Holiday houses in Sea Pines Plantation

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Top-rated holiday rentals in Sea Pines Plantation

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Guest favourite
Bungalow in Hilton Head Island
4.88 out of 5 average rating, 81 reviews

NewlyRenovated QuietOasis in SeaPines, PetFriendly

Welcome to our 2 bed, 2 bath bungalow located inside the gates of beautiful Sea Pines. The home offers 1 king, 1 queen, & 1 queen sleeper sofa. Just a short 7-10 min walk down a shaded path to the beach and a short walk to the pool. The home is backed to a quiet lagoon in the Night Heron area where the homes are nestled into the pine trees & lush green landscapes. The surrounding canopy provides nice shade to relax on the spacious screened porch. EV charging station next to 2 car parking area.

Top Guest favourite
Townhouse in Hilton Head Island
4.92 out of 5 average rating, 190 reviews

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.

Top Guest favourite
Townhouse in Hilton Head Island
5 out of 5 average rating, 65 reviews

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

Guest favourite
An airy living area features tall ceilings and large windows, allowing natural light to fill the space. Comfortable seating arrangements are present alongside a stylish coffee table. A dining area with a chandelier can be seen in the background, completing the inviting layout.
Apartment in Hilton Head Island
5 out of 5 average rating, 7 reviews

Sea Pines-Fairway Lane, Stunning View, Pets OK

Melt into the absolutely stunning view from this bright, spacious three bedroom villa in Fairway Lane. Perhaps no other view is quite as perfectly Sea Pines as this one. You will enjoy the three large bedrooms, all with private en suite bathrooms, an unbelievably comfy sectional that will bring the whole family together, and plenty of extras to make the stay even more special. Two free bikes are included. Bring your pet and enjoy all the dog friendly businesses and parks. The beach awaits!

Top Guest favourite
Home in Hilton Head Island
5 out of 5 average rating, 42 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.

Luxe
Villa in Hilton Head Island
5 out of 5 average rating, 9 reviews

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

Guest favourite
Condo in Hilton Head Island
5 out of 5 average rating, 7 reviews

79 Fairway Ln Villa @ Sea Pines | Golf Views

Indulge in elevated coastal living at 79 Fairway Lane Villa, nestled within the tranquil ambience of Sea Pines Resort. Embrace captivating golf views across lush Lowcountry lagoon from every corner of this unique home. Recharge in 3 spacious King En-Suites or venture forth to explore the resort's myriad offerings—from pristine beaches just .2 miles away to world-class amenities like tennis and golf. Experience pure bliss on your Hilton Head Island getaway & Learn More Below!

Top Guest favourite
A pair of worn flip-flops rests on the soft, white sand of a beach, while gentle waves lap at the shore. In the background, several individuals can be seen enjoying the water under a clear blue sky.
Condo in Hilton Head Island
4.95 out of 5 average rating, 136 reviews

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!

Top Guest favourite
Home in Hilton Head Island
4.97 out of 5 average rating, 29 reviews

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)!

Top Guest favourite
An open concept living space features a spacious sectional couch and a coffee table. Large windows allow natural light to fill the room, while wood-paneled ceilings elevate the aesthetic. Artwork depicting serene beach scenes adorns the walls, contributing to a relaxed ambiance.
Home in Hilton Head Island
4.96 out of 5 average rating, 56 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.

Top Guest favourite
The bungalow is nestled among lush greenery and tall trees, surrounded by a natural environment. Palm leaves frame the structure, and a small deck is visible at the front, inviting warmth and privacy in this woodland setting.
Bungalow in Hilton Head Island
4.95 out of 5 average rating, 123 reviews

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.

Top Guest favourite
A tranquil marina view is presented, featuring numerous boats docked peacefully. The iconic Harbour Town lighthouse stands in the background, complemented by green trees and a clear blue sky. A balcony railing frames the scene, emphasizing the inviting outdoor setting.
Condo in Hilton Head Island
4.95 out of 5 average rating, 192 reviews

Harbour Town Paradise! Amazing Sunset Views

Our home overlooks the picturesque Harbour Town marina and lighthouse in Sea Pines on Hilton Head Island. This special place is close to everything, making it easy to plan your visit. Whether your passion is dining, night life, golf, tennis, shopping, jet skiing, biking, hiking, or beach life, our home is convenient to all of it.

Popular amenities for Sea Pines Plantation holiday rentals