Pet-friendly holiday rentals in Sea Pines

32 Plantation Dr @ Sea Pines | Heated Private Pool

Indulge in sophisticated coastal living at 32 Plantation Drive, nestled within the tranquil ambience of Sea Pines Resort. Embrace Lowcountry charm in its finest with its serene lagoon views and meticulously crafted design where every detail is thoughtfully curated. Venture out to the private FREE heated pool and explore the resort's many offerings—from Harbour Town and Lawton Stables just stone's throw away to world-class amenities like tennis and golf. Ready to enjoy & relax? Learn more below!

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.

Stylish Tennis-Golf- Beach Retreat-Renovated!

Welcome to my home! The condo is located in a lush gated community with tennis, golf, and beach, south end of the island, close to all the tourist attractions. Things you can do without getting in your car: stroll on the beach, have a meal at the Sonesta resort, suntan at the community pool, play golf or tennis, ride bicycles. Pet's MUST be included in reservation dropdown at booking. Approval for 2nd dog prior to booking with additional fee charged. Pets are not allowed on the furniture.

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

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!

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!

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.

SeaPines - Pool Free Bikes, Walk to Beach, Pets OK

Located in central SeaPines, this beautiful two bedroom in Plantation Club offers a perfect home to stay comfortably and still be close to the best things Sea Pines HHI has to offer. This spacious villa now welcomes your small dog to the trip. A fully equipped, newly renovated kitchen allows guests to cook their favorite meals right at home even while on vacation. On the third floor of the mid-rise, take in the stunning golf view off the veranda or enjoy exploring on the free bikes.

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.

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.

Closest to Beach Path, Screened Porch, 1 dog ok

Wonderful Single Sea Pines Bungalow for 2 people. Walk 5 min on beach path. Excellent location; ride bikes to Harbor Town, Beach Club, Coligny Plaza, No elevator or parking lots! Grill out on deck. 50" TV ; screened-in porch. Walk to best beach on island, no hotels. Swimming pool onsite. Equipped Kitchen with Cooktop, Dishwasher, Refrigerator. We allow 1 dog.. under 30lbs. 4 night min bookings.

Island Getaway - an iTrip Hilton Head Home

Stop your search and reserve your dates now for this incredible vacation home tucked away on a quiet & peaceful cul-de-sac within the Greenwood Forest community of Sea Pines Resort! This beautifully renovated & decorated home features a private pool (which can be heated for an additional fee) and a flowing, open floor plan layout with all the rooms located on the same floor.