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!

45 properties available

Escape to a bright and airy retreat with a relaxed coastal interior, perfect for a serene getaway. This beautifully updated one-bedroom villa features a plush king bed, a pull-out couch for extra guests, and a full bathroom. The modern kitchen, with its crisp white finishes and coastal charm, is fully equipped for all your dining needs. Thoughtfull

Proudly hosted by Island Rentals of Hilton Head: Experience luxury in the heart of Sea Pines Resort at 7 Genoa Court, a stunning Harbour Town home designed for comfort, style, and relaxation. This upscale 6-bedroom, 6.5-bathroom townhome sleeps 16 guests and features four King bedrooms and two Queen-over-Queen bunk rooms, making it perfect for fami

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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

Proudly hosted by Island Rentals of Hilton Head, this newly renovated and tastefully furnished 3-bedroom home offers stunning golf course views and an unbeatable location within Sea Pines. Situated on peaceful Tupelo Street with minimal traffic, this retreat provides the perfect balance of tranquility and convenience—just a short bike ride from the

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

Proudly hosted by Island Rentals of Hilton Head, this charming, dog-friendly home offers the perfect combination of location, comfort, and style for an unforgettable Hilton Head getaway. Just a seven-minute walk to the beach and centrally located on a quiet cul-de-sac, it\'s easy to bike to South Beach, Harbour Town, or nearby golf courses. The ope

Featuring the newest Beach Oriented home in Sea Pines! Construction just completed in spring of 2025! Escape to luxury in this stunning newly built coastal retreat in the heart of Sea Pines, just moments from the beach. Designed with elegance and comfort in mind, this spacious home offers thoughtfully designed living across three levels. On the m

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

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1425 South Beach Villas

Get away and play in our coastal-chic Sea Pines villa—your peaceful hideaway with island adventures just steps away. Tucked into a serene corner of Hilton Head Island\'s iconic Sea Pines Resort, this stylish one-bedroom, one-bathroom villa is the perfect mix of calm and convenience. Wake up to a golden sunrise over South Beach Marina from your priv

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

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

Just a short 5-minute walk from the sand and surf, 15 Wagon Road offers the ideal blend of comfort, space, and location for your Hilton Head Island escape. Tucked away on a quiet street in the heart of Sea Pines and overlooking a peaceful lagoon, this spacious 4-bedroom, 3-bath home sleeps up to 12 guests and provides all the amenities you need for

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