Pet-friendly vacation rentals in Sea Pines

The spacious backyard features a large heated sports pool surrounded by a well-manicured lawn. Deck chairs in vibrant colors are arranged along the poolside, while a covered deck is accessible from the house. Lush trees provide shade, enhancing the relaxing outdoor environment.

5 out of 5 average rating, 19 reviews

Sweet Carolina~Pool~Fenced Yard~FirePit

Located in the prestigious Sea Pines Resort, Sweet Carolina Retreat has the amenities needed for that perfect beach vacation. This home has the rare combination of a spacious outdoor oasis along with a large fenced back yard with grass for 2 or 4 legged guests. Relax in the large sports pool or hot tub, and gather with your guests around the fire pit or outdoor bar. All of this is walking distance to the beach and an easy bike ride to Harbour Town (lighthouse) and South Beach Marina (Salty Dog).

5 out of 5 average rating, 18 reviews

Sea Pines hut, 5-min walk to beach, dog friendly!

Location; location; location! 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.

Treehouse in Hilton Head Island

The treehouse is surrounded by lush greenery, featuring multiple floor-to-ceiling windows that reflect the natural surroundings. A pathway of brick leads to the entrance, while outdoor lighting highlights the walkway. A staircase provides access to the wraparound deck above.

4.86 out of 5 average rating, 37 reviews

Treehouse in Sea Pines Resort/Arcade/Bicycles

Escape to this seaside treehouse, nestled within Sea Pines Resort on Hilton Head Island. With floor-to-ceiling windows and thoughtful renovations, this serene retreat offers the perfect mix of nature and modern comfort. Located just steps from Harbour Town with restaurants, shops, water activities, a unique playground and lighthouse. Unwind on the wraparound deck or cozy up by the fire pit while enjoying views of deer wandering through the peaceful surroundings. *4 free beach bikes and chairs*

Condo in Hilton Head Island

4.98 out of 5 average rating, 41 reviews

Sea Pines Condo, 2 Bdrm/2Ba w/Bikes! Pets welcome!

Enjoy 4 bikes, tennis courts & community pool. A very easy walk or bike ride to the beach, Harbour Town, shops & restaurants. This stunning 2nd floor villa in the heart of Sea Pines boasts a single floor layout with a living room, dining area, kitchen w/ granite countertops and a spacious balcony w/pool and lagoon views. The primary bedroom has a king bed, bathroom, and a large flat-screen TV. The guest bedroom offers a queen bed & full bath, TV and walk-in closet. 1051 Sq. Ft. interior.

Chalet in Hilton Head Island

A spacious deck features a circular fire pit surrounded by four wooden adirondack chairs with cushions. A striped pouf adds comfort to the area. Scenic sunset views over the beachfront landscape create a serene backdrop.

4.98 out of 5 average rating, 103 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

Cottage in Hilton Head Island

The exterior of the cottage is depicted, showcasing a two-story design with light-colored siding, surrounded by landscaped shrubs and greenery. A pathway leads to the entrance, flanked by a wooden railing, inviting access to the home.

4.92 out of 5 average rating, 121 reviews

Shipyard! - Private Beach & Golf! Pet Friendly!

This 2 bed 2.5 bath cottage features access to great community amenities including private beach access and the Shipyard beach club. Within the Shipyard gates, enjoy 27 holes of championship golf courses, biking trails, restaurants, bars, spas, and the Sonesta Resort. Dozens of restaurants offering up Hilton Head Island's famous local seafood, craft beer, and "The Bank" are a stones throw away. Shopping and site seeing are a walk or bike-ride away at Coligny Plaza and Celebration Park.

Condo in Hilton Head Island

A sunlit living area features large windows providing views of the surrounding greenery. A comfortable sofa sits opposite a white coffee table, complemented by a stylish armchair and a small workspace with a wooden desk. Light wooden flooring enhances the vibrant atmosphere.

4.86 out of 5 average rating, 49 reviews

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.

Treehouse in Hilton Head Island

A bright living area is highlighted by a sleek electric fireplace and a mounted TV, creating a modern and inviting space. A comfortable sofa with decorative cushions provides ample seating. Natural light streams in through large windows, enhancing the airy feel of the room.

5 out of 5 average rating, 16 reviews

Roxy’s Hideaway | Harbour Town Treehouse | Pool

Roxy’s Hideaway — #1 Sea Pines Treehouse, steps from Harbour Town & RBC Heritage! Enjoy exclusive comfort in nature, close to shopping, dining and more. Pet-friendly and ideal for high-end travelers, including pro athletes. Experience unmatched service and bespoke amenities—no fluff, no gimmicks. Our real guests write the story; we just provide the setting. Relax in our hammock throne, surrounded by nature and serene unaugmented ocean views, with pool access at the Harbour Town Pool!

Condo in Hilton Head Island

A private balcony offers seating for two, complemented by a small table. Lush greenery surrounds the area, with views of a lagoon and trees draped in Spanish moss, creating a serene outdoor escape.

4.95 out of 5 average rating, 37 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…

A community pool area is surrounded by lush greenery, featuring a large swimming pool with a gentle slope and steps for easy access. Several lounge chairs are positioned around the pool, providing relaxation spots, while a shaded area with umbrellas is visible. Safety floats are present in the water.

5 out of 5 average rating, 27 reviews

Sea Pines Serenity!

LOCATION, LOCATION, LOCATION! If you want security and serenity, this home is for you! This stylish 3 bed, 2 bath house has EVERYTHING you need for a relaxing vacation. Walking distance (10 blocks) to the best beaches on the island, dozens of restaurants and amazing Harbour Town! The fabulous Beach Club has onsite parking Sea Pines guests. Spend the day on a dolphin or pirate cruise, and then spend the night relaxing on a huge patio with your fire pit while enjoying s’mores!

Guesthouse in Hilton Head Island

A combined living and sleeping area features a gray couch with decorative pillows, a small coffee table, and a light-colored area rug. A twin bed with a white quilt and pillows is visible in the background, with large windows draped in yellow curtains allowing natural light to enter.

4.92 out of 5 average rating, 247 reviews

Alli B's Air B and B-Great Country access off 278

Your family will be close to everything when you stay at this centrally-located place. No gate fees or parking fees- right off of 278- central located between Bluffton and HHI under foot of bridge. Farm like experience -family owned 30 years . Quiet . Pet friendly . Beds-two twin -can pull together if wish -one couch(Not a sofa bed) and one mattress under a bed that can be moved out . Property has several buildings , Guest apt is above garage. NOTE: SEE Space info below

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.