Pet-friendly holiday rentals in Sea Pines

A spacious living area features a grey sectional sofa and a matching loveseat, positioned around a wooden coffee table. Natural light filters through large windows, illuminating the room's neutral tones. A decorative plant and a side table enhance the inviting atmosphere.

4.84 out of 5 average rating, 49 reviews

Calm in the Forest of Sea Pines

Located on quiet cul de sac in the shady Greenwood Forest neighborhood. This backs up to Sea Pines Center. Easy bike ride to Harbor Town & Sea Pines Beach Club. This 2BR/2BA home has a split, open floorplan with master bed/bath on one side and guest bed/bath on other. WE ALLOW DOGS THEY ARE $150 Per DOG. Walk to pool, tennis courts, and playground. This is a clean, secluded area for Greenwood Forest home owners and their guests. * Recently Painted Bathroom & Back Deck repaired/stained*

Apartment in Hilton Head Island

An open living space is presented with vaulted ceilings and large glass sliding doors that provide a view of the lush outdoor landscape. A comfortable leather sofa and armchair are positioned around a glass coffee table, with soft lighting from a nearby lamp complementing the inviting atmosphere.

4.83 out of 5 average rating, 36 reviews

SeaPines - Walk to Beach, Pet Friendly, Free Bikes

SeaPines-Another fantastic hidden gem in the Wildwood Spa neighborhood. Comfortable, clean and bright, this open concept two bedroom villa features a huge screened in porch to enjoy all year long. Vaulted ceilings, recently renovated baths, lovely new flooring, and an on site pool/tennis are just a few key features of this villa. Expanded sleeping options with a sofa sleeper in the loft and two twins in the guest. Golf views, sunny exposure, simple check-in and many complimentary amenities.

The open-concept living space features handmade Saltillo tiles and a vaulted ceiling. A comfortable couch and a fireplace are visible along with a large dining table. A staircase leads to the upper level, enhancing the spacious layout. Sliding glass doors provide access to the outdoor area.

4.98 out of 5 average rating, 105 reviews

Governor’s Quarters Pet Friendly, Fenced in Yard

Welcome to Governor's Quarters- your Luxury Hilton Head Getaway Stay Lowcountry in this stately-designed home. Newly remodeled & fully equipped for your golfer’s retreat or family/friends' coastal vacation. 5 mins from the SeaPines Beach Club and HarbourTown Golf Links and the heated community pool! Located in famous, Sea Pines Resort. Enter the gates of resort living offering trolley rides to local restaurants, premium golf courses, HarbourTown Lighthouse, & most importantly- the beach!

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, 118 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

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.

5 out of 5 average rating, 37 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!

Townhouse in Hilton Head Island

A spacious living area is highlighted by a vaulted ceiling and natural light from sliding glass doors. Comfortable seating is arranged around a decorative coffee table, with a flat-screen TV mounted on the wall. A side table and lamp provide additional lighting, while greenery adds a touch of nature.

4.92 out of 5 average rating, 13 reviews

Harbour Town Golf Links view!

🏆 We're a Superhost located in Hilton Head Island with 700+ fantastic property reviews. Voted LowCountry's Best year after year, your group is sure to enjoy your next Hilton Head Island escape in this stunning property 🏓 View of Harbour Town Golf Links | 2-minute walk to Sea Pines Racquet Club 💦 Community Pool | Spacious Back Porch ⛳️ Save even more when you book 4 Barrier Beach Cove and receive $300 in complimentary daily activities! *Short Term Rental Permit #32532

Superhost

4.75 out of 5 average rating, 4 reviews

Wren's Nest - 4BR SeaPines Retreat+Backyard Oasis

Welcome to Wren's Nest, a luxurious Sea Pines retreat. Just steps to private beach access, this stylish 4BR home blends coastal elegance with family-friendly comfort. Enjoy a secluded backyard oasis with a waterfall pool, large screened-in porch, and space to unwind. Walk or bike to South Beach, shops, restaurants, and miles of scenic Hilton Head trails. Bring the entire family, leave with memories of a lifetime. Beach chairs, wagon, and umbrellas included. Pets welcome.

Apartment 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, 42 reviews

Sea Pines | Steps to Beach + Cozy Retreat

Relax in this peaceful Sea Pines retreat with serene lagoon views and a laid-back coastal feel. Start your mornings with coffee on the deck, then walk or bike to Harbour Town just minutes away for dining, shopping, and marina views. Spend your days at the beach, pool, or exploring scenic trails, with golf and tennis nearby. Pet-friendly and perfectly located, this cozy getaway is ideal for couples or small groups looking to unwind and enjoy Hilton Head.

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, 20 reviews

Roxy’s Hideaway | Harbour Town Treehouse Oasis

Roxy’s Hideaway — #1 Sea Pines Treehouse oasis, 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 professional athletes. Experience unmatched service and bespoke amenities—now including an EV charger. Relax in our hammock throne, surrounded by nature and serene unaugmented ocean views, with pool access at the Harbour Town Pool!

Superhost

Villa in Hilton Head Island

4.75 out of 5 average rating, 4 reviews

Sleeps 8! 2 Mins to Beach, 3 BD 3.5 BR- Sea Pines

Escape to this 3-bedroom, 3.5-bathroom villa in the Plantation Club, Sea Pines. Sleeps 8 comfortably with 4 twins, 1 king, and a pull-out couch. Enjoy a fully equipped kitchen, open living spaces, and a private wraparound patio with golf course views beyond the backyard. Access the seasonal pool and reach Sea Pines Beach Club in 5 minutes. Perfect for families or groups seeking a Hilton Head getaway near trails, restaurants, and attractions.

Luxe