A coastal town with a lighthouse, marina, and golf course.

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Our top choices for Hilton Head Island vacation homes

1. Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380

Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380
South End
9.6 out of 10, Exceptional, (108 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."
United States
Will K.
The price is ¥14,189
¥46,478 total
includes taxes & fees
Nov 1 - Nov 2
Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380

2. Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (131 reviews)
"The room and property were incredible! Already booking my next stay"
United States
Melissa
Disney's Hilton Head Island Resort

3. 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, (122 reviews)
"Location was great. Very close to the pool and the beach. The wagon was very helpful."
United States
Carla J.
The price is ¥8,159
¥35,857 total
includes taxes & fees
Nov 3 - Nov 4
Beach. View. Suite. 1 br. 1 ba. Sleeps 5

4. 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, (113 reviews)
"Beautiful, quiet property."
United States
marian h.
The price is ¥18,317
¥52,776 total
includes taxes & fees
Nov 2 - Nov 3
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

5. 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 reviews)
"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.
Beachfront Resort! Golf & Lagoon View + Pickleball + Easy Beach Access!

6. On Island | Pool | Tennis | Pet Friendly | Parking

On Island | Pool | Tennis | Pet Friendly | Parking
Mid Island
The price is ¥12,203
¥40,440 total
includes taxes & fees
Nov 1 - Nov 2
On Island | Pool | Tennis | Pet Friendly | Parking

7. Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ

Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ
Mid Island
9.2 out of 10, Wonderful, (86 reviews)
"Wonderful time at our stay! The house is very well stocked and great location! "
United States
sara e.
The price is ¥30,082
¥116,259 total
includes taxes & fees
Nov 5 - Nov 6
Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ

8. Newly Renovated Duplex- 4th Row

Newly Renovated Duplex- 4th Row
Mid Island
9.8 out of 10, Exceptional, (14 reviews)
"Excellent location and a dog friendly beach"
United States
Brandon H.
The price is ¥23,491
¥65,583 total
includes taxes & fees
Oct 31 - Nov 1
Newly Renovated Duplex- 4th Row

9. Old Town + Home & Carriage House + EV Charger

Old Town + Home & Carriage House + EV Charger
Old 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. "
United States
Anonymous traveler
The price is ¥24,650
¥95,298 total
includes taxes & fees
Nov 2 - Nov 3
Old Town + Home & Carriage House + EV Charger

10. 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"
United States
Sean m.
The price is ¥22,889
¥68,895 total
includes taxes & fees
Nov 2 - Nov 3
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

11. The Bluffton Farmhouse

The Bluffton Farmhouse
Bluffton
10.0 out of 10, Exceptional, (126 reviews)
"Amazing place and host will for sure stay again"
United States
Jeffery A.
The price is ¥31,948
¥70,548 total
includes taxes & fees
Nov 2 - Nov 3
The Bluffton Farmhouse

12. Nature Lovers Love 2033 Deer Island Treehouse Walkable to Harbour Town

Nature Lovers Love 2033 Deer Island Treehouse Walkable to Harbour Town
Sea 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."
United States
Scott R.
The price is ¥22,845
¥70,569 total
includes taxes & fees
Nov 2 - Nov 3
Nature Lovers Love 2033 Deer Island Treehouse Walkable to Harbour Town

13. Cozy Escape|Downtown Bluffton|Dog Friendly|Beaches

Cozy Escape|Downtown Bluffton|Dog Friendly|Beaches
Bluffton
10.0 out of 10, Exceptional, (1 review)
"Great beds and pillows! Plenty of towels! One of the best stays I have had in a long time!"
United States
Robert S.
The price is ¥21,366
¥63,431 total
includes taxes & fees
Nov 1 - Nov 2
Cozy Escape|Downtown Bluffton|Dog Friendly|Beaches

14. GOLF CART! Remodeled home near Old Town, Xbox!

GOLF CART! Remodeled home near Old Town, Xbox!
Bluffton
10.0 out of 10, Exceptional, (42 reviews)
"House is beautiful, clean and very comfortable. Location is great - close to restaurants and stores. Really enjoyed our stay and will recommend it to family and friends."
United States
Steven F.
The price is ¥30,022
¥70,484 total
includes taxes & fees
Nov 1 - Nov 2
GOLF CART! Remodeled home near Old Town, Xbox!

15. 6BR Hilton Head Beach House W/Pool, Fire Pit, Elev

6BR Hilton Head Beach House W/Pool, Fire Pit, Elev
Mid Island
9.2 out of 10, Wonderful, (68 reviews)
"Lovely property with close proximity to the beach. We enjoyed the pool very much."
United States
Cameron F.
The price is ¥27,575
¥101,809 total
includes taxes & fees
Nov 1 - Nov 2
6BR Hilton Head Beach House W/Pool, Fire Pit, Elev

16. Coastal Cottage near DT Bluffton w/ Golf Cart

Coastal Cottage near DT Bluffton w/ Golf Cart
Bluffton
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."
United States
Tammy B.
The price is ¥24,689
¥75,229 total
includes taxes & fees
Nov 1 - Nov 2
Coastal Cottage near DT Bluffton w/ Golf Cart

17. Mins to Downtown & Beach, Sleeps 10, Pool

Mins to Downtown & Beach, Sleeps 10, Pool
Bluffton
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!"
United States
Jared B.
The price is ¥31,217
¥108,250 total
includes taxes & fees
Nov 3 - Nov 4
Mins to Downtown & Beach, Sleeps 10, Pool

18. 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 Friendly
Sea Pines
The price is ¥48,386
¥130,227 total
includes taxes & fees
Nov 9 - Nov 10
Two Fawns at Sea Pines-4+BR-Group Friendly-New Heated Pool & Spa,Dog Friendly

19. 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 Retreat
Bluffton
9.8 out of 10, Exceptional, (10 reviews)
"everything was great for our family trip!"
United States
Grace M.
The price is ¥23,666
¥89,046 total
includes taxes & fees
Nov 9 - Nov 10
NEW! 3 mins to Old Town • Sleeps 12 • Game Room • Charming Bluffton Retreat
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

Find out more about Hilton Head Island

Hilton Head Island Vacation Homes information

Number of reviews
894
Accommodation
3168 Vacation Homes
Lowest Price
¥35,857
Highest Price
¥130,227