See all properties
Entire home

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

Choose dates to view prices

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

Relax by the serene pool surrounded by lush greenery.
Relax on the beach with comfortable lounge chairs and umbrellas, taking in the serene views from the hotel's beachfront.
Relax in this inviting living space, featuring a sofa, coffee table, and dining area.
Two-bedroom suite with a large window offering a scenic view of the outdoors.
Enjoy cooking in this well-equipped kitchen with a refrigerator, oven, and sink, set against a stylish backsplash and wooden flooring.

Reviews

9.4 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 81800 sq ft

Popular amenities

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

Explore the area

Map
Hilton Head Island, South Carolina
  • Sea Pines Forest Preserve
    ‪8 min walk‬
  • Harbour Town Golf Links
    ‪5 min drive‬
  • Coligny Plaza
    ‪6 min drive‬
  • Savannah, GA (SAV-Savannah - Hilton Head Intl.)
    ‪73 min drive‬

Room options

You may also like

Ad
Experience the hotel's sleek, contemporary design with expansive views from multiple levels of balconies.

Holiday Inn Express Hilton Head Island by IHG

South End
  • Pool
  • Breakfast included
  • Pet friendly
  • Free WiFi
3.9 out of 5, Good, 122 reviews
$175 nightly
The price is $193
Aug 3 - Aug 4
Total includes taxes and fees
Holiday Inn Express Hilton Head Island by IHG

About the neighborhood

Hilton Head Island

Seaside stay .Within a 15-minute walk of this Sea Pines vacation home, you'll find Sea Pines Forest Preserve and Lawton Stables. Atlantic Dunes by Davis Love III and Heron Point by Pete Dye are also within 2 miles (3 km).
View more Vacation Homes in Hilton Head IslandOpens in a new window

What's nearby

  • Sea Pines Forest Preserve - 8 min walk - 0.4 miles
  • Harbour Town Golf Links - 5 min drive - 1.9 miles
  • Coligny Plaza - 6 min drive - 2.4 miles
  • Harbour Town Lighthouse - 6 min drive - 2.3 miles
  • Coligny Beach - 7 min drive - 1.2 miles

Getting around

  • Hilton Head Island Airport (HHH) - 23 min drive

Restaurants

  • ‪Quarterdeck Topside - ‬6 min drive
  • ‪The Crazy Crab - ‬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

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

Similar properties

Enjoy cooking in this well-lit kitchen with a large island and sink.

3 BR/3BA Home + Plus a Bonus BR- Fenced W/Private Pool

  • Pool
  • Kitchen
  • Washer
  • Dryer
4.6 out of 5, Wonderful, 55 reviews
3 BR/3BA Home + Plus a Bonus BR- Fenced W/Private Pool

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

  • Smoking not allowed

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

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

  • No pets 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a deadbolt lock in each accommodation.

Property is also known as

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

Frequently asked questions

How close is 20 Tupelo: Charming Sea Pines Home, Private Pool, Free Bikes to the airport?

This vacation home is 10.8 mi (23-min drive) away from the Hilton Head Island Airport (HHH) airport, the closest popular airport to the property.

Does 20 Tupelo: Charming Sea Pines Home, Private Pool, Free Bikes have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is 20 Tupelo: Charming Sea Pines Home, Private Pool, Free Bikes to the beach?

This vacation home is 1.1 mi (3-min drive) from Coligny Beach and 1.1 mi (3-min drive) from South Beach. Don't forget your sunscreen!

Does 20 Tupelo: Charming Sea Pines Home, Private Pool, Free Bikes offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at 20 Tupelo: Charming Sea Pines Home, Private Pool, Free Bikes?

No, there is no casino at this vacation home.

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

Check-in begins at 4:00 PM.

Is there free parking at 20 Tupelo: Charming Sea Pines Home, Private Pool, Free Bikes?

Free parking is not available at this vacation home.

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

Yes, there's a private pool.

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

There are no spa services available at this vacation home.

How close is 20 Tupelo: Charming Sea Pines Home, Private Pool, Free Bikes to downtown Hilton Head Island?

This vacation home is 2 mi away from Hilton Head Island.

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

Reviews

9.4

Exceptional

Rating 10 - Excellent. 50 out of 71 reviews
Rating 8 - Good. 14 out of 71 reviews
Rating 6 - Okay. 7 out of 71 reviews
Rating 4 - Poor. 0 out of 71 reviews
Rating 2 - Terrible. 0 out of 71 reviews

9.4/10

Cleanliness

Reviews

10/10 Excellent

Aaron M., Decatur

Liked: Cleanliness

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

Verified traveler

Stayed 3 nights in Apr 2025

8/10 Good

Kevin W.

Liked: Cleanliness
Stayed 7 nights in Mar 2025

10/10 Excellent

Verified traveler

Liked: Cleanliness

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

Mary Jo M.

Liked: Cleanliness

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

8/10 Good

Kelly O.

Liked: Cleanliness

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

10/10 Excellent

Jordan S.

Liked: Cleanliness

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

6/10 Okay

Kristi O.

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

10/10 Excellent

Melanie D.

Liked: Cleanliness

Tupelo

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

8/10 Good

Lori T.

Liked: Cleanliness

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

Timothy H.

Liked: Cleanliness

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

Michael W.

Liked: Cleanliness

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

8/10 Good

Kay B.

Liked: Cleanliness

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

10/10 Excellent

Michele D.

Liked: Cleanliness

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

Amy O.

Liked: Cleanliness

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

10/10 Excellent

Charlene B.

Liked: Cleanliness

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

Carrie L., Vero Beach, Florida

Liked: Cleanliness

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

Bobby S.

Liked: Cleanliness

Great time

Everything went as planned
Stayed 6 nights in Sep 2021

8/10 Good

STEFANI S.

20 Tupelo

Wonderful, updated property. Bikes with cart for kid pulling on site, beach chairs also. Very spacious and outdoor pool setting beautiful. All sliding doors are kid proofed. Backs right up to the golf course. Gave 3 stars for cleanliness bc there was hair in each bathroom and the master shower. That's on the cleaning company, though, and based on the national labor shortage I'm sure the company was short. But for the cleaning fee charged, I'd like no hair. The furniture is clean and without stains and the walls, counters, etc are not heavily worn. No carpet in most of the house which is a plus to me. Plenty of towels. Only dissatisfier was fairly advertised before booking, and that's the expensive daily fee to be able to heat the pool and use the hot tub. For people who want to use a hot tub only, the daily fee seems extreme given what you've already paid to book. You can't prorate for just the hot tub or just a specific day, you have to pay the whole fee for the whole stay. Not sure why the additional set up fee is needed on top of the daily fee as the set up happened very quickly after I requested. Overall, I'd stay again if I couldn't find a more cost effective option for pool/hot tub.
Stayed 4 nights in Oct 2021

10/10 Excellent

Ryan E.

Liked: Cleanliness

Wonderful!!

This location exceeded our expectations!! Pool was great for toddler and older children. Would definitely stay again in the future.
Stayed 5 nights in Sep 2021

10/10 Excellent

Lisa F.

Liked: Cleanliness

Great Home!

We loved this home! The house was clean, the kitchen was well stocked, and the pool was great.
Stayed 7 nights in Jul 2021

8/10 Good

Laura P.

Liked: Cleanliness

Great house and location

Overall, we had a great time and felt comfortable here. Love the house and how it is situated (“kids room” in the back vs some house who put them up in the front of the house); kitchen remodel was done very well. Bathrooms could use an update but they were clean, strong water pressure! My only complaints are the cleanliness of the pool and not getting an answer on the right code to access the garage (kept having to go through our bedroom to open and close for bikes and such). The pool was filthy for most of the week - and we had a broken skimmer. The first email was answered promptly but we were told the pool only got a thorough cleaning on Fridays (Saturday to Saturday rental). Seeing as it was dirty the day we came, likely from the storms, I inquired about an exception and never heard back.
Stayed 7 nights in Jul 2021

8/10 Good

sharon h., Knoxville, TN

Liked: Cleanliness

Good vibes

Great urban style and relaxing pool. Great floor plan with excellent kitchen set up. Kitchen well stocked and pool has great sun exposure during the peak hours. Loved the bikes suggestions to owner: fix locks on doors and select window panels that fit. That’s an inexpensive fix for facing the back golf course.
Stayed 5 nights in May 2021

10/10 Excellent

Cynthia S.

Liked: Cleanliness

Great little spot!

We had a very nice weekend at this great little house! It is on the golf course with nice views from the back windows. The pool and hot tub were warm and relaxing. Easy drive or bike ride to the popular Sea Pines destinations. Clean, semi updated house. Will definitely rent again!
Stayed 3 nights in Apr 2021

6/10 Okay

Katie H.

Great Location & House. Poor service

This rental had a great private location at the sea pines, easily accessible to the beach, bike paths, nature preserve and horse stables. We rented this home for the pool, but unfortunately the pool heater was broken which limited our swim time. Given this was the primary reason for renting the house, we were left disappointed especially with the poor customer service from Hilton Head Island Rentals. Due to the poor customer service from the property manager, we would not rent this house again. Also, the listing is very limited on amenities leaving you to buy your own necessities such as toilet paper and garbage bags.
Stayed 7 nights in Mar 2021