Island Getaway Hilton Head: Vacation Stays on Hilton Head Island

Compare 419 Hilton Head Island vacation rentals and Airbnbs for your island getaway, from beachfront villas to private-pool homes. Check prices and availability before you book

Check-in
Wed, 14 Oct
Check-out
Thu, 15 Oct
Rooms and Guests2 Guests, 1 room
We’ll open Booking.com in a new tab for fair comparison.
Check-in
Wed, 14 Oct
-
Check-out
Thu, 15 Oct
Rooms and Guests2 Guests, 1 room
1Filter & Sort
View map
Check-in
Wed, 14 Oct
-
Check-out
Thu, 15 Oct
Rooms and Guests2 Guests, 1 room
1Filter & Sort
View map
View map
1-20 out of 373
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
8.2
Great53 total reviews
our site & Booking.com
Map
4.2 mi from City Center1.4 mi from Hilton Head Airport
Private BeachIndoor PoolOutdoor Pool
  • Private beach for guests
  • Indoor and outdoor pools
  • 24-hour security on site
FromUS$ 263 /nightSelect
8.7
Great78 total reviews
our site & Booking.com
Map
4.1 mi from City Center1.3 mi from Hilton Head Airport
Private BeachIndoor PoolHot Tub
  • Private beach area access
  • Indoor and seasonal outdoor pools
  • In-unit hot tub and sauna
FromUS$ 158 /nightSelect
9.3
Perfect61 total reviews
our site & Booking.com
Map
4.2 mi from City Center1.4 mi from Hilton Head Airport
Private BeachPrivate PoolIndoor Pool
  • Private beach area on-site
  • Private pool with outdoor dining
  • Spa with sauna and hot tub
FromUS$ 95 /nightSelect
8.3
Great65 total reviews
our site & Booking.com
6 adults
1 bedroom
3 beds
Map
5.3 mi from City Center1436 yd from Pope Avenue Mall Shopping Center
Heated PoolPrivate BeachTiki Bar
  • Oceanfront villa with private balcony
  • Heated pool overlooking the ocean
  • On-site tiki bar for cocktails
FromUS$ 279 /nightSelect
8.5
Great46 total reviews
our site & Booking.com
6 adults
2 bedrooms
3 beds
Map
3.0 mi from City Center514 yd from Singleton Beach
Horseback RidingTennis CourtIndoor Pool
  • On-site horseback riding and tennis
  • Indoor and outdoor pools with sauna
  • Fully equipped kitchen and dining
FromUS$ 240 /nightSelect
8.1
Great37 total reviews
our site & Booking.com
6 adults
2 bedrooms
3 beds
Map
4.2 mi from City Center1.4 mi from Hilton Head Airport
Private BeachHeated PoolSpa & Sauna
  • Beachfront with private beach access
  • Heated pool and hot tub combo
  • On-site spa with sauna
FromUS$ 276 /nightSelect
8.8
Great43 total reviews
our site & Booking.com
Map
5.1 mi from City Center1123 yd from Pope Avenue Mall Shopping Center
Beach AccessPrivate ParkingTennis Court
  • Walk to Coligny Plaza
  • Spacious 3BR with garden patio
  • On-site bar and picnic area
FromUS$ 333 /nightSelect
9.1
Perfect44 total reviews
our site & Booking.com
Map
5.3 mi from City Center1447 yd from Pope Avenue Mall Shopping Center
Private BeachHeated PoolOceanfront Terrace
  • Private beach access for guests
  • Heated outdoor pool year-round
  • Full kitchen with dishwasher
FromUS$ 387 /nightSelect
8.8
Great57 total reviews
our site & Booking.com
4 adults
1 bedroom
4 beds
Map
5.2 mi from City Center1284 yd from Pope Avenue Mall Shopping Center
Private PoolPrivate BeachBBQ Facilities
  • Private pool with ocean views
  • Private beach area on-site
  • Full kitchen with sea views
FromUS$ 291 /nightSelect
Hilton Head ResortHoliday home
9.2
Perfect47 total reviews
our site & Booking.com
7 adults
2 bedrooms
3 beds
Map
3.0 mi from City Center514 yd from Singleton Beach
Private BeachIndoor PoolFitness Center
  • Private beach with direct access
  • Indoor and outdoor pools
  • On-site tennis and golf
FromUS$ 266 /nightSelect
9.4
Perfect25 total reviews
our site & Booking.com
Map
5.1 mi from City Center1022 yd from Pope Avenue Mall Shopping Center
Private BeachOutdoor PoolChildren's Playground
  • Steps from Coligny Beach Park
  • Private sea-view patio
  • Pool with a view
FromUS$ 308 /nightSelect
Hampton 6107Apartment
9.3
Perfect29 total reviews
our site & Booking.com
6 adults
2 bedrooms
2 beds
Map
4.0 mi from City Center1026 yd from Hilton Head Island
Outdoor PoolHot TubKids Pool
  • Outdoor pool with sea views
  • Beach 90 meters away
  • On-site restaurant and hot tub
FromUS$ 497 /nightSelect
7.2
Very good16 total reviews
our site & Booking.com
Map
5.1 mi from City Center1125 yd from Pope Avenue Mall Shopping Center
Private PoolBeach AccessGolf Course
  • Private pool with terrace access
  • Steps from Hilton Head Beach
  • Spacious 3-bedroom holiday home
FromUS$ 364 /nightSelect
9.3
Perfect21 total reviews
our site & Booking.com
Map
5.0 mi from City Center1090 yd from Pope Avenue Mall Shopping Center
Private BeachHeated PoolKids' Pool
  • Private beach area access
  • Heated outdoor pool year-round
  • Direct oceanfront condo with sea views
FromUS$ 483 /nightSelect
9.5
Perfect19 total reviews
our site & Booking.com
Map
4.3 mi from City Center1.5 mi from Hilton Head Airport
Heated PoolBeach AccessHot Tub
  • Beachfront with heated pool
  • On-site spa and hot tub
  • Steps from Fish Haul Beach
FromUS$ 125 /nightSelect
6.5
Nice17 total reviews
our site & Booking.com
Map
2.5 mi from City Center488 yd from Northridge Plaza Shopping Center
Private PoolPet FriendlyFull Kitchen
  • Private pool with garden view
  • Full kitchen with washer and dryer
  • Private terrace with picnic area
FromUS$ 201 /nightSelect
7.2
Very good22 total reviews
our site & Booking.com
Map
2.5 mi from City Center488 yd from Northridge Plaza Shopping Center
Outdoor PoolPrivate ParkingPet Friendly
  • Newly renovated modern villa
  • Board games and outdoor dining
  • Seasonal outdoor pool shallow end
FromUS$ 508 /nightSelect
Seaside 229Holiday home
9.4
Perfect30 total reviews
our site & Booking.com
Map
5.2 mi from City Center1185 yd from Pope Avenue Mall Shopping Center
Outdoor PoolFitness CentrePrivate Entrance
  • Steps from Coligny Beach Park
  • On-site fitness and massage spa
  • Private entrance for added privacy
Select
9.3
Perfect53 total reviews
our site & Booking.com
5 adults
2 bedrooms
2 beds
Map
5.0 mi from City Center956 yd from Pope Avenue Mall Shopping Center
Outdoor PoolFull KitchenBarbecue Area
  • Spacious apartment with full kitchen
  • Private terrace and barbecue area
  • 15-min walk to beach
FromUS$ 145 /nightSelect
Harbour Master 103Holiday home
8.9
Great19 total reviews
our site & Booking.com
Map
4.2 mi from City Center645 yd from Pope Avenue Mall Shopping Center
Outdoor PoolGardenTennis Court
  • Spacious two-bedroom holiday home
  • On-site spa and wellness centre
  • Multilingual reception staff
FromUS$ 115 /nightSelect
Show more

For a true island getaway on Hilton Head Island, vacation rentals offer the flexibility and space of a home with the perks of a resort. These holiday homes and villas cater to a range of budgets, from budget-friendly options like Xanadu D8 (with a private pool from $150 per night) to mid-range and upscale choices. Most properties cluster near Coligny Beach Park, providing easy beach access. Expect amenities such as outdoor swimming pools, free WiFi, fully equipped kitchens, and private entrances. For families, look for units with multiple bedrooms and on-site laundry. Booking early for summer months is advised, as demand peaks from June to August.

Top-rated properties include 103 Seacrest (score 92), a beachfront villa steps from Coligny Beach Park with free WiFi and a fitness center, ideal for couples or small families. 466 Captains Walk (score 90) offers direct beachfront access and sea views, plus concierge service. Sea Cloisters 409 (score 96) provides a beachfront location near Folly Field Beach Park with an outdoor pool. Seascape Villas 3215 (score 100) boasts a private pool and barbecue area, perfect for groups seeking privacy. The Owners Club of Hilton Head (score 98) stands out for families with its free cycling, fitness room, hot tub, and games room. For budget travelers, Forest Beach Villas 405 (score 25) offers a low-cost option near Coligny Beach, though with fewer amenities.