Search Vacation Homes in Hilton Head Island

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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 3148 Vacation Homes in Hilton Head Island with updated reviews, rates, and availability.

Marriott's Harbour Club
View from room

Marriott's Harbour Club

3.5 star property
9.0 out of 10, Wonderful, (56)
"Thank you for the beautiful condo and view! "
The price is AED 1,392
AED 1,531 total
includes taxes & fees
20 May - 21 May
Marriott's Harbour Club
Marriott's Heritage Club
Exterior

Marriott's Heritage Club

3.5 star property
9.4 out of 10, Exceptional, (63)
"Clean and comfortable "
The price is AED 1,466
AED 1,612 total
includes taxes & fees
9 May - 10 May
Marriott's Heritage Club
Guest Favorite ~FREE Heated Pool~Walk to Beach~BBQ
View from property

Guest Favorite ~FREE Heated Pool~Walk to Beach~BBQ

9.6 out of 10, Exceptional, (67)
"In town overnight for an event, the space was perfect for our needs!"
The price is AED 400
AED 2,188 total
includes taxes & fees
11 May - 12 May
Guest Favorite ~FREE Heated Pool~Walk to Beach~BBQ
NEW LISTING ~ Luxe 6BR Marsh Retreat w/ Pool & Stunning Views ~ 31 Hearthwood Dr
A heated pool

NEW LISTING ~ Luxe 6BR Marsh Retreat w/ Pool & Stunning Views ~ 31 Hearthwood Dr

10.0 out of 10, Exceptional, (2)
"The property was wonderful, very clean and well stocked with everything we needed.The house itself is stunning, located in a quiet neighborhood, and the views of the marsh were beautiful.Linda and Jay (the property managers) were immediately responsive to all of our questions and addressed the minor issues very quickly.We’d love to stay here again and trust this property management group for our future vacation needs."
NEW LISTING ~ Luxe 6BR Marsh Retreat w/ Pool & Stunning Views ~ 31 Hearthwood Dr
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
Smart TV, books

Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

10.0 out of 10, Exceptional, (42)
"Excellent location and great place to stay. Very cozy and short distance to harbour town."
The price is AED 577
AED 1,418 total
includes taxes & fees
17 May - 18 May
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
6BR Hilton Head Beach House W/Pool, Fire Pit, Elev
Marina

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

9.6 out of 10, Exceptional, (47)
"Overall great stay at Folly Field. The house was the perfect size for our family group of 11. We enjoyed the heated pool and plentiful beach accessories. The bedrooms are nicely decorated. A few things by the pool did not work - tv and propane fire pit - but otherwise we enjoyed our stay. "
The price is AED 404
AED 2,217 total
includes taxes & fees
13 May - 14 May
6BR Hilton Head Beach House W/Pool, Fire Pit, Elev
2-Min Walk to Beach, Private Pool & Spa, Family & Dog-Friendly, Sleeps 17, Kids' Loft
A heated pool

2-Min Walk to Beach, Private Pool & Spa, Family & Dog-Friendly, Sleeps 17, Kids' Loft

9.8 out of 10, Exceptional, (78)
"We love coming to this home. It is just fabulous and a short walk to the beaches. We had great weather and a wonderful time with family. "
2-Min Walk to Beach, Private Pool & Spa, Family & Dog-Friendly, Sleeps 17, Kids' Loft
Ocean View, 3-Patio, 6BR, 6300sf Home w/Pool; 50 Steps to Beach, Coligny Circle!
Smart TV, fireplace, DVD player, books

Ocean View, 3-Patio, 6BR, 6300sf Home w/Pool; 50 Steps to Beach, Coligny Circle!

9.4 out of 10, Exceptional, (56)
"We had a fantastic vacation with our older teenagers. Great location and lots of fun."
Ocean View, 3-Patio, 6BR, 6300sf Home w/Pool; 50 Steps to Beach, Coligny Circle!
2 Talon Court @ Fish Haul Beach | Pool | Ocean Views | Pet-Friendly
A heated pool

2 Talon Court @ Fish Haul Beach | Pool | Ocean Views | Pet-Friendly

10.0 out of 10, Exceptional, (1)
"Great house close to everything you might need for your vacation "
2 Talon Court @ Fish Haul Beach | Pool | Ocean Views | Pet-Friendly
Designer Furnishings & Private Pool NEW Rental, No Detail Overlooked
Outdoor pool, a heated pool

Designer Furnishings & Private Pool NEW Rental, No Detail Overlooked

9.8 out of 10, Exceptional, (33)
"This was the perfect property for our family reunion in Hilton Head over the holidays! The house is gorgeous and the pool/spa were fun for everyone. We would definitely stay here again."
Designer Furnishings & Private Pool NEW Rental, No Detail Overlooked
Pool spa!Close to Harbour Town Beach club!
Outdoor dining

Pool spa!Close to Harbour Town Beach club!

10.0 out of 10, Exceptional, (22)
"The house was fantastic, perfect size and layout. Pool was wonderful setup. We had an excellent trip."
Pool spa!Close to Harbour Town Beach club!
NEW!!! Modern cottage and perfect location!
1 bedroom, iron/ironing board, travel crib, free WiFi

NEW!!! Modern cottage and perfect location!

10.0 out of 10, Exceptional, (29)
"My wife and I enjoyed our stay at the Lemon Tree. Location was easy to get to Old Town Bluffton, Hilton Head or Savannah. Host was excellent and we will be booking again. The above a garage apartment does not feel like a garage, its simply wonderfully decorated with a great atmosphere.Thanks again for a great stay."
NEW!!! Modern cottage and perfect location!
Renovated Home with Private Hot Tub, Fire Pit, Community Pool, Tennis Court & Playground
Beach

Renovated Home with Private Hot Tub, Fire Pit, Community Pool, Tennis Court & Playground

9.6 out of 10, Exceptional, (43)
"Clean, cool and plenty of room for our group."
Renovated Home with Private Hot Tub, Fire Pit, Community Pool, Tennis Court & Playground
Sleeps 16+, 3rd Row, Pool, Climbing Wall, Gym, Game Rm.
Fridge, microwave, oven, stovetop

Sleeps 16+, 3rd Row, Pool, Climbing Wall, Gym, Game Rm.

10.0 out of 10, Exceptional, (2)
"We loved our stay! The house is beautiful and clean and well stocked. Lots of space for 16 of us. We had so much fun and would recommend this property for any large group! "
Sleeps 16+, 3rd Row, Pool, Climbing Wall, Gym, Game Rm.
Charming Bluffton Home w/ Yard ~ 3 Mi to Beaches!
Fridge, microwave, stovetop, dishwasher

Charming Bluffton Home w/ Yard ~ 3 Mi to Beaches!

9.8 out of 10, Exceptional, (9)
"Very comfortable and pretty house."
Charming Bluffton Home w/ Yard ~ 3 Mi to Beaches!
Coral Reef Resort
Townhome, 2 Bedrooms | Terrace/patio

Coral Reef Resort

3.0 star property
9.2 out of 10, Wonderful, (53)
"Lush landscaping and access to private beach parking- good walkability and bikes available at the property Did not care for sales pitch "
Coral Reef Resort
Dreamy island oasis with private pool, grill & fast WiFi - beach access nearby
Terrace/patio

Dreamy island oasis with private pool, grill & fast WiFi - beach access nearby

7.2 out of 10, Good, (7)
"Very liveable and a great location!"
Dreamy island oasis with private pool, grill & fast WiFi - beach access nearby
Spectacular Sunset Views on the Marsh in Hilton Head Island
Exterior

Spectacular Sunset Views on the Marsh in Hilton Head Island

9.6 out of 10, Exceptional, (17)
"Wonderful property. Very clean. Great location."
Spectacular Sunset Views on the Marsh in Hilton Head Island
Private Pool ~ Cabana ~ 5 Deer Run Lane
Interior

Private Pool ~ Cabana ~ 5 Deer Run Lane

10.0 out of 10, Exceptional, (17)
"Great place."
Private Pool ~ Cabana ~ 5 Deer Run Lane
60 Lawton Road, Sea Pines
Interior

60 Lawton Road, Sea Pines

10.0 out of 10, Exceptional, (4)
"Home was perfect! Great view in the morning of the lake. Property has everything one could expect to feel right at home. "
60 Lawton Road, Sea Pines
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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Other property types in Hilton Head Island

Coral Sands Resorts by Palmera
3 outdoor pools, pool umbrellas, sun loungers

Coral Sands Resorts by Palmera

3.5 star property
9.4 out of 10, Exceptional, (707)
"Great place to stay"
Coral Sands Resorts by Palmera
Island Links Resort by Palmera
2 outdoor pools, pool umbrellas, sun loungers

Island Links Resort by Palmera

3.0 star property
9.2 out of 10, Wonderful, (283)
"Very convienent and plenty to do!"
Island Links Resort by Palmera
Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch
Exterior

Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch

10.0 out of 10, Exceptional, (69)
"Great home "
Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch
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.