Entire home

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

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

Pool
Fridge, microwave, oven, stovetop
Smart TV
Smart TV
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Reviews

9.2 out of 10
Wonderful

Entire home

3 bedrooms2 bathroomsSleeps 8167 sq m

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Air conditioning
  • Outdoor Space

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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 (Heating Available at Additional Cost - please notify us in advance)
• 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!

Property manager

Island Rentals of Hilton Head

Languages

English

Add dates for prices

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Limited onsite parking (max 1 space)

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Living room

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Gas grill
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near the sea

Things to do

  • Bicycles
  • Golf
  • Tennis
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Horseback riding nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Bicycles
  • Property located in a resort
  • Unit size: 1,800 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed

Children and extra beds

Children are welcome

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

New for 2018! Remodeled Sea Pines Home Private Pool Free Bikes
2291-136809

About the neighborhood

Map
Hilton Head Island, South Carolina

What's nearby

  • Sea Pines Forest Preserve - 8 min walk - 0.7 km
  • Atlantic Dunes by Davis Love III - 15 min walk - 1.3 km
  • Harbour Town Golf Links - 5 min drive - 3.0 km
  • Coligny Plaza - 6 min drive - 3.9 km
  • Coligny Beach - 7 min drive - 2.0 km

Getting around

  • Hilton Head Island Airport (HHH) - 19 min drive

Restaurants

  • ‪Quarterdeck Topside - ‬6 min drive
  • ‪The Crazy Crab - Harbour Town - ‬6 min drive
  • ‪Reilley's - ‬5 min drive
  • ‪Harbour Town Bakery & Cafe - ‬5 min drive
  • ‪Coast Oceanfront Dining at the Sea Pines Resort - ‬4 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?

Check-out is at 10:00 AM.

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

Located in Sea Pines, this vacation home is within 1 mi (2 km) of Lawton Stables, Atlantic Dunes by Davis Love III, and Heron Point by Pete Dye. Harbour Town Golf Links and Stan Smith Tennis Academy are also within 3 mi (5 km).

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

Reviews

9.2

Wonderful

Rating 10 - Excellent. 48 out of 69 reviews
Rating 8 - Good. 14 out of 69 reviews
Rating 6 - Okay. 7 out of 69 reviews
Rating 4 - Poor. 0 out of 69 reviews
Rating 2 - Terrible. 0 out of 69 reviews

9.4/10

Cleanliness

Reviews

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

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

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

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

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

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

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

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

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

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

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.

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

10/10 Excellent

Kara H., Waynesboro

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

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

8/10 Good

Brett H., Avon, CO

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.

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

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

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

6/10 Okay

Donna C.

It was ok

Rating Details: The property manager was more than helpful. The vacation rental was very clean. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a nice stay. A few hiccups with the hot tub not working and that was the reason we picked this home. A few unwelcome guests, cockroaches, but overall the house was clean and had plenty of room.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Juan G.

Weekend getaway

Rating Details: The property manager was very helpful. The vacation rental was very clean. 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: 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!
Stayed 3 nights in Jun 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

les s.

Hilton Head Vacation

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 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.
Stayed 4 nights in May 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Brad K., Pittsford, NY

Stayed three weeks

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

10/10 Excellent

ALEXANDER C.

Great place to stay!

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: 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!
Stayed 4 nights in Sep 2022

10/10 Excellent

Carrie L., Vero Beach, Florida

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

8/10 Good

Jeffrey M.

July 4th week

Rating Details: The property manager was more than helpful. The vacation rental was very clean. I was more than happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Very nice property