Hilton Head Island holiday homes
We found 11,099 holiday rentals — enter your dates for availability
If you'd like to stay close to Hilton Head Island, SC (HHH), scroll through and discover private holiday rentals to choose your home away from home. Whether you're staying in a holiday rental with family, friends or just your furry companion, you'll have the amenities that you expect and more, which might include Wi-Fi and a washer and dryer. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Hilton Head Island, SC (HHH)
Showing deals for:3 Oct - 10 Oct
Image gallery for Charming 3-bedroom new building along Parris Island gateway in Beaufort.
1010 out of 10 rating
Exceptional
(6 reviews)
Charming 3-bedroom new building along Parris Island gateway in Beaufort.
Beaufort, SC
8% off
Price is NZ$2,649
NZ$2,649
NZ$378 per night
includes taxes & fees
Image gallery for Only 200 Yards From The Beach !! Ocean View !!
9.89.8 out of 10 rating
Exceptional
(124 reviews)
Only 200 Yards From The Beach !! Ocean View !!
Daufuskie Island, SC
8% off
Price is NZ$3,314
NZ$3,314
NZ$473 per night
includes taxes & fees
Image gallery for Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE
9.69.6 out of 10 rating
Exceptional
(114 reviews)
Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE
Bluffton, SC
12% off
Price is NZ$3,294
NZ$3,294
NZ$471 per night
includes taxes & fees
Image gallery for Waterfront “State of Mind” vintage home.
9.89.8 out of 10 rating
Exceptional
(156 reviews)
Waterfront “State of Mind” vintage home.
Bluffton, SC
8% off
Price is NZ$4,705
NZ$4,705
NZ$672 per night
includes taxes & fees
Image gallery for OCEANFRONT, Golf Cart included with booking!
1010 out of 10 rating
Exceptional
(39 reviews)
OCEANFRONT, Golf Cart included with booking!
Daufuskie Island, SC
7% off
Price is NZ$5,767
NZ$5,767
NZ$824 per night
includes taxes & fees
Image gallery for Oceanfront Penthouse Overlooking the Atlantic Ocean
9.89.8 out of 10 rating
Exceptional
(31 reviews)
Oceanfront Penthouse Overlooking the Atlantic Ocean
Daufuskie Island, SC
8% off
Price is NZ$4,426
NZ$4,426
NZ$632 per night
includes taxes & fees
Image gallery for Ocean Friends & Family Retreat- Cart included with booking & Access to Amenities
9.89.8 out of 10 rating
Exceptional
(96 reviews)
Ocean Friends & Family Retreat- Cart included with booking & Access to Amenities
Daufuskie Island, SC
7% off
Price is NZ$5,590
NZ$5,590
NZ$799 per night
includes taxes & fees
Image gallery for Tybee Lighthouse Cottage (A): Walk to the Beach!
9.29.2 out of 10 rating
Wonderful
(20 reviews)
Tybee Lighthouse Cottage (A): Walk to the Beach!
Tybee Island, GA
7% off
Price is NZ$2,383
NZ$2,383
NZ$340 per night
includes taxes & fees
Image gallery for Oceanfront, elevator, 5 bedrooms, 4 KING beds, Hot Tub, spacious, super clean
9.89.8 out of 10 rating
Exceptional
(23 reviews)
Oceanfront, elevator, 5 bedrooms, 4 KING beds, Hot Tub, spacious, super clean
Fripp Island, SC
12% off
Price is NZ$8,367
NZ$8,367
NZ$1,195 per night
includes taxes & fees
Image gallery for Spanish Moss Cottage: pet friendly getaway on the beautiful Spanish Moss Trail!
1010 out of 10 rating
Exceptional
(31 reviews)
Spanish Moss Cottage: pet friendly getaway on the beautiful Spanish Moss Trail!
Port Royal, SC
8% off
Price is NZ$2,236
NZ$2,236
NZ$319 per night
includes taxes & fees
Image gallery for . 2Game rooms, handicap lift, 4 Br, 2.5 Bath, sleeps 10. , NO amenity cards.
1010 out of 10 rating
Exceptional
(30 reviews)
. 2Game rooms, handicap lift, 4 Br, 2.5 Bath, sleeps 10. , NO amenity cards.
Fripp Island, SC
7% off
Price is NZ$4,264
NZ$4,264
NZ$609 per night
includes taxes & fees
Image gallery for FRIPP ISLAND Limo golf cart, Bikes, Ping Pong, FirePit, Cards avail, sleeps 13
9.89.8 out of 10 rating
Exceptional
(22 reviews)
FRIPP ISLAND Limo golf cart, Bikes, Ping Pong, FirePit, Cards avail, sleeps 13
Fripp Island, SC
7% off
Price is NZ$5,081
NZ$5,081
NZ$726 per night
includes taxes & fees
Image gallery for Oceanfront! Cart included with Booking. Amenities Access provided.
9.89.8 out of 10 rating
Exceptional
(60 reviews)
Oceanfront! Cart included with Booking. Amenities Access provided.
Daufuskie Island, SC
7% off
Price is NZ$7,685
NZ$7,685
NZ$1,098 per night
includes taxes & fees
Image gallery for Cottage on the Green B Just Steps to the Beach
1010 out of 10 rating
Exceptional
(235 reviews)
Cottage on the Green B Just Steps to the Beach
Tybee Island, GA
7% off
Price is NZ$3,748
NZ$3,748
NZ$535 per night
includes taxes & fees
Image gallery for ☀️LUX VACATION HOME NEAR BEACH & GOLF, HILTON HEAD 🏝️ 5 BD, Private Pool & Spa
1010 out of 10 rating
Exceptional
(55 reviews)
☀️LUX VACATION HOME NEAR BEACH & GOLF, HILTON HEAD 🏝️ 5 BD, Private Pool & Spa
Hilton Head Island, sc
7% off
Price is NZ$13,102
NZ$13,102
NZ$1,872 per night
includes taxes & fees
Image gallery for Legacy Loft in Award-Winning Habersham Community
1010 out of 10 rating
Exceptional
(7 reviews)
Legacy Loft in Award-Winning Habersham Community
Beaufort, SC
8% off
Price is NZ$3,326
NZ$3,326
NZ$475 per night
includes taxes & fees
Image gallery for Private Pool ~ Cabana ~ 5 Deer Run Lane
1010 out of 10 rating
Exceptional
(18 reviews)
Private Pool ~ Cabana ~ 5 Deer Run Lane
Hilton Head Island, SC
7% off
Price is NZ$6,074
NZ$6,074
NZ$868 per night
includes taxes & fees
Image gallery for Old Town Bluffton 1 bedroom 1 bath apartment
1010 out of 10 rating
Exceptional
(90 reviews)
Old Town Bluffton 1 bedroom 1 bath apartment
Bluffton, SC
8% off
Price is NZ$3,282
NZ$3,282
NZ$469 per night
includes taxes & fees
Image gallery for Dataw Island Villa on Ocean Waterway with Dock, Kayak, Bikes, WIFI, 4 TVs, Grill
9.89.8 out of 10 rating
Exceptional
(71 reviews)
Dataw Island Villa on Ocean Waterway with Dock, Kayak, Bikes, WIFI, 4 TVs, Grill
Saint Helena Island, SC
17% off
Price is NZ$6,082
NZ$6,082
NZ$869 per night
includes taxes & fees
Image gallery for Sleeps 10•5 Beds•3 min to DT Beaufort•12 min to Parris Island 🇺🇸•Shaded Deck
1010 out of 10 rating
Exceptional
(22 reviews)
Sleeps 10•5 Beds•3 min to DT Beaufort•12 min to Parris Island 🇺🇸•Shaded Deck
Beaufort, SC
8% off
Price is NZ$3,060
NZ$3,060
NZ$437 per night
includes taxes & fees
Image gallery for Beach, Outdoor Activities, Moss Covered Trees in a Comfortable Setting
9.69.6 out of 10 rating
Exceptional
(21 reviews)
Beach, Outdoor Activities, Moss Covered Trees in a Comfortable Setting
Hilton Head Island, SC
7% off
Price is NZ$2,907
NZ$2,907
NZ$415 per night
includes taxes & fees
Image gallery for Golf Cart, River and Marsh Views, Oceanfront Community, Beautiful Sunsets
9.89.8 out of 10 rating
Exceptional
(170 reviews)
Golf Cart, River and Marsh Views, Oceanfront Community, Beautiful Sunsets
Oceanmarsh Subdivision, SC
7% off
Price is NZ$2,902
NZ$2,902
NZ$415 per night
includes taxes & fees
Image gallery for Cozy, Coastal Retreat! Minutes from Parris Island!
9.89.8 out of 10 rating
Exceptional
(28 reviews)
Cozy, Coastal Retreat! Minutes from Parris Island!
Port Royal, SC
11% off
Price is NZ$2,204
NZ$2,204
NZ$315 per night
includes taxes & fees
Image gallery for Family friendly unit. Short walk or shuttle to the beach!
1010 out of 10 rating
Exceptional
(52 reviews)
Family friendly unit. Short walk or shuttle to the beach!
Hilton Head Island, SC
7% off
Price is NZ$2,900
NZ$2,900
NZ$414 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Hilton Head Island
Showing deals for: 29 Sept - 2 Oct
Island Links Resort by Palmera
Sleeps 8 · 2 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
295 reviews(295 reviews)
The current price is NZ$1,191
NZ$1,191
for 3 nights, 1 room
NZ$397 per night
includes taxes & fees
Village House
Sleeps 6 · 2 bedrooms
The current price is NZ$1,257
NZ$1,257
for 3 nights, 1 apartment
NZ$419 per night
includes taxes & fees
37 Bradley Beach; Largest Pool & Deck on the block! Great rates & reviews!
Sleeps 15 · 6 bedrooms · 4+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
170 reviews(170 reviews)
The current price is NZ$4,993
NZ$4,993
for 3 nights, 1 home
NZ$1,664 per night
includes taxes & fees
Unwind with Beach Views & Private Balcony
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
21 reviews(21 reviews)
The current price is NZ$1,421
NZ$1,421
for 3 nights, 1 villa
NZ$474 per night
includes taxes & fees
Enjoy an outstanding safe ocean rental on a sparsely populated island
Sleeps 12 · 6 bedrooms · 6 bathrooms
9.89.8 out of 10
Exceptionalexceptional
42 reviews(42 reviews)
The current price is NZ$4,246
NZ$4,246
for 3 nights, 1 home
NZ$1,415 per night
includes taxes & fees
3BR 2.5 BA, 15-minute walk or 5-minute bike ride to beach, bike to shops & food
Sleeps 8 · 3 bedrooms · 2+ bathrooms
9.49.4 out of 10
Exceptionalexceptional
95 reviews(95 reviews)
The current price is NZ$1,784
NZ$1,784
for 3 nights, 1 apartment
NZ$595 per night
includes taxes & fees
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value