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

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

Pool
Living Room
Living room
Living Room
Dining area

Reviews

9.2 out of 10
Wonderful
3 bedrooms2 bathroomsSleeps 8167.2 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View map
Hilton Head Island, SC
  • Place, Sea Pines Forest Preserve
    ‪8 min walk‬
  • Place, Atlantic Dunes by Davis Love III
    ‪15 min walk‬
  • Place, South Beach
    ‪16 min walk‬
  • Airport, Savannah, GA (SAV-Savannah - Hilton Head Intl.)
    ‪58 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Double Beds

2 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Dining area

About this property

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

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
• 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.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock

Frequently asked questions

Does 20 Tupelo: Charming Sea Pines Home, Private Pool, Free Bikes have a pool?

Yes, this property has a pool.

How much does it cost to stay at 20 Tupelo: Charming Sea Pines Home, Private Pool, Free Bikes?

As of 8 April 2026, prices found for a 1-night stay for 2 adults at 20 Tupelo: Charming Sea Pines Home, Private Pool, Free Bikes on 6 May 2026 start from NZ$685, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

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

No, pets are not allowed at this property.

How much is parking at 20 Tupelo: Charming Sea Pines Home, Private Pool, Free Bikes?

On-site parking is available at the property.

What time is check-in at 20 Tupelo: Charming Sea Pines Home, Private Pool, Free Bikes?

Check-in begins at 4:00 PM.

What time is check-out at 20 Tupelo: Charming Sea Pines Home, Private Pool, Free Bikes?

Checkout is at 10:00 AM.

Where is 20 Tupelo: Charming Sea Pines Home, Private Pool, Free Bikes located?

Located in Sea Pines, this holiday home is 0.6 mi (0.9 km) from Sea Pines Forest Preserve and 1.7 mi (2.7 km) from Coligny Beach. Lawton Stables and Atlantic Dunes by Davis Love III are also within 1 mile (2 km).

Reviews

9.2

Wonderful

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 52 out of 74 reviews
Rating 8 - Good. 14 out of 74 reviews
Rating 6 - Okay. 8 out of 74 reviews
Rating 4 - Poor. 0 out of 74 reviews
Rating 2 - Terrible. 0 out of 74 reviews

9.4/10

Cleanliness

9.6/10

Check-in

9.2/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

From a partner site

10/10 Excellent

Alexander I.

Great place!

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.
Response from VrboOwner on 20 March 2026
Thanks for your review, Alexander! We always love hearing that our renters have found their favorite spot in one of our properties. It's one of the highest compliments we can receive. Looking forward to hosting you again!
Verified

10/10 Excellent

Aaron M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great House

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!
Stayed 5 nights in May 2025
Response from VrboOwner on 4 June 2025
Thanks for your review, Aaron! It's great to hear your family enjoyed the pool, hot tub, and the convenience of biking around Sea Pines. We would love to host you again for another memorable stay!
Verified

10/10 Excellent

Mary Jo M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great views of golf course and the pool!

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!
Stayed 5 nights in Feb 2025
Response from VrboOwner on 12 March 2025
Thanks for your review, Dave! So glad you enjoyed your time on the island! We hope you come back and rent with us again.
Verified

10/10 Excellent

Dusty F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family vacation

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.
Stayed 7 nights in Jun 2025
Response from VrboOwner on 27 July 2025
Thanks for your review, Dusty! We’re glad the space, pool, and amenities fit your family’s needs so well. It’s great to hear you enjoyed the convenient location and nearby spots. We hope to host you again at Island Rentals of Hilton Head!
Verified

10/10 Excellent

Michael W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Private Location

Great location. Close to the beach, shopping and restaurants. Nice quiet private location with a pool.
Stayed 4 nights in Jun 2023
Verified

10/10 Excellent

Timothy H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved our stay!

The pool and hot tub were wonderful! There was space in the house for everyone to have privacy after long days.
Stayed 7 nights in Jul 2023
From a partner site

10/10 Excellent

Alexander I.

Enjoyed this home!!!

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!
Response from VrboOwner on 25 March 2025
Thanks for your review, Alexander! We hope you come back and rent with us again!
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Serene Sea Pines Home

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.
Stayed 5 nights in Mar 2025
Response from VrboOwner on 28 March 2025
Thanks for your review, Courtney! So happy you enjoyed your trip and the property. We hope you come back and rent with us again!
Verified

10/10 Excellent

Charlene B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great home!

Comfortable, spacious. great pool and hot tub! Easy to find and close to the beach! Great place to spend time with your family!
Stayed 7 nights in Feb 2023
Verified

10/10 Excellent

Melanie D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Tupelo

It was a great spot for our family!
Stayed 6 nights in Sep 2023
Verified

10/10 Excellent

Jordan S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Pool, Convenient & Quiet Location!

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.
Stayed 3 nights in Jul 2024
Response from VrboOwner on 8 August 2024
Thank you for the review! Sea Pines is such a great place to explore. We hope you'll come back and rent with us again.
Verified

10/10 Excellent

Amy O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect family vacation

This was the perfect spot for our family’s spring break! House was clean, kitchen well stocked and beds were comfortable. Was a bit cold for the beach during our stay but thanks to the heated pool we were still able to get lots of swimming time. Loved having the bikes available and the home is in a great location with easy access by bike or car to everything we needed!
Stayed 5 nights in Mar 2023
Verified

8/10 Good

Kay B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Start to summer getaway

Our group of 4 (2 couples) had a great time staying in this Seapines home. It is in a great location to bike anywhere in Seapines and when staying put, we enjoyed watching the golfers, sitting near the pool (even though it was unusually cool for May!) and cooking in the well appointed kitchen.
Stayed 4 nights in May 2023
From a partner site

10/10 Excellent

Maressa M.

Golf Course Home

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.
Response from VrboOwner on 11 June 2025
Thanks for this review, Maressa! So glad you enjoyed your time on the island! We hope to be able to host you for future trips!
From a partner site

10/10 Excellent

Laura D.

Great Getaway!

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 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.
From a partner site

8/10 Good

Lisa B.

Heritage weekend

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: Overall we had a great experience, the living room furniture could use some updating - uncomfortable.
Stayed 4 nights in Apr 2024
Response from VrboOwner on 9 May 2024
Thank you for the feedback, we will be replacing the living room furniture after speaking with the owners.
Verified

6/10 Okay

Kristi O.

Liked: Check-in, communication, location

Sea Pines rental

The interior of property was spotless, but exterior was a different story. Windows were so dirty you could barely see out. Furniture in living room is extremely uncomfortable. Rental agent was excellent and responded immediately as soon as we called.
Stayed 29 nights in Feb 2024
Response from VrboOwner on 8 March 2024
Thank you very much for comments concerning 20 Tupelo. The roof has been cleaned, the exterior of the house has been power washed, and the exterior windows have been cleaned. The owner has been notified about your comment regarding the living room furniture.
Verified

8/10 Good

Kelly O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice house. Fun pool. Unfortunate bugs!

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
Stayed 6 nights in Jul 2024
Response from VrboOwner on 19 August 2024
Thanks for your review! Happy to hear you enjoyed your trip but sorry to hear you had some unwanted visitors. Unfortunately Debbie really brought out the lovely palmetto bugs. We do hope you'll come back and rent with us again!
From a partner site

10/10 Excellent

Kara H.

Hilton Head 2022

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 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.
Stayed 7 nights in Jun 2022
Verified

8/10 Good

Lori T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ideal setting

We feel lucky to have found this great place to stay. It was so nice to be nestled into Sea Pines and on the golf course. The pool and hot tub were great, the updates to the kitchen and bathrooms were lovely. The only three cons would be that there aren’t convenient outlets to plug in chargers for phones in the bedrooms, the house needs ceiling fans in every bedroom because the ac had trouble keeping up in the July heat so we bought fans, and the little sun room gets HOT so when you’re using for guests, they can’t really be in there during the heat of the day. Since we used it for two of our kids, it worked out but adults would not be happy out there. We would rent again though! Great house!
Stayed 7 nights in Jul 2023
From a partner site

8/10 Good

Brett H.

A few upgrades & this is a TEN!

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was somewhat dissatisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: 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.
Response from VrboOwner on 27 May 2022
Thank you for the feedback! We will pass these recommendations along to the property owners.
Verified

6/10 Okay

Michael G.

Liked: Cleanliness, location, listing accuracy
Disliked: Check-in, communication
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.
Stayed 7 nights in Jul 2025
Response from VrboOwner on 4 August 2025
Thank you for sharing your experience. We’re glad you enjoyed the house, pool, bikes, and location. We apologize for the communication issues you encountered, including the check-in process and trash service. Your feedback has been shared with the team to improve these areas. We appreciate you bringing this to our attention and hope to provide a smoother experience in the future.
Verified

10/10 Excellent

Michele D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Pleasure in Paradise

We enjoyed a delightful weeklong stay at 20 Tupelo in May 2023. The property is beautiful and backs up to a golf course. The Sea Pines Beach Access is less than a mile bike ride away and there’s an available beach trolley that has a nearby stop. The beach had very fine sand and nice waves. The beach club there has food for purchase and stations to wash up after the beach. You can rent umbrellas if you don’t want to bring your own. The house had three boogie boards and eight beach chairs plus a kid sized beach chair. We used the tennis membership to South Beach Racquet Club twice and the outdoor clay courts were very nice. There are bike trails easily accessible from the property and we rode into the Sea Pines Forest Preserve several times which was very close to the property. We saw several alligators and a Native American shell ring in the preserve. We used the four provided adult bikes and they were great. We rented additional children’s bikes through South Beach Bike Rentals which we were given a 15% coupon to through the rental house. The pool was very nice. We didn’t need it heated in May. It was cleaned twice while we were there so the maintenance and cleanliness was great. There weren’t a lot of pool toys, but they sell some nearby at Harris Teeter’s if you need any. The house had a washer/dryer/clothes line which was nice for beach/pool laundry throughout the week. Well stocked kitchen for implements/pans, etc. Overall 10/10
Stayed 8 nights in May 2023
From a partner site

8/10 Good

Tina Z.

Great stay despite the weather

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.
From a partner site

10/10 Excellent

Martin S.

House with great living space

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: 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.
Stayed 5 nights in Dec 2023

About the host

Hosted by Island Rentals of Hilton Head

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