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!

51 properties available

Proudly hosted by Island Rentals of Hilton Head, 15 Wagon Road offers the perfect combination of comfort, style, and location for your next Sea Pines getaway. Situated on a quiet street overlooking a peaceful lagoon and just a short five-minute walk from the beach, this beautifully renovated 4-bedroom, 3-bath home accommodates up to 12 guests and p

Proudly hosted by Island Rentals of Hilton Head, 77 Lawton Road is a beautifully updated three-bedroom, three-and-a-half-bathroom home tucked away in the quiet Lawton Woods community of Sea Pines. Designed with vaulted ceilings and coastal-inspired décor, this spacious retreat offers a welcoming blend of comfort, style, and functionality—perfect fo

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

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

Proudly hosted by Island Rentals of Hilton Head, welcome to your pet-friendly Sea Pines retreat—an inviting two-story villa perfectly positioned with serene golf course and lagoon views. Thoughtfully designed with space and comfort in mind, this home offers four well-appointed bedrooms and three full bathrooms, making it ideal for families or group

Proudly hosted by Island Rentals of Hilton Head. Discover your ideal Sea Pines retreat in this beautifully appointed home, blending tasteful features with upscale furnishings for an unforgettable stay. This centrally located property in Greenwood Forest offers three bedrooms, two bathrooms, and a lofted fourth sleeping area, comfortably accommodati

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

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

2375 Lighthouse Tennis Villas

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

Proudly hosted by Island Rentals of Hilton Head, this spacious maritime forest retreat offers the perfect setting for an unforgettable island escape. With approximately 3,000 square feet of living space, this beautifully designed home features 4 bedrooms, 4 bathrooms, and comfortable accommodations for up to 10 guests. Thoughtfully appointed with T

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

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Proudly hosted by Island Rentals of Hilton Head, this pet-friendly main-floor, one-bedroom villa in Sea Pines offers a relaxing lagoon-side retreat in one of the island\'s most sought-after gated communities — and your four-legged family members are welcome to join you. With one bedroom, one bathroom, and two queen beds, this thoughtfully designed,

2399 Lighthouse Tennis Villas

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