Brand new gorgeous shower
SunnyDaze-Brand new reno- King bed, Free bikes! image 2
Lots of cabinet space
New cabinets and appliances
Queen sleeper sofa

SunnyDaze-Steps to the Ocean king bed, Free bikes!

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.69(179 reviews)

$901.10 USD total for 4 nights

Oct 5 – 9, 2026

Gorgeous Views of Ocean
We aim to have beach gear ready for you, but please note it's shared and may change between stays.
Queen size bed in primary bedroom
Queen size bed in primary bedroom
Beds in the hall are perfect for young travelers

Oceanfront Oasis: Beachfront Bliss

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.65(86 reviews)

$947.00 USD total for 3 nights

Sep 24 – 27, 2026

View to the backyard and golf course.
Welcome to your home away from home!
Talk, play games, and chill in the living room.
OffShoreDreaming
The powder room is located off the living room. Superhero included.

OffShoreDreaming

3 bedrooms·3 baths
Hilton Head Island • South Carolina
4.94(18 reviews)

$1,805.43 USD total for 3 nights

Sep 24 – 27, 2026

SeaClusion-Oceanview, Mini split AC, Beach Chairs
SeaClusion-Oceanview, Mini split AC, Beach Chairs
SeaClusion-Oceanview, Mini split AC, Beach Chairs
SeaClusion-Oceanview, Mini split AC, Beach Chairs
SeaClusion-Oceanview, Mini split AC, Beach Chairs

SeaClusion-Oceanview, Mini split AC, Beach Chairs

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.75(188 reviews)

$677.20 USD total for 3 nights

Oct 12 – 15, 2026

Feelin Tip'Sea-Oceanview Retreat Steps to Beach
Feelin Tip'Sea-Oceanview Retreat Steps to Beach
Feelin Tip'Sea-Oceanview Retreat Steps to Beach
Feelin Tip'Sea-Oceanview Retreat Steps to Beach
Feelin Tip'Sea-Oceanview Retreat Steps to Beach

Feelin Tip'Sea-Oceanview Retreat Steps to Beach

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.8(85 reviews)

$927.50 USD total for 4 nights

Oct 4 – 8, 2026

Salty Sand-Close to the pool, steps to the beach!
Salty Sand-Close to the pool, steps to the beach!
Salty Sand-Close to the pool, steps to the beach!
Salty Sand-Close to the pool, steps to the beach!
Salty Sand-Close to the pool, steps to the beach!

Salty Sand-Close to the pool, steps to the beach!

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.74(199 reviews)

$1,015.50 USD total for 4 nights

Oct 3 – 7, 2026

SeaRenity! Beautiful Reno! King bed! w/Bikes
SeaRenity! Beautiful Reno! King bed! w/Bikes
SeaRenity! Beautiful Reno! King bed! w/Bikes
SeaRenity! Beautiful Reno! King bed! w/Bikes
SeaRenity! Beautiful Reno! King bed! w/Bikes

SeaRenity! Beautiful Reno! King bed! w/Bikes

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.81(202 reviews)

$743.20 USD total for 3 nights

Sep 29 – Oct 2, 2026

Flip Flop Paradise-Steps to the Sand! Free Bikes
Flip Flop Paradise-Steps to the Sand! Free Bikes
Flip Flop Paradise-Steps to the Sand! Free Bikes
Flip Flop Paradise-Steps to the Sand! Free Bikes
Flip Flop Paradise-Steps to the Sand! Free Bikes

Flip Flop Paradise-Steps to the Sand! Free Bikes

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.82(215 reviews)

$989.10 USD total for 4 nights

Sep 30 – Oct 4, 2026

SHOREthing! Beachside retreat w/ Bikes, Chairs
SHOREthing! Beachside retreat w/ Bikes, Chairs
SHOREthing! Beachside retreat w/ Bikes, Chairs
SHOREthing! Beachside retreat w/ Bikes, Chairs
SHOREthing! Beachside retreat w/ Bikes, Chairs

SHOREthing! Beachside retreat w/ Bikes, Chairs

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.78(275 reviews)

$927.50 USD total for 4 nights

Oct 3 – 7, 2026

Seaside 2 pool
everything need to cook meals
Queen bed
Gorgeous stand up shower
Coastal Blue – Oceanview Condo in the Heart of Hil image 5

Coastal Blue – Oceanview Condo in the Heart of Hil

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.88(24 reviews)

$728.20 USD total for 3 nights

Sep 30 – Oct 3, 2026

Living Room
Living Room
Living Room/Dining
Living Room/Dining
Living Room/Dining/Kitchen

309 Ocean Dunes Villas

2 bedrooms·2 baths
Hilton Head Island • South Carolina
4.81(190 reviews)

$2,651.50 USD total for 7 nights

Oct 23 – 30, 2026

Secluded Paradise: Your Private Ocean Walk Community Awaits!
Welcome to MyStay at 34 Ocean Club!
Poolside Paradise: Step from Your Patio Straight into the Water!
Private Community Pool Steps from Beach Path
Beach Bliss: MyStay Gifts & Plush Towels for the Perfect Shore Day!

34 Ocean Club

2 bedrooms·2 baths
Hilton Head Island • South Carolina

$5,324.08 USD total for 4 nights

Aug 1 – 5, 2027

Beach Bliss 2 Bedroom Oceanview Free bikes/chairs!
Beach Bliss 2 Bedroom Oceanview Free bikes/chairs!
Beach Bliss 2 Bedroom Oceanview Free bikes/chairs!
Beach Bliss 2 Bedroom Oceanview Free bikes/chairs!
Beach Bliss 2 Bedroom Oceanview Free bikes/chairs!

Beach Bliss 2 Bedroom Oceanview Free bikes/chairs!

2 bedrooms·2 baths
Hilton Head Island • South Carolina
4.88(261 reviews)

$1,604.00 USD total for 4 nights

Sep 27 – Oct 1, 2026

Beautiful view of the ocean from the balcony!
OceanEscape – Steps to the Beach image 2
Queen bed
Queen sleeper sofa
Tub/shower combo

OceanEscape – Steps to the Beach

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.86(90 reviews)

$662.20 USD total for 3 nights

Sep 24 – 27, 2026

Salty Shores! -Incredible ocean views
Salty Shores! -Incredible ocean views
Salty Shores! -Incredible ocean views
Salty Shores! -Incredible ocean views
Salty Shores! -Incredible ocean views

Salty Shores! -Incredible ocean views

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.67(231 reviews)

$1,015.50 USD total for 4 nights

Oct 8 – 12, 2026

Beachy Keen Seaside Villa Near Coligny W/Bikes!
Beachy Keen Seaside Villa Near Coligny W/Bikes!
Beachy Keen Seaside Villa Near Coligny W/Bikes!
Beachy Keen Seaside Villa Near Coligny W/Bikes!
Beachy Keen Seaside Villa Near Coligny W/Bikes!

Beachy Keen Seaside Villa Near Coligny W/Bikes!

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.89(111 reviews)

$927.50 USD total for 4 nights

Sep 24 – 28, 2026

Beachin It!-Oceanview Updated 2024, King Bed Bikes
Beachin It!-Oceanview Updated 2024, King Bed Bikes
Beachin It!-Oceanview Updated 2024, King Bed Bikes
Beachin It!-Oceanview Updated 2024, King Bed Bikes
Beachin It!-Oceanview Updated 2024, King Bed Bikes

Beachin It!-Oceanview Updated 2024, King Bed Bikes

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.78(237 reviews)

$927.50 USD total for 4 nights

Sep 27 – Oct 1, 2026

Coastal Nest - Oceanviews! Near Coligny
Coastal Nest - Oceanviews! Near Coligny
Coastal Nest - Oceanviews! Near Coligny
Coastal Nest - Oceanviews! Near Coligny
Coastal Nest - Oceanviews! Near Coligny

Coastal Nest - Oceanviews! Near Coligny

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.82(56 reviews)

$901.10 USD total for 4 nights

Oct 11 – 15, 2026

BEach Happy HHI, Steps to the Beach
BEach Happy HHI, Steps to the Beach
BEach Happy HHI, Steps to the Beach
BEach Happy HHI, Steps to the Beach
BEach Happy HHI, Steps to the Beach

BEach Happy HHI, Steps to the Beach

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.91(95 reviews)
$130 – $600/ night(excl. fees & taxes)
The fan/light in the bedroom has 3 speeds and the LED light can change to any color!
The unit is located just steps from the beach!
3 barstools at the dining/workspace. The TVs are both 50 inch Samsung. Cable is provided and you can stream Netflix and YouTube from the cable box.
Community Pool
View from balcony

Best location on HHI! Oceanfront + Walkable

1 bedroom·1 bath
Hilton Head Island • South Carolina
5(47 reviews)

$913.70 USD total for 3 nights

Oct 8 – 11, 2026

Stay Seaside
Stay Seaside
Stay Seaside
Queen Sleeper Sofa
Stay Seaside

Stay Seaside

1 bedroom·1 bath
Hilton Head Island • South Carolina
5(108 reviews)

$957.50 USD total for 3 nights

Sep 24 – 27, 2026

Reel Paradise-Beautiful escape! Bikes & Chairs
Reel Paradise-Beautiful escape! Bikes & Chairs
Reel Paradise-Beautiful escape! Bikes & Chairs
Reel Paradise-Beautiful escape! Bikes & Chairs
Reel Paradise-Beautiful escape! Bikes & Chairs

Reel Paradise-Beautiful escape! Bikes & Chairs

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.84(209 reviews)

$945.10 USD total for 4 nights

Sep 28 – Oct 2, 2026

Seas the Day! Beach & Sun, with Bikes & Chairs
Seas the Day! Beach & Sun, with Bikes & Chairs
Seas the Day! Beach & Sun, with Bikes & Chairs
Seas the Day! Beach & Sun, with Bikes & Chairs
Seas the Day! Beach & Sun, with Bikes & Chairs

Seas the Day! Beach & Sun, with Bikes & Chairs

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.84(68 reviews)

$945.10 USD total for 4 nights

Sep 27 – Oct 1, 2026

Sandy Feet Retreat-New Shower-Bikes Incl-Oceanview
Sandy Feet Retreat-New Shower-Bikes Incl-Oceanview
Sandy Feet Retreat-New Shower-Bikes Incl-Oceanview
Sandy Feet Retreat-New Shower-Bikes Incl-Oceanview
Sandy Feet Retreat-New Shower-Bikes Incl-Oceanview

Sandy Feet Retreat-New Shower-Bikes Incl-Oceanview

1 bedroom·1 bath
Hilton Head Island • South Carolina
5(289 reviews)

$945.10 USD total for 4 nights

Oct 23 – 27, 2026