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

Top rated by guests
Pool
Master Bathroom
Master Bathroom with Shower
Hallway Bath
Sea Pines Beach Club
review stars
9.3Outstanding
(79 Ratings)
The property was immaculate, had a great location, and offered a comfortable stay. The pool and hot tub were fantastic, and the house had plenty of room for everyone.
From real guest reviews summarized by AI
Don't miss out! Price and availability may change
9.3 / 10
Outstanding(79 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 (Heating available for an additional $100/night plus a $50 set-up 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

city location on map

Ratings and reviews

9.3 / 10
Outstanding(79 Ratings)
review starsSummary of reviews
The property was immaculate, had a great location, and offered a comfortable stay. The pool and hot tub were fantastic, and the house had plenty of room for everyone.
From real guest reviews summarized by AI
10 / 10Outstanding·Jul 2026
It was a very nice house in a wonderful area. Loved that they provided bikes and pool items. We would totally go back.
10 / 10Outstanding·Mar 2026
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: This is the second time retiring to this property, and about to book a third. Great stay.
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.
6 / 10Average·Jun 2026
Rating Details: The property manager was adequately helpful. The vacation rental was somewhat dirty. I was more than happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: The house was exactly what we were looking for. Kitchen was updated but the rest of the home is a little dated. The weekly maintenance for us was the issue. The trash can was 2/3 full when we arrived on Saturday and trash pickup was supposed to occur Wednesday. We had to haul trash away from the home during our stay and call to have the trash picked up on Thursday. The pool was a bit foggy upon arrival and wasn't treated until Wednesday but they only emptied the traps and added water. It wasn't really cleaned. Their was moss/mold forming on the floor of the spa and the pool had sand/dirt accumulation in many corners. Also of note, the owner wanted $750 to heat the spa for the week. We were anticipating paying 250-350 for the spa like past homes we have stayed at in Sea Pines but 750 is pretty steep. We did appreciate the four bikes and beach chairs included with the home. We found a nice route to the beach that was a 5-7 minute bike ride. The home could be very good with a little more attention and minor upgrades.

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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.