Sea Pines Vacation Rentals

Browse Sea Pines vacation rentals in one of Hilton Head Island’s most recognizable resort communities. Located on the southern end of the island, Sea Pines offers beautiful beaches, extensive bike paths, championship golf, Harbour Town, South Beach Marina and preserved Lowcountry scenery.

Host2coast offers locally managed Sea Pines homes and villas for couples, families and larger groups. Choose a rental near the beach, golf courses, Harbour Town or South Beach, with options that may include private pools, lagoon views and spacious outdoor living areas.

Why Stay in Sea Pines?

  • Convenient access to Harbour Town, South Beach Marina and the Sea Pines Beach Club
  • Miles of leisure paths for biking and walking
  • Three championship golf courses, including Harbour Town Golf Links
  • Beaches, nature preserves and quiet residential neighborhoods
  • Seasonal trolley service connecting popular Sea Pines destinations
  • Restaurants, shops, watersports and family-friendly activities

Use the availability search on this page to compare Sea Pines vacation rentals by travel dates, location, property type and amenities.

Sea Pines vacation rental on Hilton Head Island

Properties Available 83 properties available
"I can’t recommend this lovely oasis highly enough. We loved that it’s on a cul-de-sac, not on the main road or a busy street - so it feels secluded and safe for kids. The only neighbors we heard were the local birds! We all enjoyed the screened in porch and the yard. The beds were supremely comfortable. We loved taking advantage of the nearby biki
4 Pine Court
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (57)
Inside, the home unfolds into a bright and welcoming great room where floor to ceiling windows and vaulted ceilings flood the space with natural light. Plush seating and a smart TV make it easy to unwind after a day spent on the course or by the shore. The full kitchen is a chef’s dream, featuring gleaming custom countertops and a complete suite of
Hot HOT 60
10 Piping Plover
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.9 (31)
Tucked away at the end of a peaceful cul-de-sac on Dewberry Lane, this newly renovated Sea Pines retreat invites you into a world of effortless coastal living on Hilton Head Island. Bathed in natural light, the home’s fresh design and airy layout create an immediate sense of calm the moment you arrive. Just under a mile from the shoreline, you are
Hot HOT 203
17 Dewberry Lane
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half baths
Guests 8 guests
Rating 5 (1)
The review says it all, "Perfect location, very quiet and clean, very relaxing. Easy walk to the beach. It was updated and very comfortable. We would definitely rent this unit again. Loved the outdoor shower after a day at the beach and the deck overlooking the lagoon." Indulge yourself here! Be dazzled by the tranquility of this lagoon-side locati
1591 Lagoon Villas
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 (41)
Plan the family reunion at 1714 Bluff Villa, a beachy and bright 3rd floor villa just perfect for a family or group of 10! Located just a short walk from the beach on the Calibogue Sound in Sea Pines, this 3-bedroom, 2-bath villa features an open plan with plenty of room to enjoy family game or movie night. The open living space includes a large
1714 Bluff Villas
Villa
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 4.9 (70)
Welcome to 1 Fawn Lane, a luxurious bohemian escape tucked beneath swaying palms and moss draped oaks in Sea Pines Resort on Hilton Head Island. From the moment you arrive, this home captures your imagination with its effortless blend of boho chic character and modern elegance, inviting you to slow down and savor island life. Perfectly positioned i
Hot HOT 62
1 Fawn Lane
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (7)
"A great beachfront condo. We found it exactly as advertised - 3 comfortable bedrooms (2 with en suite baths, plus another full bath adjacent to the third BR). Very clean and well-maintained. Really nice patio overlooking the beach for breakfast and happy hour. The location is convenient to golf, shopping and other amenities." – Jim L. We’re happy
Hot HOT 66
203 Turtle Lane
Villa
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (60)
Lovely Single-level End-unit Villa with Pool, Tennis, and Pickleball exclusive to complex.Great convenient location! Just a short half-mile walk to the world-renowned Harbour Town. Explore its shops, restaurants, and beautiful sunset views over Calibogue Sound. Also, the villa is just minutes away from The Shops at Sea Pines. Take the free trolley
2373 Racquet Club
Villa Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (27)
Discover the allure of Hilton Head Island living at 49 Governors Rd, a beautifully reimagined 3-bedroom, 2-bath coastal retreat tucked away within the world-renowned Sea Pines community. Here, the rhythm of island life unfolds beneath the shade of ancient oaks and the whisper of sea breezes drifting through the pines. Every detail of this home capt
49 Governors Road
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (25)
Imagine waking up on Hilton Head Island to the soft sounds of waves and the scent of salt in the air. This spacious four-bedroom Sea Pines retreat invites you to step into the island rhythm - where every morning feels like a gentle invitation to slow down and savor the day. Just a five-minute walk from the beach, this two-story getaway offers the p
Hot HOT 50
42 N Sea Pines Drive
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (6)
Enjoy a taste of luxury in this beautifully updated private home centrally located in the Greenwood Forest section of Sea Pines, featuring 4 bedrooms and 3 baths to comfortably accommodate a party of 8. At 8 Pine Court you have quick access to all of the amenities of Sea Pines while still providing privacy and serenity for a relaxing stay. Take i
8 Pine Court
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (62)
This exquisite villa boasts 4 bedrooms and 4 bathrooms and is situated in the center of South Beach. A secluded private beach is just a quick 50-step stroll away. Additionally, guests have access to a shared pool that is conveniently located right near the front entrance. 1456 Sound Villas is situated between Calibogue Sound and the Braddock Cove i
Hot HOT 63
1456 Sound Villa
Villa
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 (49)

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Find the Right Sea Pines Vacation Rental

Sea Pines offers a range of accommodations, from comfortable villas near golf, dining and resort amenities to private vacation homes with additional bedrooms and outdoor space. Families and larger groups may prefer a Hilton Head house rental, while couples and smaller families can explore our collection of Hilton Head condos and villas.

Property features vary, but available Sea Pines rentals may include private pools, golf or lagoon views, screened porches, equipped kitchens and convenient access to beaches and bike paths. Review each property listing carefully to confirm its location, included amenities, parking and sleeping arrangements.


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Sea Pines Vacation Rental FAQs

Do rental guests need a vehicle pass to enter Sea Pines?

Yes. Guests driving into Sea Pines need an appropriate rental vehicle pass. Host2coast will provide property-specific arrival and pass instructions before your stay.

Visit the Sea Pines CSA renter information page for current community requirements.

How close are Sea Pines rentals to the beach?

The distance to the beach varies considerably throughout Sea Pines. Some rentals are within walking distance, while others are best reached by bicycle, car or seasonal shuttle. Check the map and location details on each property listing before booking.

Is there a trolley inside Sea Pines?

Sea Pines operates seasonal trolley routes connecting popular destinations within the community. Operating dates, routes and hours can change throughout the year.

Review the current Sea Pines trolley schedule and route information when planning your stay.

Which part of Sea Pines should I stay in?

Choose a rental near Harbour Town for marina views, shopping, dining and the lighthouse. South Beach is convenient for the marina, watersports and waterfront dining. Travelers prioritizing beach time should compare properties near the ocean or Sea Pines Beach Club. Always review the listing map because distances vary throughout the community.

What types of Sea Pines vacation rentals are available?

Host2coast offers Sea Pines vacation homes and villas for different group sizes and travel needs. Depending on current availability, options may include golf-view villas, lagoon-front properties, private-pool homes and rentals near Harbour Town, South Beach or the ocean.

What amenities are included with Sea Pines rentals?

Amenities vary by property. Many rentals include equipped kitchens, Wi-Fi, laundry facilities, parking and outdoor living areas. Some properties also offer private pools, golf or lagoon views and convenient beach access. Review the individual listing for a complete amenity list.

When is the best time to stay in Sea Pines?

Summer is the busiest season for family beach vacations and seasonal activities. Spring and fall offer comfortable weather for golf, biking and outdoor dining, while winter is typically quieter and can be a good option for golf trips and relaxed island getaways.

Why should I book a Sea Pines rental directly with host2coast?

Booking directly connects you with a local team familiar with Sea Pines and the individual rental properties. Host2coast can answer questions about locations, amenities, gate passes and availability before your trip and provide local support throughout your stay.