Holiday Homes in Hilton Head Island
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Hilton Head Island holiday homes
1. Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380
Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380South End
9.6 out of 10, Exceptional, (109 reviews)
"Awesome spot to stay with everything we needed. Really enjoyed the pool access, walking distance to the beach, and bikes included with the property."
Will K.
The price is NZ$528
includes taxes & fees
14 Nov - 15 Nov
2. Beach. View. Suite. 1 br. 1 ba. Sleeps 5
Beach. View. Suite. 1 br. 1 ba. Sleeps 5Mid Island
9.6 out of 10, Exceptional, (124 reviews)
"Would stay again!"
Shandi B.
The price is NZ$403
includes taxes & fees
15 Nov - 16 Nov
3. Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to HarbourtownSea Pines
10.0 out of 10, Exceptional, (114 reviews)
"Beautiful, quiet property."
marian h.
The price is NZ$677
includes taxes & fees
1 Dec - 2 Dec
4. Mid-Island Retreat | Pool | Beach Gear | Pets OK
Mid-Island Retreat | Pool | Beach Gear | Pets OKMid Island
5. Disney's Hilton Head Island Resort
Disney's Hilton Head Island ResortMid Island
9.6 out of 10, Exceptional, (131 reviews)
"The room and property were incredible! Already booking my next stay"
Melissa
6. Old Town + Home & Carriage House + EV Charger
Old Town + Home & Carriage House + EV ChargerOld 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. "
Anonymous traveller
The price is NZ$1,015
includes taxes & fees
16 Nov - 17 Nov
7. 6BR Hilton Head Beach House W/Pool, Fire Pit, Elev
6BR Hilton Head Beach House W/Pool, Fire Pit, ElevMid Island
9.2 out of 10, Wonderful, (68 reviews)
"Great spot…wish we had booked our entire stay there. Would definitely go back. "
Ohly917
The price is NZ$1,197
includes taxes & fees
16 Nov - 17 Nov
8. Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ
Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQMid Island
9.2 out of 10, Wonderful, (86 reviews)
"Wonderful time at our stay! The house is very well stocked and great location! "
sara e.
The price is NZ$1,245
includes taxes & fees
10 Nov - 11 Nov
9. Nature Lovers Love 2033 Deer Island Treehouse Walkable to Harbour Town
Nature Lovers Love 2033 Deer Island Treehouse Walkable to Harbour TownSea Pines
9.2 out of 10, Wonderful, (40 reviews)
"Loved the location, the condo had everything we needed, and the host was great to work with."
Scott R.
The price is NZ$740
includes taxes & fees
12 Nov - 13 Nov
10. 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 RetreatBluffton
9.8 out of 10, Exceptional, (10 reviews)
"everything was great for our family trip!"
Grace M.
The price is NZ$1,214
includes taxes & fees
23 Nov - 24 Nov
11. Two Fawns at Sea Pines-4+BR-Group Friendly-New Heated Pool & Spa,Dog Friendly
Two Fawns at Sea Pines-4+BR-Group Friendly-New Heated Pool & Spa,Dog FriendlySea Pines
12. Treehouse at BootLegger Cove
Treehouse at BootLegger CoveOld Town Bluffton
10.0 out of 10, Exceptional, (4 reviews)
"The Treehouse exceeded our expectations! It was so well appointed, clean and prefect for our needs. The hosts were beyond nice and helpful. We will definitely stay there again!"
Karen P.
The price is NZ$694
includes taxes & fees
10 Nov - 11 Nov
13. Mins to Downtown & Beach, Sleeps 10, Pool
Mins to Downtown & Beach, Sleeps 10, PoolBluffton
10.0 out of 10, Exceptional, (2 reviews)
"We had a fantastic stay! Kaila was flexible, accommodating, and extremely responsive, making everything easy from start to finish.The house was spotless, spacious, and beautifully decorated — very comfortable and welcoming. The central location was a huge bonus, with easy access to great restaurants and shops.We’d absolutely stay here again. Highly recommend!"
Jared B.
14. Two Homes · Walk to Old Town · Fire Pit · EV
Two Homes · Walk to Old Town · Fire Pit · EVOld Town Bluffton
10.0 out of 10, Exceptional, (6 reviews)
"We had an incredible weekend. Everything was perfect!! The rental is beautiful and in perfect proximity to Old Town Bluffton. "
Ashley G.
The price is NZ$1,069
includes taxes & fees
10 Nov - 11 Nov
15. Montage Palmetto Bluff Residences
Montage Palmetto Bluff ResidencesPalmetto Bluff
10.0 out of 10, Exceptional, (2 reviews)
"Very family friendly. Parking was a problem
Check in was not one minute early. House was beautiful and very clean. Pool was wonderful
Prices were high but we knew that ahead of time"
john j
The price is NZ$3,237
includes taxes & fees
15 Nov - 16 Nov
16. Newly Renovated Duplex- 4th Row
Newly Renovated Duplex- 4th RowMid Island
9.8 out of 10, Exceptional, (15 reviews)
"Excellent location and a dog friendly beach"
Brandon H.
17. Old Town + Modern + Fire Pit + EV Charger
Old Town + Modern + Fire Pit + EV ChargerOld Town Bluffton
9.4 out of 10, Exceptional, (32 reviews)
"We have a lovely stay over the 4th of July. Perfectly located! The house was clean and well appointed. Check in was smooth and the hosts were very accessible."
Mariah M.
The price is NZ$801
includes taxes & fees
3 Dec - 4 Dec
18. Spacious Bluffton Getaway Near Hilton Head Sleeps Big Groups Golf & Beaches
Spacious Bluffton Getaway Near Hilton Head Sleeps Big Groups Golf & BeachesBluffton
19. The Bluffton Farmhouse
The Bluffton FarmhouseBluffton
10.0 out of 10, Exceptional, (126 reviews)
"Amazing place and host will for sure stay again"
Jeffery A.
The price is NZ$857
includes taxes & fees
10 Nov - 11 Nov
20. Walk to Beach, 8BR, Heated Pool, Sauna, Elevator
Walk to Beach, 8BR, Heated Pool, Sauna, ElevatorMid 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."
Theresa E.
The price is NZ$1,317
includes taxes & fees
11 Nov - 12 Nov
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.
Find holiday rentals that suit your style
Private holiday homes
Aparthotels
Save an average of 15% on thousands of hotels when you're signed in
Top Hilton Head Island Hotel Reviews
Sonesta Resort Hilton Head Island
10/10 Excellent
Find out more about Hilton Head Island
Hilton Head Island Holiday Homes information
Number of reviews | 796 |
|---|---|
Accommodation | 3170 Holiday Homes |
Lowest Price | NZ$403 |
Highest Price | NZ$3,237 |
Explore a world of travel with Expedia
- B&B in Pinckney Island National Wildlife Refuge
- Cottages in Pinckney Island National Wildlife Refuge
- Apartments in Pinckney Island National Wildlife Refuge
- Lodges in South Carolina Lowcountry
- Resort in South Carolina Lowcountry
- Treehouses in South Carolina Lowcountry
- Cottages in Beaufort
- Motels in Beaufort
- Cottages in Port Royal
- Cottages in Saint Helena Island
- Resort in Harbor Island
- Holiday Homes in Harbor Island
- Cabin Rentals in Hunting Island State Park
- Inns in Hunting Island State Park
- Cottages in Hunting Island State Park
- Resort in Daufuskie Island
- Houseboats in Hilton Head Island Beaches
- B&B in Hilton Head Island Beaches
- Farmstay in Hunting Island
- Lodges in Hunting Island
- B&B in Bluffton
- Resort in Fripp Island
- Caravan Parks in Fripp Island
- Condo Rentals in Fripp Island
- Holiday Homes in Fripp Island
- Villas in Hilton Head Island
- Condo Rentals in Hilton Head Island
- Inns in Ladys Island
- Hotels near Tanger Outlet Center
- Hotels near Marine Corps Recruit Depot Parris Island
- North Forest Beach Hotels
- Parris Island Hotels
- Hotels near Harbour Town Lighthouse
- Harbour Town Hotels
- Hilton Head Island Hotels
- Hotels near Port Royal Skateboard Park
- Port Royal Hotels
- Sun City Hilton Head Hotels
- Beaufort Hotels
- Fripp Island Hotels
- Berkeley Hall Hotels
- Hotels near Coligny Plaza
- Palmetto Bluff Hotels
- Bluffton Hotels
- Daufuskie Island Hotels
- Okatie Hotels
- Hotels near Frogmore Intl.
- Hotels near Hilton Head Island
- Oldfield Hotels
- Burton Hotels
- Calibogue Cay Hotels
- Hotels near Singleton Beach
- Hotels near Stan Smith Tennis Academy
- Cheap Hotels in Beaufort
- Romantic Hotels in Beaufort
- Spa Hotels in Bluffton
- Cheap Hotels in Hilton Head Island
- Red Roof Inn Hotels in Hilton Head Island
- Flights from London (LTN) to Beaufort (BFT)
- Flights from Oakland (OAK) to Beaufort (BFT)
- Flights from Augusta (AGS) to Beaufort (BFT)
- Flights from Colorado Springs (COS) to Beaufort (BFT)
- Flights from Syracuse (SYR) to Beaufort (BFT)
- Flights from Kansas City (MCI) to Beaufort (BFT)
- Flights from Montreal (YUL) to Beaufort (BFT)
- Flights from Orlando (ORL) to Beaufort (BFT)
- Flights from Fort McMurray (YMM) to Hilton Head Island (HHH)
- Flights from Johannesburg (JNB) to Hilton Head Island (HHH)
- Flights from Rutland (RUT) to Hilton Head Island (HHH)
- Flights from Bowling Green (BWG) to Hilton Head Island (HHH)
- Flights from Durango (DRO) to Hilton Head Island (HHH)
- Flights from Albany (ALB) to Hilton Head Island (HHH)
- Flights from Manila (MNL) to Hilton Head Island (HHH)
- Flights from Grand Rapids (GRR) to Hilton Head Island (HHH)
- Flights to Saint Helena Island
- Flights to Bluffton
- Flights to Hilton Head Island Beaches
- Flights to Hilton Head Island
- Flights to Callawassie Island
- Flights from Fripp Island
- Flights from Bluffton
- Visit Hilton Head Island Beaches
- Visit Hilton Head Island
- Visit Pinckney Island National Wildlife Refuge
- Visit North Forest Beach
- Scuba Diving Holiday Packages Hilton Head Island Beaches
- May River Golf Club at Palmetto Bluff
- Atlantic Dunes by Davis Love III
- Robert Trent Jones Golf Course
- Van Der Meer Tennis Center
- Stan Smith Tennis Academy
- Old South Golf Links
- Nü Car Rentals Rental Cars in Hilton Head Island Beaches
- Economy Rent a Car Rental Cars in Hilton Head Island Beaches
- United Rental Cars in Hilton Head Island Beaches
- Goldcar Key’n Go Rental Cars in Hilton Head Island Beaches
- Ace Rental Cars in Hilton Head Island Beaches
- Hertz Rental Cars in Hilton Head Island Beaches
- Car hire Bluffton