Search Vacation Homes in Hilton Head Island

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Vacation Homes in Hilton Head Island

Vacation Home in Sea Pines

3.5 star property
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

Vacation Home in Palmetto Bluff

5.0 star property
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
$1,271 nightly
The price is $1,398
Jan 9 - Jan 10, 2026
Total with taxes and fees
Montage Palmetto Bluff Residences

Vacation Home in 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 12 - Dec 13
Total with taxes and fees
Relax in Paradise

Vacation Home in 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 10 - Dec 11
Total with taxes and fees
Beach. View. Suite. 1 br. 1 ba. Sleeps 5

Vacation Home in 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.
$336 nightly
The price is $373
Dec 10 - Dec 11
Total with taxes and fees
Newly Renovated Duplex- 4th Row

Vacation Home in Mid Island

2.0 star property
$287 nightly
The price is $290
Dec 11 - Dec 12
Total with taxes and fees
Family-Friendly 2BR Home w/ Sofa Bed – Hilton Head

Vacation Home in Mid Island

3.5 star property
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

Vacation Home in 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.
$313 nightly
The price is $344
Dec 10 - Dec 11
Total with taxes and fees
Bluffton Retreat, Pet Friendly

Vacation Home in Mid Island

8.0 out of 10, Very Good, (2)
"Had a great time, very nice inside!"
United States
teri q.
$324 nightly
The price is $357
Dec 10 - Dec 11
Total with taxes and fees
Modern 2bd/2parking l Burkes/Bradley Beach 5min away l Nextdoor SeaTurtle Mkt

Vacation Home in Old Town Bluffton

9.2 out of 10, Wonderful, (24)
"Definitely stay here!"
United States
Gregory T.
$425 nightly
The price is $442
Dec 11 - Dec 12
Total with taxes and fees
Historic Old Town + Modern 4 BR Retreat + Fire Pit

Vacation Home in Sea Pines

3.5 star property
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

Vacation Home in Bluffton

3.0 star property
$347 nightly
The price is $381
Dec 10 - Dec 11
Total with taxes and fees
Luxury home with outdoor theater, hot tub, family amenities — 0.8 mi to Old Town

Vacation Home in 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!

Vacation Home in Sea Pines

10.0 out of 10, Exceptional, (74)
"Great location and environment, easy access to everything to make vacation fun."
United States
Jie
$329 nightly
The price is $362
Dec 10 - Dec 11
Total with taxes and fees
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

Vacation Home in Bluffton

2.0 star property
$276 nightly
The price is $303
Dec 10 - Dec 11
Total with taxes and fees
Bright 2 Bedroom Carriage House in Heart of Bluffton

Vacation Home in 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.
$387 nightly
The price is $426
Dec 21 - Dec 22
Total with taxes and fees
Beachfront Resort! Golf & Lagoon View + Pickleball + Easy Beach Access!

Vacation Home in Bluffton

9.4 out of 10, Exceptional, (13)
"Nice and quiet neighborhood Everything was hreat"
United States
Penelope V.
$375 nightly
The price is $413
Dec 10 - Dec 11
Total with taxes and fees
House with a view/sleep upto 6 Guest, pets welcome

Vacation Home in South End

8.4 out of 10, Very Good, (5)
"Clean and good location"
United States
nick r.
$401 nightly
The price is $441
Dec 10 - Dec 11
Total with taxes and fees
Awesome Hilton Head Coligny Beach townhome!

Vacation Home in 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.

Vacation Home in 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.
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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
$388
$400
Month
Price
January
$400
February
$522
March
$461
April
$769
May
$533
June
$574
July
$526
August
$427
September
$451
October
$470
November
$670
December
$388
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
570
Accommodation
3380 Vacation Homes
Lowest Price
$179
Highest Price
$1,398

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