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. 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, Light on Time is a bright and welcoming second-floor Racquet Club Villa nestled in the heart of Sea Pines. Perfect for couples or a small family, this one-bedroom retreat offers a peaceful setting with vaulted ceilings, abundant natural light, and relaxing golf course views — all within one of Hilton

2354 Racquet Club Villas

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

HOT 33

Proudly hosted by Island Rentals of Hilton Head, this coastal-chic Sea Pines villa offers the perfect blend of relaxation, comfort, and adventure in one of Hilton Head Island\'s most sought-after destinations. Nestled in a peaceful corner of Sea Pines Resort, this beautifully appointed one-bedroom, one-bathroom villa invites you to start each day w

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

HOT 80

Proudly hosted by Island Rentals of Hilton Head, this inviting three-bedroom, two-bathroom home is nestled within the prestigious Sea Pines community and offers a relaxing blend of comfort, space, and Lowcountry charm. Designed for easy coastal living, the home features an open-concept layout with a light-soaked living room, decorative fireplace, a

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

Indulge in the newly enhanced charm of this outstanding golf villa, proudly hosted by ISLAND RENTALS OF HILTON HEAD , boasting 3 bedrooms and 3.5 baths, with a splendid view overlooking the lagoon of the 9th hole of the Atlantic Dunes by Davis Love III Golf Course. Revel in the recent upgrades, including new appliances, flooring, ceilings, paint,

423 Plantation Club Villas

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, 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

Proudly hosted by Island Rentals of Hilton Head, this charming two-story Sea Pines villa offers the perfect blend of comfort, location, and classic Lowcountry scenery. With peaceful water views and thoughtful amenities throughout, it\'s an ideal home base for a relaxing Hilton Head getaway. The villa features 2 bedrooms and 2.5 bathrooms, comforta

Tell us what you're looking for and someone will contact you with available options.

First Name

Last Name

Phone Number

Email Address

Comments

I agree Sign me up for exclusive deals and company news