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
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
Hot HOT 65
2373 Racquet Club
Villa Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (27)
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
Hot HOT 101
12 Columbine Lane
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (87)
Plan a great family getaway for up to 6 in this lovely vacation home away from home just steps from the beach and a short walk to South Beach Marina for all of your shopping, dining, and outdoor activities!We know you are going love the ease of access with this first floor walk-up. Enjoy the private patio for a relaxing meal, keeping your bikes and
Hot HOT 95
1748 Bluff Villas
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (82)
Nestled among moss-draped oaks and the serene greens of Sea Pines, 77 Governors Road invites you into a world where coastal charm and southern grace meet. This beautifully positioned four-bedroom, three-bath retreat captures the very essence of Hilton Head Island living - a peaceful sanctuary for families and friends who crave both comfort and conn
Hot HOT 92
77 Governors Road
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 8 guests
Rating 4.9 (15)
Welcome to the home fit for making Hilton Head vacation dreams come true! 20 Columbine Lane is a bright and beautifully updated 4-bedroom, 3-bath home in the Greenwood Forest community in Sea Pines Resort that can comfortably accommodate your group of 14. Community pool and tennis court included! The heart of the home is in the open concept livin
Hot HOT 86
20 Columbine Lane
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 4.9 (55)
Imagine arriving at Hilton Head Island, where golden sunlight filters through live oaks and the rhythm of the sea hums softly in the distance. Welcome to 46 Willow Oak West, an elegant Sea Pines retreat overlooking the 15th hole of the Heron Point Golf Course. This pet-friendly haven blends coastal charm with refined comfort, creating an irresistib
Hot HOT 76
46 Willow Oak West
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 (22)
Plan a great island getaway for 2 in this lovely vacation home away from home just steps from the beach and a short walk to South Beach Marina for all of your shopping, dining, and outdoor activities!We know you are going to love the ease of access with this first-floor walk-up. Enjoy the private patio for a relaxing meal, keeping your bikes and be
Hot HOT 87
1749 Bluff Villas
Villa
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 guests
Rating 5 (42)
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
Hot HOT 112
1616 Port Villas
Villa Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 8 guests
Rating 5 (61)
Welcome to 11 Willow Oak Road, a spectacular five-bedroom, four-and-a-half-bath haven in the heart of Hilton Head Island's prestigious Sea Pines community. This exquisite residence overlooks the 17th fairway of the Heron Point Golf Course, offering a picture-perfect backdrop of lush greens and golden sunsets. With its elegant design, private pool,
Hot HOT 65
11 Willow Oak Road
House
Bedrooms 5 bedrooms
Bathrooms 4 baths
Half Bathrooms 1 half baths
Guests 12 guests
Rating 5 (40)
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
Hot HOT 79
17 Baynard Cove Road
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 8 guests
Rating 4.9 (66)
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
Hot HOT 65
2376 Lighthouse Tennis Villas
Villa Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (5)
This gorgeous 3-story villa has simple, coastal elegance throughout! The first floor has been completely remodeled, starting with beautiful and durable vinyl plank flooring. The kitchen is a soft and bright space with quartz countertops, stainless steel appliances, farmhouse sink and lower cabinet drawers that all pull out for easy reach of cookwar
Hot HOT 119
1626 Port Villas
Villa
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half Bathrooms 1 half baths
Guests 8 guests
Rating 4.9 (52)

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.