Pet-friendly holiday rentals in Sea Pines

4.94 out of 5 average rating, 53 reviews

*Sea Pines Serenity* w/pool access & beach shuttle

Our stunning Sea Pines home is the ultimate destination for relaxation and fun on HHI. With a spacious open floor plan and prime location minutes from the beach; this is the perfect place to entertain, unwind and create unforgettable memories. You will love the convenience of our picturesque, peaceful neighborhood; close to the trolley, restaurants, grocery store, bike paths and more! We are a 2 mile ride to the beach or enjoy a free shuttle ride there. Guests will also enjoy access to the pool.

5.0 out of 5 average rating, 15 reviews

A spacious living area is presented, featuring a neutral color palette with comfortable seating arrangements. A coffee table sits in front of a sectional sofa, while a dining area with white wicker chairs is visible. Light streams in through sliding glass doors, enhancing the room's openness.

Flat in Sea Pines

Sea Pines-Pool, Prime Location & View, Pets OK

A flood of sunshine and a stunning golf view welcome you in this beautiful two bedroom in Wildwood Spa, a quiet neighborhood just 1/2 mile from the Sea Pines Beach Club. A well appointed kitchen, work area, on-site pool and tennis/pickleball courts, and a propane grill are just a few of the noteworthy points with this property. Pet friendly, nicely updated and spacious. Bonus loft with a sleeper sofa and curtains for privacy expands the space for a variety of uses-kids, games, extra sleeping.

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.

4.85 out of 5 average rating, 54 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 $200 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.

The outdoor area features a private pool with a cozy seating arrangement nearby. A fire pit with glowing embers is central to the setting, surrounded by large loungers and a dining table. A large umbrella shades the outdoor seating, while a whimsical inflatable swan floats in the water.

5.0 out of 5 average rating, 46 reviews

Marsh Views | Pool, HotTub, Game Room&Pet Friendly

Welcome to The Heron Hideaway- your Luxury Hilton Head Getaway. Stay Lowcountry in this exclusively designed home. Newly remodeled & fully equipped for your golfer’s retreat or family/friends' coastal vacation. 5 mins from SeaPines Beach Club and 6 mins from the Harbourtown Golf Links. Located in famous, Sea Pines Resort. Enter the gates of resort living offering trolley rides to local restaurants, premium golf courses, pool access, HarbourTown Lighthouse, & most importantly- the beach!

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, 110 reviews

Stately Governors Quarters-Pet Friendly, Fenced In

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!

4.98 out of 5 average rating, 127 reviews

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.

Treehouse in Sea Pines

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.

5.0 out of 5 average rating, 45 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!

5.0 out of 5 average rating, 18 reviews

Flat in Sea Pines

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.

4.88 out of 5 average rating, 56 reviews

The living room features ample seating with two sofas and a flat-screen TV placed against a light wall. Large glass doors lead to a sunroom, inviting natural light. A coffee table sits in the center of the room, enhancing the open concept design.

Flat in Sea Pines

Great Find! Walk to Beach, Golf & Dining!

Relax with the whole family at this peaceful place to stay half mile from beach. This clean and comfortable villa is the perfect vacation escape! 11 Lighthouse Road, Villa 24 is a two bedroom villa nestled near Sea Pines Beach Club, Heron Point & Atlantic Dunes Golf Courses, bike trails and restaurants. Just a half mile from the beautiful beach, this villa has everything you need for an enjoyable stay with access to all that Sea Pines Resort and Hilton Head Island have to offer.

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.

5.0 out of 5 average rating, 43 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!

A serene screened porch is featured, showcasing two wicker chairs with blue and white striped cushions and a round dining table. Lush greenery surrounds the area, while soft natural light filters through the screens. A glimpse of outdoor seating can be seen in the background.

4.99 out of 5 average rating, 81 reviews

SeaPines,2 main suites/screened porch

Dogs conditional. Charming renovated home with beach cottage vibe! Welcome to this 1-level, 3bdr/3 bath on a quiet, residential street minutes from the bike path and trolley stop. The home features 2 primary suites. The serene screened porch, shaded in tree cover, is a "second family room". Fully stocked kitchen with well-organized space for the home cook. Beach chairs/umbrellas/ towels. Ideal for multi-family travelers, snowbirds and golf/tennis trips/remote workers.