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

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Our top choices for Hilton Head Island vacation homes

1. 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

2. 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 ¥14,657
¥62,565 total
includes taxes & fees
Aug 19 - Aug 20
Palmetto Dunes Golf Getaway: Pool + Beach Access!

3. 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 ¥15,783
¥45,945 total
includes taxes & fees
Sep 8 - Sep 9
Beach. View. Suite. 1 br. 1 ba. Sleeps 5

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 ¥22,942
¥58,885 total
includes taxes & fees
Sep 1 - Sep 2
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

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 ¥28,534
¥72,922 total
includes taxes & fees
Aug 19 - Aug 20
Awesome Hilton Head Coligny Beach townhome!

6. 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.
The price is ¥23,754
¥69,297 total
includes taxes & fees
Aug 25 - Aug 26
Newly Renovated Duplex- 4th Row

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

On Island | Pool | Tennis | Pet Friendly | Parking
Mid Island
The price is ¥15,464
¥44,718 total
includes taxes & fees
Sep 2 - Sep 3
On Island | Pool | Tennis | Pet Friendly | Parking

8. 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.
The price is ¥40,971
¥73,285 total
includes taxes & fees
Aug 29 - Aug 30
Sea Pines hut, 5-min walk to beach, dog friendly!

9. 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

10. 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 ¥32,262
¥71,592 total
includes taxes & fees
Aug 23 - Aug 24
The Bluffton Farmhouse

11. 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 ¥42,873
¥130,931 total
includes taxes & fees
Aug 30 - Aug 31
Private Beach Access-Pet Friendly-Hot Tub!!!

12. Palmetto Dunes Villa – Golf, Pools & Bike to Beach

Palmetto Dunes Villa – Golf, Pools & Bike to Beach
Mid Island
10.0 out of 10, Exceptional, (1 review)
Palmetto Dunes Villa – Golf, Pools & Bike to Beach

13. Cozy Escape|Downtown Bluffton|Dog Friendly|Beaches

Cozy Escape|Downtown Bluffton|Dog Friendly|Beaches
Bluffton
The price is ¥25,810
¥64,365 total
includes taxes & fees
Aug 19 - Aug 20
Cozy Escape|Downtown Bluffton|Dog Friendly|Beaches

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 ¥32,283
¥56,381 total
includes taxes & fees
Aug 19 - Aug 20
Low Country Living In Old Town Bluffton

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 ¥36,166
¥71,503 total
includes taxes & fees
Aug 19 - Aug 20
Treehouse at BootLegger Cove

16. Bluffton Retreat, Pet Friendly

Bluffton Retreat, Pet Friendly
Bluffton
9.8 out of 10, Exceptional, (33 reviews)
"Great place to stay for USCB graduation!"
United States
Michelle R.
The price is ¥34,254
¥57,483 total
includes taxes & fees
Sep 15 - Sep 16
Bluffton Retreat, Pet Friendly

17. 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 ¥26,687
¥98,568 total
includes taxes & fees
Aug 23 - Aug 24
Two Homes · Walk to Old Town · Fire Pit · EV

18. 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 ¥31,928
¥81,019 total
includes taxes & fees
Sep 1 - Sep 2
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

19. 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
The price is ¥48,209
¥144,218 total
includes taxes & fees
Aug 23 - Aug 24
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

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Hilton Head Island Vacation Homes information

Number of reviews
684
Accommodation
3271 Vacation Homes
Lowest Price
¥44,718
Highest Price
¥144,218