Shady Pines - PET FRIENDLY / PRIVATE POOL! SPECIAL RATE for 5/31-6/5/26

HILTON HEAD ISLAND, South Carolina
$822 avg/night
Bed 4

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

Welcome to SHADY PINES — where Lowcountry charm meets relaxed coastal luxury in the heart of the iconic Sea Pines Resort. Tucked quietly at the end of a peaceful cul-de-sac, this beautifully remodeled 4-bedroom, 3-bath private retreat is designed for slow mornings, sun-soaked afternoons, and the kind of vacation memories that linger long after you’ve gone home.

From the moment you arrive, you’re welcomed by a sense of calmness — towering trees, soft coastal breezes, and the promise of easy living. Step inside and discover bright, open living spaces filled with natural light and inviting warmth. The main living area is made for gathering, featuring oversized sleeper sofas perfect for lounging, a dramatic decorative fireplace, and a large Smart TV ready for movie nights, game days, or cozy evenings in. Flowing effortlessly from the living space, the heart of the home unfolds into a chef-friendly kitchen and dining area designed for connection. Granite countertops, stainless steel appliances, and every essential you could need make cooking feel effortless and enjoyable. Whether you’re preparing a quick beach-day breakfast or a full family feast, the kitchen is fully equipped for every occasion. Six barstools line the counter for casual bites and conversation, while a large dining table with seating for eight sets the stage for memorable shared meals. Just beyond, sliding doors open to your private outdoor sanctuary — a spacious lanai overlooking a serene conservation area where nature quietly puts on a show. Follow the steps down to the updated pool deck, where your private pool awaits. Available for heating upon request, it’s the perfect place to float beneath the stars or warm up after a breezy beach day.

Inside, four thoughtfully designed bedrooms continue the home’s blend of comfort and Lowcountry elegance. Three spacious suites each feature a king bed, en-suite bathroom, Smart TV, and generous storage — offering restful privacy for adults or couples traveling together. The fourth bedroom is a versatile retreat, complete with a cozy daybed, twin bunks, a Smart TV, and games — an ideal space for kids or the young at heart.

Every detail of this glorious private home has been curated for comfort and ease, from beach-ready essentials like chairs and accessories to the convenience of private parking with space for up to three vehicles. And of course, your location within Sea Pines Resort means you’re perfectly positioned to enjoy one of Hilton Head’s most treasured communities — home to world-class beaches, scenic bike paths, championship golf, nature preserves, marinas, and unforgettable sunsets over the marsh.

Please note: This is a PET FRIENDLY home! Please let us know if you will be bringing a furry friend. Dogs ONLY please! There is a non-refundable pet fee of $250 for the 1st approved pet and an additional $150 for the 2nd approved pet. There is a 2 dog limit and both pets must weigh 30lbs or lower. Please let us know if you have any questions! NO SMOKING OR VAPING ALLOWED!

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    Pet Friendly
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 1850 Sq Ft (172 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Car Recommended Onsite Parking
  • INTERNET

    WiFi Available
  • OUTDOORS

    Balcony Barbecue Grill
  • POOL/SPA

    Heated Pool Private Pool
  • BATHROOMS

    3 Bathrooms Hair Dryer Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Birdwatching Nearby Fishing Nearby Fitness Facilities Nearby Golf Nearby Golf Privileges Horse Riding Nearby Kayaking Nearby Marina Nearby Scuba Diving Nearby Surfing/body Boarding Nearby Swimming Nearby
  • ENTERTAINMENT

    Games TV
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    Near A Health Or Beauty Spa Near A Hospital Near Outlet Shopping Near The Sea
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 07:00 PM CheckOut Check-out : 07:00 PM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Rates & Availability

Review Review

  • Kellee K.

    Submitted Jan 9, 2026

    Stayed Dec 21, 2025

    This property is perfect for a family; spacious, open floor plan and everything you need. We took advantage of the early check in option, as well, which was terrific! Great location, great house. We love Sea Pines and Shady Pines was perfect.

  • Cindy W.

    Submitted Jul 21, 2025

    Stayed Jul 13, 2025

    The house was perfect. Quiet area and the pool was very nice. House accommodated 10 adults and two children very well. The only disappointment was an error in information. At booking I asked how far was the walk to the beach from this property. Laura (not sure if her role) said it was .4 miles and would take 3 to 5 minutes. Reality, property was over a mile to walk from the beach and took almost 10 minutes to drive. Just wish that my question had been answered with accurate information.

  • Pawan M.

    Submitted Jul 12, 2025

    Stayed Jul 8, 2025

    We had so much fun! With 11 of us (many teenagers) it was cozy. The kitchen is huge and perfect for when we all made dinner one night. We could fit 3 mid sized SUVs in the driveway, though you’d have to shuffle your cars if one had to get out. Overall, wonderfully clean house. Everything seemed new and worked well. The pool, though looks small, could hold 8 folks to just splash and cool off from the summer heat. The boys were able to take their bikes to the sea pines shops within walking distance. All in all, wonderful place. I’d highly recommend it!

  • Doug J.

    Submitted Jun 17, 2025

    Stayed Jun 8, 2025

    We had a wonderful vacation and enjoyed the accommodations so much! Everything was clean and perfectly decorated! It was so easy and comfortable for our needs. I loved the proximity of the bike trail and the shade for running in the neighborhood. We will definitely return to this home again if it’s available. We loved it!!!

  • Jessica B.

    Submitted Apr 27, 2025

    Stayed Apr 12, 2025

    This home was perfect for our trip with family friends! We had kids 3-7 and they loved the set up! The location can’t be beat- once we got there, we were able to bike everywhere until we went home. The pool is a bit small, but the kids didn’t seem to mind! We had a blast during our stay.

  • Scott H.

    Submitted Sep 24, 2024

    Stayed Sep 15, 2024

    Stephanie was very quick to respond to any questions I had. Great location and awesome place to stay!

  • susan b.

    Submitted Sep 15, 2024

    Stayed Aug 29, 2024

    The home was perfect for us. My daughter, son-in-law, and granddaughter stayed on one side of the house, and my husband, my adult son, and I stayed on the other side. The bedrooms were comfortable and attractive. Having three baths was appreciated! The living/dining area was just the right size, and the seating was comfortable. The kitchen was well-stocked with anything one might need. My granddaughter also enjoyed the pool and the back deck. The home is within easy walking distance of Sea Pines Center. Guiseppe's Pizza, Truffles, a coffee shop, and other cute shops are there. Stephanie was so easy to communicate with. She even helped me retrieve a special bracelet that I left behind! I recommend this property and would book again!

  • Thomas T.

    Submitted Sep 14, 2024

    Stayed Sep 7, 2024

    House and host are fabulous! Had friends from Toronto join us for their first experience on HHI. Great location, mid-Sea Pines. Easy to bike to Salty Dog, Harbor Town, nature preserve, Stoney Barnard ruins as well as the beach. Definitely will not go wrong with this rental.

  • Molly E.

    Submitted Aug 14, 2024

    Stayed Jul 27, 2024

    The house is wonderful, quiet and feels private. Everything you could want in a vacation home.

  • Janet M.

    Submitted Aug 11, 2024

    Stayed Aug 3, 2024

    Everything was perfect - we even had fun during Debby! Beautiful house, great location and beach, can’t go wrong. Thank you.

  • Ashley B.

    Submitted Jul 28, 2024

    Stayed Jul 20, 2024

    We were able to walk easily to many things- the beach, tennis court, shops/restaurants. Easy drive to many other things. Would definitely stay here again!

  • Peter G.

    Submitted Jul 23, 2024

    Stayed Jul 6, 2024

    It’s always great when something exceeds your expectations, and both the property and the responsiveness of the owner did just that. The house was perfect and extremely well appointed. We needed nothing but groceries to make our stay perfect. When I grilled some steaks our second night there, I noticed one of the burners was not working. I let the owner know that evening, and we had a brand new grill on the deck, set up and ready to go, by noon the next day. Our stay was a truly five-star experience!

  • Kathy J.

    Submitted Jul 21, 2024

    Stayed Jul 13, 2024

    The house was perfect for our extended family. We enjoyed the pool after the beach and the back porch was spacious. Thank you to our host!❤️

  • Carl C.

    Submitted Jul 12, 2024

    Stayed Jun 15, 2024

    We recently rented this home for vacation with our 2 adult children, their spouses and our 2 grandchildren. The house was perfect for our group! Every detail was so well thought out and we had everything we needed to have a relaxing and very comfortable stay here. The pool was an added treat for us all ! We had a couple of questions for our host during our stay and she was very helpful and responsive to our texts. The house is convenient to everything we needed throughout our stay. We would love to vacation here again!

  • Norma P.

    Submitted May 28, 2024

    Stayed May 18, 2024

    The house was perfect for us! It's in a nice quiet neighborhood. Close to everything in Sea Pines. We would stay here again!

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Total

Includes taxes and fees
$822+
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