A coastal town with a lighthouse, marina, and golf course.

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Hilton Head Island vacation homes

On the beach, sun loungers

1. Beach. View. Suite. 1 br. 1 ba. Sleeps 5

Beach. View. Suite. 1 br. 1 ba. Sleeps 5
Mid Island
9.6 out of 10, Exceptional, (119 reviews)
"Great stay!"
United States
Michael Z.
The price is ￥15,768
￥45,727 total
includes taxes & fees
Sep 8 - Sep 9
Beach. View. Suite. 1 br. 1 ba. Sleeps 5
Snack bar

2. Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (131 reviews)
"The room and property were incredible! Already booking my next stay"
United States
Melissa
Disney's Hilton Head Island Resort
Interior

3. Palmetto Dunes Golf Getaway: Pool + Beach Access!

Palmetto Dunes Golf Getaway: Pool + Beach Access!
Mid Island
9.6 out of 10, Exceptional, (15 reviews)
"Beautiful unit, very roomy, short walk to beach!Would stay here again "
United States
Heather P.
The price is ￥14,664
￥62,593 total
includes taxes & fees
Aug 20 - Aug 21
Palmetto Dunes Golf Getaway: Pool + Beach Access!
Smart TV, books

4. Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
Sea Pines
10.0 out of 10, Exceptional, (107 reviews)
"This was our second time staying here and it was great both times! Great location in Sea Pines as well."
United States
Matthew I.
The price is ￥22,952
￥58,910 total
includes taxes & fees
Sep 1 - Sep 2
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
Interior

5. Awesome Hilton Head Coligny Beach townhome!

Awesome Hilton Head Coligny Beach townhome!
South End
8.8 out of 10, Excellent, (8 reviews)
"The condo looked like the pictures. It was clean, ready on time, and within walking distance to several shops and restaurants. Host was nice enough to go out of their way to help me with retrieving an item I left behind. Would certainly stay here again!"
United States
Austin M.
The price is ￥28,525
￥72,899 total
includes taxes & fees
Aug 26 - Aug 27
Awesome Hilton Head Coligny Beach townhome!
Pool

6. On Island | Pool | Tennis | Pet Friendly | Parking

On Island | Pool | Tennis | Pet Friendly | Parking
Mid Island
The price is ￥15,142
￥44,390 total
includes taxes & fees
Sep 1 - Sep 2
On Island | Pool | Tennis | Pet Friendly | Parking
Interior

7. Newly Renovated Duplex- 4th Row

Newly Renovated Duplex- 4th Row
Mid Island
10.0 out of 10, Exceptional, (12 reviews)
"Everything was perfect. So close to the beach and was very comfortable. And the host was very responsive and easy to communicate with. Will definitely stay here again!"
United States
Courtney W.
Newly Renovated Duplex- 4th Row
Interior

8. Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ

Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ
Mid Island
9.4 out of 10, Exceptional, (83 reviews)
"Wonderful time at our stay! The house is very well stocked and great location! "
United States
sara e.
Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ
Terrace/patio

9. Private Beach Access-Pet Friendly-Hot Tub!!!

Private Beach Access-Pet Friendly-Hot Tub!!!
South End
9.2 out of 10, Wonderful, (14 reviews)
"Enjoyed staying at the Beach House. Victor was great, amenities nearby and only a short walk to the beach. "
United States
mark h.
The price is ￥42,860
￥130,890 total
includes taxes & fees
Aug 26 - Aug 27
Private Beach Access-Pet Friendly-Hot Tub!!!
Beach

10. Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
Old Town Bluffton
9.8 out of 10, Exceptional, (95 reviews)
"Excellent location, very clean, will definitely repeat"
United States
Sean m.
The price is ￥24,706
￥69,526 total
includes taxes & fees
Aug 16 - Aug 17
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
TV

11. Sea Pines hut, 5-min walk to beach, dog friendly!

Sea Pines hut, 5-min walk to beach, dog friendly!
Sea Pines
10.0 out of 10, Exceptional, (5 reviews)
"Great spot and wonderful hosts. Highly recommend for a couples get away on HHI. Perfect location with beach access so close. "
United States
Richard S.
Sea Pines hut, 5-min walk to beach, dog friendly!
Coffee/tea maker, fridge, microwave, oven

12. Coastal Escape | Pool | Tennis | Near Beach

Coastal Escape | Pool | Tennis | Near Beach
Mid Island
8.0 out of 10, Very Good, (4 reviews)
"Location was very convenient. Accommodations were exactly as described."
United States
Monica H.
The price is ￥16,417
￥45,840 total
includes taxes & fees
Sep 1 - Sep 2
Coastal Escape | Pool | Tennis | Near Beach
Interior

13. The Bluffton Farmhouse

The Bluffton Farmhouse
Bluffton
10.0 out of 10, Exceptional, (117 reviews)
"Beautiful property and had everything we needed for a month long stay! Internet was great for remote work as well. We’d love to return! "
United States
Dana B.
The price is ￥32,252
￥71,569 total
includes taxes & fees
Aug 17 - Aug 18
The Bluffton Farmhouse
Interior

14. Low Country Living In Old Town Bluffton

Low Country Living In Old Town Bluffton
Bluffton
9.8 out of 10, Exceptional, (47 reviews)
"Great location! "
United States
Clayton M.
The price is ￥35,863
￥59,261 total
includes taxes & fees
Aug 27 - Aug 28
Low Country Living In Old Town Bluffton
Private kitchen

15. Treehouse at BootLegger Cove

Treehouse at BootLegger Cove
Old Town Bluffton
10.0 out of 10, Exceptional, (2 reviews)
"It was wonderful! Will definitely consider staying again."
United States
Michael B.
The price is ￥31,058
￥65,174 total
includes taxes & fees
Aug 17 - Aug 18
Treehouse at BootLegger Cove
Beach nearby

16. Old Town + Modern + Fire Pit + EV Charger

Old Town + Modern + Fire Pit + EV Charger
Old Town Bluffton
9.4 out of 10, Exceptional, (30 reviews)
"Thank you so much for a wonderful stay!"
United States
Christy R.
The price is ￥47,052
￥98,951 total
includes taxes & fees
Sep 12 - Sep 13
Old Town + Modern + Fire Pit + EV Charger
Beach nearby

17. Old Town + Home & Carriage House + EV Charger

Old Town + Home & Carriage House + EV Charger
Old Town Bluffton
9.6 out of 10, Exceptional, (7 reviews)
"We thoroughly enjoyed our stay! The home is lovely and the location is unbeatable. We were able to walk everywhere in Bluffton and enjoy its southern charm. "
United States
Anonymous traveler
The price is ￥25,773
￥97,341 total
includes taxes & fees
Aug 16 - Aug 17
Old Town + Home & Carriage House + EV Charger
Outdoor dining

18. Coastal Retreat, Walk to Beach, Hot Tub, Putting Green, Office, Fenced Yard

Coastal Retreat, Walk to Beach, Hot Tub, Putting Green, Office, Fenced Yard
Mid Island
10.0 out of 10, Exceptional, (3 reviews)
" Excellent experienceWe are very happy with our experience in this rental house. The property is beautiful, clean, comfortable, and very well maintained. The neighborhood is quiet and pleasant, perfect for feeling at home.The house has everything needed for comfortable living, and you can really see the care that has been put into every detail. In addition, communication with the owner or manager was excellent, always attentive and willing to help.Without a doubt, we recommend this property to...
United States
Yunieska G.
Coastal Retreat, Walk to Beach, Hot Tub, Putting Green, Office, Fenced Yard
Terrace/patio

19. Two Homes · Walk to Old Town · Fire Pit · EV

Two Homes · Walk to Old Town · Fire Pit · EV
Old Town Bluffton
10.0 out of 10, Exceptional, (3 reviews)
"We had an incredible weekend. Everything was perfect!! The rental is beautiful and in perfect proximity to Old Town Bluffton. "
United States
Ashley G.
The price is ￥26,682
￥98,549 total
includes taxes & fees
Aug 16 - Aug 17
Two Homes · Walk to Old Town · Fire Pit · EV
Outdoor pool, a heated pool

20. Two Fawns at Sea Pines-4+BR Home-New Pool & Spa,Dog Friendly

Two Fawns at Sea Pines-4+BR Home-New Pool & Spa,Dog Friendly
Sea Pines
Two Fawns at Sea Pines-4+BR Home-New Pool & Spa,Dog Friendly
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Hilton Head Island Hotel Reviews

Hilton Garden Inn Hilton Head

Hilton Garden Inn Hilton Head

10/10 Excellent
"The bartender was great and the room and establishment was very clean! I would definitely come back."
Breion 1-night trip
Posted 11 hours ago
Hilton Garden Inn Hilton Head

Find out more about Hilton Head Island

Hilton Head Island Vacation Homes information

Number of reviews
695
Accommodation
3271 Vacation Homes
Lowest Price
￥44,390
Highest Price
￥130,890