Sea Pines Vacation Rentals
Discover the perfect getaway on Hilton Head Island with a stay in Sea Pines, one of the island’s most sought-after destinations. Whether you’re looking for relaxation, adventure, or a little of both, Hilton Head Properties offers stunning vacation rentals that ensure a comfortable and memorable stay.
Book Our Sea Pines Vacation Rentals Below!
The Ultimate Sea Pines Experience
Our Sea Pines vacation rentals range from cozy villas to spacious homes, catering to families, couples, and groups alike. Enjoy:
- Spacious, open-concept living areas with tasteful furnishings
- Fully equipped kitchens for home-cooked meals or alfresco dining
- Private decks, patios, or balconies with scenic views
- Flat-screen TVs, Wi-Fi, and smart technology for seamless connectivity
- Cozy bedrooms with en suite baths for added comfort
Endless Adventure & Exclusive Amenities
A stay in Sea Pines means prime access to some of Hilton Head’s best amenities, including:
- Miles of pristine beaches just steps from your rental
- Sea Pines Beach Club with oceanfront dining and drinks
- Harbour Town Yacht Basin, home to the iconic red-and-white lighthouse
- World-class golf courses, including Harbour Town Golf Links
- Scenic bike trails, nature preserves, and horseback riding adventures
Perfect for Families, Groups & Remote Work
Whether you're planning a family vacation, romantic retreat, or workcation, our Sea Pines rentals offer the best of both worlds. With pet-friendly options, dedicated workspaces, and high-speed internet, you can stay connected while embracing island life.
Why Stay in Sea Pines?
Sea Pines is more than just a vacation spot—it’s a Hilton Head Island treasure. With stunning landscapes, upscale amenities, and a relaxing atmosphere, it’s the ideal setting for unforgettable memories.
15 properties available
5 BEDS /4 BTHS Family home nestled in the heart of Sea PinesCozy living rooms and a family room for gatheringSpacious kitchen perfect for preparing meals and entertainingClose to golf courses, beaches, and shopping.Xplorie 2 Free Adult Bikes (Valid for 3 - 21 night stays)Welcome to your ultimate vacation home at 25 Willow Oak Road West, nestle
2 BEDS, 2 BATHSLocated in the sought-after Deer Island community by HarbourtownSpacious and inviting common areas Enjoy the serene beauty of the surrounding landscapeEasy access to shops, restaurants, and golf coursesXplorie - 2 Free Adult Bikes (Valid for stays from 3-21 days)Discover the ultimate retreat at our luxurious 2-bedroom, 2-bathroo
5 BEDS / 4 BATHSOceanfront home in Sea Pines w/ breathtaking viewsSpacious and stylish accommodationsSpacious outdoor area with private pool, spa, and outdoor kitchenXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to 33 Ruddy Turnstone, an exceptional oceanfront vacation home located in the prestigious Sea Pines resort of H
2 BEDS, 2 BATHSSecond floor unit located in Sea PinesOpen, spacious living area with natural lightingSpacious bedroom with cozy bedsClose proximity to Harbourtown shopsXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Introducing 2379 Lighthouse Villa! This exception villa is an end unit overlooking big sweeping lagoon views an
3BDS, 2BTHSPet friendly, secluded family homeNewly renovated interior with comfortable furnishingsPeaceful and serene lagoon views from deckClose access to complex pool and beachXplorie - 2 Adults (Valid for 3 - 21 night stays)Welcome to your newly remodeled oasis at 57 Night Heron, nestled just inside the exclusive Sea Pines gated community. This
3 BEDS / 2 BATHSCozy, secluded family home in Sea PinesDog friendly (Non-Refundable Pet Fee Required)Close proximity to the beachXplorie - 2 Free Adult Bikes (Valid for 3-21 night stays)Welcome to your own private oasis in Sea Pines, Hilton Head Island. This charming 3-bedroom vacation home is nestled in a serene wooded setting, just inside th
3 BDS / 2 BATHSDog friendly home with golf course viewsFully equipped kitchen perfect for home mealsSpacious private deck perfect to relax and unwindXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Introducing 51 Wood Duck! This beautiful one level home overlooks the 14th Club Course Fairway. With the impressive fully st
4 BEDS / 4.5 BATHSTastefully decorated family home in Sea PinesSpacious living area with open layoutExpansive patio with private pool and spaXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your luxurious vacation retreat nestled in prestigious Sea Pines. This exquisite vacation home offers the perfect blend of elegance,
4 Bed / 3 BathSecluded family home locate in Sea PinesSpacious open floor plan with large living roomConvenient location between Harbour Town and the beachLush landscapes, scenic lagoons, and pristine beachesXplorie - 2 Free Adult Bikes (Valid from 3-21 nights)Escape to a gorgeous vacation home in Sea Pines, where luxury and comfort meet. This stun
3 BEDS / 2 BATHSDog friendly family home in Sea PinesComfortable, relaxing living spacePrivate deck perfect to relax and unwindAccess to complex poolXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our beautiful ocean-oriented vacation home, perfectly situated just inside the Sea Pines Ocean Gate on Hilton Head Island. Th
3 BEDS | 3 BATHSDog friendly family home in Sea PinesComfortable and inviting living spaceOutdoor deck perfect for relaxing and unwindingAccess to ccomplex pool and tennis courtsXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)78 Shell Ring is an elevated home all on one floor in Carolina Place community in Sea Pines Resort on Hilto
4 BEDS/ 3.5 BATHSDog friendly home located in Sea PinesSpacious living room, dining room, and kitchenLarge outdoor pool and screened-in porchShort walk to the beachXplorie (Valid for stays from 3 - 21 nights)Looking for a prime location for your next vacation? Look no further than 16 Duck Hawk, located in the heart of Sea Pines on Hilton Head Islan
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