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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 £221
includes taxes & fees
10 Nov - 11 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, (123 reviews)
"Location was great. Very close to the pool and the beach. The wagon was very helpful."
Carla J.
The price is £178
includes taxes & fees
17 Nov - 18 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 £252
includes taxes & fees
8 Nov - 9 Nov
4. 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
5. On Island | Pool | Tennis | Pet Friendly | Parking
On Island | Pool | Tennis | Pet Friendly | ParkingMid Island
The price is £181
includes taxes & fees
6 Nov - 7 Nov
6. Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!Old Town Bluffton
9.8 out of 10, Exceptional, (99 reviews)
"Excellent location, very clean, will definitely repeat"
Sean m.
The price is £301
includes taxes & fees
8 Nov - 9 Nov
7. 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 £515
includes taxes & fees
10 Nov - 11 Nov
8. 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 £426
includes taxes & fees
17 Nov - 18 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 £321
includes taxes & fees
8 Nov - 9 Nov
10. 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 £490
includes taxes & fees
9 Nov - 10 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
The price is £527
includes taxes & fees
10 Nov - 11 Nov
12. 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 £541
includes taxes & fees
12 Nov - 13 Nov
13. 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 £1,335
includes taxes & fees
15 Nov - 16 Nov
14. 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 £307
includes taxes & fees
9 Nov - 10 Nov
15. 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.
The price is £312
includes taxes & fees
10 Nov - 11 Nov
16. 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 £395
includes taxes & fees
9 Nov - 10 Nov
17. 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.
The price is £477
includes taxes & fees
8 Nov - 9 Nov
18. Private Beach Access-Pet Friendly-Hot Tub!!!
Private Beach Access-Pet Friendly-Hot Tub!!!South End
9.2 out of 10, Wonderful, (15 reviews)
"Great location, ample room, and pet friendly! The host did a great job communicating."
Josef P.
The price is £543
includes taxes & fees
15 Nov - 16 Nov
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 £347
includes taxes & fees
7 Nov - 8 Nov
20. Coastal Cottage near DT Bluffton w/ Golf Cart
Coastal Cottage near DT Bluffton w/ Golf CartBluffton
8.8 out of 10, Excellent, (8 reviews)
"My family and I had a pleasant stay at this lovely well equipped vacation home. The location was ideal for our events and would love to return when we all had more time to explore! I would recommend this home."
Tammy B.
The price is £361
includes taxes & fees
8 Nov - 9 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.
Hilton Head Island and related destinations
Pristine beaches with packed sand perfect for biking stretch for 12 miles along this laid-back coastal paradise. Golf enthusiasts can play world-class courses while nature lovers spot alligators and herons in the Pinckney Island Wildlife Refuge.
