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!

52 properties available

Proudly hosted by Island Rentals of Hilton Head: This striking Sea Pines home offers the perfect combination of comfort, style, and convenience in the heart of the Sea Pines Resort. Centrally located between the world-famous Harbour Town Yacht Basin and the Sea Pines Beach Club, guests can easily explore either destination with a short 10–15 minute

Proudly hosted by Island Rentals of Hilton Head. This exceptional single-family home sits just five rows from the ocean in the prestigious Sea Pines community, offering an effortless two-minute walk to Hilton Head Island\'s stunning beaches. Its unbeatable location makes it easy to return home for meals, quick breaks, or children\'s naps—an ideal s

HOT 39

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

HOT 33

Proudly hosted by Island Rentals of Hilton Head, this beautifully renovated coastal villa is located in the highly sought-after South Beach area of Sea Pines and offers breathtaking water views from nearly every angle. With thoughtful upgrades throughout and an unbeatable location near the marina, this 2-bedroom, 2.5-bath retreat is perfect for fam

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 within walking distance of the renowned RBC Heritage tournament, this pet-friendly retreat combines a prime location with relaxing golf course views and thou

HOT 32

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

Proudly hosted by Island Rentals of Hilton Head, 1425 South Beach Villas is a coastal retreat designed for guests who crave sun, sand, and the soothing rhythm of the ocean. Ideally located in the iconic South Beach area of Sea Pines, this spacious villa offers the perfect blend of comfort, style, and unbeatable proximity to the shoreline, making it

1425 South Beach Villas

Proudly hosted by Island Rentals of Hilton Head, this charming 3-bedroom, 2-bath private home in Sea Pines Resort offers the perfect blend of comfort, convenience, and relaxed coastal style. Thoughtfully designed with a spacious one-level layout, this home is ideal for families and groups looking to unwind without the hassle of stairs. The primary

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

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 in 2024, the full kitchen and living area have been thoughtfully redesigned to create an open, airy space perfect for gathering after a

Proudly hosted by Island Rentals of Hilton Head, this beautifully updated two-bedroom, two-bathroom Heritage Villa offers a refined coastal retreat with stunning views of the #1 fairway on the iconic Harbour Town Golf Links. Thoughtfully refreshed with all-new furnishings and fixtures, the villa blends Lowcountry charm with modern comfort, creating

Located in the Club Course section of Sea Pines, this home offers easy access to all of the amenities of Sea Pines, while still being close to the shops, dining, and activities located outside the Sea Pines gate, such as Coligny Plaza. This home features a large open concept living area, with vaulted ceilings and a beautiful decorative fireplace.

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