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Holiday rentals in Sea Pines

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Top-rated holiday rentals in Sea Pines

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Guest favourite
Flat in Hilton Head Island
4.86 out of 5 average rating, 37 reviews

Great Find! Walk to Beach, Golf & Dining!

NEW TO RENT! 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.

Top guest favourite
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.
Home in Hilton Head Island
5 out of 5 average rating, 30 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!

Top guest favourite
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 Hilton Head Island
4.98 out of 5 average rating, 108 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

Top guest favourite
Home in Hilton Head Island
5 out of 5 average rating, 25 reviews

Sea Pines Hut, 5-min Stroll to Ocean, Dog Friendly

Ocean, serene, luxury! Awaken your senses in this cottage surrounded by natural beauty of pines, pond, and blue herons. 5 min walk to Sea Pines pristine beach. 2-mile bike to the beach club and Nature Reserve full of wildlife. Luxurious interior and cozy outdoor porch, plush king bed, queen sofa bed sleep 4. cathedral ceiling, dog friendly, free bikes, beach chairs and cart, perfect for couples, solo travelers, or small families looking to create a luxurious Hilton Head Island experience.

Guest favourite
A sunlit living area features large windows providing views of the surrounding greenery. A comfortable sofa sits opposite a white coffee table, complemented by a stylish armchair and a small workspace with a wooden desk. Light wooden flooring enhances the vibrant atmosphere.
Apartment in Hilton Head Island
4.86 out of 5 average rating, 50 reviews

SeaPines - Walk to beach, Remodeled, Pet friendly

Beautifully renovated in modern beach style! With beautiful new flooring throughout, new furniture, linens and updated baths, this stylish coastal villa is just waiting for you to relax and enjoy all of Sea Pines and HHI. From the stunning kitchen to the thoughtful dedicated workspace and expanded patio with grill, this two bedroom, two bath villa comfortably sleeps six adults. This property is pet friendly, yet clean and well appointed, and offers one of the best locations in Sea Pines.

Top guest favourite
The living room features a comfortable sofa paired with two armchairs, creating a relaxed seating area. A coffee table sits in the center, complemented by a light-colored area rug. Large windows frame the beautiful view of the ocean and surrounding landscape.
Apartment in Hilton Head Island
4.89 out of 5 average rating, 93 reviews

Jim's Direct Oceanfront 3BR Penthouse Villa

507 Shorewood is a 3 Bedroom Oceanfront end unit on the 5th floor and offers breathtaking, Panoramic Oceanfront Views. The unit features lovely artwork and new furniture/floors throughout. A rare find! Jim Says: “I personally stay in each of my units throughout the year to ensure they are maintained to my highest level of expectations. Walk to all of the amazing shops & restaurants of Coligny Plaza and the brand-new Celebration Park. Best visitor location on the Island!"

Top guest favourite
Apartment in Hilton Head Island
5 out of 5 average rating, 107 reviews

5 Star Location-Pool, Walk to Dining/Shops/Marina

Escape to our luxury villa in Hilton Head's exclusive Harbour Town in the gated Sea Pines Resort! A short walk from Harbour Town Marina, which offers enertainment, dining, shopping, water sports, cruises, golf, tennis, and a pier. You will have access to The Sea Pines Beach Club, a short trolly, bike or car ride away. This private 3rd-floor impeccilbly appointed 'coastal chic' retreat does not share any walls and offers serene lagoon views from a private balcony.

Top guest favourite
An open concept living area showcases wood-paneled ceilings and large windows, allowing natural light to fill the space. A sectional couch faces a TV, while a wooden dining table is set for meals. Sliding glass doors open to views of the backyard.
Home in Hilton Head Island
4.98 out of 5 average rating, 53 reviews

Sea Pines Villa - Walk to Beach, Golf and Tennis

This pristine Sea Pines villa has undergone significant renovations and upgrades, enhancing your stay with modern comforts and amenities. Just a five-minute stroll to the beach, this property is perfect for beach vacations and golf trips. Enjoy views of the tree-lined lagoon and renowned Atlantic Dunes Golf Course. The villa offers a private, professionally maintained putting green, and private tennis courts are only steps away.

Guest favourite
Apartment in Hilton Head Island
5 out of 5 average rating, 15 reviews

Plantation Club Gem | 10 Min Walk to Beach Club

Experience the best of Sea Pines at 519 Plantation Club. This renovated 2BR/2BA villa offers stunning 180° golf course views and a prime location just steps from a community pool. Enjoy a short 10-minute walk to the Sea Pines Beach Club or explore nearby world-class golf and dining. With a sleek granite kitchen, stainless steel appliances, and a private balcony, it is the perfect Hilton Head home base for up to 5 guests.

Superhost
Apartment in Hilton Head Island
5 out of 5 average rating, 5 reviews

Marriott's Harbour Club | Two-Bedroom Villa

Discover Marriott's Harbour Club in Hilton Head, nestled in the heart of Sea Pines Resort. Experience a charming condominium perfect for families, offering easy access to pristine beaches, golf courses, and tennis courts. Enjoy a relaxing getaway with resort amenities like a pool, hot tub, and convenient access to dining and shopping. Explore Harbour Town, watersports, and local attractions for an unforgettable vacation.

Superhost
Apartment in Hilton Head Island
4.71 out of 5 average rating, 7 reviews

Marriott's Monarch at Sea Pines 2BD

Marriott's Monarch at Sea Pines is located along six oceanfront acres within Hilton Head Island's renowned Sea Pines Plantation - a natural beauty framed by spectacular scenery. This beautiful vacation ownership resort embraces the natural setting and offers an idyllic location and exceptional amenities. With privileged access to the adjacent Sea Pines Beach Club, you can make golf and tennis part of your day as well.

Top guest favourite
A spacious living area features high ceilings with exposed beams, large windows allowing natural light, and a comfortable gray sofa. Two patterned armchairs are positioned opposite a circular coffee table, complemented by a soft blue area rug. A dining area is visible in the background.
Home in Hilton Head Island
4.99 out of 5 average rating, 81 reviews

Harbour Town Treehouse | Deer Island | Sea’Forever

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.

Popular amenities for Sea Pines holiday rentals