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 beautifully secluded 4-bedroom, 3-bath retreat in Sea Pines offers the perfect blend of comfort, space, and Lowcountry charm. Nestled among lush landscaping and scenic lagoons, this inviting family home features a spacious open floor plan with a large living room designed for gathering—complete
11 Hollyberry Lane
11 Hollyberry Lane
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (8)
Proudly hosted by Island Rentals of Hilton Head, 28 Gunnery Lane is an exceptional Sea Pines retreat where luxury, privacy, and natural beauty come together to create an unforgettable island escape. Set on an expansive homesite with an impressive 150 feet of lagoon frontage, this elegant 3-bedroom, 2-bath residence offers stunning water views from
Hot HOT 34
28 Gunnery
28 Gunnery
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (30)
Proudly hosted by Island Rentals of Hilton Head, this inviting Lighthouse Tennis Villa offers an exceptional blend of space, comfort, and classic Hilton Head charm in the largest one-bedroom floor plan within the community. Vaulted ceilings and tasteful décor define the open living area, which features two sofas, including a queen sleeper, and open
Hot HOT 35
2375 Lighthouse Tennis Villas
2375 Lighthouse Tennis Villas
Villa
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (86)
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 (29)
Proudly hosted by Island Rentals of Hilton Head, 157 N. Sea Pines Drive is a stunning Sea Pines retreat perfectly positioned along the 17th tee of the Atlantic Dunes Golf Course. With tranquil lagoon views, a private pool, and an unbeatable central location, this home offers the ideal blend of relaxation, recreation, and classic Hilton Head Island
157 N. Sea Pines Dr
157 N. Sea Pines Dr
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half-Bathroom 1 half-baths
Guests 11 guests
Rating 4.9 (69)
Proudly hosted by Island Rentals of Hilton Head, 7 Genoa Court is an extraordinary pet-friendly luxury retreat nestled in the heart of Sea Pines Resort, just moments from the iconic Harbour Town Marina. Thoughtfully designed to accommodate up to 16 guests, this elegant 6-bedroom, 6.5-bath residence offers sophisticated coastal living with premium a
7 Genoa Court
7 Genoa Court
House Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 6 baths
Half-Bathroom 1 half-baths
Guests 16 guests
Rating 4.9 (39)
Proudly hosted by Island Rentals of Hilton Head. This beautiful Sea Pines home offers a spacious, single-level layout designed for comfort and relaxation. Each bedroom features premium bedding, stylish furnishings, and large flat-screen TVs, with an additional TV located on the screened porch for outdoor entertainment. The fully equipped kitchen bo
11 Deer Run Lane
11 Deer Run Lane
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (57)
Proudly hosted by Island Rentals of Hilton Head. Just a five-minute walk to the beach, this beautifully maintained Lighthouse Road Villa offers the perfect Sea Pines getaway. Overlooking the 10th fairway of the Atlantic Dunes Golf Course, this spacious two-story villa is ideally located near the Sea Pines Beach Club, providing easy access to the is
8 Lighthouse Road Villas
8 Lighthouse Road Villas
Villa Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (51)
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 (64)
Proudly hosted by Island Rentals of Hilton Head, this beautifully located Sea Pines villa offers comfortable accommodations for up to 6 guests, featuring 2 bedrooms and 2.5 bathrooms. Situated on the first fairway of the renowned RBC Heritage tournament, this pet-friendly retreat combines a prime location with relaxing golf course views and thought
2229 Heritage Villas
2229 Heritage Villas
Villa Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half-Bathroom 1 half-baths
Guests 6 guests
Rating 5 (2)
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 (130)
Proudly hosted by Island Rentals of Hilton Head, this incredible Sea Pines retreat has undergone extensive updates for 2025 and offers an exceptional setting for large families or groups vacationing together. Thoughtfully designed with both a five-bedroom main house and a two-bedroom attached guest house, the property comfortably sleeps up to fourt
28 Plantation Drive
28 Plantation Drive
House
Bedrooms 7 bedrooms
Bathrooms 4 baths
Half-Bathroom 1 half-baths
Guests 14 guests
Rating 4.9 (49)

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