Pet-friendly holiday 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).

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, 36 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

4.97 out of 5 average rating, 38 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, 102 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

Superhost

An outdoor deck features several wooden chairs arranged around a fire pit, inviting relaxation. An umbrella provides shade over part of the seating area, surrounded by lush greenery and views of a golf course. Large sliding doors offer seamless indoor access.

4.93 out of 5 average rating, 14 reviews

Beatles-Themed Hilton Head Home Near Beach Golf

24 Water Oak — "Here Comes the Sun" is a charming 3 bedroom, 2 bathroom home located in a peaceful area of Sea Pines Resort. With convenient access to bike trails, golf, and the beach, this Beatle-themed home is perfect for a family vacation or a weekend getaway with friends. Guests even have access to the Harbour Town Pool and can bring their furry friends along for the adventure. Enjoy a vacation reimagined with host2coast, your trusted partner in Hilton Head Island Property Management.

Superhost

Condo in Hilton Head Island

5 out of 5 average rating, 3 reviews

Best of both worlds, pool access & beach!

One of Hilton Head's Best! This 2BR/2BA condo overlooks a golf course. Located in Sea Pines, there are many amenities including a community pool (Apr-Sept). The condo has a full kitchen, dining table, and cozy living room filled with natural light. The master bedroom has a king bed and ensuite bathroom. The second bedroom has two double beds. Amenities include WIFI, Smart TVs, dishwasher, and water/dryer. 2 dogs allowed with prior approval. Two parking spots with purchase of parking pass.

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, 14 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!

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, 242 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

5 out of 5 average rating, 31 reviews

Brand New Sea Pines Remodel - Minutes To Beach

This stunning getaway offers a modern coastal vibe located in the popular Greenwood Forest neighborhood. "The Pines" boasts an open and airy floor plan with two spacious king Master en-suites as well as an additional bedroom complete with two full beds and an adjacent bathroom. You’ll love the location right on the 5th green and 6th tee of the world famous Harbour Town Golf Links, complete with the breathtaking Carolina sunsets right from the expansive back deck!

A serene outdoor area features a private saltwater pool with an integrated spa. Surrounding the pool are sun loungers and a shaded area with an umbrella, providing a relaxing space. The house's large windows offer views of the inviting greenery beyond.

5 out of 5 average rating, 8 reviews

30 Plantation Dr @ Sea Pines | Pool & Spa | Golf

HOST & HOME presents… 30 Plantation Drive. Step into Lowcountry charm at Sea Pines Resort. Lounge by your private saltwater pool, drink in hand, as the breeze whispers through the trees. Spacious interiors bring everyone together for meals or late-night stories. With world-class golf, tennis, Harbour Town nearby, and even room for your furry friends, every day offers something new. Making this the perfect spot for unforgettable memories. Learn more below …

5 out of 5 average rating, 10 reviews

Cabana ~ Firepit ~ Private Pool & Spa ~ Pets

Escape to Kahuna Cove, a pet-friendly 3BR/3.5BA luxury retreat in Sea Pines, Hilton Head! This stunning home features a massive private pool & spa, built-in fire pit, & outdoor cabana with a grill, bar, & TV. Sleeps 8 guests with spacious interiors, two living areas, & a chef’s kitchen. Just 0.7 miles to the beach! Pool & spa heat available. Bring your furry friends and enjoy the ultimate coastal getaway at 72 Baynard Cove Road today!

A spacious living area is highlighted by vaulted ceilings and natural light streaming through plantation shutters. Comfortable seating arrangements are created with light-colored sofas adorned with decorative pillows. A prominent fireplace is complemented by built-in shelves displaying books and decorative items.