20 Tupelo: Charming Sea Pines Home, Private Pool, Free Bikes

Hilton Head Island, South Carolina
$627 avg/night
Bed 3

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 8

Max Sleeps

Proudly hosted by Island Rentals of Hilton Head, this newly renovated and tastefully furnished 3-bedroom home offers stunning golf course views and an unbeatable location within Sea Pines. Situated on peaceful Tupelo Street with minimal traffic, this retreat provides the perfect balance of tranquility and convenience—just a short bike ride from the nearest beach access. Inside, you’ll find an elegant open floor plan with a recently updated kitchen, spacious dining areas, and two inviting living spaces designed for both relaxation and entertainment.

Comfortably sleeping up to eight guests, this home features a King bedroom, a Queen bedroom, and a third bedroom with two Full beds, plus a sleeper sofa for additional flexibility. Step outside to enjoy your private pool and spa, relax with picturesque golf course vistas, or fire up the gas grill for outdoor dining. Thoughtful amenities elevate your stay, including high-speed WiFi, four adult bicycles, four backpack beach chairs, and one hour of free tennis daily at South Beach Racquet Club.

With complimentary linens, towels, and one Sea Pines car pass included, your vacation can begin the moment you arrive—simply pack your suitcase and beach towels. Offering comfort, style, and effortless convenience, this Tupelo Street haven is the perfect setting for your next Hilton Head Island getaway.

• 1 Complimentary Car Pass for Sea Pines Included (Additional for purchase, 3 Car Maximum)
• All Bed Linens and Towels Provided
• 3 Bedrooms, 2 Baths
• Sleeps 8: 1 King Bed, 1 Queen Bed, 2 Full Beds, Sleeper Sofa
• Private Pool and Spa heated for fee
• Gas Grill for Outdoor Cooking
• High Speed Wifi Internet
• 1 Hour of Free Tennis Daily at South Beach Racquet Club
• 4 Free Adult Bicycles from South Beach Cycles/ E-Bikes NOT permitted in Sea Pines
• 4 Backpack Beach Chairs at the Home

* All Reservations made for a duration of 1 month (28 Days) or longer are non refundable. Travel Insurance is highly recommended.

HHI STR Permit #064568

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

Feature Features

  • PETS

    No Pets Allowed
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 1800 Sq Ft (167 Sq M)
  • KITCHEN

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

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Limited Onsite Parking (max 1 Space) Onsite Parking
  • INTERNET

    Free WiFi, With Speed Of 250+ Mbps (good For 3–5 People Or Up To 10 Devices)
  • OUTDOORS

    Gas Grill Patio
  • POOL/SPA

    Private Pool
  • BATHROOMS

    2 Bathrooms Bathtub Or Shower Hair Dryer Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Bicycle On Site Ecotours Nearby Fishing Nearby Fitness Facilities Nearby Golf Nearby Horse Riding Nearby
  • ENTERTAINMENT

    Smart TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    Near The Sea
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 8

Map Map

School District Rates & Availability

Review Review

  • Michael G.

    Submitted Jul 19, 2025

    Stayed Jul 12, 2025

    The house was great. The description was just as described. The pool was wonderful. The bikes were a big plus. Location was good. The communication with host/ property management was terrible. We never got the check in process email or VRBO text. We got to the gate and held up traffic while we tried to explain to the gate attendant that we had not received our pass. We were directed to pull over to the side. We called the number listed and it was after hours so we got voicemail. We left a message. They did finally call back and were not nice. We had to drive elsewhere to get a voucher to trade for our one pass. He gave us the house code and no other information. They never picked up the trash and I called the number listed on the fridge and they said they no longer had a contract. The trash was over flowing and wildlife had gotten into it and we had to pick it up. I called again and finally got Jay the property manager. He was very nice and got the trash picked up. We never got a checkout procedure. I messaged the host and they did not respond. We only got a response after we had left the property and were hours down the road. We did have a great trip and enjoyed the house and are glad that we went.

  • Dusty F.

    Submitted Jul 5, 2025

    Stayed Jun 28, 2025

    This was a great spot for our family of 4. Fully stocked kitchen, ample space with room for at least one more, a spacious and relaxing pool, bikes and beach chairs for 4. The golf course is right behind the property but plenty of privacy. Several hot spots including the beach, Harbour Town and Coligny plaza were all within bike riding distance.

  • Maressa M.

    Submitted Jun 10, 2025

    Stayed Jun 7, 2025

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The home was clean wit great views of the golf course. Everything was spotless and the pool was amazing. In quiet neighborhood that is quiet and lots of bike paths. Lots of space in the kitchen and ample kitchenware present. While you have to drive to the beach there is a neighboorhood shuttle that will take you there easily. I would absolutely stay in the home again.

  • Aaron M.

    Submitted May 31, 2025

    Stayed May 26, 2025

    Our family has a wonderful time. We all spent a lot of time in the pool and hot tub, and could easily bike anywhere in Sea Pines. We'd stay here again for sure!

  • Alexander I.

    Submitted Mar 23, 2025

    Stayed Mar 17, 2025

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: A great get away!

  • Submitted Mar 18, 2025

    Stayed Mar 12, 2025

    Nice for families, easy bike ride to the beach, heated pool (upon request), stocked kitchen with all utensils/pots/pans. Stocked with beach chairs, some kids beach toys, and pool noodles. Enjoyed the calmness of the neighborhood, golf course views, and ease of navigating HHI.

  • Mary Jo M.

    Submitted Feb 25, 2025

    Stayed Feb 19, 2025

    Terrific place to stay. All on one floor which is a bonus and the pool has easy access. Located near many amenities including the Sea Pines beach club and the wider bike trails. Wish we could have stayed longer!

  • Kelly O.

    Submitted Aug 4, 2024

    Stayed Jul 29, 2024

    Overall the house was great! The pool was nice, not huge but big enough for our family of five to enjoy. The interior of the house was pretty clean. Comfortable beds. Plenty of space to spread out. Bathrooms were decent. The two coffee makers available need to be replaced. They did not work very well. Our biggest complaint was the palmetto bugs .. we killed at least six

  • Jordan S.

    Submitted Jul 27, 2024

    Stayed Jul 15, 2024

    We enjoyed our stay and loved the pool. It was fun to watch golfers play the course during the day and there are lots of fun things to see and do in Sea Pines. The house was clean and spacious, easy to find, and very convenient to everything in Hilton Head. The management was very responsive via text when I had questions.

  • Tina Z.

    Submitted May 31, 2024

    Stayed Dec 31, 1969

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a relaxing week here. Rained ALOT and hubby was sick with a cold. But, the house made it worth the trip. Loved watching the golfers go by. So close, many waved to us. Hot tub us more like a circulating tub. Hot just no jet pressure like ours at home.

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Total

Includes taxes and fees
$627+
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