Entire home

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

Overview
Amenities
Policies
Location

Wonderful

3 bedrooms2 bathroomsSleeps 8167.2 sq m

Popular amenities

Parking available
Dryer
Washer
Air conditioning
Outdoor space

Explore the area

Hilton Head Island, SC

Place, Sea Pines Forest Preserve
‪8 min walk‬
Place, Coligny Plaza
‪6 min drive‬
Place, Coligny Beach
‪7 min drive‬
Airport, Savannah, GA (SAV-Savannah - Hilton Head Intl.)
‪73 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

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
• 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. 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!

Add dates for prices

Amenities

Pool

Kitchen

Washing machine

Dryer

Free WiFi

Air conditioning

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Pool
Kitchen
Washer
Dryer

House Rules

Check in after 4:00 PM

Minimum age to rent: 25

Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets allowed

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

About the area

Hilton Head Island

Located near the beach, this holiday home is in Sea Pines, a neighbourhood in Hilton Head Island. The area's natural beauty can be seen at Coligny Beach and Tybee Island Beach. Lawton Stables and Gregg Russell Harbour Town Playground are also worth visiting. Fishing offers a great chance to get out on the surrounding water, or you can seek out an adventure with horse riding and ecotours nearby.

View more Holiday homes in Hilton Head Island

Hilton Head Island, SC

What's nearby

Sea Pines Forest Preserve - 8 min walk - 0.7 km
Harbour Town Golf Links - 5 min drive - 3.0 km
Coligny Plaza - 6 min drive - 3.9 km
Harbour Town Lighthouse - 6 min drive - 3.6 km
Coligny Beach - 7 min drive - 2.0 km

Getting around

Hilton Head Island, SC (HHH) - 23 min drive

Restaurants

‪The Crazy Crab - ‬6 min drive
‪Beach Club at The Sea Pines Resort - ‬4 min drive
‪The Quarterdeck - ‬6 min drive
‪Logerhead Landing - ‬4 min drive
‪Harbour Town Bakery & Cafe - ‬5 min drive

Frequently asked questions

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

Yes, this property has a pool.

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

No, pets are not allowed at this 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 1.3 mi (2.1 km) from Coligny Beach. Lawton Stables and Atlantic Dunes by Davis Love III are also within 1 mile (2 km).

9.2

Wonderful

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

9.4/10

Cleanliness

9.6/10

Check-in

9.2/10

Communication

10/10

Location

9.8/10

Listing accuracy

10/10 Excellent

Aaron M.

31 May 2025

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

10/10 Excellent

Dusty F.

5 July 2025

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

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Alexander I.

23 Mar 2025

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!

10/10 Excellent

Mary Jo M.

25 Feb 2025

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

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Maressa M.

10 June 2025

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.

10/10 Excellent

Verified traveller

18 Mar 2025

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

10/10 Excellent

Melanie D.

9 Oct 2023

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

Tupelo

It was a great spot for our family!

Stayed 6 nights in Sep 2023

10/10 Excellent

Michael W.

12 June 2023

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

10/10 Excellent

Carrie L., Vero Beach, Florida

17 Sept 2022

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

Lovely home

This home is very well laid out to live larger than its square footage. We enjoyed our stay very much!

Stayed 4 nights in Aug 2022

10/10 Excellent

Charlene B.

26 Feb 2023

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

10/10 Excellent

Jordan S.

27 July 2024

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

10/10 Excellent

Timothy H.

18 July 2023

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

10/10 Excellent

Amy O.

31 Mar 2023

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

This review comes from a trusted partner site and has not been verified.

8/10 Good

Lisa B.

24 Apr 2024

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

8/10 Good

Kay B.

30 May 2023

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

6/10 Okay

Michael G.

19 July 2025

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

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

ALEXANDER C.

1 Oct 2022

Great place to stay!

Stayed 4 nights in Sep 2022

8/10 Good

Kelly O.

4 Aug 2024

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

6/10 Okay

Kristi O.

5 Mar 2024

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

8/10 Good

Lori T.

25 July 2023

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

10/10 Excellent

Michele D.

18 May 2023

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

10/10 Excellent

Verified traveller

4 May 2025

Stayed 3 nights in Apr 2025

8/10 Good

Kevin W.

19 Apr 2025

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

Stayed 7 nights in Mar 2025

This review comes from a trusted partner site and has not been verified.

8/10 Good

Tina Z.

31 May 2024

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.

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Martin S.

1 Jan 2024

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

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

Reviews

Popular amenities

Explore the area

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

Bedroom 2

Bedroom 3

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

About this property

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

Add dates for prices

Amenities

Have a question?

Similar properties

Sea Pines private pool & tennis. Also location, location, location!

Sea Pines private pool & tennis. Also location, location, location!

House Rules

Children

Events

Pets

Smoking

Important information

You need to know

About the area

Hilton Head Island

What's nearby

Getting around

Restaurants

Frequently asked questions

Reviews

Wonderful

9.4/10

9.6/10

9.2/10

10/10

9.8/10

Reviews

10/10 Excellent

Aaron M.

Great House

Aaron M.

10/10 Excellent

Dusty F.

Family vacation

Dusty F.

10/10 Excellent

Alexander I.

Enjoyed this home!!!

Alexander I.

10/10 Excellent

Mary Jo M.

Great views of golf course and the pool!

Mary Jo M.

10/10 Excellent

Maressa M.

Golf Course Home

Maressa M.

10/10 Excellent

Verified traveller

Serene Sea Pines Home

Verified traveller

10/10 Excellent

Melanie D.

Tupelo

Melanie D.

10/10 Excellent

Michael W.

Great Private Location

Michael W.

10/10 Excellent

Carrie L., Vero Beach, Florida

Lovely home

Carrie L.

10/10 Excellent