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Fall Winter Escape: Value for Golf/Tennis/Pickleball Family Getaways best Locale

Family-friendly holiday home in Hilton Head Island with a hot tub

Photo gallery for Fall Winter Escape: Value for Golf/Tennis/Pickleball Family Getaways best Locale

Smart TV, fireplace, DVD player, stereo
Beach nearby
Interior
Pool
Smart TV, fireplace, DVD player, stereo
Experience the essence of Harbour Town in this charming, three-story villa. Situated between the Lighthouse and Harbour Town Links Golf Course, you're within walking distance to shops, restaurants, and beach activities. Enjoy a private patio with dipping pool or take a short walk to the heated swimming pool and world-class tennis facility.

Reviews

9.6 out of 10
Exceptional

Entire home

5 bedrooms5 bathroomsSleeps 152550 sq ft

Popular amenities

  • Parking available
  • Dryer
  • Pet-friendly
  • Washer
  • Hot tub
  • Fireplace

Add dates for prices

About this property

Entire place

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

Fall Winter Escape: Value for Golf/Tennis/Pickleball Family Getaways best Locale

Family-friendly holiday home in Hilton Head Island with a hot tub
Access to hot tub, dry cleaning and laundry facilities are available at this smoke-free holiday home. Additionally, an arcade/games room, a garden and barbecues are on-site. The holiday home has 5 bedrooms and offers a DVD player and a patio. A kitchen comes with a fridge and an oven, and guests will also find upscale touches, such as a private pool and a fireplace.
Air-conditioned accommodation at this holiday home offers private pools and fireplaces. Rooms open to patios. Kitchens offer fridges, stovetops, microwaves and separate dining areas.

Bathrooms include baths or showers and hairdryers. Smart televisions come with DVD players. Additionally, rooms include coffee/tea makers and an iron/ironing board.

Recreational amenities at the holiday home include Access to hot tub.

The recreational activities listed below are available either on-site or nearby; fees may apply.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool
  • Hot tub
  • Massage
  • Private pool

Internet

  • Available in the house: WiFi

Parking and transport

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Lobster/crab pot
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Toaster

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 4.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower

Living spaces

  • Fireplace
  • Separate dining area

Entertainment

  • DVD player
  • Games
  • Smart TV with cable/satellite channels
  • Stereo

Outdoor areas

  • Barbecue grill
  • Garden
  • Patio

Laundry

  • Dry cleaning/laundry service
  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • In a village
  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping centre
  • Near the marina

Things to do

  • Arcade/game room
  • Bicycles
  • Boat
  • Golf
  • Kayak
  • Optional golf privileges
  • Tennis
  • Water sports equipment
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Mountain biking nearby
  • Parasailing nearby
  • Sailing nearby
  • Snorkelling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water skiing nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Bicycles
  • Garden
  • Unit size: 2,550 square feet

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Policies

Check-in

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

Check-out

Check-out before 10:30 AM

Special check-in instructions

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

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees
Restrictions apply; for more information contact the property on the number on the booking confirmation
Note from host: Dogs Only.

Children and extra beds

Children are welcome

Events

No events allowed
No expections

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
Note from host: No expections
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
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

About the area

Map
Hilton Head, SC

What's nearby

  • Harbour Town Golf Links - 4 min walk - 0.4 km
  • Harbour Town Lighthouse - 8 min walk - 0.7 km
  • Gregg Russell Harbour Town Playground - 9 min walk - 0.8 km
  • Stoney-Baynard Ruins - 12 min walk - 1.0 km
  • South Beach - 4 min drive - 2.4 km

Getting around

  • Hilton Head Island, SC (HHH) - 31 min drive

Restaurants

  • ‪Beach Club at The Sea Pines Resort - ‬6 min drive
  • ‪The Salty Dog Cafe - ‬13 min drive
  • ‪The Crazy Crab - ‬14 min walk
  • ‪The Quarterdeck - ‬12 min walk
  • ‪Harbour Town Bakery & Cafe - ‬11 min walk

Frequently asked questions

Does Fall Winter Escape: Value for Golf/Tennis/Pickleball Family Getaways best Locale have a pool?

Yes, this property has a pool.

Is Fall Winter Escape: Value for Golf/Tennis/Pickleball Family Getaways best Locale pet-friendly?

Yes, pets are allowed at this property. Some restrictions may apply, so please contact the property for more details.

How much is parking at Fall Winter Escape: Value for Golf/Tennis/Pickleball Family Getaways best Locale?

On-site parking is available at the property.

What time is check-in at Fall Winter Escape: Value for Golf/Tennis/Pickleball Family Getaways best Locale?

Check-in begins at 4:00 PM.

What time is check-out at Fall Winter Escape: Value for Golf/Tennis/Pickleball Family Getaways best Locale?

Checkout is at 10:30 AM.

Where is Fall Winter Escape: Value for Golf/Tennis/Pickleball Family Getaways best Locale located?

This family-friendly Hilton Head Island holiday home is located near the beach, within a 15-minute walk of Harbour Town Golf Links, Gregg Russell Harbour Town Playground and Stan Smith Tennis Academy. Harbour Town Lighthouse and Stoney-Baynard Ruins are also within 1 mile (2 km).

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Reviews

Fall Winter Escape: Value for Golf/Tennis/Pickleball Family Getaways best Locale Reviews

9.6

Exceptional

9.8

Cleanliness

10

Location
Rating 10 - Excellent. 43 out of 56 reviews
Rating 8 - Good. 12 out of 56 reviews
Rating 6 - Okay. 1 out of 56 reviews
Rating 4 - Poor. 0 out of 56 reviews
Rating 2 - Terrible. 0 out of 56 reviews

Reviews

10/10 Excellent

Brenda T.

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

Great house in a great location!

The house was spacious for our girls' weekend. The house was just as pictured on VRBO and the location was perfect. If we come back to Hilton Head, we would stay at this VRBO again.
Stayed 3 nights in Oct 2024

10/10 Excellent

Lisa L.

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

Awesome week

The six of us enjoyed our stay in Hilton Head for the week. Our host, Tom, was very responsive and worked with us to make our stay amazing. We would definitely return.
Stayed 7 nights in Feb 2025

10/10 Excellent

chad a.

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

Awesome

Will be back.
Stayed 3 nights in Mar 2020

8/10 Good

Pamela L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was awesome. Loved the inside of the house and accommodated our crew. The pool was disappointing we didn’t get to use it, not even once because it was so dirty. Don’t think the crew ever cleaned it before or during our stay.
Stayed 4 nights in Aug 2025

10/10 Excellent

Devin P.

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

Great Rental

Super fun. Spacious. Beautifully decorated! Was perfect for what we needed.
Stayed 5 nights in Apr 2025

10/10 Excellent

Kristin M.

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

Amazing Villa in Sea Pines

We had a wonderful time in Sea Pines. The location, amenities and layout of this villa were perfect for our group of 12. The property was very comfortable, with updated decor and the location to Harbor Town is unbelievable. We had a mix of golfers and non golfers, so the ease of walking to nearby places and activities, shops and restaurants suited us well. We would definitely stay here again.
Stayed 3 nights in Jan 2025

10/10 Excellent

Mark D.

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

We had a memorable time in Harbour Town area in Hilton Head

First of all Thomas was very easy to communicate with and was very responsive to a couple of questions I had about the house. This was a special family vacation starting with my milestone birthday and Father’s Day and the best weather all week and engaging in different very enjoyable activities and meals at local restaurants The house was beautiful inside, very clean and spacious and was very accommodating for our family, five adults and four children for sleeping arrangements and meals, including the kitchen and two dining areas. The only glitch at first was about the swimming pool situation. The home pool was smaller than I imagined from its picture, but the other option was reported to be use of a community pool. Not so. The Harbour Town one no longer offered day or week passes as before and the other possibility was a pool at South Beach where we’ve stayed before, but that was being remodeled and not in use. My worry about only having the small pool for the four grandkids was unnecessary. As Thomas predicted they enjoyed it just fine. We took advantage of the closeness to the Harbour Town area for several different activities, and getting to the Sea Pines Beach was easy with the Sea Pines shuttle, pick up near the Harbour Town Club pool and return there.
Stayed 6 nights in Jun 2024

10/10 Excellent

Annie S.

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

Beautiful home on Harbour town golf course!

We had a wonderful stay at Tom’s home. Perfect location in Harbour Town - walking distance to restaurants, shops and tennis/golf. We rode bikes to the beach everyday and was only a 15 minute bike ride. Home was very clean! Tom was also very easy to get in contact with.
Stayed 3 nights in Jun 2024

10/10 Excellent

Chauna W.

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

Family Friends Weekend

We had an amazing time at this beautiful home! The home is beautifully decorated, very well maintained and within walking distance to Harbour Town Pier and its gorgeous views. The host and property owner were kind and considerate reaching out to us prior to our arrival and after our departure. We’re already looking forward to our next visit!
Stayed 3 nights in May 2024

10/10 Excellent

Sara M.

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

Family Vacation

This property was absolutely perfect! This house was exactly how it was listed, the kids room was perfect for my niece and nephew and brother and sister-in-law to stay, my other niece, who is under to love to run around the house it was perfect and open. we all gathered in the family room at night. This house was perfect walking distance, 5 to 10 minutes to Harbour Town. Late night ice cream runs were super easy for the kids. There was a general store also located in Harbour Town. Getting in touch with the Property manager was very easy and helped answer any questions! Would definitely stay at this location again for any future family gatherings!
Stayed 4 nights in Mar 2024

10/10 Excellent

Elizabeth H.

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

Christmas rental

Very nice property. Great location.
Stayed 7 nights in Dec 2023

10/10 Excellent

Helga S.

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

Better than the pics

Lovely island and the home was roomier than I thought from the pictures. Perfect size for our family of eleven.
Stayed 7 nights in Jun 2021

10/10 Excellent

Cindy B., Aiken, SC USA

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

Great location

Great location in Sea Pines
Stayed 3 nights in Apr 2021

10/10 Excellent

Deborah E.

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

Great spring-break getaway!

We thoroughly enjoyed our time in Sea Pines! House is beautiful. Exactly as pictured. Beds super comfortable. More than enough space for two families to eat and spend time together in doors. Great location - just a short walk or bike ride to picturesque Harbour Town, with shops and access to outdoor activities. Tom was super quick to respond to questions and resolve any concerns.
Stayed 5 nights in Mar 2021

10/10 Excellent

Jeffrey F.

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

Golf trip to Hilton Head

Myself and three friends vacationed in Hilton Head for a 5 day golf trip. Thomas's place was appealing to us since there were 5 bedrooms and everyone could have their own privacy. We could not have been more pleased. The place was spacious, the beds were comfortable, we had everything we needed, and the location was second to none. There was one time I had to contact Thomas and he was very easy to get ahold of and solved my issue immediately. We're hoping to take another trip back, and this will be the first place I check for availability. Great stay!!
Stayed 5 nights in Oct 2020

10/10 Excellent

Anne-Marie S.

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

Wonderful and spacious

Wonderful vacation spot for large group, lots of seating and rooms. Beautifully decorated, clean and easy walking distance to shops, entertainment and restaurants. Owner is very gracious and responds immediately. Highly recommend!
Stayed 3 nights in Sep 2020

10/10 Excellent

Matthew D., Mount Pleasant, South Carolina

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

Surprise Engagement

Couldn’t have been more happy with my stay. It was a surprise engagement for my girlfriend and I. This house was perfect for our group. Tom was very accommodating. It had plenty of beds for our group and amazing views. We got some great photos by the golf course after the surprise. It was my first time in Hilton Head and felt like I got the full experience from the close proximity to the beach club, south beach, and harbor town. We walked into harbor town for dinner every night. Would love to rent this place again!!!! Thanks Tom!!
Stayed 3 nights in Sep 2020

10/10 Excellent

Joshua Y., Salem, VA

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

Great house, phenomenal location!

We have stayed in this property the last few years, and it is fantastic! It's clear the owners listen to feedback, and have taken care to add little things (like a new pan for cooking), and the house is well kept. Great layout, great beds, lots of room for even multiple families! Thanks for the wonderful stay!
Stayed 6 nights in Jun 2020

10/10 Excellent

Cassie J.

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

Great house! Great location...:)

We had a blast in HH and loved this house. We Especially loved hanging out by and enjoying the private pool. We will be back!
Stayed 2 nights in May 2020

10/10 Excellent

Ryan P.

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

Great Owner

Unfortunately, we were unable to have our vacation due to Covid issues, but Thomas was very understanding and worked with us. Very responsive and friendly owner! Would rent from him again.
Stayed 2 nights in Mar 2020

10/10 Excellent

Dustin N.

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

Perfect trip

Hopefully we will be back next year!
Stayed 2 nights in Mar 2020

10/10 Excellent

Hayley P.

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

A GOOD PERSON! Flexible in the face of a national health crisis

Our host Tom was extremely communicative leading up to our reservation. Unfortunately, we had to cancel our trip due to the COVID-19 pandemic and he did not hesitate to issue a full refund. He is not only an organized property owner but a good person! We could not recommend working with Tom enough and will try to make it to his beautiful Hilton Head property in the future. Thank you Tom, for your flexibility and understanding in these crazy times. Stay safe and healthy!
Stayed 2 nights in Mar 2020

10/10 Excellent

Rebecca P.

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

Great house and fabulous location

Wonderful location!! Easy and short walk to Harbor Town Lighthouse. Kitchen well supplied, beds comfortable and living space large. Slight problem with check in, but Wyndham personnel were very helpful and you will need a password for internet - but owner extremely responsive to that issue. Would stay here again!!!
Stayed 7 nights in Feb 2020

10/10 Excellent

Anne M.

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

Excellent location

This was a great house for a family Christmas getaway! The layout was perfect for a large group and the location was ideal for kids- close to the lighthouse and playground. Would definitely book again!
Stayed 7 nights in Dec 2019

10/10 Excellent

Mary G.

Liked: Cleanliness, location, listing accuracy
Disliked: Communication

House Just As Described

The house in Hilton Head was wonderful! Very clean. Bathroom for every bedroom. Well stocked kitchen. Comfortable beds. Tom, the owner, was great to work/communicate with. The property management company we could never get a hold of and as such had trouble checking in, but Tom was on the spot to get us the information we needed. Overall it was a good stay, great house and wonderful owner!!
Stayed 3 nights in Nov 2019