Pet-friendly holiday rentals in Sea Pines

MyStay at 1 Spanish Moss – Pool-Game Room-Pets OK!

Escape to a luxurious private retreat in the heart of Sea Pines, where modern comfort meets island charm. This spacious home boasts 5.5 bedrooms, 5 bathrooms, and a backyard oasis with a heated pool (fee applies) overlooking Heron Point Golf Course. Just minutes from Harbour Town, the beach, and top attractions, it’s perfect for families and groups. Enjoy Smart TVs in every room, high-speed Wi-Fi, a Sonos sound system, and a pet-friendly policy. Book now for an unforgettable Hilton Head escape!

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.

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*

The Ocean Lily of Sea Pines

Located less than a mile inside the Sea Pines front gate this updated Carolina Place home has lagoon views framed by high ceilings and South Carolina live oaks. This scene can be enjoyed on the elevated back deck complete with comfortable outdoor seating, and a full size grill. Inside there is plenty of room for the whole family with 3 bdr and a sleep-in den area. This home offers a semi-open, fully-stocked kitchen, indoor and outdoor dining, board games, high speed internet, and cable TV.

SeaPines,2 main suites/screen porch/6 bikes

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. 6 adult bikes with beach chairs/umbrellas/ towels. Ideal for multi-family travelers, snowbirds and golf/tennis trips/remote workers.

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

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 world 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 spot for families seeking a luxury Hilton Head escape!

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.

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!

Sea & Tee Time *REMODELED KITCHEN & ALL BATHS

Plantation Club Villas is situated on the Atlantic Dunes Golf Course inside Sea Pines. It is conveniently located just a .06 mile walk to both the beach and Sea Pines Beach Club. Our open floor villa in coastal tones with shiplap accent walls and tranquil beach décor, provides guests a calm and relaxing time. Park the car for the week, walk to the beach, or use the free trolley service to travel this 5,000-acre resort. This vacation villa will please golfers and families

100 Fairway Lane, Sea Pines: A Luxury Villa Stay

Welcome to all NEW BESTNEST/Luxe: An Elevated Experience in Vacationing, and our newest Luxe property at Unit 100 Fairway Lane Villas in Sea Pines. (200 Fairway Lane for mapping) Enjoy the ultimate in vacation rental accommodations on Hilton Head Island, featuring a carefully curated collection of homes and villas, chosen with the discerning traveler in mind, fabulously stocked, outfitted, and equipped, and supported by your personal property concierge, available 24/7.

Walk to Ocean | Pool | Large Bedrooms | Sea’Esta

Please see our almost 1000 5-star reviews at our other properties. This spacious completely remodeled, top floor villa is within a 5-10 minute walk to the beach and everything else, including a seasonal pool, several restaurants, general store, wine bar, tennis, golf, kayaks/canoes, bikes, fishing and so much more. Each master/en-suite has two Queen beds and every amenity you could imagine. Bathrooms are spacious with closed off toilet/showers.