Search Vacation Homes in Hilton Head Island

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Our top choices for Hilton Head Island vacation homes

Marriott's Harbour Club

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

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 12 - Jan 13, 2026
Total with taxes and fees
Montage Palmetto Bluff Residences

Relax in Paradise

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.
$344 nightly
The price is $378
Dec 15 - Dec 16
Total with taxes and fees
Relax in Paradise

Disney's Hilton Head Island Resort

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

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

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.
$323 nightly
The price is $355
Dec 14 - Dec 15
Total with taxes and fees
Modern 2bd/2parking l Burkes/Bradley Beach 5min away l Nextdoor SeaTurtle Mkt

Renovated 2BR Hilton Head Home – Walk to Shops

Renovated 2BR Hilton Head Home – Walk to Shops
2.0 star property
Mid Island
$302 nightly
The price is $306
Dec 14 - Dec 15
Total with taxes and fees
Renovated 2BR Hilton Head Home – Walk to Shops

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, (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.
$212 nightly
The price is $233
Dec 17 - Dec 18
Total with taxes and fees
Beach. View. Suite. 1 br. 1 ba. Sleeps 5

Pond View near Old Town Bluffton

Pond View near Old Town Bluffton
2.0 star property
Bluffton
$356 nightly
The price is $392
Dec 15 - Dec 16
Total with taxes and fees
Pond View near Old Town Bluffton

Bluffton Retreat, Pet Friendly

Bluffton Retreat, Pet Friendly
Bluffton
10.0 out of 10, Exceptional, (20)
"We had a wonderful experience. The house is lovely, in a nice neighborhood, and very close to everything. The host is very responsive and extremely nice!"
United States
Michael F.
$310 nightly
The price is $341
Dec 16 - Dec 17
Total with taxes and fees
Bluffton Retreat, Pet Friendly

Old Town + Modern 4 BR + Fire Pit + EV Charger

Old Town + Modern 4 BR + Fire Pit + EV Charger
Old Town Bluffton
9.2 out of 10, Wonderful, (24)
"Definitely stay here!"
United States
Gregory T.
$418 nightly
The price is $434
Dec 16 - Dec 17
Total with taxes and fees
Old Town + Modern 4 BR + Fire Pit + EV Charger

Marriott's Heritage Club

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

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, (74)
"Great location and environment, easy access to everything to make vacation fun."
United States
Jie
$319 nightly
The price is $351
Dec 14 - Dec 15
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

Bright 2 Bedroom Carriage House in Heart of Bluffton
2.0 star property
Bluffton
$277 nightly
The price is $304
Dec 15 - Dec 16
Total with taxes and fees
Bright 2 Bedroom Carriage House in Heart of Bluffton

Mins to Downtown & Beach, Sleeps 10, Pool

Mins to Downtown & Beach, Sleeps 10, Pool
2.0 star property
Bluffton
$529 nightly
The price is $582
Dec 15 - Dec 16
Total with taxes and fees
Mins to Downtown & Beach, Sleeps 10, Pool

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

Luxury home with outdoor theater, hot tub, family amenities — 0.8 mi to Old Town
3.0 star property
Bluffton
$336 nightly
The price is $370
Dec 16 - Dec 17
Total with taxes and fees
Luxury home with outdoor theater, hot tub, family amenities — 0.8 mi to Old Town

Newly Renovated Duplex- 4th Row

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.
$387 nightly
The price is $429
Jan 6 - Jan 7, 2026
Total with taxes and fees
Newly Renovated Duplex- 4th Row

Old Town + Home & Carriage House + EV Charger

Old Town + Home & Carriage House + EV Charger
Old Town Bluffton
9.2 out of 10, Wonderful, (5)
"Family wedding and we loved this complex. Couldn’t have been more convenient or perfect for our group"
United States
Lori Q.
$593 nightly
The price is $612
Dec 16 - Dec 17
Total with taxes and fees
Old Town + Home & Carriage House + EV Charger

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

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.
$379 nightly
The price is $417
Dec 19 - Dec 20
Total with taxes and fees
Beachfront Resort! Golf & Lagoon View + Pickleball + Easy Beach Access!

Low Country Living In Old Town Bluffton

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.
$337 nightly
The price is $371
Dec 14 - Dec 15
Total with taxes and fees
Low Country Living In Old Town Bluffton

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

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.
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

Price trends for Vacation Homes in Hilton Head Island

Less expensive
More expensive
This month
Next month
December
April
$323
$409
Month
Price
January
$409
February
$476
March
$446
April
$534
May
$529
June
$445
July
$446
August
$447
September
$451
October
$447
November
$440
December
$323
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
470
Accommodation
3380 Vacation Homes
Lowest Price
$179
Highest Price
$1,430

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