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!

44 properties available

The Sea Pines Escape at 39 Oak Court is your place to enjoy an incredible getaway while making lasting memories with your family and friends! This magnificent, multi-level and fully renovated 3,400 square foot luxury home features lavish amenities, 5 bedrooms, 5 full baths, 2 half baths, a “modern beach” theme, tons of natural light, and equally be

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Features: - 2 Beds\2 Baths - 1 King Bed, 2 Full Beds - Washer & Dryer - Balcony with golf views - WiFi - 4 Beach Chairs - 4 Free Adult Bicycles This absolutely gorgeous Plantation Club Beach Villa is in the perfect location in Sea Pines. All on one floor, this villa offers a spacious and open living area with a beautifully designed kitchen featur

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525 Plantation Club Villas

Come stay in this charming Racquet Club Villa in the center of everything in Sea Pines. - 1 Bed \ 1 Bath - 1 King Bed, 1 Queen Sleeper Sofa - Washer & Dryer - Balcony with golf views - Secure WiFi - 4 Beach Chairs - 2 Free Adult Bicycles This 3rd floor walk up Racquet Club Villa is the perfect place to stay for your Hilton Head getaway! Featuring

2359 Racquet Club Villas

Welcome to your serene oasis at 4 Palmetto Place, nestled in the heart of Hilton Head Island, South Carolina. This charming vacation rental invites you to indulge in the ultimate coastal getaway, where sun-kissed days and balmy evenings beckon you to unwind in style. As you step into this inviting abode, you\'re greeted by a fusion of coastal eleg

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Discover modern luxury in the heart of Sea Pines at 28 Plantation Drive, a truly unique and spacious home offering the ultimate in privacy while being close to all amenities. Main Features: - 5 Bedroom Main House, 2 Bedroom attached guest house. - 3.5 Bathroom Main House, 1 Full Bathroom in attached guest house. - Sleeps 14 - 4 Kings, 3 Queen, 3

Features: - Full kitchen and living area remodel for 2024! - 2 Beds\2 Baths - 1 King Bed, 2 Twin Beds, Queen Sleeper Sofa - Washer & Dryer - Balcony with golf views - WiFi - 4 Beach Chairs - 4 Free Adult Bicycles This updated Plantation Club Beach Villa is in the perfect location in Sea Pines. All on one floor! The living room and dining area are

This Home Features: - A New Private Pool, that may be heated for an additional charge. - 3 Bedrooms, 3.5 Bathrooms - Sleeps 8: 1 King, 2 Queen, 2 Twins - Beautifully updated coastal decor. - Well equipped kitchen - Laundry room - Beautiful outdoor living space with fire pit and Adirondack Chairs. - Free Wi-Fi - 4 Free Adult Bicycles from South Bea

Welcome to a pet-friendly haven where coastal charm meets modern comfort. This splendid Sea Pines home invites you to indulge in a serene escape, offering: - 3 Bedrooms, 2.5 Bathrooms - Sleeping Arrangements: 2 Kings, 2 Twins, Queen Sleeper Sofa - 2 Living Areas - Complimentary 1 Hour per day of Tennis at the South Beach Racquet Club - 4 Free Adul

Experience Coastal Elegance and Golf Course Views in Heritage Villa Included Features: - 2 Bedrooms, 2 Bathrooms - 1 King, 2 Full Beds, Sleeper Sofa (Sleeps 8) - Free Secured Wifi - 4 Free Backpack Beach Chairs - 4 Adult Bicycles from South Beach Cycles - 1 complimentary Sea Pines car pass (Additional pass available for purchase, 2 car maximum) -

If your ideal getaway involves sun, sand, and the soothing sounds of the ocean, then 1425 South Beach Villas is the perfect destination for you. This fantastic villa has it all, including an unbeatable location, stylish decor, and a range of amenities for your dream vacation. Villa Highlights: - 4 Bedrooms and 3 Bathrooms, accommodating up to 10

1425 South Beach Villas

Nestled in the heart of the Sea Pines Resort, Plantation Club offers a prime location midway between Harbour Town and the Sea Pines Beach Club—two of the area\'s major attractions. This 2-bedroom, 2-bath villa features 1 King bed and 2 full-size beds, providing comfortable accommodations for your stay. Key highlights of this villa include: - Beau

53 Woodbine Villas Prime Sea Pines Location, A Coastal Paradise! - Near Beach, Bike to Beach in less than 10 minutes, drive in 1 minute to the new Beach Club. - 3 Bedrooms, 3 Baths - Sleeps 8 - Bed Sizes: King, Queen, 2 Twins, Sleeper Sofa - Full Kitchen - 4 Free Adult Bikes - 4 Backpack Beach Chairs to take to the beach. - Hi-Speed Cable Internet

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