Vacation rentals in Sea Pines

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Top-rated vacation rentals in Sea Pines

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Top guest favourite
A spacious living area is furnished with a blue sectional sofa and a coffee table. Soft lighting is provided by two lamps on either side of the sofa. A large patio door opens to an outdoor seating area, allowing natural light to fill the room.
Apartment in Hilton Head Island
5 out of 5 average rating, 20 reviews

Renovated 1BR HHI – Walk to Beach & Salty Dog Café

Welcome to your home away from home on Hilton Head Island! Stay steps from the beach in this newly renovated 1-bedroom villa with all new furnishings. It is the perfect blend of comfort, convenience, and coastal charm. Nestled just a short walk from the beach and the famous Salty Dog Café, you're in the heart of Sea Pines fun with dining, shopping, biking, pickleball and sun-soaked relaxation right at your doorstep, not to mention nearby access to some of the state’s most iconic golf courses.

Superhost
Home in Hilton Head Island
5 out of 5 average rating, 3 reviews

Family Memories Are Made Better at Deer Run

Relax with the whole family at this private and adorable 3 Bedroom, one level home just a short bike ride to the beach! Nature surrounds you in the secluded fenced in backyard setting with heated walk-in pool, and spa. This spacious home includes large bedrooms, Open living room with fireplace, and bedrooms. Prepare your family meals in the fully equipped kitchen, dine in or walk out walk-out to the screened porch perfect for family gatherings and memories to last a lifetime. Permit # 32403

Top guest favourite
Apartment in Hilton Head Island
5 out of 5 average rating, 28 reviews

Harbour Town Marina Studio | Walk to Lighthouse

Cozy, bright penthouse studio with direct views of the Harbour Town Marina, just steps from the lighthouse, shops, dining, and golf. The space features a comfortable sleeping area with king bed, sitting space, kitchenette, and full bath with tub/shower combo. Enjoy the small private balcony, perfect for morning coffee or evening sunsets over the marina. Ideal for 1–2 guests looking to enjoy the Harbour Town lifestyle in Sea Pines. Located on the fourth floor with convenient elevator access.

Top guest favourite
The exterior of the house presents a modern coastal design, featuring a spacious deck with multiple seating areas, a large umbrella, and a grassy surrounding. Large glass doors invite natural light into the interior while a BBQ grill is visible on the deck.
Home in Hilton Head Island
5 out of 5 average rating, 44 reviews

New Sea Pines Remodel Close To Beach

This stunning, newly remodeled getaway offers a modern coastal vibe with an open and airy floor plan that features two spacious king Master en-suites and an additional bedroom with two full beds - sleeps up to eight. Enjoy views of the famed Harbour Town Golf Links and breathtaking sunsets right from the back deck! Add in the chef's kitchen, access to a community pool, tennis and pickleball and The Pines is the perfect vacation destination for families seeking a luxury Hilton Head escape!

Top guest favourite
Apartment in Hilton Head Island
5 out of 5 average rating, 15 reviews

Sea Pines Villa: Pool, Tennis & Golf

This renovated 1-bedroom villa in Sea Pines offers comfort and convenience just steps from shops, dining, and bike rentals. Enjoy a plush king bed, memory foam sleep sofa, sleek walk-in shower, Smart TVs, a private deck, and a fully equipped kitchen with washer/dryer. Relax by the sparkling pool, play free tennis on-site, or bike to Harbour Town and the Beach Club. With the seasonal trolley nearby, every island adventure is at your fingertips. One small dog (under 25 lbs)- $230 pet fee.

Top guest favourite
Condo in Hilton Head Island
5 out of 5 average rating, 126 reviews

5 Star Location-Harbourtown-Walkable Area

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.

Guest favourite
Home in Hilton Head Island
5 out of 5 average rating, 7 reviews

Sea Pines Retreat | Screened Pool +Spa +Golf Views

Escape to this beautifully designed Sea Pines retreat featuring a private screened pool and spa, perfect for year-round relaxation. Overlooking the golf course, this spacious 4-bedroom home offers bright, open living areas and seamless indoor-outdoor flow. Start your mornings with coffee by the pool and spend your days at the beach just a short 0.5-mile stroll away. Ideal for families or groups, this home blends comfort, space, and classic Hilton Head charm.

Top guest favourite
A red and white striped lighthouse is visible, surrounded by boats docked in a harbor. A multi-storied building with a sloped roof stands in the background, complementing the maritime setting under a partly cloudy sky.
Condo in Hilton Head Island
5 out of 5 average rating, 49 reviews

Harbour Town Lighthouse & Sunset Views | Sea Pines

Enjoy direct Harbour Town lighthouse, yacht basin, and Calibogue Sound views from our beautifully updated Sea Pines condo. Located in Ketch Court, this cozy coastal retreat puts you steps from Harbour Town dining, shopping, sunsets, bike paths, golf, and the marina. Perfect for couples, golfers, or a small family looking for one of Hilton Head’s most iconic locations. Come relax and unwind and take in all that Harbour Town has to offer!

Guest favourite
An open-plan kitchen and dining area are showcased, featuring a large dining table surrounded by six chairs. A modern kitchen with white cabinets, a refrigerator, and various appliances is visible in the background. Abundant natural light filters through multiple windows, enhancing the spacious feel.
Apartment in Hilton Head Island
5 out of 5 average rating, 16 reviews

Seapines-2025 Remodel, Walk to Beach, End Unit

This newly remodeled, private end unit is located just 1/2 miles from the Sea Pines Beach Club. Stunning updates including fresh paint and furniture, updated baths and flooring. Pet friendly, yet pristine, crisp and tastefully coastal, your whole family will enjoy the thoughtful choices in #10 Lighthouse. This property's lovely, sunny exposure and open layout make it the perfect location for your relaxing Sea Pines getaway.

Top guest favourite
A modern living area features a gray sofa adorned with decorative pillows, complemented by a round wicker coffee table. Light fills the space through large windows, with a balcony view visible in the background. A flat-screen TV and lamps enhance the inviting ambiance.
Apartment in Hilton Head Island
5 out of 5 average rating, 26 reviews

Penthouse flat in Sea Pines | Harbour Town

Welcome to 681 Mariner’s Way, a beautifully renovated 2-bedroom, 2-bathroom penthouse flat, now available for rent! Formerly a private residence, the unit is situated on the 4th floor, this modern unit offers an open floor plan, flooded with natural light, and stylish, professionally designed interiors—perfect for your Sea Pines Harbour Town retreat. Town of Hilton Head, SC Short Term Rental Permit # 037692

Guest favourite
Treehouse in Hilton Head Island
5 out of 5 average rating, 7 reviews

Quiet Deer Island Retreat|Walk to Harbour Town

Tucked into a quiet cul-de-sac within the sought-after Deer Island community in Sea Pines, this inviting 2-bedroom, 2-bath coastal retreat offers comfort, convenience, and easy access to Harbour Town and the best of Hilton Head Island. With refreshed interiors, multiple outdoor decks, and proximity to shops, golf, and beaches, this home is designed for relaxed family vacations or small group escapes.

Top guest favourite
Home in Hilton Head Island
5 out of 5 average rating, 10 reviews

Evening Ember | Spa, Fire Pit, Pool Access, Pets

Evening Ember is a refreshed single-level Sea Pines retreat that sleeps 7 and features vaulted living spaces and a private patio with fire pit and complimentary year-round heated spa. Guests also enjoy Harbour Town pool access and a short bike ride to the beach. Pet friendly and close to Harbour Town and Lawton Stables, this cozy island escape blends comfort, relaxation, and convenience.

Popular amenities for Sea Pines vacation rentals