Labor Day Vacation Rentals

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Labor Day Weekend is the perfect way to say goodbye to summer, and Hilton Head Island offers everything you need for an unforgettable holiday escape. With warm temperatures, uncrowded beaches compared to the peak summer season, championship golf, waterfront dining, and endless outdoor adventures, Labor Day is one of the best times to experience the island. 

Whether you're planning a family vacation, a couples' retreat, or a long weekend with friends, Hilton Head Island combines coastal relaxation with exciting activities that make every day of your holiday memorable. It's an ideal opportunity to enjoy the island before the slower pace of fall arrives.

Early September brings warm ocean temperatures and sunny days that are perfect for spending time on Hilton Head's famous beaches. Stretch out on the sand with a good book, swim in the Atlantic, or take a leisurely walk along more than 12 miles of picturesque shoreline. 

Popular beach destinations like Coligny Beach Park, Sea Pines Beach Club, Folly Field Beach Park, and Driessen Beach Park offer convenient amenities and easy access, making it simple to spend the entire day by the ocean. The slightly smaller crowds compared to midsummer allow for a more relaxed beach experience while still enjoying the vibrant holiday atmosphere.


Properties Available 202 properties available
Surf Court 70 is a two-story townhouse with a street level entry and first floor. King bed in the primary bedroom, double and twin beds in bedroom 2 plus a sleeper sofa in the living room. Surf Court 70 is 1 block from the beach and also from Van der Meer Tennis Center. Vacationers will enjoy an easy stroll to and from the ocean. In addition, gue
Complex Pool Complex Pool
Complex Pool
Professionally Managed By Seashore Vacations - Town of Hilton Head Island Rental Permit #054218
Surf Court 70
Townhouse
Total Price: $1,759.58
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.5 (48)
This direct oceanfront 3BR condo offers unmatched views of the Atlantic Ocean while sleeping 8 comfortably. The primary bedroom has a King size bed. Bedroom 2 also has a King size bed. Bedroom 3 has a double bed and a twin size bed. There is also a sleeper sofa in the living room. With decks off the living room, primary bedroom as well as bedr
Hot HOT 11
Ocean One 405
Villa
Total Price: $3,559.50
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 3.8 (8)
407 OCEAN ONE This fabulous 2 Bedroom Oceanfront villa offers panoramic Oceanfront views. The Master Bedroom offers a King bed, Flat Screen TV, Private Bath & Private Balcony. The second bedroom offers 2 Twin beds, Flat Screen TV, DVD player & Private Bath. The Living Room features a Smart TV, Blue Ray player and a spacious Oceanfront Balcony. Wit
4th Floor Oceanfront 4th Floor Oceanfront
4th Floor Oceanfront
Professionally Managed By Sea Turtle Getaways - Town of Hilton Head Island Vacation Rental Permit #028157
Ocean One 407
Forest Beach
Total Price: $4,677.75
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 (50)
Located in the forest beach area 2 1/2 blocks to the beach. This is an end unit on a cul-de-sac. This property features a brick-lined gated patio space to enjoy the outdoors. This condo features 3 bedrooms and 2 baths. There is a King in the master, a Queen in the second bedroom, and 2 Twins in the 3rd bedroom. There is also a queen sleeper so
End Unit End Unit
End Unit
Professionally Managed By Seashore Vacations - Town of Hilton Head Island Rental Permit #028492
Hilton Head Beach Club 23
Townhouse
Total Price: $2,081.12
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.4 (64)
Ocean One 323 – Oceanfront Views, Steps to the Beach & Walk to Coligny Plaza Wake up to breathtaking Atlantic Ocean views and the soothing sound of waves at Ocean One 323, a beautifully appointed beachfront villa in Hilton Head Island\'s highly desirable South Forest Beach area. Perfectly positioned on the third floor, this oceanfront retreat offe
3rd Floor Oceanfront 3rd Floor Oceanfront
3rd Floor Oceanfront
Professionally Managed By Seashore Vacations - Town of Hilton Head Island Rental Permit #
Ocean One 323
Villa
Total Price: $3,052.86
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.3 (49)
Shipyard two-story townhouse sleeps up to 6 people. Ideal for couples. King bed in master bedroom, king bed in bedroom 2, living room sleep sofa. Two full-sized baths. Quiet neighborhood inside a gated community. Waterford is a quiet, golf-oriented community within Shipyard Plantation. By biking along the leisure trails that wind throughout Shipyar
Waterford C-5
Townhouse
Total Price: $1,329.84
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 3.9 (12)
With decks off the living room and master bedroom, guests staying in Ocean One 415 enjoy spectacular views of the ocean and oceanfront pool leading to the beach. 4th floor oceanfront condo sleeps 7 people comfortably with a king bed in the master bedroom, 1 queen and 1 twin in bedroom 2 plus a sleeper sofa in the living room. This condo is under
4th Floor Oceanfront 4th Floor Oceanfront
4th Floor Oceanfront
Professionally Managed By Seashore Vacations - Town of Hilton Head Island Rental Permit #029204
Ocean One 415
Villa
Total Price: $3,294.91
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.7 (84)
Ocean One 411 is an oceanfront VIP condo that sleeps up to 8 people comfortably. Two outdoor balconies provide panoramic views of the Atlantic Ocean over the oceanfront pool. One balcony is off of the living room and the second is off of the oceanside master bedroom. Imagine parking your vehicle when you arrive at Ocean One and being close to so m
Hot HOT 10
Ocean One 411
Villa
Total Price: $4,603.62
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (74)
The Greens 127 is 2 BR/2.5 Bath spacious updated townhouse located in Shipyard. Shipyard is a private, gated, resort community located on Hilton Head Island\'s famous south end. Unit 127 has a king in the primary bedroom, two twins in guest bedroom plus a sleeper sofa in the living room. This property is located in the front section of the complex
Townhouse Townhouse
Townhouse
Professionally Managed By Seashore Vacations - Town of Hilton Head Island Rental Permit #050484
The Greens 127
Villa
Total Price: $1,853.08
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (12)
Sea Side Villa 310 | Updated Top Floor Oceanview Villa | Walk to Coligny Ocean Views - Pool - Steps to the Beach Welcome to Sea Side Villa 310, a beautifully renovated third-floor villa offering stunning ocean views in the heart of South Forest Beach. Perfect for couples or small families, this comfortable coastal retreat combines modern updates
Hot HOT 11
Sea Side Villas 310
Villa
Total Price: $1,567.37
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4 (1)
Shorewood 421 has all of the essentials and more, kitchen is fully equipped, there are flat screen TV\'s and wireless internet, easy key less entry.This spacious upstairs townhouse has 3 bedrooms and 3 full baths with Courtyard & pool views and also glimpses of the ocean. Also offers parking just outside of the entry door. King in the master, 2 q
4th Floor 4th Floor
4th Floor
Professionally Managed By Seashore Vacations - Town of Hilton Head Island Rental Permit #028313
Shorewood 421
Villa
Total Price: $3,956.98
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 (25)
6 NIGHT HERON VILLA The Night Heron Villas are ideal for a couple or a small family looking for a quiet, secluded villa while still being able to enjoy all of the activities within Sea Pines. This charming freestanding villa offers a King bed with a Private Bath with Shower. The Living Room is outfitted with a Flat Screen TV, High Speed Internet &
Complex Pool Complex Pool
Complex Pool
Professionally Managed By Sea Turtle Getaways - Town of Hilton Head Island Vacation Rental Permit #071842
Night Heron 6
Sea Pines Resort
Total Price: $3,112.16
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 3 guests
Rating 4.8 (6)

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