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16 May 2023
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Book One of these Summer Vacation Rentals at Hilton Head Island for Your Family Trip

Get ready for a magnificent summer family trip staying at a luxury Hilton Head vacation rental! We have plenty of comfortable, inviting and luxurious summer rentals that will be perfect for you and your family to stay at in Hilton Head. 

Below are some of our favorite summer vacation rentals at Hilton Head Island for this year’s summer season. You can also browse our entire rental catalog to find more exceptional summer vacation homes.

4502 Windsor Court

2 Bed • 2 Bath • 6 Guests

Families and groups of up to six guests will love staying a few nights at this beautiful Hilton Head Island villa. At 4502 Windsor Court, you can enjoy outstanding panoramic oceanfront views from every room and balcony at this top-floor penthouse. Inside, you'll find a spacious living and dining area along with a fully renovated kitchen that features granite countertops, hardwood floors, and stainless appliances.

TOP TIP: If you're a tennis lover, then you can enjoy two free hours of tennis per day at the Palmetto Dunes Tennis Center when you book 4502 Windsor Court.

146 The Greens

2 Bed • 2.5 Bath • 6 Guests

Located in Shipyard, this wonderful Hilton Head townhouse is a great and cozy choice for your family summer vacation. 146 The Greens has been recently remodeled to provide exceptional comfort for you and your group. The open-concept main floor flows from the front door through to the back porch with a lovely kitchen, dining area, and living space inbetween. It's a wonderful vacation rental for relaxing hang-outs or for entertaining other guests during your stay.

This townhouse is also ideally situated between the beach, The Greens community pool, and the Van de Meer tennis facilities. If you're into spending quality time outdoors (who isn't?), then you'll love vacationing here.

19 Troon 

3 Bed • 3 Bath • 6 Guests

This cozy home in Palmetto Dunes is perfect for smaller families looking for a spacious place to stay. 19 Troon features a sizeable backyard complete with outdoor furniture and a private pool with spa. Inside, you'll find a large main living area with an open floor plan that's great for hosting family gatherings. In addition to its fully equipped kitchen, this home comes with a gas grill that's great for summer cookouts.

Although 19 Troon isn't quite an oceanfront property, it's just a short walk away from the beach in Palmetto Dunes Plantation. So, you'll have the options of both private family pool days or easy trips to the beach.

135 The Greens

2 Bed • 2.5 Bath • 8 Guests

Another beautiful townhome within The Greens at Shipyard, this property can accomodate up to eight guests. 135 The Green's open floor plan is positioned perfectly to fill with bright natural light, making the main living area a wonderful place to hang out any time of day. In addition to the lovely interior, there's a relaxing private deck complete with a gas grill and outdoor dining table that's perfect for summer family dinners.

135 The Greens is also a pet-friendly vacation rental in Hilton head. So long as your dog doesn't shed and weighs under 40 pounds, you can bring that furry friend along for the family fun!

39 Woodbine Place

3 Bed • 2 Bath • 8 Guests

This Sea Pines beach home is a new summer rental to Island Getaway. 39 Woodbine Place features a large backyard complete with a private courtyard pool and outdoor seating. Inside, you'll find a spacious great room with vaulted ceilings that are great for hanging out in. On the other side of the home are the large kitchen and cozy den.

39 Woodbine Place is another one of our pet-friendly summer vacation homes that's great for families traveling with one dog. Your furry friend will love the house as much as you, and they'll especially love taking short walks with you to the beach in the mornings and afternoons.

16 Snowy Egret

4 Bed • 5 Bath • 8 Guests

Located in the heart of Sea Pines, 16 Snowy Egret is a spacious third-row home that's ideally situated near South Beach Marina and other island activity hubs. The home itself has a beautiful interior design with a warm, wide open living room as well as a large, fully equipped kitchen. Your group will love to cool off in the  private pool and take the short walk to the Atlantic ocean and spectacular beach!

In addition to 16 Snowy Egret's close proximity to the beach, this summer rental home comes with a private pool, gas grill, and plenty of outdoor seating. A perfect setting for classic summer vacation cookouts with family and friends.

22 Duck Hawk

5 Bed • 4.5 Bath • 12 Guests

The largest vacation rental on our list, 22 Duck Hawk is the last word in luxury. This oceanfront home in Sea Pines features private beach access, a private oceanfront pool, and a spacious screened porch. Inside, you'll find a lovely living area with a large sofa and comfy chairs from which you can comfortably enjoy spectacular panoramic ocean views.

22 Duck Hawk is the ideal summer getaway home for larger groups or family reunions looking to find the ultimate Hilton Head Island relaxation experience. We can confidently say that you'll find that and more when you book this lovely home for your summer vacation.

Those are our top picks for summer vacation rentals at Hilton Head Island. Any one of these exeptional rentals are sure to give you and your family a fantastic summer vacation experience. If you'd like to browse more of our luxury vacation rentals at Hitlon Head Island, then click the button below to see our complete rental catalog.

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