Castaways King Villa on Beach, Free Bikes!
Castaways King Villa on Beach, Free Bikes!
Castaways King Villa on Beach, Free Bikes!
Castaways King Villa on Beach, Free Bikes!
Castaways King Villa on Beach, Free Bikes!

Castaways King Villa on Beach, Free Bikes!

1 bedroom·1 bath
Hilton Head Island • South Carolina
5(148 reviews)

677,20 $ USD gesamt für 3 Nächte

3.–6. Okt. 2026

Just Beachy Hilton Head Island
Just Beachy Hilton Head Island
Steps to the Beach
Just Beachy Hilton Head Island
Just Beachy Hilton Head Island

Just Beachy Hilton Head Island

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.83(53 reviews)

621,60 $ USD gesamt für 3 Nächte

27.–30. Sept. 2026

Shore To Please! Oceanview couples retreat w/bikes
Shore To Please! Oceanview couples retreat w/bikes
Shore To Please! Oceanview couples retreat w/bikes
Shore To Please! Oceanview couples retreat w/bikes
Shore To Please! Oceanview couples retreat w/bikes

Shore To Please! Oceanview couples retreat w/bikes

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.87(329 reviews)

945,10 $ USD gesamt für 4 Nächte

26.–30. Sept. 2026

Sunset Dunes Direct Beach Access
Sunset Dunes Direct Beach Access
Sunset Dunes Direct Beach Access
Sunset Dunes Direct Beach Access
Sunset Dunes Direct Beach Access

Sunset Dunes Direct Beach Access

1 bedroom·1 bath
Hilton Head Island • South Carolina
5(167 reviews)

710,20 $ USD gesamt für 3 Nächte

27.–30. Sept. 2026

View of the ocean from the balcony
Queen bed
Newly purchased queen sleeper sofa 1/26
55" smart tv
SS2 Pool

Just Beachy! Absolute top notch design, Oceanviews

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.89(157 reviews)

901,10 $ USD gesamt für 4 Nächte

26.–30. Sept. 2026

Totally Beachin' Coligny OceanViews w/Bikes/chairs
Totally Beachin' Coligny OceanViews w/Bikes/chairs
Totally Beachin' Coligny OceanViews w/Bikes/chairs
Totally Beachin' Coligny OceanViews w/Bikes/chairs
Totally Beachin' Coligny OceanViews w/Bikes/chairs

Totally Beachin' Coligny OceanViews w/Bikes/chairs

1 bedroom·1 bath
Hilton Head Island • South Carolina
5(316 reviews)

809,20 $ USD gesamt für 3 Nächte

30. Sept. – 3. Okt. 2026

Subtropical Stunner-King bed & bikes! Central Air!
Subtropical Stunner-King bed & bikes! Central Air!
Subtropical Stunner-King bed & bikes! Central Air!
Subtropical Stunner-King bed & bikes! Central Air!
Subtropical Stunner-King bed & bikes! Central Air!

Subtropical Stunner-King bed & bikes! Central Air!

1 bedroom·1 bath
Hilton Head Island • South Carolina
5(210 reviews)

989,10 $ USD gesamt für 4 Nächte

12.–16. Okt. 2026

Crashin' Waves-Oceanview w/Bikes, Chairs& King Bed
Crashin' Waves-Oceanview w/Bikes, Chairs& King Bed
Crashin' Waves-Oceanview w/Bikes, Chairs& King Bed
Crashin' Waves-Oceanview w/Bikes, Chairs& King Bed
Crashin' Waves-Oceanview w/Bikes, Chairs& King Bed

Crashin' Waves-Oceanview w/Bikes, Chairs& King Bed

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.84(333 reviews)

1.065,00 $ USD gesamt für 4 Nächte

25.–29. Sept. 2026

Coastal Getaway: Oceanview Condo in Hilton Head
Coastal Getaway: Oceanview Condo in Hilton Head
Coastal Getaway: Oceanview Condo in Hilton Head
Coastal Getaway: Oceanview Condo in Hilton Head
Coastal Getaway: Oceanview Condo in Hilton Head

Coastal Getaway: Oceanview Condo in Hilton Head

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.74(35 reviews)

695,20 $ USD gesamt für 3 Nächte

5.–8. Okt. 2026

Bike path
View of Lagoon from deck.
Private Beach.
Entrance
Entrance to Brigantine Quarters

Lagoon View Getaway! - Brigantine Quarters

2 bedrooms·2 baths
Hilton Head Island • South Carolina

1.204,00 $ USD gesamt für 7 Nächte

10.–17. Okt. 2026

SeaGem-Oceanview! Last min disc! Many Upgrades New Reno
SeaGem-Oceanview! Last min disc! Many Upgrades New Reno
SeaGem-Oceanview! Last min disc! Many Upgrades New Reno
SeaGem-Oceanview! Last min disc! Many Upgrades New Reno
SeaGem-Oceanview! Last min disc! Many Upgrades New Reno

SeaGem-Oceanview! Last min disc! Many Upgrades New Reno

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.71(178 reviews)

901,10 $ USD gesamt für 4 Nächte

15.–19. Okt. 2026

Beautiful Couples Retreat Oceanview w/Bikes&Chairs
Beautiful Couples Retreat Oceanview w/Bikes&Chairs
Beautiful Couples Retreat Oceanview w/Bikes&Chairs
Beautiful Couples Retreat Oceanview w/Bikes&Chairs
Beautiful Couples Retreat Oceanview w/Bikes&Chairs

Beautiful Couples Retreat Oceanview w/Bikes&Chairs

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.9(411 reviews)

776,20 $ USD gesamt für 3 Nächte

30. Sept. – 3. Okt. 2026

Good Times and Tan Lines!-Central air, free bikes!
Good Times and Tan Lines!-Central air, free bikes!
Good Times and Tan Lines!-Central air, free bikes!
Good Times and Tan Lines!-Central air, free bikes!
Good Times and Tan Lines!-Central air, free bikes!

Good Times and Tan Lines!-Central air, free bikes!

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.84(153 reviews)

901,10 $ USD gesamt für 4 Nächte

27. Sept. – 1. Okt. 2026

SerenityByTheSea-Couples Retreat-King,Bikes,Chairs
SerenityByTheSea-Couples Retreat-King,Bikes,Chairs
SerenityByTheSea-Couples Retreat-King,Bikes,Chairs
SerenityByTheSea-Couples Retreat-King,Bikes,Chairs
SerenityByTheSea-Couples Retreat-King,Bikes,Chairs

SerenityByTheSea-Couples Retreat-King,Bikes,Chairs

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.88(309 reviews)

989,10 $ USD gesamt für 4 Nächte

29. Sept. – 3. Okt. 2026

Elegance at the beach -Ocean View Villa, Gorgeous!
Elegance at the beach -Ocean View Villa, Gorgeous!
Elegance at the beach -Ocean View Villa, Gorgeous!
Elegance at the beach -Ocean View Villa, Gorgeous!
Elegance at the beach -Ocean View Villa, Gorgeous!

Elegance at the beach -Ocean View Villa, Gorgeous!

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.87(275 reviews)

901,10 $ USD gesamt für 4 Nächte

25.–29. Sept. 2026

Seabatical-Beautiful ocean view! w/Bikes & Chairs
Seabatical-Beautiful ocean view! w/Bikes & Chairs
Seabatical-Beautiful ocean view! w/Bikes & Chairs
Seabatical-Beautiful ocean view! w/Bikes & Chairs
Seabatical-Beautiful ocean view! w/Bikes & Chairs

Seabatical-Beautiful ocean view! w/Bikes & Chairs

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.88(304 reviews)

901,10 $ USD gesamt für 4 Nächte

26.–30. Sept. 2026

A completely reimagined coastal retreat made for effortless luxury
Sunrise coffees, ocean breezes, and endless blue views
Your private outdoor lounge above the shoreline
Shorewood Beachfront Community
Resort-Style Zero-Entry Pool, Kiddie Splash Zone & Soothing Hot Tub

334 Shorewood

3 bedrooms·3 baths
Hilton Head Island • South Carolina
$299 – $1.369/ Nacht(zzgl. Gebühren & Steuern)
Lagoon front views from covered deck
Brigantine Quarters Quiet Lagoon Front Villa
Dining
Living Room
Primary king bedroom with direct access and views of the lagoon

Brigantine Quarters Quiet Lagoon Front Villa

2 bedrooms·2 baths
Hilton Head Island • South Carolina

1.040,00 $ USD gesamt für 7 Nächte

28. Nov. – 5. Dez. 2026

Welcome to MyStay at 531 Shorewood
Sun-Filled Living Room with Ocean Views
Your Ocean View Retreat
Shorewood Beachfront Community
Resort-Style Zero-Entry Pool, Kiddie Splash Zone & Soothing Hot Tub

531 Shorewood

2 bedrooms·2 baths
Hilton Head Island • South Carolina
$259 – $852/ Nacht(zzgl. Gebühren & Steuern)
Balcony Views of the Pool and Ocean!
Balcony Views of the Pool and Ocean!
Primary King Suite with Pool and Ocean Views and Access to Balcony
136 Shorewood
Living Area and Balcony

136 Shorewood

2 bedrooms·2 baths
Hilton Head Island • South Carolina
$208 – $613/ Nacht(zzgl. Gebühren & Steuern)
Tranquility on the Water - 2 Bedroom!
Tranquility on the Water - 2 Bedroom!
Tranquility on the Water - 2 Bedroom!
Tranquility on the Water - 2 Bedroom!
Tranquility on the Water - 2 Bedroom!

Tranquility on the Water - 2 Bedroom!

2 bedrooms·1½ baths
Hilton Head Island • South Carolina
4.9(90 reviews)

849,25 $ USD gesamt für 3 Nächte

5.–8. Okt. 2026

Barefoot Bungalow! Ocean View Couple’s Retreat
Barefoot Bungalow! Ocean View Couple’s Retreat
Barefoot Bungalow! Ocean View Couple’s Retreat
Barefoot Bungalow! Ocean View Couple’s Retreat
Barefoot Bungalow! Ocean View Couple’s Retreat

Barefoot Bungalow! Ocean View Couple’s Retreat

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.88(227 reviews)

730,00 $ USD gesamt für 3 Nächte

30. Sept. – 3. Okt. 2026

Stunning Oceanview Luxury Remodel, Bikes Included!
Stunning Oceanview Luxury Remodel, Bikes Included!
Stunning Oceanview Luxury Remodel, Bikes Included!
Stunning Oceanview Luxury Remodel, Bikes Included!
Stunning Oceanview Luxury Remodel, Bikes Included!

Stunning Oceanview Luxury Remodel, Bikes Included!

1 bedroom·1 bath
Hilton Head Island • South Carolina
5(283 reviews)

927,50 $ USD gesamt für 4 Nächte

22.–26. Okt. 2026

Gone Coastal! 2 from oceanfront! Central air!
Gone Coastal! 2 from oceanfront! Central air!
Gone Coastal! 2 from oceanfront! Central air!
Gone Coastal! 2 from oceanfront! Central air!
Gone Coastal! 2 from oceanfront! Central air!

Gone Coastal! 2 from oceanfront! Central air!

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.67(120 reviews)

927,50 $ USD gesamt für 4 Nächte

1.–5. Apr. 2027