Pet-friendly holiday rentals in Sea Pines

A spacious home is surrounded by lush greenery, featuring large windows that provide ample natural light. The deck, accessible via steps, includes a yellow umbrella for shade, while the well-maintained lawn adds to the home's inviting outdoor space.

5.0 out of 5 average rating, 13 reviews

Multi decks and firepits /4 bikes/beach/Pets OK

🚴 Complimentary Bikes • 🏖️ Beach Gear Included • 🐾 Pet Friendly Escape to Hilton Head and enjoy everything you need for a relaxing, stress-free vacation! ✔ Fast 400 Mbps Wi-Fi throughout the home ✔ Pet-friendly accommodations—🐶 ✔ Fun tabletop arcade game for family game nights ✔ Easy access to both Sea Pines Beach and Coligny Beach 🏖️ 6 beach chairs ☂️ Beach umbrella 🛒 Full-size bch wagon 🧺 10 beach towels Skip the parking hassle and hop on the nearby trolley to the beach. Permit #076752

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, 108 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, 124 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.

Chalet 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, 44 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, 15 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.

4.86 out of 5 average rating, 63 reviews

Luxury Home All New, Dogs OK, Near beach, NEW POOL

It's time to relax & enjoy this newly renovated home on one of the more desirable streets in Sea Pines. NOW with a NEW POOL. Dog Friendly. (W/ APPROVAL & $200 Pet fee) 4 min bike - 7 min walk to one of the most premier SECLUDED beaches on the east coast. (Read reviews) This unique home offers the seclusion, privacy with plenty of space for your family to spread out and make memories. This house is in highly desired south end/ south beach area of Sea Pine. We are CLOSE TO THE BEACH.

4.87 out of 5 average rating, 62 reviews

A spacious living area is furnished with a light gray sofa and two striped armchairs. Natural light filters through the sliding glass doors, which lead to a balcony. Two framed landscape images are displayed on the wall, complemented by a neutral area rug and a ceiling fan.

Apartment in Sea Pines

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.

Luxe

The spacious living area features a light color palette with cozy seating arrangements and a circular coffee table. Large windows allow natural light to fill the space, while a dining area with a round table is visible in the background, offering views of the outdoor surroundings.

Villa in Sea Pines

5.0 out of 5 average rating, 3 reviews

63 Fairway Lane, Sea Pines: A Luxury Villa Stay

Welcome to BESTNEST/Luxe: An Elevated Experience in Vacationing, and our Luxe property at 63 Fairway Lane Villas in Sea Pines (13 Lawton Drive, Unit 63 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. STR Permit Number: 075908

4.87 out of 5 average rating, 55 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.

5.0 out of 5 average rating, 14 reviews

Luxury Pool Home in Sea Pines | Sleeps 15

Experience Lowcountry charm in this Sea Pines retreat designed for relaxation and connection. Unwind by your private saltwater pool, surrounded by peaceful natural beauty, or gather in spacious living areas made for shared meals and evenings together. Spend your days biking scenic trails, exploring Harbour Town, or enjoying world-class golf and tennis nearby. With a perfect blend of comfort and location, this home is made for memorable Hilton Head getaways.

4.98 out of 5 average rating, 100 reviews

A charming circular home is nestled among tall trees, featuring a spacious deck with white lounge chairs. The wooden steps lead up to the entrance, showcasing large windows that allow ample natural light. The surrounding greenery enhances the sense of privacy and seclusion.

Treehouse in Sea Pines

Harbour Town Tree House | Private Office | HT Pool

Please see our almost 1000 5-star reviews at our other properties. Enjoy unbelievable tranquility high in the Sea Pines tucked away on Deer Island next to Harbour Town. Walk to the shops, restaurants, entertainment, and the Yacht Basin in just minutes. Feed the deer from your hand while you connect with nature. The Sea Loft is just one house away from the Turtle Trail that winds along the marshlands.