Sea Pines Rentals

Discover the timeless beauty and recreational opportunities of Sea Pines with Island Rentals of Hilton Head. Located on the southern tip of Hilton Head Island, Sea Pines is known for its scenic landscapes, pristine beaches, and abundance of outdoor activities.

Our Sea Pines vacation rentals offer a range of accommodations to suit every traveler's needs, from charming cottages nestled among towering pines to luxurious oceanfront estates. Each rental is equipped with modern amenities and is just moments away from Sea Pines' iconic attractions.

Explore over 15 miles of leisure trails on foot or bike, play a round of golf at one of three world-class courses, or relax on the sandy shores of Sea Pines Beach. Visit Harbour Town to see the iconic Harbour Town Lighthouse and enjoy waterfront dining and boutique shopping.

Whether you're planning a family vacation, a romantic getaway, or a golf retreat, Sea Pines offers something for everyone. Experience the natural beauty and leisurely pace of Sea Pines with Island Rentals of Hilton Head. Book your vacation rental today and start creating unforgettable memories on Hilton Head Island!

Sea Pines is a gated community, so guests enjoy an added layer of privacy and security throughout their stay. The neighborhood is home to the Sea Pines Beach Club, Harbour Town Golf Links (host of the RBC Heritage), and South Beach Marina, putting golf, dining, and beach access all within a short bike ride of your rental.

Ready to compare your options? Browse our full Hilton Head vacation rentals collection, see how Sea Pines stacks up against Palmetto Dunes villas and oceanfront rentals, or check our pet-friendly rentals if you're traveling with a four-legged companion.

Properties Available 51 properties available
Proudly hosted by Island Rentals of Hilton Head, this charming Sea Pines villa offers the perfect blend of comfort, relaxation, and Lowcountry beauty. Just a short walk to the beach, this spacious retreat is ideal for families and groups looking to experience the best of Hilton Head Island while enjoying peaceful lagoon views and abundant natural s
1586 Lagoon Villas
1586 Lagoon Villas
Villa Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 (6)
Proudly hosted by Island Rentals of Hilton Head, this coastal-chic Sea Pines villa offers the perfect blend of relaxation, comfort, and adventure in one of Hilton Head Island\'s most sought-after destinations. Nestled in a peaceful corner of Sea Pines Resort, this beautifully appointed one-bedroom, one-bathroom villa invites you to start each day w
1803 Bluff Villas
1803 Bluff Villas
Villa
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 (26)
Experience the charm of this recently renovated 3-bedroom, 2-bath Racquet Club Villa in the heart of Harbour Town. Updated with beautiful hardwood floors, plush carpeting, and fresh living room furnishings, this inviting one-story villa is designed for comfort and easy access. The spacious living area includes a large flat-screen TV and Blu-Ray pla
2311 Racquet Club Villas
2311 Racquet Club Villas
Villa
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (55)
Proudly hosted by Island Rentals of Hilton Head, this charming pet-friendly 1-bedroom, 1-bath villa in Sea Pines places you right in the center of everything the resort has to offer. Located on the third floor of Racquet Club Villas, this bright and airy walk-up retreat features vaulted ceilings, abundant natural light, and golf course views that c
2359 Racquet Club Villas
2359 Racquet Club Villas
Villa Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (56)
Proudly hosted by Island Rentals of Hilton Head. Located in the heart of all the action in Sea Pines, 6 Pine Court offers the perfect combination of convenience, comfort, and style. This beautifully updated home features three bedrooms and three bathrooms, comfortably sleeping eight guests with a king, queen, and four twin beds. Inside, you\'ll fi
6 Pine Court
6 Pine Court
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (62)
Proudly hosted by Island Rentals of Hilton Head, 525 Plantation Club Villas is an absolutely gorgeous, single-level retreat perfectly situated within the prestigious Sea Pines community. Overlooking the lush fairways of the Atlantic Dunes Golf Course, this villa offers a serene setting where sweeping golf views create a relaxing Lowcountry backdrop
525 Plantation Club Villas
525 Plantation Club Villas
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (27)
Indulge in the newly enhanced charm of this outstanding golf villa, proudly hosted by Island Rentals of Hilton Head, boasting 3 bedrooms and 3.5 baths, with a splendid view overlooking the lagoon of the 9th hole of the Atlantic Dunes by Davis Love III Golf Course. Revel in the recent upgrades, including new appliances, flooring, ceilings, paint, l
423 Plantation Club Villas
423 Plantation Club Villas
Townhouse
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half-Bathroom 1 half-baths
Guests 8 guests
Rating 5 (105)
Proudly hosted by Island Rentals of Hilton Head, this expansive one-bedroom villa in Lighthouse Tennis offers the perfect blend of space, comfort, and coastal charm. The inviting living area features soaring vaulted ceilings, tasteful décor, and a plush sofa with a queen sleeper to accommodate additional guests, along with extra seating for relaxin
2382 Lighthouse Tennis
2382 Lighthouse Tennis
Villa Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 (19)
Proudly hosted by Island Rentals of Hilton Head, this beautifully updated Plantation Club villa offers stunning golf course views and a light, refreshing interior designed for total relaxation. Completely remodeled, the full kitchen and living area have been thoughtfully redesigned to create an open, airy space perfect for gathering after a day of
533 Plantation Club
533 Plantation Club
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (29)
6 Cannon Row, Sea Pines Private Home, New Private Pool Basic Features: - 2121 sq. ft. - 3 bed, 2 Bath - 2 Kings, 2 Twins, 2 Bunk Beds - TV/DVD player in living room - Fireplace (For Decorative Purposes Only) - Gas Grill - Huge back deck with lagoon view - WiFi - 1 Hour free tennis daily at South Beach Racquet Club - 1 Car pass into Sea Pines - 4 F
6 Cannon Row
6 Cannon Row
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (127)
Proudly hosted by Island Rentals of Hilton Head, Light on Time is a bright and welcoming second-floor Racquet Club Villa nestled in the heart of Sea Pines. Perfect for couples or a small family, this one-bedroom retreat offers a peaceful setting with vaulted ceilings, abundant natural light, and relaxing golf course views — all within one of Hilton
2354 Racquet Club Villas
2354 Racquet Club Villas
Villa Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (57)
Proudly hosted by Island Rentals of Hilton Head, this spacious three-bedroom, two-bathroom top-floor Bluff Villa offers one of the largest living areas available in Sea Pines, making it an excellent choice for families or groups seeking comfort and room to spread out. Located on the third floor and accessible by stairs only, the villa features an o
1690 Bluff Villas
1690 Bluff Villas
Villa
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4 (1)

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