Search Vacation Homes in Hilton Head Island

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Vacation Homes in Hilton Head Island

Marriott's Harbour Club

3.5 star property
Sea Pines
9.0 out of 10, Wonderful, (60)
"The staff was extremely inviting, professional, and kind. Parking was extremely easy we stayed in villa 3939. It was very large, clean, and had a great view. The property was conveniently located within the area and very walkable. It is very dark at night but we felt safe walking back from dinner. I’d definitely recommend this property for a quiet and peaceful getaway."
United States
ANGELEE
$159 nightly
The price is $175
Dec 1 - Dec 2
Total with taxes and fees
Marriott's Harbour Club

Montage Palmetto Bluff Residences

5.0 star property
Palmetto Bluff
10.0 out of 10, Exceptional, (1)
"This was our second visit to Montage Palmetto Bluff and once again it did not disappoint. The hospitality we find here is second to none. Everywhere we went we were greeted with smiling faces. We’d like to give a special shout out to Carmela at the concierge desk who was so incredibly wonderful with our 4 year-old son, Henry. Everything she did and every recommendation she provided enhanced our stay. The natural beauty of this place is beyond compare. We cannot wait to visit again. "
United States
Ashley
$1,509 nightly
The price is $1,660
Dec 17 - Dec 18
Total with taxes and fees
Montage Palmetto Bluff Residences

Disney's Hilton Head Island Resort

3.5 star property
Mid Island
9.6 out of 10, Exceptional, (127)
"While the rooms are overdue a refurbishment, this place is a wondeful resort. "
United States
Chad
$329 nightly
The price is $362
Dec 14 - Dec 15
Total with taxes and fees
Disney's Hilton Head Island Resort

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

Mid Island
9.6 out of 10, Exceptional, (89)
"We were looking for a place to stay on our honeymoon and this spot was perfect! We were able to go to the beach every day without worrying about parking, but we were still able to explore all aspects of the island. Would definitely come back!"
United States
Brooke B.
$223 nightly
The price is $245
Nov 18 - Nov 19
Total with taxes and fees
Beach. View. Suite. 1 br. 1 ba. Sleeps 5

Cozy 2BR Hilton Head Townhome w/ Pool Access

2.0 star property
Mid Island
$271 nightly
The price is $274
Nov 18 - Nov 19
Total with taxes and fees
Cozy 2BR Hilton Head Townhome w/ Pool Access

Newly Renovated Duplex- 4th Row

Mid Island
10.0 out of 10, Exceptional, (7)
"Wonderful experience. Property manager was very responsive and accommodating. Cute little property close to the beach. We enjoyed our stay!"
United States
Angela S.
$341 nightly
The price is $378
Nov 24 - Nov 25
Total with taxes and fees
Newly Renovated Duplex- 4th Row

Poolside Privacy & Dining Under the Stars

Palmetto Bluff
$2,754 nightly
The price is $3,054
Nov 18 - Nov 19
Total with taxes and fees
Poolside Privacy & Dining Under the Stars

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

Sea Pines
10.0 out of 10, Exceptional, (73)
"Great location and environment, easy access to everything to make vacation fun."
United States
Jie
$329 nightly
The price is $362
Nov 18 - Nov 19
Total with taxes and fees
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

#114 Colorful Charming/Pool/2 Parking/5 mins beach

Mid Island
8.0 out of 10, Very Good, (4)
"Location was very convenient. Accommodations were exactly as described."
United States
Monica H.
$324 nightly
The price is $357
Nov 18 - Nov 19
Total with taxes and fees
#114 Colorful Charming/Pool/2 Parking/5 mins beach

Bluffton Retreat, Pet Friendly

Bluffton
10.0 out of 10, Exceptional, (19)
"The property was very spacious and centrally located. Would stay again."
United States
Lynne
$310 nightly
The price is $341
Nov 19 - Nov 20
Total with taxes and fees
Bluffton Retreat, Pet Friendly

Marriott's Heritage Club

3.5 star property
Sea Pines
9.4 out of 10, Exceptional, (67)
"Another great Marriott, super clean and spacious with the comforts we needed to finish out a long trip (e.g. hot tub, laundry, kitchen). Friendly staff and convenient to the forest reserve."
United States
Landry
$159 nightly
The price is $175
Dec 1 - Dec 2
Total with taxes and fees
Marriott's Heritage Club

Luxury home with outdoor theater, hot tub, family amenities — 0.8 mi to Old Town

3.0 star property
Bluffton
$352 nightly
The price is $387
Nov 18 - Nov 19
Total with taxes and fees
Luxury home with outdoor theater, hot tub, family amenities — 0.8 mi to Old Town

Historic Old Town + Modern 4 BR Retreat + Fire Pit

Old Town Bluffton
9.2 out of 10, Wonderful, (23)
"Definitely stay here!"
United States
Gregory T.
$399 nightly
The price is $414
Nov 18 - Nov 19
Total with taxes and fees
Historic Old Town + Modern 4 BR Retreat + Fire Pit

The Quintessential Palmetto Bluff Vacation starts at The Retreat

Palmetto Bluff
10.0 out of 10, Exceptional, (18)
"This property was lovely - extremely well appointed and cared for. However, the change in policy by the hotel and the owner's group is ridiculous. We were grandfathered in regarding use of the pool since we made our reservations early but beware - if you did n to make reservations by April you will not be able to do much including having a pool for your use. We were not able to make appointments at the spa, reservations at any of the restaurants on the property and Buffalos was closed for...
United States
Claudia H.
$2,010 nightly
The price is $2,228
Nov 18 - Nov 19
Total with taxes and fees
The Quintessential Palmetto Bluff Vacation starts at The Retreat

Low Country Living In Old Town Bluffton

Bluffton
10.0 out of 10, Exceptional, (38)
"Great cottage and very close to amazing restaurants. "
United States
Annie R.
$346 nightly
The price is $381
Nov 18 - Nov 19
Total with taxes and fees
Low Country Living In Old Town Bluffton

Old Town + Walkable + Home & Carriage House + Firepit

Old Town Bluffton
9.0 out of 10, Wonderful, (4)
"Family wedding and we loved this complex. Couldn’t have been more convenient or perfect for our group"
United States
Lori Q.
$591 nightly
The price is $610
Nov 18 - Nov 19
Total with taxes and fees
Old Town + Walkable + Home & Carriage House + Firepit

Awesome Hilton Head Coligny Beach townhome!

South End
8.4 out of 10, Very Good, (5)
"Clean and good location"
United States
nick r.
$357 nightly
The price is $393
Nov 18 - Nov 19
Total with taxes and fees
Awesome Hilton Head Coligny Beach townhome!

Great views of the New River close to Savannah and Hilton Head.

Hardeeville
9.6 out of 10, Exceptional, (81)
"What a beautiful home. Beautiful and quite on a private road. We absolutely loved our stay. Cant wait to go back"
United States
Coreen
$193 nightly
The price is $218
Nov 18 - Nov 19
Total with taxes and fees
Great views of the New River close to Savannah and Hilton Head.

The Coastal Magnolia

2.0 star property
Bluffton
$558 nightly
The price is $613
Nov 18 - Nov 19
Total with taxes and fees
The Coastal Magnolia

House in Sea Pines w Parking, Bikes, Trail, Fire Pit, BBQ Grill

Sea Pines
8.8 out of 10, Excellent, (38)
"Had a wonderful time!"
United States
William M.
$475 nightly
The price is $523
Nov 18 - Nov 19
Total with taxes and fees
House in Sea Pines w Parking, Bikes, Trail, Fire Pit, BBQ Grill
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Hilton Head Island Hotel Reviews

Find out more about Hilton Head Island

Hilton Head Island Vacation Homes information

Number of reviews
518
Accommodation
3403 Vacation Homes
Lowest Price
$175
Highest Price
$3,054

Explore a world of travel with Expedia