Vacation rentals in Sea Pines Plantation

Ocean Gate 13 Walk to beach villa with pickleball

This villa is perfect for the family beach vacation! We have little ones ourselves, so we've got all the gear needed to make this a comfortable and relaxing stay. We LOVE this villa because of its screened in porch, FREE TENNIS, and proximity to the beach. The screened in porch allows you to enjoy breakfast and happy hour free from mosquitoes and close enough to hear the waves! The beaches are far less crowded than other areas of the island, and it's very close to Sea Pines and Coligny Plaza.

Next to Sea Pines - Quiet villa 700 steps to beach

2 BR +Den -2.5 bath Private deck overlooking pool and FREE tennis/pickleball court. Right on bike path right across street from beach path- only 700 steps to beach! 2 dedicated parking spots. Ocean gate is a hidden gem -right next to S. entrance of Sea Pines. Living Room - 55 Inch smart tv! Master w king +walk in shower ensuite. 2nd BR has a queen and twin Twin daybed in den. 2 -story unit. taxes 10 % on top of base plus $170 cleaning fee no pets per HOA Pool Open from April to October

Sea Pines Home! Walk to Beach & Pool | Lagoon View

✨Airbnb Guest Favorite✨ 🌴Island Life🌴 Private Bungalow / House Prime Sea Pines location Quick walk to the beach! Steps to pool Charming 3 bed / 2 bath Sea Pines Bungalow on oversized wooded lot! Short walk or bike to beach, next to neighborhood pool. Relax on private balcony overlooking wildlife-filled lagoon. Family friendly with 4 Smart TVs, PS4, and beach gear provided. Private home, peaceful setting, perfect for couples, friends groups & families looking for a great Hilton Head stay!

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.

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 supported by your personal property concierge, available 24/7. STR Permit Number: 075152

Sea Pines Villa•Steps to Beach•Coffee Bar•King Bed

Located in the revered Sea Pines neighborhood of Hilton Head Island, Heron’s Nest is a memorable and well appointed 3 BR / 2 BA treehouse-style loft villa. Due to its private access and close proximity to world-class beaches and golf courses, Heron’s Nest commonly welcomes beachgoers, golfers, nature-lovers, and artists from all over the world. Enjoy the unmatched proximity to Hilton Head's most popular attractions within the peaceful confines of the Sea Pines resort community.

Luxury 2nd Row Home w Pool & Spa | Sleeps 10

Welcome to your South Forest Beach escape, just a 1-minute walk to the sand. This inviting coastal retreat blends comfort and style, featuring a private yard, heated pool, and relaxing spa. Designed for easy living, the home offers bright, welcoming spaces perfect for families and groups. Spend your days at the beach, unwind poolside, or explore nearby Coligny Plaza. With an unbeatable location and laid-back vibe, this home is made for effortless, memory-filled stays.

Ocean Gate Hideaway! 7 min walk to the beach

Ocean Gate Hideaway is the perfect place to stay during your next Hilton Head Island vacation! This 2-bedroom, 2.5 bath two-story villa is located in a quaint, 15-villa community providing a quiet and peaceful experience during your stay. This hideaway is located only a 7-minute walk to the beach, a 10-minute bicycle ride to Coligny Plaza and is just outside the Sea Pines entrance (note this property is not in Sea Pines, just next door)! STR rental permit: 073642

KING BED!Ocean View, Free Bikes Poolside 3rd Floor

Pack your flip-flops and get ready for fun—this sunny poolside villa on Hilton Head Island is your ticket to the ultimate coastal escape! Just steps from the beach and the refreshing Atlantic breeze, this vibrant retreat serves up the perfect mix of relaxation, adventure, and ocean views. Start your day with coffee on the balcony, soak up the sun by the pool, then hop on one of our free bikes to cruise the island like a local! The perfect getaway starts right here!

4BR Coastal Elegance Chef’s Kitchen Steps to Beach

Willoughby House is a newly built luxury coastal retreat just a 3-minute walk from the beach. This spacious 4-bedroom, 3.5-bath home features designer coastal interiors, a gourmet chef’s kitchen, elegant dining for 10+, and a refined family room with fireplace and TV. Enjoy a main-level primary suite, multiple indoor and outdoor living spaces, resort-style amenities, and seamless beach access—perfect for upscale family and group getaways.

Waterfront Tree House | HT Pool | Private Office

One of our newest homes, see our over 1000 *5*-star reviews. Calibogue Escape-Harbour Town Treehouse in Sea Pines Sailboats, Dolphins, Sunsets, what else could you ask for? This treehouse offers floor-to-ceiling windows with unparalleled views and the perfect setting for a perfect escape. Located on a dead-end street on Deer Island, just steps from Hilton Head’s Harbour Town and the Yacht Basin, this hideaway could not be more perfect.

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.