Holiday rentals in Sea Pines

Apartment in Hilton Head Island

5 out of 5 average rating, 15 reviews

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

Experience Hilton Head like never before in this 2-bdrm Caravel Ct. villa with stunning views of the iconic Harbour Town Lighthouse and Harbour Town Pool access! Relax in the living area with luxury vinyl flooring and whip up your favorites in a kitchen featuring sleek stainless steel appliances. The master suite offers harbor views from every angle, while a cozy 2nd bedroom awaits extra guests. With MyStay’s touch on every detail, this is your perfect getaway—book now for an unforgettable stay!

4.98 out of 5 average rating, 126 reviews

“Sea La Vie” 3BR, Sea Pines, Walk to Dining, Shops

Privately-owned 2000 SF one-level home sits on a wooded corner lot conveniently located inside the entrance of Sea Pines Resort. This 3 BR, 2BA home was extensively renovated in August 2020, with inviting French-inspired coastal decor for a relaxing cozy feel. "Sea La Vie" chalet is within walking distance to grocery stores, shops, and restaurants. A short drive or bike ride takes you to the private Beach Club, housing oceanfront dining and bar, upscale facilities, and wide beaches. Bienvenue!

4.94 out of 5 average rating, 18 reviews

Hilton Head Island Beach House - Sea Pines Resort

Escape to paradise at 1 Pyxie Lane in Sea Pines Resort! This charming home boasts sleeping accommodations for 7 guests and offers easy access to the private beaches, beach club, and world-renowned golf courses. Newly renovated bathrooms add a touch of luxury, while the cozy atmosphere and hardwood floors create a warm and inviting ambiance. Take advantage of the great biking trails and explore the beautiful surroundings. Book your stay at 1 Pyxie Lane and experience the ultimate beach getaway!

Bungalow in Hilton Head Island

5 out of 5 average rating, 120 reviews

SEA PINES RESORT VILLA , 5 MINUTE WALK TO BEACH!

Completely renovated AMAZING villa.This 1 bedroom 1 bath villa is a short 5 min.(400 yards ) walk to the stunning beach!The master bedroom has a king bed and the living room sofa is queen sleeper.The kitchen is updated with stainless steel appliances and a beautiful oyster shell chandelier hangs over a 4 seat dining table.Enjoy your time on large screened in porch with privacy shades that overlooks a small lagoon & enclosed outdoor shower.Free Amazon Prime and HBO.Private pool for guests

Chalet in Hilton Head Island

4.99 out of 5 average rating, 86 reviews

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

Apartment in Hilton Head Island

5 out of 5 average rating, 40 reviews

Luxury Penthouse in the Heart of Harbour Town

15% off 7 night stays or longer - ask us about 2025 monthly winter stay discounts Plan your next vacation in this luxurious villa. It’s prime location is steps from Hilton Head’s iconic lighthouse, marina, shops and restaurants. There are only 9 villas in the this building. This unit is on the top floor on the end closest to the marina. If you are familiar with Harbour Town, Mariner’s Way is located between the live oak trees on the sandy playground and the Crazy Crab.

Apartment in Hilton Head Island

5 out of 5 average rating, 98 reviews

5 Star Location! Pool, Walk to Shops/Dining

This luxury villa is in the heart of Hilton Head Island: Harbour Town in the world famous Sea Pines Resort- home of the PGA Heritage golf tournament! Walk to shopping, lighthouse, dining, water sports, golf, tennis, entertainment, and boat charters! The complimentary, seasonal beach shuttle picks up at the villa and drops off at the Sea Pines Beach Club. Impeccably appointed and sparkling clean with lagoon views. The complex has a private pool and clay tennis courts.

Flat in Hilton Head Island

4.95 out of 5 average rating, 39 reviews

SeaPines - Beautiful Renovation, Walk to beach

Take in the dynamic Golf and Lagoon views from one of the most centrally located villas in Sea Pines. Just a 5-7 minute walk to the beautiful white sand beaches of Hilton Head. The heated/cooled on-site pool is steps from the front door. New ownership, new everything! From the appliances to the flooring, furniture, paint, kitchen and baths-do not miss a chance to enjoy all of Sea Pines from a stunning property. Please note this property is no longer pet friendly.

5 out of 5 average rating, 25 reviews

Brand New Sea Pines Remodel - Minutes To Beach!

The brand new remodel at "The Pines" is complete! This stunning getaway is located in Greenwood Forest and offers a modern coastal vibe with 3 bedrooms and 3 bathrooms. "The Pines" also boasts an open floor plan with two Master suites. You’re going to love the location right on the 5th green and 6th tee of Harbour Town Golf Links, where you and your guests will also soak in the breathtaking Carolina sunsets right from the expansive back deck!

4.97 out of 5 average rating, 39 reviews

Sea Pines Villa - Walk to Beach, Golf and Tennis

This pristine Sea Pines villa has undergone significant renovations and upgrades, enhancing your stay with modern comforts and amenities. Just a five-minute stroll to the beach, this property is perfect for beach vacations and golf trips. Enjoy views of the tree-lined lagoon and renowned Atlantic Dunes Golf Course. The villa offers a private, professionally maintained putting green, and private tennis courts are only steps away.

Superhost

5 out of 5 average rating, 4 reviews

Chic Home Near Beach w/ Pool Access Hilton Head

Charming 3BR, 2BA home in the renowned Sea Pines Resort on Hilton Head Island. Surrounded by lush landscapes, enjoy access to community amenities like a pool and tennis courts. Explore scenic bike trails, visit Harbour Town Lighthouse, and dine at the oceanfront Beach Club. An ideal base to experience the Lowcountry's comfort, charm, and adventure.