator access.

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Top Guest favourite
The exterior of the house presents a modern coastal design, featuring a spacious deck with multiple seating areas, a large umbrella, and a grassy surrounding. Large glass doors invite natural light into the interior while a BBQ grill is visible on the deck.
Home in Sea Pines
5.0 out of 5 average rating, 44 reviews

New Sea Pines Remodel Close To Beach

This stunning, newly remodeled getaway offers a modern coastal vibe with an open and airy floor plan that features two spacious king Master en-suites and an additional bedroom with two full beds - sleeps up to eight. Enjoy views of the famed Harbour Town Golf Links and breathtaking sunsets right from the back deck! Add in the chef's kitchen, access to a community pool, tennis and pickleball and The Pines is the perfect vacation destination for families seeking a luxury Hilton Head escape!

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Top Guest favourite
Apartment in Sea Pines
5.0 out of 5 average rating, 17 reviews

Sea Pines Villa: Pool, Tennis & Golf

This renovated 1-bedroom villa in Sea Pines offers comfort and convenience just steps from shops, dining, and bike rentals. Enjoy a plush king bed, memory foam sleep sofa, sleek walk-in shower, Smart TVs, a private deck, and a fully equipped kitchen with washer/dryer. Relax by the sparkling pool, play free tennis on-site, or bike to Harbour Town and the Beach Club. With the seasonal trolley nearby, every island adventure is at your fingertips. One small dog (under 25 lbs)- $230 pet fee.

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Guest favourite
The living room features ample seating with two sofas and a flat-screen TV placed against a light wall. Large glass doors lead to a sunroom, inviting natural light. A coffee table sits in the center of the room, enhancing the open concept design.
Apartment in Sea Pines
4.87 out of 5 average rating, 55 reviews

Great Find! Walk to Beach, Golf & Dining!

Relax with the whole family at this peaceful place to stay half mile from beach. This clean and comfortable villa is the perfect vacation escape! 11 Lighthouse Road, Villa 24 is a two bedroom villa nestled near Sea Pines Beach Club, Heron Point & Atlantic Dunes Golf Courses, bike trails and restaurants. Just a half mile from the beautiful beach, this villa has everything you need for an enjoyable stay with access to all that Sea Pines Resort and Hilton Head Island have to offer.

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Guest favourite
Home in Sea Pines
4.79 out of 5 average rating, 19 reviews

Charming Lagoon view Townhome near Harbor Town

With a picturesque lagoon view this two-bedroom townhome is perfect for getting away from the every hustle. Spacious living area to relax and enjoy the peaceful settings of the lagoon on the back patio. Two well appointed bedrooms upstairs each with their own full bath and TV's. Walking distance to the Harbor Town Golf Club and Tennis courts as well as the Harbor town to shop, eat and enjoy the beautiful sights of the marina. (Short Term rental lic no. 070068)

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Guest favourite
Home in Sea Pines
5.0 out of 5 average rating, 14 reviews

Luxury Pool Home in Sea Pines | Sleeps 15

Experience Lowcountry charm in this Sea Pines retreat designed for relaxation and connection. Unwind by your private saltwater pool, surrounded by peaceful natural beauty, or gather in spacious living areas made for shared meals and evenings together. Spend your days biking scenic trails, exploring Harbour Town, or enjoying world-class golf and tennis nearby. With a perfect blend of comfort and location, this home is made for memorable Hilton Head getaways.

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Top Guest favourite
An open concept living area showcases wood-paneled ceilings and large windows, allowing natural light to fill the space. A sectional couch faces a TV, while a wooden dining table is set for meals. Sliding glass doors open to views of the backyard.
Home in Sea Pines
4.97 out of 5 average rating, 63 reviews

Sea Pines Villa - Walk to Beach, Golf and Tennis

This pristine Sea Pines villa has undergone significant renovations and upgrades, enhancing your stay with modern comforts and amenities. Just a five-minute stroll to the beach, this property is perfect for beach vacations and golf trips. Enjoy views of the tree-lined lagoon and renowned Atlantic Dunes Golf Course. The villa offers a private, professionally maintained putting green, and private tennis courts are only steps away.

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Superhost
Condo in Sea Pines
4.69 out of 5 average rating, 16 reviews

Coastal Golf View Retreat Near Beach in Sea Pines

Relax and unwind in this inviting 2 bedroom, 2 bathroom Plantation Club condo in Sea Pines Resort overlooking Atlantic Dunes Golf Course. Enjoy peaceful fairway views from the private balcony, a fully equipped kitchen, and a bright comfortable living space just minutes from the beach. Guests also have access to the community pool, biking trails, Harbour Town, golf, tennis, dining, and shopping throughout Hilton Head Island.

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Popular amenities for Sea Pines holiday rentals