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

In two weeks
In two months
In three months
In four months

Vacation Homes in Hilton Head Island

Marriott's Harbour Club

3.5 star property
Sea Pines
9.2 out of 10, Wonderful, (61)
"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
$163 nightly
The price is $179
Jan 3 - Jan 4, 2026
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
$1,300 nightly
The price is $1,430
Jan 6 - Jan 7, 2026
Total with taxes and fees
Montage Palmetto Bluff Residences

Relax in Paradise

South End
10.0 out of 10, Exceptional, (4)
"Nice, clean condo! Great location! Rode our bikes to the beach! This was our second stay at this condo. We will definitely come back!"
United States
Cynthia M.
$349 nightly
The price is $384
Dec 8 - Dec 9
Total with taxes and fees
Relax in Paradise

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

Mid Island
9.6 out of 10, Exceptional, (91)
"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.
$224 nightly
The price is $246
Dec 8 - Dec 9
Total with taxes and fees
Beach. View. Suite. 1 br. 1 ba. Sleeps 5

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
Dec 8 - Dec 9
Total with taxes and fees
Newly Renovated Duplex- 4th Row

Family-Friendly 2BR Home w/ Sofa Bed – Hilton Head

2.0 star property
Mid Island
$290 nightly
The price is $293
Dec 8 - Dec 9
Total with taxes and fees
Family-Friendly 2BR Home w/ Sofa Bed – Hilton Head

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

Bluffton Retreat, Pet Friendly

Bluffton
10.0 out of 10, Exceptional, (20)
"The property was very spacious and centrally located. Would stay again."
United States
Lynne
$304 nightly
The price is $334
Dec 8 - Dec 9
Total with taxes and fees
Bluffton Retreat, Pet Friendly

Modern 2bd/2parking l Burkes/Bradley Beach 5min away l Nextdoor SeaTurtle Mkt

Mid Island
8.0 out of 10, Very Good, (2)
"Had a great time, very nice inside!"
United States
teri q.
$328 nightly
The price is $361
Dec 8 - Dec 9
Total with taxes and fees
Modern 2bd/2parking l Burkes/Bradley Beach 5min away l Nextdoor SeaTurtle Mkt

Historic Old Town + Modern 4 BR Retreat + Fire Pit

Old Town Bluffton
9.2 out of 10, Wonderful, (24)
"Definitely stay here!"
United States
Gregory T.
$442 nightly
The price is $460
Dec 8 - Dec 9
Total with taxes and fees
Historic Old Town + Modern 4 BR Retreat + Fire Pit

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
$163 nightly
The price is $179
Jan 7 - Jan 8, 2026
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
$360 nightly
The price is $395
Dec 10 - Dec 11
Total with taxes and fees
Luxury home with outdoor theater, hot tub, family amenities — 0.8 mi to Old Town

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

Old Town Bluffton
9.8 out of 10, Exceptional, (88)
"short walk to the little village of Bluffton. "
United States
Stu H.
$402 nightly
The price is $419
Jan 5 - Jan 6, 2026
Total with taxes and fees
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

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
Dec 9 - Dec 10
Total with taxes and fees
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

Bright 2 Bedroom Carriage House in Heart of Bluffton

2.0 star property
Bluffton
$277 nightly
The price is $304
Dec 9 - Dec 10
Total with taxes and fees
Bright 2 Bedroom Carriage House in Heart of Bluffton

Beachfront Resort! Golf & Lagoon View + Pickleball + Easy Beach Access!

South End
10.0 out of 10, Exceptional, (3)
"Very nice property, exactly as pictured and described. Cold A/C which was great and a fantastic patio to unwind and relax before dinner or sipping morning coffee. "
United States
Joe S.
$392 nightly
The price is $431
Dec 21 - Dec 22
Total with taxes and fees
Beachfront Resort! Golf & Lagoon View + Pickleball + Easy Beach Access!

House with a view/sleep upto 6 Guest, pets welcome

Bluffton
9.4 out of 10, Exceptional, (13)
"Nice and quiet neighborhood Everything was hreat"
United States
Penelope V.
$372 nightly
The price is $409
Dec 8 - Dec 9
Total with taxes and fees
House with a view/sleep upto 6 Guest, pets welcome

Awesome Hilton Head Coligny Beach townhome!

South End
8.4 out of 10, Very Good, (5)
"Clean and good location"
United States
nick r.
$406 nightly
The price is $447
Dec 8 - Dec 9
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)
"Very clean beautiful home..stayed on top floor..had two separate sun room areas..husband enjoyed fishing in the river right off the back deck..nice clean pool area..views were stunning "
United States
Kathy R.
$240 nightly
The price is $271
Jan 5 - Jan 6, 2026
Total with taxes and fees
Great views of the New River close to Savannah and Hilton Head.

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
Dec 10 - Dec 11
Total with taxes and fees
Low Country Living In Old Town Bluffton
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

Price trends for Vacation Homes in Hilton Head Island

Less expensive
More expensive
This month
Next month
January
September
$396
$396
Month
Price
January
$396
February
$535
March
$461
April
$557
May
$582
June
$442
July
$564
August
$423
September
$799
October
$450
November
$670
December
$396
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed Vacation Homes in Hilton Head Island. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Hilton Head Island

Hilton Head Island Vacation Homes information

Number of reviews
569
Accommodation
3403 Vacation Homes
Lowest Price
$179
Highest Price
$1,430

Explore a world of travel with Expedia