Mid Island Vacation Rentals

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Mid Island Hilton Head vacation rentals place you in the heart of the island, offering unmatched convenience, central access, and a wide variety of lodging options. This popular area is ideal for visitors who want to be close to Hilton Head’s beaches, shopping, dining, golf courses, and family-friendly attractions, all within minutes of their rental.

Vacation rentals in the Mid Island area include ocean-oriented villas, resort-style condos, and private homes located near the island’s most well-known beaches and amenities. Many properties are situated along Hilton Head’s extensive bike path network, making it easy to explore the island without a car. With a balance of residential neighborhoods and resort communities, Mid Island rentals appeal to families, couples, and groups looking for comfort and accessibility.

Mid Island is home to some of Hilton Head Island’s most recognized destinations, including Folly Field Beach, Shelter Cove Harbour & Marina, Palmetto Dunes, and popular shopping and dining corridors along William Hilton Parkway. Guests staying in Mid Island vacation rentals enjoy easy access to water sports, boating, tennis, golf, and seasonal events, along with grocery stores and everyday conveniences nearby.

Choosing a Mid Island Hilton Head vacation rental offers the perfect blend of location and lifestyle. Whether you’re planning a beach vacation, a golf getaway, or an extended stay on the island, Mid Island rentals provide flexibility, variety, and proximity to everything that makes Hilton Head a top coastal destination.


Properties Available 29 properties available
Welcome to 146 Windward Village in Shipyard Resort on beautiful Hilton Head Island! This elevated townhouse is a secluded gem, offering a comfortable stay for our guests. Situated just 2 miles away from the Shipyard Beach Club, you\'ll have quick and easy access to the pristine sandy shores and sparkling blue waters Hilton Head Island is known
Hot HOT 15
Windward Village 146
Shipyard
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (1)
This charming two-story home with 4 bedrooms and 4 baths is located just one house away from the beach in the Sea Pines Resort. The main floor features an updated kitchen with a center island and breakfast bar, a dining room, a spacious living room with a large flat-screen TV and vaulted ceiling, and a screened-in porch. The first bedroom include
Hot HOT 13
Gadwall 3
Sea Pines
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 11 guests
Rating 5 (8)
This home has a private pool and is located in the gated community of Palmetto Dunes where amenities abound. Golfing, tennis, biking, swimming in the ocean, kayaking, restaurants, and shopping are all within minutes. Scenic, ten-minute walk to the beach. Fully furnished open living space with 65 inch TV and access to the dining area and open kitc
Hot HOT 34
Cartgate Drive 17
Palmetto Dunes
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.8 (8)
This villa is a spacious 2 bedroom, 2 bathroom unit located on the fourth floor, providing stunning views of the Beach, Atlantic Ocean, and Calibogue Sound. Guests can spot dolphins and shrimp boats from the beachfront living room, which is equipped with a 44" flat screen TV. The private balcony is an ideal spot for al fresco dining, with ample sea
Hot HOT 16
Beachside Tennis 1842
Sea Pines
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (24)
Imagine finding the perfect cottage on Hilton Head, just minutes from the beach and stunningly appointed with lowcountry touches all in a gorgeous tropical setting. If you\'ve found that perfect spot, you must be in 25 Night Heron Cottage! Just inside the south gate of Sea Pines, this small private community is waiting for you to unwind beneath ma
Hot HOT 31
Night Heron 25
Sea Pines Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (4)
As you enter into the villa, you are greeted by an open-air plan with spectacular ocean views. The modern kitchen supplies everything you will need for the quick snack or a full sit-down family meal. Just off the kitchen you will find a dining area and a spacious open living space with 48” TV. Large wrap around oceanfront balcony tops of the area.
Hot HOT 14
Windsor II 2418
Palmetto Dunes
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
Rating 4.7 (7)
This slightly elevated first floor oceanfront villa is a charming 2 bedroom, 2 bath retreat with a unique private walkout deck that leads directly to the beach, pool, baby pool, and common grilling area. The beautiful villa provides a stunning ocean view from the living room, which features a 65" flat screen TV, free WiFi, and a sleep sofa. The din
Hot HOT 27
Captains Walk 403
Palmetto Dunes
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (31)
The Breakers Villas, located directly on the beach, offer comfortable 1-bedroom accommodations perfect for singles, couples, and small families. The complex boasts an adult and children\'s swimming pool, a spacious patio with chaises and tables, and beach access. Guests of 216 Breakers can enjoy stunning oceanfront views from their private balcony,
Hot HOT 29
Breakers 216
Forest Beach
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.7 (19)
This 4th floor 2 bedroom, 2 bathroom condo is located directly on the oceanfront and offers stunning views of the Atlantic Ocean. Guests can watch the dolphins and shrimp boats go by, and even catch a glimpse of the Tybee Island Lighthouse on the horizon. The condo has an open floor plan that can accommodate up to 6 guests. The living area has a q
Hot HOT 14
Shorewood 408
Forest Beach
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (32)
This fully updated 2 Bedroom, 2 Bath Ocean Villa is situated on the 3rd floor of the Atlantis Building within the Oceanfront Island Club Gated Community. Guests of 3301 Island Club can look forward to breathtaking oceanfront views and inspiring sunrises from their private balcony. The ocean view living room features comfortable updated furnishings
On The Beach On The Beach
On The Beach
Located within the Oceanfront Island Club Gated Community, this Beautiful 2 Bedroom, 2 Bath Ocean Villa villa has been completely updated. Situated on the 3rd Floor- Atlantis Building, Guests of 3301 Island Club can look forward to Oceanfront views.
Island Club 3301
Folly Field
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (12)
Welcome to 55 Wood Duck Road! Located within the Sea Pines Resort and in the Club Course neighborhood; this modernized single level ranch home offers 3 Bedrooms 3 Full Baths offering tranquil views of nature and the golf course. This Ground Level Home has a modern feel with a renovated Galley kitchen with updated stainless appliances and living
Hot HOT 22
Wood Duck Road 55
Sea Pines Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.7 (4)
1501 Island Club is located on the top floor (5th Floor) of the oceanfront Atlantis Building. From the balcony you can enjoy viewing the Atlantic Ocean and the pristine sandy beach. The kitchen has granite countertops, updated cabinets, and modern appliances. The living room provides ample seating, a pull-out sleeper sofa, a 40-inch flatscreen TV
Hot HOT 16
Island Club 1501
Folly Field
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (5)

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