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 82 properties available
Welcome to 479 Plantation Club, a stunning fourth-floor villa tucked into the heart of the world-renowned Sea Pines Resort on Hilton Head Island. From the moment you arrive, you will be captivated by sweeping views of the Atlantic Dunes Golf Course, towering palmettos, ancient live oaks, and the calming shimmer of water just beyond. This property i
479 Plantation Club
Villa Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (38)
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 (66)
Tucked beneath a canopy of moss-draped oaks in the heart of iconic Sea Pines, 57 Lawton Road immediately captures your imagination as the kind of Lowcountry retreat guests dream about long after they leave. From the moment you arrive, the setting feels serene and private, with lush greenery surrounding an inviting backyard oasis that features a bea
57 Lawton Road
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 12 guests
Rating 5 (21)
Perhaps you'll be writing a review like this after your stay at 1616 Port Villa - "We absolutely loved our unit at Port Villas. The sunrise views from the deck were spectacular, and the villa was well appointed, beautifully decorated, and the 3 1/2 baths were perfect for our 3 couples on the trip. Check-in was simple, and having a key coded door ma
1616 Port Villas
Villa Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 8 guests
Rating 5 (63)
"Excellent!" "Ideal!" "It had everything I needed for the week. Will be back!" "Relaxing." "Great location on South Beach!" "Very comfy!" "Would definitely stay again." As you can see, our guests find 1707 Bluff Villa to be perfect for their beach getaways!This lovely South Beach vacation home away from home is ideal for a couple or group of four.
1707 Bluff Villas
Villa
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.9 (50)
Your Hilton Head Island vacation should be nothing less than spectacular and 8 Dewberry Lane nestled in the heart of Sea Pines Resort gives you that and more! Community pool and tennis court included! This beautiful vacation “home away from home” comfortably accommodates a family or group of 8 and is located just a short walk or bike ride to the
8 Dewberry Lane
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half baths
Guests 8 guests
Rating 4.9 (55)
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)
Tucked beneath sweeping live oaks and classic Lowcountry palms, 2376 Lighthouse Tennis Villas immediately draws you in with its serene setting and coastal charm. This beautifully updated villa offers a welcoming first impression, from the private covered balcony surrounded by greenery to the bright interiors filled with natural light. The community
2376 Lighthouse Tennis Villas
Villa Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (1)
Live your best Sea Pines life when you choose Pedal and Paddle as your South Beach retreat! Waterfront with its own dock, 1603 Port Villa is a stunning 2-bedroom home on Braddock Cove just a short stroll from the Salty Dog Marina and HHI’s top-rated pickleball courts! Look no further - this beautiful coastal escape is now available for rent for the
1603 Port Villas
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half Bathrooms 1 half baths
Guests 6 guests
Rating 5 (30)
Discover your ideal retreat at this charming, cottage-esque villa, where breathtaking views and a daily hour of complimentary tennis are just the beginning!This newly redecorated 2-bedroom villa offers stunning views from every angle, high ceilings, and private Adirondack chairs with serene lagoon views. Just steps from South Beach Marina and the b
1601 Port Villas
Villa Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 (57)
Welcome to 12 Columbine Lane, a charming 3-bedroom, 2-bathroom single-family home located in the world-famous Sea Pines Resort on Hilton Head Island. This home offers the perfect retreat for creating unforgettable Lowcountry memories.Nestled in the Greenwood Forest community, this home is surrounded by the beauty of Hilton Head’s lush landscapes an
12 Columbine Lane
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (88)
Welcome to 101 Fairway Lane Villas, a beautifully updated, single-level 2-bedroom, 2-bath retreat in Sea Pines, where comfort meets Lowcountry charm. Located just across Sea Pines Drive from the beach path, you’re only a five-minute walk from the soft Atlantic sands with no need to drive or hunt for parking.Inside, a light-filled sunroom stretches
101 Fairway Lane Villas
Villa Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (9)

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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.