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Sea Pines Rentals

home with a pool at night Welcome to Hilton Head Island’s most celebrated resort! With its iconic lighthouse, 2 world-class marinas, 5,000 oceanfront acres and seemingly endless walking and biking paths, Sea Pines (located on the southern tip of the island) has been the island’s most recognized resort for more than 50 years being named in Travel & Leisure 2015 World's Best Awards list of "World's Best Family Travel” as well as receiving the AAA Four Diamond Award. Not to forget the Luxurious Hilton Head Island and all of it's surrounding areas, Sea Pines Rentals is "the" place to be while on Vacation.  It’s safe to say that Sea Pines Hilton head is one of the island’s premier choices for a classic family vacation or even just a fun trip with friends. 

The array of activities available to guests is virtually limitless; from its three championship golf courses (including Harbour Town Links, a perennial stop for the PGA Tour) to tennis at the South Beach Racquet Club to incredible dining, shopping and outdoor adventures. For many, Sea Pines is more than a resort – it’s the essence of Hilton Head Island and the best of the Lowcountry. No matter what you’re looking for, our Sea Pines vacation rentals get you close to all of the fun that Hilton Head has to offer!

  • 55 properties returned
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  • 80 South Sea Pines Drive

    House
    $3,150.00 - $7,315.00 Per Week
    • 4 Beds
    • 3.5 Baths
    • Sleeps 9
    • 26 Views
  • 01 Sandhill Crane Road

    House
    $3,395.00 - $8,365.00 Per Week
    • 4 Beds
    • 4.5 Baths
    • Sleeps 12
    • 28 Views
  • 22 Sandhill Crane Road

    House
    $8,890.00 - $26,670.00 Per Week
    • 6 Beds
    • 6 Bathrooms + 2 Half Baths
    • Sleeps 18
    • 20 Views
  • 55 Heritage Road

    House
    $3,430.00 - $14,525.00 Per Week
    • 5 Beds
    • 5.5 Baths
    • Sleeps 12
    • 28 Views
  • 02 Wren Drive

    House
    $3,045.00 - $7,770.00 Per Week
    • 4 Beds
    • 3.5 Baths
    • Sleeps 13
    • 37 Views
  • 10 Wren Drive

    House
    $2,415.00 - $5,845.00 Per Week
    • 4 Beds
    • 3 Baths
    • Sleeps 12
    • 30 Views
  • 11 Spotted Sandpiper

    House
    $3,395.00 - $10,185.00 Per Week
    • 5 Beds
    • 4 Baths
    • Sleeps 14
    • 17 Views
  • 01 Gadwall

    House
    $3,395.00 - $8,260.00 Per Week
    • 5 Beds
    • 5 Baths
    • Sleeps 10
    • 26 Views
  • 28 Duck Hawk Road

    House
    $7,910.00 - $17,080.00 Per Week
    • 5 Beds
    • 5.5 Baths
    • Sleeps 10
    • 25 Views
  • 26 Duck Hawk Road

    House
    $5,180.00 - $13,230.00 Per Week
    • 4 Beds
    • 4.5 Baths
    • Sleeps 14
    • 12 Views
  • 14 Spotted Sandpiper

    House
    $3,710.00 - $9,730.00 Per Week
    • 4 Beds
    • 3 Baths
    • Sleeps 10
    • 26 Views
  • 71 Heritage Road

    House
    $2,170.00 - $4,760.00 Per Week
    • 3 Beds
    • 3 Baths
    • Sleeps 11
    • 20 Views

What is there to do in the Sea Pines area?
There are many things to do on Hilton Head Island. Enjoy a day on one of 3 world class golf courses or play a round or two of tennis at the Sea Pines Racquet Club. There are also plenty of other things you can enjoy, visit our things to do page to learn more!

What should I bring from home that is not in the rental property?
Here is a list of helpful items to bring that are not included in the rental property:


• Beach Towels
• Beach Chairs
• Sunscreen
• Hair Dryers
• Coffee & Coffee Filters
• Basic Spices (salt/pepper/etc)
• Trash Bags (some are provided in the starter kit, but that will not last for your entire stay)


For other helpful hints & reminders, refer to our guest mobile app. It is full of all sorts of fun info catered to you and your vacation rental property.

How can I find vacation rentals with a pool?
Most of our luxury vacation rentals have a pool. Each rental will have a thorough description and complete with pictures.

Do you have any pet-friendly rentals?
Yes! Some of our rentals are pet friendly. You will see a dog paw icon next to the name of the rentals that are pet friendly.