House - Rating 4.8 (32)

20 Tupelo

$1,701.00 - $3,850.00 / week + taxes & fees

Bedroom 3 bedrooms
Bathroom 2 baths
Guests 8 guests
Pets Not Allowed Pets Not Allowed

  • Address: 20 Tupelo Rd.
  • Location: Sea Pines
  • Type: House
  • View: Golf View

Location Location

Description Description
This newly renovated and tastefully furnished 3-bedroom home offers stunning golf course views and a central location within Sea Pines. Nestled on the tranquil Tupelo Street, this residence provides a quiet retreat with minimal traffic, yet it's just a short bike ride away from the nearest beach access. Immerse yourself in sophistication and comfort with an open floor plan, a recently updated kitchen, and inviting living spaces.

Key Features:

- 3 Bedrooms, 2 Baths

- Sleeps 8: 1 King Bed, 1 Queen Bed, 2 Full Beds, Sleeper Sofa

- Private Pool and Spa (Heating Available at Additional Cost)

- 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

- 4 Backpack Beach Chairs at the Home

Your Home Away from Home:

The spacious kitchen, equipped with stainless appliances and granite countertops, invites you to enjoy home-cooked meals. A breakfast nook provides a perfect spot for your morning coffee, while the dining areas accommodate up to 8 for family meals and gatherings. With two separate living areas, this home offers ample space for relaxation and entertainment.

Enjoy the beauty of the outdoors with stunning golf course views, and unwind in the private pool and spa, available for heating at an additional cost. This home ensures a peaceful retreat while keeping you close to the best amenities Sea Pines Resort has to offer.

- 1 Complimentary Car Pass for Sea Pines Included (Additional for purchase, 3 Car Maximum)

- All Bed Linens and Towels Provided

Simply pack your suitcase and a beach towel to kick-start your vacation as soon as you arrive. Embrace the comfort, style, and convenience of this Hilton Head Island haven on Tupelo Street. Your perfect getaway awaits!


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Amenities 32 Amenities
  • Air Conditioning
  • Area Fitness Center
  • Beach
  • Blender
  • Cable TV
  • Ceiling Fans
  • Central Air
  • Coffee Maker
  • Cookware
  • Deadbolt lock on entryway
  • Dishes & Utensils
  • Dishwasher
  • Free Wifi
  • Full Kitchen
  • High Speed Internet
  • Ice Maker
  • Ironing Board
  • Keurig
  • Linens
  • Living Room
  • Microwave
  • Near Beach
  • Near The Ocean
  • non smoking only
  • Oven
  • Patio
  • Private Pool
  • Refrigerator
  • Stove
  • Toaster
  • Towels
  • Washer & Dryer

Reviews Rating 4.8 (32) Reviews
Rating 5
House with great living space
A nice location, close to stable and close to hilton head ammenties. The house is very maintained with a great open living space and nice side room. The pool/hottub were great and well appreaciated by the kids.
Anonymous from Rockville - Posted: 12/31/2023
Rating 5
Weekend getaway
Such a comfortable and pleasant remodeled mid-century home! It has everything you need for a weekend or week long vacation. Super comfortable beds in every room. Plenty of open space and beautiful views of the golf course from one whole side of the house. We loved the big windows and sliding glass doors. The pool was amazing. We were wondering if we would need the heater for the pool but never did. It warmed in the sun every day. Property is private and street is super quiet but close to everything. Definitely take advantage of the bikes! Sea Pines is perfect for bike riding. We enjoyed every minute of our stay!
Anonymous from Charlotte - Posted: 6/14/2023
Rating 5
Your own private retreat
This was perfect for our family to escape for a week. Great location. Just private enough.
Michael W. from Acworth - Posted: 6/12/2023
Rating 5
Hilton Head Vacation
We previously stayed at condos when vacationing at HH. Renting a house for the first time was an excellent idea—no more fighting for baggage carts and trying to find a parking spot. We just pulled into the driveway and loaded the car. I loved that the house had a pool that we did not have to share with other tenants. The house was more than we expected. We just enjoyed our stay there.
leslie s. from atlanta - Posted: 6/1/2023
Rating 5
Stayed three weeks
Great house
Brad K. from Pittsford - Posted: 4/15/2023
Rating 5
Perfect Family Vacation
This was the perfect home for our family to spend Spring Break! The house was clean, kitchen well stocked, and beds were comfortable. We loved having access to the bikes and the location of the home made it easy to get to anything we needed (by bike or car). It was a little too cold during our stay to enjoy the beach but thanks to the heated pool the kids were still able to get in lots of swimming!
Anonymous from Ann Arbor - Posted: 4/2/2023
Rating 5
Great place to stay!
Great location with pool and hot tub right on the golf course. Plenty of space inside in a very safe area with biking trails easily accessible. Highly recommend!
Anonymous from Denver - Posted: 9/30/2022
Rating 4
July 4th week
Very nice property
Jeffrey M. from Powell - Posted: 7/26/2022
Rating 5
Hilton Head 2022
This rental was amazing for our 2nd year down to HHI. We would rent it again. The only things that need fixed or added really is extra blankets if need be, a drain stop for the bathtub and plungers in both bathrooms just in case you need it. The house sat in a quiet neighborhood with easy access to the beach �� The kids loved the pool.
Kara H. from Waynesboro - Posted: 7/5/2022
Rating 5
Very Relaxing!
Nice home, nice area, great weather and private pool was perfect!
Kyle B. from Cottage Grove - Posted: 4/5/2022
Rating 4
20 Tupelo
Overall satisfied, cleaning service left hair in bathrooms and shower drain but the rest of the property was very clean.

Location, spacious/updated house, plenty of towels, great pool/hot tub...

Only dissatisfier is the extra money required to heat the pool/hot tub isn't included in the price of the house. The amount per day is really steep, whiteboard given that you can't prorate based on days or whether or not you only want to use the hot tub. Also the set up fee in addition to the big daily fee seems over board considering I requested the set up at 330 and it was done before I arrived an hour later. Just didn't seem like that much went in to it.

Overall though, very thankful for the beautiful place to stay and would go again if I couldn't find another place that offered cheaper pool/hot tub access.
STEFANI S. from Ooltewah - Posted: 10/17/2021
Rating 5
Lovely rental
The rental was very clean, accurate description of property, clean and well-maintained, and pool was used hard with the extremely hot weather we encountered..loved being outback on the 3rd tee (which an alligator crossed into pond while we relaxed out back)..only drawback was not being able to bring our motorcylces onto the property..but overall it was a good vacation getaway.
JOANN B. from SPRING GROVE - Posted: 9/7/2021
Rating 5
Great Home!
This home met all of our needs. The home was clean, the kitchen was well stocked, and the pool was great!
Lisa F. from CLEVELAND - Posted: 8/4/2021
Rating 5
Great Getaway!
The home was clean and had everything we needed including bikes. The pool was great as well, and did not need to be heated while we were there at the end of June.
Laura D. from Atlanta - Posted: 7/5/2021
Rating 5
20 Tupelo
We really love this house. It’s was very clean and has everything you need. The electronics are all updated so when it rained we were able to login to watch out favorite shows. This is the third house we have rented from Island Rentals and it is by far our favorite. Great vacation had by all!
Wendy D. from Dublin - Posted: 6/28/2021
Rating 4
Great property
The house was in a good location, well appointed, and great pool.
Pam W. from Knoxville - Posted: 6/7/2021
Rating 5
Perfect family getaway
The location was fantastic. A short bike ride to Harbour Town and the bike trails were such a plus. The house was great and Island Rentals was amazing to deal with. They were so accommodating. We loved having our own pool and a view of the golfers. We chose not to have the pool heated and we’re glad we didn’t - it was so refreshing with how warm it was outside. We would highly recommend this rental and would stay here again!
Emily S. from Saugatuck - Posted: 5/27/2021
Rating 5
Fall Break
This was a great house! It fit our family well and the place was well
maintained and fully stocked for a great week long trip. The pool was loved by our kids. We wish the hot tub would have been able to be a little warmer. There was a mold issue on the ceiling of the master bath. Overall, the company was very easy to work with and we would absolutely stay in the house again.
Anonymous from Akron - Posted: 10/26/2020
Rating 5
A very positive experience
We needed a house with a pool to spend with our kids and Get away from home during the pandemic. This newly renovated place was phenomenal. We hardly had to leave the property, which was key during the pandemic. The pool was great, the interior was great. The beach is a .7 mile walk, a little much w young kids, so drive and park at the designated area at the school. Beach is perfect distance for sunset or sunrise walks
Daniel C. from Shaker Heights - Posted: 10/4/2020
Rating 5
Great Summer Vacation House
We had a great experience at this home. Its a quick bike ride to the beach and the pool is amazing!
The property company was very quick to respond to our needs.
The home was very clean when we arrived and everything was in good shape.
We actually thought the house was nicer then the pictures online.
Some of the furniture is a bit dated and we felt the sliding glass doors were very old so you could hear people golfing but we were never really there during the day so it was fine.
Anonymous from Strongsville - Posted: 7/20/2020
Rating 5
Good times
We had a great time. We are a family of 5 with 3 small kiss and the house was quite well equipped for all our family demands. The house is well located in the plantation and the pool/jacuzzi have a great size. The house has been well renovated and it gives a clean and appealing look to it. The furniture is a little dated but it didn’t bother because it was highly funcional. We are thinking of returning during fall.
Thiago T. from Maplewod - Posted: 6/7/2020
Rating 4
A few upgrades & this is a TEN!
We are so grateful that we were able to rent this home in Sea Pines for a "relocated quarantine home"! The pool, location to beach & view of golf course, bikes in the garage and open floor plan & lovely kitchen make this a STELLAR option for a family vacation. The 7 of us all concur.. this
home was wonderful. The beds are another story: the master was bouncy, we could feel the springs, & too high from the ground. Our kids, all teenagers, had more bad nights of sleep than good as they finally faulted the beds w/o our prompting. The sofas are equally uncomfortable so the pool lounge chairs became napping places.
Brett H. from Spring Lake - Posted: 5/13/2020
Thank you for the feedback! We will pass these recommendations along to the property owners.
Island Rentals of Hilton Head staff
Rating 5
Great little house
We stayed at 20 Tupelo for two weeks, and were very pleased with our experience there. The house was clean, with everything we needed for our stay. What we were missing, was quickly and cheerfully provided by Jay, our property manager. The location was great in Sea Pines, but not in the touristy areas. We rode the provided bikes all around and really appreciated having them.
Cathy L. from Eden Prarie - Posted: 11/5/2019
Rating 5
Hilton Head Vacation
Great place in Sea Pines. Very clean and loved the pool.
Matthew D. from Clyde - Posted: 7/22/2019
Rating 5
Perfect
Great week , house clean and spacious. Great service
Anonymous from Hummelstown - Posted: 7/15/2019
Rating 5
Clean & Great Updates
The property management company was always very helpful and friendly to answer any questions prior to our stay. The home itself has great updates. It was very clean and welcoming. The pool was well maintained and clean. Our group had a great time during our stay with no issues and we would definitely return and/or recommend this property to friends/family.
Anonymous from Fairfax - Posted: 6/1/2019
Rating 5
Hilton Head Vacation
We had a great time on our vacation time in Hilton Head, the house was in excellent shape, really clean, the owners were easy to deal with, we would definitely recommend this place to anyone!
Anonymous from Baltic - Posted: 3/25/2019
Rating 4
Sea Pines Getaway
The house was beautifully located on the 3rd tee of the Sea Pines Club. Very clean and nicely decorated. The kitchen was laid out well for company, but could have been a little better equipped. The grounds were maintained regularly and the location gave us nice walks to the beach. We did not use the pool or hot tub as the weather did not support that and it would have been quite expensive. Our one disappointment was the lack of screens on the slider doors across the back. Without a screen, there was no ventilation in the prettiest bedroom, so it got pretty stuffy in there.
William K. from Tega Cay - Posted: 3/23/2019
Rating 5
Perfect for a family vacation!
Loved the home and it's even better than pictured, had everything we needed and more! Only disappointment was the hot tub wouldn't heat and management didn't return my message inquiring about it.
Anonymous from Naperville - Posted: 9/27/2018
Rating 5
Fabulous Vacation Home
Beautiful home. We enjoyed to pool and the bikes. The house was clean. The kitchen was nice but was missing some mixing bowels. Love the open feel to the home. I would definitely stay there again.
Anonymous from Cumming - Posted: 9/24/2018
Rating 5
Spring trip 2018
Excellent experience. Plenty of space, clean, nicely furnished.
Anonymous from The Villages - Posted: 3/31/2018
Rating 5
Great house, great rental company
I stayed in this house for a week and it was perfect. The house is immaculately clean, the kitchen is so so bright and nice, and the house couldn’t have been better. I absolutely loved the shower in the master bathroom. Too cold to use the pool while I was there but it is beautiful. Also the location of the pool in front of the house would be so convenient if one were staying with children. Because of the big window in the kitchen, you can easily keep an eye on the kids while you’re prepping dinner. Great house. Working with Travis was a pleasure and he could not have been more helpful.
Stephen J. from Delaware - Posted: 3/21/2018
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