Holiday rentals in Sea Pines

BIKE ‘n BED Hilton Head- Perfect Couple's Getaway

Come relax and enjoy Hilton Head on South Forest Beach, the most popular section of the island. Ride our free bikes for a quick trip to Coligny Plaza where the quaint local shops and restaurants are. The beach is a quick 2 or less minute walk and the pool is just down the hall. Our condo is small, but perfect for a couple's getaway or a memorable trip with the kids. We have everything you need to help make yourselves at home with full size kitchen appliances and washer/dryer room just next door.

Marriott Harbour Club - 2BD

Nestled in Hilton Head Island's Sea Pines Resort, Marriott's Harbour Club overlooks scenic Calibogue Sound. This Marriott Vacation Club resort offers access to Hilton Head's natural beauty, hospitality, and activities, including championship golf courses and numerous tennis courts. Enjoy fine dining, shopping, yacht harbors, galleries, Harbour Town, horseback tours, ecotours, watersports, and museums. Marriott's Harbour Club provides an ideal seaside getaway with family-friendly activities.

180º Ocean Views, Treehouse "Siren's Lookout"

Waterfront and sunset views abound in this unique "treehouse", with 360 degree views. On Deer Island, just steps from the Harbour Town Lighthouse, known for its' large-boat marina, restaurants, shops and Golf Club, host of the RBC Heritage Classic, PGA Tour Event. Enjoy all the amenities of Sea Pines, including the South Beach Marina, Sea Pines Beach and Salty Dog Cafe, only 3 miles away, serviced by trollies & bike paths. Enjoy the sunset seated around the firepit. Gas grill with a view

Lagoon & Tidal Marsh Views w/Screened-In Porch

Enjoy privacy watching expansive tidal marsh & wildlife views while relaxing in a LR w/ glass doors or from the screened in porch. Enjoy cooking in an updated kitchen w/ greenhouse windows overlooking a lagoon. Two 1st flr BRs w/ kings: one w/ a master suite w/ a spa bath, walk in closet, & sliding doors w/ private views. 2nd BR also has a full bath. Enjoy the large loft with 2 twins and a 1/2 bath, upgraded internet, laundry room, DR & a garage. Complex offers a pool, pickle & tennis.

Sea Pines Hut, 5-min Stroll to Ocean, Dog Friendly

Ocean, serene, luxury! Awaken your senses in this cottage surrounded by natural beauty of pines, pond, and blue herons. 5 min walk to Sea Pines pristine beach. 2-mile bike to the beach club and Nature Reserve full of wildlife. Luxurious interior and cozy outdoor porch, plush king bed, queen sofa bed sleep 4. cathedral ceiling, dog friendly, free bikes, beach chairs and cart, perfect for couples, solo travelers, or small families looking to create a luxurious Hilton Head Island experience.

SeaPines - Walk to beach, Remodeled, Pet friendly

Beautifully renovated in modern beach style! With beautiful new flooring throughout, new furniture, linens and updated baths, this stylish coastal villa is just waiting for you to relax and enjoy all of Sea Pines and HHI. From the stunning kitchen to the thoughtful dedicated workspace and expanded patio with grill, this two bedroom, two bath villa comfortably sleeps six adults. This property is pet friendly, yet clean and well appointed, and offers one of the best locations in Sea Pines.

5 Star Location-Pool, Walk to Dining/Shops/Marina

Escape to our luxury villa in Hilton Head's exclusive Harbour Town in the gated Sea Pines Resort! A short walk from Harbour Town Marina, which offers enertainment, dining, shopping, water sports, cruises, golf, tennis, and a pier. You will have access to The Sea Pines Beach Club, a short trolly, bike or car ride away. This private 3rd-floor impeccilbly appointed 'coastal chic' retreat does not share any walls and offers serene lagoon views from a private balcony.

Lovely & Secluded Sea Pines Retreat on Hilton Head

4 Pine Court, This spacious 3 bedroom, 2 bath ranch home is nestled on a private cul-de-sac, providing a peaceful and secluded getaway. With sleeping accommodations for up to 8 guests and a screened porch for relaxing, this rental is the perfect retreat. The outdoor living area boasts a grilling area, ideal for hosting a family barbecue. Located just minutes from the beach and Sea Pines amenities, this rental provides both convenience and relaxation.

Plantation Club Gem | 10 Min Walk to Beach Club

Experience the best of Sea Pines at 519 Plantation Club. This renovated 2BR/2BA villa offers stunning 180° golf course views and a prime location just steps from a community pool. Enjoy a short 10-minute walk to the Sea Pines Beach Club or explore nearby world-class golf and dining. With a sleek granite kitchen, stainless steel appliances, and a private balcony, it is the perfect Hilton Head home base for up to 5 guests.

Closest to Beach Path, Screened Porch, 1 dog ok

Wonderful Single Sea Pines Bungalow for 2 people. Walk 5 min on beach path. Excellent location; ride bikes to Harbor Town, Beach Club, Coligny Plaza, No elevator or parking lots! Grill out on deck. 50" TV ; screened-in porch. Walk to best beach on island, no hotels. Swimming pool onsite. Equipped Kitchen with Cooktop, Dishwasher, Refrigerator. We allow 1 dog.. under 30lbs. 4 night min bookings.

MyStay at 1027 Caravel Ct.-Lighthouse View & Pool!

Harbour Town villa with direct views of the iconic lighthouse and marina. This updated 2BR retreat features luxury vinyl flooring, stainless steel kitchen, private balcony, and elevator access. Walk to dining, shopping, golf, and the Harbour Town Pool. Located inside gated Sea Pines with two gate passes included. Premier views, unbeatable location, elevated MyStay hospitality. Sleeps 6.

Island Getaway - an iTrip Hilton Head Home

Stop your search and reserve your dates now for this incredible vacation home tucked away on a quiet & peaceful cul-de-sac within the Greenwood Forest community of Sea Pines Resort! This beautifully renovated & decorated home features a private pool (which can be heated for an additional fee) and a flowing, open floor plan layout with all the rooms located on the same floor.