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 85 properties available
Welcome to 28 Surf Scoter, your unparalleled beachside paradise located just 100 steps from the Atlantic. This expansive, beautifully appointed home blends upscale finishes with thoughtful amenities, creating a luxurious retreat for large groups or multi-family stays! Outside, the property greets you with a lushly landscaped oasis featuring a priva
28 Surf Scoter
House
Bedrooms 7 bedrooms
Bathrooms 6 baths
Guests 20 guests
Rating 5 (9)
Welcome to your own personal island paradise! This stunning property is located just one street back from the ocean in the peaceful Sea Pines neighborhood. You'll love the spacious two-level house, with its huge living and family room, open kitchen, and high ceilings. It's perfect for relaxing during the day or cooking gourmet meals for the whole f
Hot HOT 75
14 Cedar Waxwing
House
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 15 guests
Rating 4.9 (16)
Welcome to 22 Oyster Landing, a classic Lowcountry home set on a quiet street in Sea Pines Resort with breathtaking views of the marsh and Calibogue Sound. Nestled on more than an acre beneath moss-draped oak trees, this property immediately captures your attention with its privacy, scale, and natural beauty. The sweeping vistas create a true sense
22 Oyster Landing
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half baths
Guests 8 guests
Rating 5 (10)
Nestled beneath the shade of majestic live oaks and surrounded by lush Lowcountry greenery, 22 Surf Scoter welcomes you with timeless Southern charm and coastal sophistication! The classic exterior, with its inviting brick walkway and serene gray facade accented by white shutters, instantly sets the tone for a peaceful island retreat. This Hilton H
22 Surf Scoter
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (7)
Did you say four full bedrooms and five bathrooms, a private pool and spa, a covered patio, and views overlooking the Heron Pointe Golf Course in Sea Pines? Dreams do come true at 4 Red Maple because this 3700 sq. ft. ranch-style home has it all to accommodate your group of 10 easily! Also, strong Wi-Fi makes working/schooling remotely a breeze, so
4 Red Maple
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half baths
Guests 10 guests
Rating 4.9 (65)
Welcome to "Harbour Light" at 1759 Bluff Villas, a coastal retreat where the rhythm of Hilton Head Island sets the tone for your entire stay. From the moment you step inside, soft natural light pours through expansive windows, drawing your eyes toward a peaceful marsh and water view framed by swaying palms. Just beyond the glass, a glimpse of the i
1759 Bluff Villas
Villa
Bathrooms 1 baths
Guests 2 guests
Rating 5 (6)
Inviting Lowcountry retreat in Hilton Head’s coveted Sea Pines community with large, private pool. Tucked away at the end of a quiet cul-de-sac, this beautifully appointed home offers the perfect blend of privacy, comfort, and location. Enjoy a quick 5-minute bike ride to the beach or Harbour Town and easy access to all that Hilton Head has to offe
Hot HOT 140
33 Battery Road
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 10 guests
Welcome to 2412 Lighthouse Tennis Villa, a bright and inviting pet-friendly retreat located in the heart of the world-famous Sea Pines Resort on Hilton Head Island. This first-floor villa offers the perfect blend of comfort, style, and convenience, creating the ideal setting for a relaxed coastal getaway. Surrounded by lush Lowcountry landscapes an
2412 Lighthouse Tennis Villas
Villa Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (1)
Welcome to 17 Baynard Cove Road, a stunning coastal retreat located on one of the most exclusive streets in Sea Pines Resort. Perfectly positioned between South Beach Marina and Harbour Town, this home offers both privacy and exceptional convenience. A short seven-minute walk leads to Sea Pines Beach Path #23 and the soft, white sands of the Atlant
17 Baynard Cove Road
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 8 guests
Rating 4.9 (67)
Welcome to 1022 Caravel Court, a beautifully updated first-floor harbourfront condo in the heart of Harbour Town within the prestigious Sea Pines Resort on Hilton Head Island. This one-bedroom, one-bath Harbour Town vacation rental offers direct marina access, water views, and walkable convenience to the very best of Hilton Head Island.Located just
1022 Caravel Court
Villa
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (12)
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 92
10 Piping Plover
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.9 (31)
Enjoy your beach getaway in this beautifully renovated villa that comfortably accommodates 6. This is your perfect vacation home away from home - just steps away from all the entertainment that South Beach Marina has to offer and a short walk to the beach.1652 Bluff Villas is a first-floor end unit villa with a lovely open floorplan that includes a
1652 Bluff Villas
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (31)

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

I agree

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.


Explore More Hilton Head Rental Collections


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.