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

Top rated by guests
Pool
Living room
Dining area
Renovated Kitchen
Open Concept Kitchen
review stars
9.2Outstanding
(74 Ratings)
"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 be..."
Dusty F.
Don't miss out! Price and availability may change
9.2 / 10
Outstanding(74 Ratings)

House in Hilton Head Island, SC

8 guests · 3 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

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

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

Non-smoking
No pets allowed
Family friendly

Map of Hilton Head Island, SC


Ratings and reviews

9.2 / 10
Outstanding(74 Ratings)
10 / 10Outstanding·Jul 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.
10 / 10Outstanding·Jun 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.
10 / 10Outstanding·May 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!
6 / 10Average·Jul 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.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at 20 Tupelo: Charming Sea Pines Home, Private Pool, Free Bikes. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is 20 Tupelo: Charming Sea Pines Home, Private Pool, Free Bikes pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at 20 Tupelo: Charming Sea Pines Home, Private Pool, Free Bikes?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.