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

Search Vacation Homes in Hilton Head Island

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Hilton Head Island vacation homes

Snack bar

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
Beach

2. 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, (120 reviews)
"Would stay again!"
United States
Shandi B.
The price is ￥12,516
￥41,269 total
includes taxes & fees
Sep 8 - Sep 9
Beach. View. Suite. 1 br. 1 ba. Sleeps 5
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 ￥16,251
￥63,598 total
includes taxes & fees
Sep 8 - Sep 9
Palmetto Dunes Golf Getaway: Pool + Beach Access!
Living area

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, (109 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 ￥22,501
￥57,581 total
includes taxes & fees
Sep 13 - Sep 14
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
Pool

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

On Island | Pool | Tennis | Pet Friendly | Parking
Mid Island
The price is ￥14,345
￥42,847 total
includes taxes & fees
Sep 8 - Sep 9
On Island | Pool | Tennis | Pet Friendly | Parking
Interior

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 ￥23,283
￥66,376 total
includes taxes & fees
Sep 8 - Sep 9
Newly Renovated Duplex- 4th Row
Beach

7. 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, (96 reviews)
"Excellent location, very clean, will definitely repeat"
United States
Sean m.
The price is ￥23,542
￥69,350 total
includes taxes & fees
Sep 8 - Sep 9
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
Private kitchen

8. Nature Lovers Love 2033 Deer Island Treehouse Walkable to Harbour Town

Nature Lovers Love 2033 Deer Island Treehouse Walkable to Harbour Town
Sea Pines
9.2 out of 10, Wonderful, (39 reviews)
"The place was clean, great layout and really wonderful size bathrooms."
United States
Kelly S.
The price is ￥30,471
￥79,412 total
includes taxes & fees
Sep 8 - Sep 9
Nature Lovers Love 2033 Deer Island Treehouse Walkable to Harbour Town
Interior

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.
The price is ￥29,814
￥115,226 total
includes taxes & fees
Sep 8 - Sep 9
Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ
Living area

10. 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 ￥35,627
￥65,582 total
includes taxes & fees
Oct 5 - Oct 6
Sea Pines hut, 5-min walk to beach, dog friendly!
Marina

11. 6BR Hilton Head Beach House W/Pool, Fire Pit, Elev

6BR Hilton Head Beach House W/Pool, Fire Pit, Elev
Mid Island
9.4 out of 10, Exceptional, (66 reviews)
"Lovely property with close proximity to the beach. We enjoyed the pool very much."
United States
Cameron F.
The price is ￥29,049
￥114,192 total
includes taxes & fees
Sep 8 - Sep 9
6BR Hilton Head Beach House W/Pool, Fire Pit, Elev
Terrace/patio

12. 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 ￥42,050
￥128,416 total
includes taxes & fees
Sep 9 - Sep 10
Private Beach Access-Pet Friendly-Hot Tub!!!
Private kitchen

13. 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 ￥33,596
￥66,864 total
includes taxes & fees
Sep 9 - Sep 10
Treehouse at BootLegger Cove
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 ￥31,643
￥54,576 total
includes taxes & fees
Sep 9 - Sep 10
Low Country Living In Old Town Bluffton
Exterior

15. NEW! 3 mins to Old Town • Sleeps 12 • Game Room • Charming Bluffton Retreat

NEW! 3 mins to Old Town • Sleeps 12 • Game Room • Charming Bluffton Retreat
Bluffton
9.8 out of 10, Exceptional, (9 reviews)
"Highly recommend! Home is in safe neighborhood. Very clean and comfortable. We enjoyed our stay!"
United States
Harry D.
The price is ￥21,564
￥86,112 total
includes taxes & fees
Sep 8 - Sep 9
NEW! 3 mins to Old Town • Sleeps 12 • Game Room • Charming Bluffton Retreat
Living area

16. NEW! Game Room~HotTub~Fire Pit~.8mi to Old Town

NEW! Game Room~HotTub~Fire Pit~.8mi to Old Town
Bluffton
The price is ￥37,907
￥121,215 total
includes taxes & fees
Sep 9 - Sep 10
NEW! Game Room~HotTub~Fire Pit~.8mi to Old Town
Interior

17. The Bluffton Farmhouse

The Bluffton Farmhouse
Bluffton
10.0 out of 10, Exceptional, (118 reviews)
"Great location, close to everything"
United States
Kerry L.
The price is ￥31,643
￥69,186 total
includes taxes & fees
Sep 13 - Sep 14
The Bluffton Farmhouse
Interior

18. Coastal Cottage near DT Bluffton w/ Golf Cart

Coastal Cottage near DT Bluffton w/ Golf Cart
Bluffton
8.6 out of 10, Excellent, (7 reviews)
"My family and I had a pleasant stay at this lovely well equipped vacation home. The location was ideal for our events and would love to return when we all had more time to explore! I would recommend this home."
United States
Tammy B.
The price is ￥34,782
￥83,123 total
includes taxes & fees
Sep 13 - Sep 14
Coastal Cottage near DT Bluffton w/ Golf Cart
Beach

19. 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 ￥26,720
￥97,221 total
includes taxes & fees
Sep 14 - Sep 15
Old Town + Home & Carriage House + EV Charger
Dining

20. Walk to Beach, 8BR, Heated Pool, Sauna, Elevator

Walk to Beach, 8BR, Heated Pool, Sauna, Elevator
Mid Island
8.0 out of 10, Very Good, (6 reviews)
"Perfect, for a large family trying to vacation together. Plenty of space for everyone to sleep and for everyone to hang out."
United States
Theresa E.
The price is ￥31,305
￥126,100 total
includes taxes & fees
Sep 22 - Sep 23
Walk to Beach, 8BR, Heated Pool, Sauna, Elevator
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Hilton Head Island Hotel Reviews

Holiday Inn Express Hilton Head Island by IHG

Holiday Inn Express Hilton Head Island by IHG

8/10 Good
"Pretty clean hotel. The bathrooms need actual ventilation but other than that, staff was great, views were good, closeness to the beach was amazing."
Terrance 2-night trip
Posted 7 hours ago
Holiday Inn Express Hilton Head Island by IHG

Find out more about Hilton Head Island

Hilton Head Island Vacation Homes information

Number of reviews
256
Accommodation
3194 Vacation Homes
Lowest Price
￥37,762
Highest Price
￥280,374