Holiday rentals in Sea Pines

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Top-rated holiday rentals in Sea Pines

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Top guest favourite

Apartment in Hilton Head Island

4.94 out of 5 average rating, 207 reviews

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.

Guest favourite

Apartment in Hilton Head Island

4.97 out of 5 average rating, 287 reviews

OceanView Luxury! KING BED 65"TV Bar Pickleball Gym

2-3 min walk to Beach Beachfront Building Quiet Views of Coastal Marsh, Ocean & Trees - Not Parking Lot! KING BED! 2 Big SmartTVs HGTV Decorator Designed Coastal Decor Private Top Floor Balcony Beach Chairs, Boogie Boards, Ice Chest, Noodles Couples Retreat! Well designed 540 square foot condo RESORT: 4 Beach Boardwalks! Huge Oceanfront Pool Beachfront Bar & Grille Sports Bar 2nd Pool FREE Tennis, Gym, Pickleball, Basketball, Volleyball & More Bike Rentals Gated 24 Hour Security Trolley Stop

Guest favourite

Apartment in Hilton Head Island

5 out of 5 average rating, 8 reviews

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.

Guest favourite

Apartment in Hilton Head Island

4.96 out of 5 average rating, 26 reviews

2319 Racquet Club @ Sea Pines | Steps to Beach

HOST & HOME presents… 2319 Racquet Club. Your slice of paradise awaits with tranquil lagoon views and the charm of Sea Pines Resort. Start your day with coffee on the deck, surrounded by nature. Stroll 10 minutes to Harbour Town’s shops, restaurants, and marina, or hop the free trolley to the Beach Club. Enjoy championship golf, tennis, a serene pool, and bike trails. Plus, your furry friend is welcome too! This isn’t just a stay—it’s an unforgettable experience. Learn more below…👇

Top guest favourite

Apartment in Hilton Head Island

5 out of 5 average rating, 88 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.

Top guest favourite

Townhouse in Hilton Head Island

5 out of 5 average rating, 20 reviews

Cozy 3BR/2BA in Sea Pines - Pool, Beach, Golf, Ten

3423 Carolina Place is a stylish and comfortable townhome with 3 bedrooms, 2 bathrooms, and a lovely back deck overlooking a lagoon and the Sea Pines Forest Preserve. You'll have access to a private pool just a few minute's walk away, private beach access with restrooms, restaurants & services at the Sea Pines Beach Club, and all the other sights and amenities of Sea Pines including Harbour Town, South Beach, Lawton Stables, the Forest Preserve, and Sea Pines Center.

Top guest favourite

Flat in Hilton Head Island

4.95 out of 5 average rating, 38 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.

Top guest favourite

Apartment in Hilton Head Island

4.99 out of 5 average rating, 155 reviews

Heart of Harbour Town - Beach | Pool | Golf | 2BR/2.5BA - Pool Access

In the Heart of Harbour Town Experience the best of Harbour Town living with exquisite harbour views in this recently updated 2 BR / 2.5 BA end unit just steps away from the waterfront. Villa is a short walk to pool, the pristine Harbour Town Golf Links, and the Sea Pines Trolley -- offering complimentary seasonal transport. Recently renovated with gourmet kitchen, elegant living area, and outdoor dining. Sleeps 8. Includes Harbour Town pool passes.

Top guest favourite

Guest house in Bluffton

4.97 out of 5 average rating, 769 reviews

Bluffton's Tropical Carriage House Getaway

Embrace the inviting atmosphere of this detached garage apartment. The guesthouse features an open-concept living/*kitchenette/sleeping area, a tropical design, a private entry, a luxury king mattress and blackout window treatments. This southern style hood offers ample sidewalks, ponds for fishing, a playground, and a park. Quaint Old Town Bluffton is a 3 minute drive or 20 minute walk to a number of shops and restaurants. Permit # STR21-00119

Top guest favourite

Home in Hilton Head Island

4.99 out of 5 average rating, 82 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.

Superhost

Flat in Hilton Head Island

4.83 out of 5 average rating, 12 reviews

#595 Walk to Beach/2BR/2BA/Golf Views/Pool/Tennis

595 Wildwood Spa can be found in the world-renowned Sea Pines Resort, lying on the Atlantic Dunes Golf Course. In under a 10-minute drive, guests can be enjoying Harbour Town and South Beach Marina, filled with shops, restaurants, and water sports. Just a 10 minute stroll to the beach, or take the complimentary trolley in season with a trolley stop just across the street. The pool at this property does not have a heater.

Superhost

Apartment in Hilton Head Island

4.85 out of 5 average rating, 182 reviews

1 minute walk to the beach!

Welcome to our stunning beachfront condo, designed to deliver a five-star experience. Enjoy breathtaking ocean views, premium furnishings, and high-end appliances. We provide refreshments, coffee, high-quality towels and linens, and beach towels and chairs. Our guidebook to local restaurants, bars, and activities ensures you make the most of your stay. Book now for the ultimate beachfront luxury experience!