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

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Hilton Head Island vacation homes

A waterfront restaurant with outdoor seating and a view of the water.

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
A spacious living room with a sofa, armchair, and a coffee table. There is a TV and a lamp on a side table.

2. 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, (110 reviews)
"Stay was wonderful! Will be back to visit again!"
United States
Brittany W.
The price is ￥24,493
￥59,647 total
includes taxes & fees
Sep 27 - Sep 28
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
A historic building with a covered porch and a brick pathway.

3. Montage Palmetto Bluff Residences

Montage Palmetto Bluff Residences
5.0 star property
Palmetto 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"
United States
john j
The price is ￥232,032
￥277,012 total
includes taxes & fees
Oct 21 - Oct 22
Montage Palmetto Bluff Residences
A row of multi-story houses with balconies, a small pond in the foreground, and a clear blue sky.

4. New Beach House, Heated Pool, Elevator, Sleeps 22

New Beach House, Heated Pool, Elevator, Sleeps 22
Mid Island
10.0 out of 10, Exceptional, (33 reviews)
"The property and location were excellent!"
United States
Ayesha M.
The price is ￥75,114
￥330,951 total
includes taxes & fees
Oct 5 - Oct 6
New Beach House, Heated Pool, Elevator, Sleeps 22
A modern living room with a sofa set, a wooden coffee table, and a dining area with a chandelier.

5. Gated community, close to beach, heated pool, golf cart for rent

Gated community, close to beach, heated pool, golf cart for rent
Mid Island
10.0 out of 10, Exceptional, (99 reviews)
"Well stocked kitchen, clean, kids enjoyed the heated pool. "
United States
LJ B.
The price is ￥88,880
￥220,454 total
includes taxes & fees
Sep 23 - Sep 24
Gated community, close to beach, heated pool, golf cart for rent
A modern kitchen with white cabinets, a central island with bar stools, a microwave, and a coffee maker.

6. 6 Bedroom, Free Heated Pool + Elevator Sleeps 26

6 Bedroom, Free Heated Pool + Elevator Sleeps 26
Mid Island
10.0 out of 10, Exceptional, (33 reviews)
"Loved having enough room for our large family. Kids rode bikes to the beach and loved the pool. Elevator was great for my husband with Parkinson’s. Would rent this again in a heartbeat!"
United States
Joy C.
The price is ￥46,627
￥202,008 total
includes taxes & fees
Sep 23 - Sep 24
6 Bedroom, Free Heated Pool + Elevator Sleeps 26
A modern kitchen with a large island, white cabinetry, and a dining area with a sofa and bar stools.

7. Gated Community, Close to beach, heated pool, golf cart for rent

Gated Community, Close to beach, heated pool, golf cart for rent
Mid Island
9.8 out of 10, Exceptional, (92 reviews)
"We loved staying here, the beach is close, the pool was heated and great for a kid."
United States
Geoffrey Y.
The price is ￥90,453
￥222,357 total
includes taxes & fees
Sep 23 - Sep 24
Gated Community, Close to beach, heated pool, golf cart for rent
A backyard with a hot tub, a wooden deck, and two houses.

8. 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 ￥42,216
￥128,753 total
includes taxes & fees
Sep 28 - Sep 29
Private Beach Access-Pet Friendly-Hot Tub!!!
A beachside patio with thatched roof, wooden deck, and outdoor seating.

9. Modern Serenity - Steps to Beach and Coligny Plaza

Modern Serenity - Steps to Beach and Coligny Plaza
South End
10.0 out of 10, Exceptional, (3 reviews)
"This house is amazing!! My family and I stayed here and really enjoyed the visit. Everything was great. The pool and hot tub were definitely a great part of the stay. Our kids used both and enjoyed them very much. The beds were so soft and comfortable. It was so easy to communicate with the owner of the property. They were very prompt in answering our questions. We’re so happy we chose to stay here. It was a great stay!!"
United States
Bobby A.
The price is ￥98,567
￥212,768 total
includes taxes & fees
Sep 23 - Sep 24
Modern Serenity - Steps to Beach and Coligny Plaza
A modern kitchen with white cabinetry, stainless steel appliances, and a central island.

10. 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, (39 reviews)
"The house was just as we expected. Well appointed, very clean, nice outdoor space. The kitchen and bathrooms had been remodeled as was the kitchen. We would certainly come back!"
United States
Mary M.
The price is ￥21,520
￥70,566 total
includes taxes & fees
Sep 23 - Sep 24
Nature Lovers Love 2033 Deer Island Treehouse Walkable to Harbour Town
A balcony with a table set for dining, overlooking a beach and a parking area with a car.

11. 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, (103 reviews)
"Great place!"
United States
Danny H.
The price is ￥20,450
￥53,642 total
includes taxes & fees
Sep 29 - Sep 30
Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380
A modern kitchen with granite countertops, a stainless steel sink, and wooden cabinets.

12. 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 ￥16,316
￥59,364 total
includes taxes & fees
Sep 25 - Sep 26
Palmetto Dunes Golf Getaway: Pool + Beach Access!
An aerial view of a coastal residential area with houses along the beach, a clear sky, and a calm sea.

13. 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, (120 reviews)
"Would stay again!"
United States
Shandi B.
The price is ￥14,001
￥42,742 total
includes taxes & fees
Oct 21 - Oct 22
Beach. View. Suite. 1 br. 1 ba. Sleeps 5
A frozen lake with the sun reflecting on the surface.

14. New Home! Free Heated Pool, Short Stroll to Beach

New Home! Free Heated Pool, Short Stroll to Beach
Mid Island
9.6 out of 10, Exceptional, (20 reviews)
"Everything was perfect! Very happy with our stay."
United States
Dustin W.
The price is ￥47,064
￥126,508 total
includes taxes & fees
Sep 24 - Sep 25
New Home! Free Heated Pool, Short Stroll to Beach
A beach with a wooden fence, sand, and grass.

15. 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, (96 reviews)
"Excellent location, very clean, will definitely repeat"
United States
Sean m.
The price is ￥25,456
￥71,540 total
includes taxes & fees
Sep 27 - Sep 28
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
A white sofa, wicker ottoman, wicker chair, round mirror, and two wall-mounted lamps in a bright room with a view.

16. 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 ￥37,494
￥67,913 total
includes taxes & fees
Oct 5 - Oct 6
Sea Pines hut, 5-min walk to beach, dog friendly!
A lighthouse at sunset with boats docked at a marina.

17. 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, (67 reviews)
"Lovely property with close proximity to the beach. We enjoyed the pool very much."
United States
Cameron F.
The price is ￥40,492
￥129,224 total
includes taxes & fees
Sep 30 - Oct 1
6BR Hilton Head Beach House W/Pool, Fire Pit, Elev
A staircase with white railings and wooden steps leading to a landing.

18. The Bluffton Farmhouse

The Bluffton Farmhouse
Bluffton
10.0 out of 10, Exceptional, (122 reviews)
"Great location, close to everything"
United States
Kerry L.
The price is ￥31,855
￥69,823 total
includes taxes & fees
Sep 27 - Sep 28
The Bluffton Farmhouse
A spacious living room with a large sofa, a coffee table, and a television.

19. Heron Hideaway: Grand Marsh Home w/ Pool & Hottub

Heron Hideaway: Grand Marsh Home w/ Pool & Hottub
Sea Pines
10.0 out of 10, Exceptional, (12 reviews)
"We loved everything about this house! "
United States
Parkside P.
The price is ￥100,678
￥215,263 total
includes taxes & fees
Oct 10 - Oct 11
Heron Hideaway: Grand Marsh Home w/ Pool & Hottub
A modern kitchen with white cabinetry, a central island with stools, stainless steel appliances, and a large window.

20. Dove's Nest - 4BR/3BA fully remodeled, 3min walk to Forest Beach & Coligny Plaza

Dove's Nest - 4BR/3BA fully remodeled, 3min walk to Forest Beach & Coligny Plaza
South End
9.0 out of 10, Wonderful, (2 reviews)
"We had a great time staying at this place. Very clean house, nice pool. Michelle, who is the host, is very nice and get things prepared in advance. She always keeps in touch whenever we need any help. A highly recommend for any family planning to Hilton Head."
United States
Vy N.
The price is ￥97,465
￥201,779 total
includes taxes & fees
Sep 27 - Sep 28
Dove's Nest - 4BR/3BA fully remodeled, 3min walk to Forest Beach & Coligny Plaza
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

Omni Hilton Head Oceanfront Resort

Omni Hilton Head Oceanfront Resort

8/10 Good
"Nice bathroom, comfortable beds, nice view; parking lot was crazy to drive through"
Ann 2-night trip
Posted 1 hour ago
Omni Hilton Head Oceanfront Resort

Find out more about Hilton Head Island

Hilton Head Island Vacation Homes information

Number of reviews
1,116
Accommodation
3194 Vacation Homes
Lowest Price
￥42,742
Highest Price
￥330,951