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

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Our top choices for Hilton Head Island vacation homes

1. 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

2. 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, (119 reviews)
"Great stay!"
United States
Michael Z.
The price is ¥15,788
¥45,784 total
includes taxes & fees
Sep 8 - Sep 9
Beach. View. Suite. 1 br. 1 ba. Sleeps 5

3. Palmetto Dunes Golf Getaway: Pool + Beach Access!

Palmetto Dunes Golf Getaway: Pool + Beach Access!
Mid Island
9.6 out of 10, Exceptional, (15 reviews)
"Beautiful unit, very roomy, short walk to beach!Would stay here again "
United States
Heather P.
The price is ¥14,664
¥62,593 total
includes taxes & fees
Aug 18 - Aug 19
Palmetto Dunes Golf Getaway: Pool + Beach Access!

4. 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!

5. 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, (107 reviews)
"This was our second time staying here and it was great both times! Great location in Sea Pines as well."
United States
Matthew I.
The price is ¥22,964
¥58,940 total
includes taxes & fees
Sep 1 - Sep 2
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

6. Awesome Hilton Head Coligny Beach townhome!

Awesome Hilton Head Coligny Beach townhome!
South End
8.8 out of 10, Excellent, (8 reviews)
"The condo looked like the pictures. It was clean, ready on time, and within walking distance to several shops and restaurants. Host was nice enough to go out of their way to help me with retrieving an item I left behind. Would certainly stay here again!"
United States
Austin M.
The price is ¥28,547
¥72,955 total
includes taxes & fees
Aug 15 - Aug 16
Awesome Hilton Head Coligny Beach townhome!

7. Fairway hideaway on the 7th hole, beach, bikes, smiles

Fairway hideaway on the 7th hole, beach, bikes, smiles
South End
The price is ¥28,003
¥89,393 total
includes taxes & fees
Aug 15 - Aug 16
Fairway hideaway on the 7th hole, beach, bikes, smiles

8. Spacious Coastal Villa w/ Bright Sunroom • Walk to Beach • Sleeps 7

Spacious Coastal Villa w/ Bright Sunroom • Walk to Beach • Sleeps 7
Sea Pines
10.0 out of 10, Exceptional, (92 reviews)
"Spencer is a great host. Responsive and very welcoming. This villa is in a great location and I highly recommend people stay here. It is perfect for two couples."
United States
Brian M.
The price is ¥27,256
¥78,372 total
includes taxes & fees
Aug 17 - Aug 18
Spacious Coastal Villa w/ Bright Sunroom • Walk to Beach • Sleeps 7

9. Newly Renovated Duplex- 4th Row

Newly Renovated Duplex- 4th Row
Mid Island
10.0 out of 10, Exceptional, (12 reviews)
"Everything was perfect. So close to the beach and was very comfortable. And the host was very responsive and easy to communicate with. Will definitely stay here again!"
United States
Courtney W.
The price is ¥23,749
¥70,336 total
includes taxes & fees
Aug 25 - Aug 26
Newly Renovated Duplex- 4th Row

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

On Island | Pool | Tennis | Pet Friendly | Parking
Mid Island
The price is ¥15,150
¥44,413 total
includes taxes & fees
Sep 1 - Sep 2
On Island | Pool | Tennis | Pet Friendly | Parking

11. 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, (95 reviews)
"Excellent location, very clean, will definitely repeat"
United States
Sean m.
The price is ¥24,737
¥69,613 total
includes taxes & fees
Aug 16 - Aug 17
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

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

Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ
Mid Island
9.4 out of 10, Exceptional, (83 reviews)
"Wonderful time at our stay! The house is very well stocked and great location! "
United States
sara e.
The price is ¥30,412
¥116,307 total
includes taxes & fees
Sep 8 - Sep 9
Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ

13. Private Beach Access-Pet Friendly-Hot Tub!!!

Private Beach Access-Pet Friendly-Hot Tub!!!
South End
9.2 out of 10, Wonderful, (14 reviews)
"Enjoyed staying at the Beach House. Victor was great, amenities nearby and only a short walk to the beach. "
United States
mark h.
The price is ¥42,892
¥130,988 total
includes taxes & fees
Aug 23 - Aug 24
Private Beach Access-Pet Friendly-Hot Tub!!!

14. Sea Pines hut, 5-min walk to beach, dog friendly!

Sea Pines hut, 5-min walk to beach, dog friendly!
Sea Pines
10.0 out of 10, Exceptional, (5 reviews)
"Great spot and wonderful hosts. Highly recommend for a couples get away on HHI. Perfect location with beach access so close. "
United States
Richard S.
The price is ¥42,398
¥74,882 total
includes taxes & fees
Aug 29 - Aug 30
Sea Pines hut, 5-min walk to beach, dog friendly!

15. Palmetto Dunes Villa – Golf, Pools & Bike to Beach

Palmetto Dunes Villa – Golf, Pools & Bike to Beach
Mid Island
10.0 out of 10, Exceptional, (1 review)
The price is ¥29,430
¥85,954 total
includes taxes & fees
Sep 13 - Sep 14
Palmetto Dunes Villa – Golf, Pools & Bike to Beach

16. Coastal Escape | Pool | Tennis | Near Beach

Coastal Escape | Pool | Tennis | Near Beach
Mid Island
8.0 out of 10, Very Good, (4 reviews)
"Location was very convenient. Accommodations were exactly as described."
United States
Monica H.
The price is ¥16,425
¥45,863 total
includes taxes & fees
Sep 1 - Sep 2
Coastal Escape | Pool | Tennis | Near Beach

17. Two Homes · Walk to Old Town · Fire Pit · EV

Two Homes · Walk to Old Town · Fire Pit · EV
Old Town Bluffton
10.0 out of 10, Exceptional, (3 reviews)
"We had an incredible weekend. Everything was perfect!! The rental is beautiful and in perfect proximity to Old Town Bluffton. "
United States
Ashley G.
The price is ¥81,712
¥166,612 total
includes taxes & fees
Sep 14 - Sep 15
Two Homes · Walk to Old Town · Fire Pit · EV

18. The Bluffton Farmhouse

The Bluffton Farmhouse
Bluffton
10.0 out of 10, Exceptional, (117 reviews)
"Beautiful property and had everything we needed for a month long stay! Internet was great for remote work as well. We’d love to return! "
United States
Dana B.
The price is ¥32,276
¥71,623 total
includes taxes & fees
Aug 16 - Aug 17
The Bluffton Farmhouse

19. Old Town + Modern + Fire Pit + EV Charger

Old Town + Modern + Fire Pit + EV Charger
Old Town Bluffton
9.4 out of 10, Exceptional, (30 reviews)
"Thank you so much for a wonderful stay!"
United States
Christy R.
The price is ¥26,682
¥74,497 total
includes taxes & fees
Aug 16 - Aug 17
Old Town + Modern + Fire Pit + EV Charger

20. Coastal Retreat, Walk to Beach, Hot Tub, Putting Green, Office, Fenced Yard

Coastal Retreat, Walk to Beach, Hot Tub, Putting Green, Office, Fenced Yard
Mid Island
10.0 out of 10, Exceptional, (3 reviews)
" Excellent experienceWe are very happy with our experience in this rental house. The property is beautiful, clean, comfortable, and very well maintained. The neighborhood is quiet and pleasant, perfect for feeling at home.The house has everything needed for comfortable living, and you can really see the care that has been put into every detail. In addition, communication with the owner or manager was excellent, always attentive and willing to help.Without a doubt, we recommend this property to...
United States
Yunieska G.
The price is ¥43,219
¥102,418 total
includes taxes & fees
Aug 25 - Aug 26
Coastal Retreat, Walk to Beach, Hot Tub, Putting Green, Office, Fenced Yard
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
255
Accommodation
3271 Vacation Homes
Lowest Price
¥40,539
Highest Price
¥274,084