Holiday houses in Sea Pines

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.

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.

Treehouse in Hilton Head Island

5 out of 5 average rating, 39 reviews

CoCo's Island Treehouse steps to Harbourtown

Unwind surrounded by nature when you stay in this cozy, charming treehouse constructed with open beams—only steps to the Marina, walking beach, shops, and restaurants of Harbortown. Relax in the serene outdoor spaces and watch deer wander by. Visit the famous wide beaches of the Sea Pines Beach Club by car, bike trails, or trolley. Chill in front of an 85” TV after a day of adventure. Prepare a home-cooked meal in a fully equipped kitchen, or let Dad grill al fresco. Relax, unwind, repeat.

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…👇

4.91 out of 5 average rating, 147 reviews

Cozy in Coligny

Welcome to the Cozy in Coligny condo! Located at The Breakers, a highly desirable beachfront property, you are only steps away from the pool and beach. You will be in the heart of award-winning Coligny Beach – park your car and leave it! You can spend the day playing in the sun and sand then walk across the street to Coligny Plaza – home to the beloved Piggly Wiggly grocery store and 60+ shops, restaurants, entertainment, tour information, beach equipment, and bike rentals.

5 out of 5 average rating, 38 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.

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.

Apartment 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.

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.

4.97 out of 5 average rating, 769 reviews

Guesthouse in Bluffton

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

Treehouse in Hilton Head Island

5 out of 5 average rating, 8 reviews

Luxury Waterfront Tree House | Harbour Town | Pool

One of our newest homes, see our over 1000 *5*-star reviews. Nestled on a tranquil cul-de-sac on Deer Island - an island on an island - our enchanting Treehouse offers the ultimate getaway, surrounded by lush gardens and bamboo forests, stunning reclaimed wood floors, historic Savannah brickwork, and marvelous mid-century design and furnishings.

4.96 out of 5 average rating, 137 reviews

Harbour Town Paradise! Amazing Sunset Views

Our home overlooks the picturesque Harbour Town marina and lighthouse in Sea Pines on Hilton Head Island. This special place is close to everything, making it easy to plan your visit. Whether your passion is dining, night life, golf, tennis, shopping, jet skiing, biking, hiking, or beach life, our home is convenient to all of it.

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Other great holiday rentals in Sea Pines

Luxe

5 out of 5 average rating, 4 reviews

100 Fairway Lane: Sea Pines

KimberlyRating, 5 stars3 months ago

This is a pristine and stylish villa perfect for a long weekend! Lots of nice touches, Kiehl’s products in bath and kitchen, high quality appliances, Nespresso (thanks for the pods!) etc… made for a turnkey stay. The staff at best nest were extremely nice, helpful, professional and accommodating. The exterior of the place does not indicate what a nice experience awaits inside. :-)

Villa in Hilton Head Island

4.75 out of 5 average rating, 20 reviews

Scenic Fairway Views | Walk to the Beach

LisaRating, 5 stars1 month ago

Our stay in Sea Pines was wonderful. The condo was a perfect location just across the street from the beach and had a beautiful view of the golf course. The bike rental shop was within walking distance and the complex that our unit was in was very quiet and peaceful.

4.91 out of 5 average rating, 147 reviews

Water Views Treehouse walkable to Harbour Town

JohnRating, 5 stars1 month ago

Stayed at 2024 Deer Island Road and loved it. The place is beautiful, really well done inside, and had everything we needed. Check-in was easy, no hassle at all. Meredith was great. Would definitely come back.

5 out of 5 average rating, 26 reviews

Studio near beach with tennis, pickleball, patio

AliceRating, 5 stars1 week ago

Quiet little place with everything a single person needs for a longer stay. The dolphins made many appearances and the beach was across the parking lot and was not at all crowded. Perfect! Very reasonably priced.

5 out of 5 average rating, 22 reviews

Brand New Sea Pines Remodel - Minutes To Beach!

Anna Kathryn VogelRating, 5 stars5 days ago

We absolutely loved our stay on Wisteria Lane. The location is biking and walking distance to the beach, pool, restaurants and entertainment! The lovely back patio looks out to the golf course with gorgeous trees and surroundings! The house was beautiful, comfortable clean, bright airy, and just a happy space to make memories and snuggle in to! The host was super kind! We will be back!

4.79 out of 5 average rating, 33 reviews

Updated 1BR 2nd-Floor | Pool | W/D

MeggyRating, 5 stars3 weeks ago

This was perfect for my husband and I a little 4 day getaway. Sea Pines is our vibe- slow, beautiful views, beach access, and trolley to take you to beach and shops. We walked .5 mile to dinner one night at Quarterdeck. Live music and ice cream just right outside the restaurant for a night cap! Love the clubhouse at the beach access for lunch, drinks, and bathroom breaks while at the beach. Can’t wait to come back!

5 out of 5 average rating, 135 reviews

Walk to Harbour Town: Airy Treehouse w/ Bikes

JanetRating, 5 stars1 month ago

My friends and I had such a great time at this place for our girls weekend. We enjoyed bike rides to the beach, biking to Salty dog and also down to the lighthouse. Lighthouse and shops with some cute restaurants are also walkable. The host was very informative, helpful with recommendations and had quick response times. Home was clean, private with a marsh few primarily and we even had some deer visitors. Would definitely recommend this place again. We can’t wait to come back!