Photo by Bill Van Cleave

South End holiday homes

We found 5,970 holiday rentals — enter your dates for availability
Find the perfect place for you stay in South End by choosing from 727 houses, 538 flats and other holiday rentals. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the best amenities for hanging out with the people that matter most, such as Wi-Fi and cable TV. Whatever you're looking for, you're sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – South End

Showing deals for:18 Dec - 25 Dec

Exterior
Dining
Terrace/patio
Living area
Wonderful
(91 reviews)

South Beach Dog-friendly Waterfront Villa

Hilton Head Island

8% off
NZ$5,460
for 7 nights, 1 villa
NZ$780 per night
includes taxes & fees
South Beach Dog-friendly Waterfront Villa
Just a bike ride to Harbour Town
Relax in a light-filled living space with sliding glass doors opening to the first floor deck overlooking the course.
Hilton Head Island renowned Golf Courses
The perfect place to relax!
Very good
(5 reviews)

2366 Racquet Club @ Sea Pines | Direct Golf View | Pool & Lagoon | Golf | Tennis

Hilton Head Island

5% off
NZ$2,761
for 7 nights, 1 apartment
NZ$394 per night
includes taxes & fees
2366 Racquet Club @ Sea Pines | Direct Golf View | Pool & Lagoon | Golf | Tennis
Beach
Pool
Aerial View - only steps away from the ocean
Living area
Exceptional
(10 reviews)

55 Steps To The Beach - 2nd Row Ocean - Private Pool

Hilton Head Island

10% off
NZ$14,718
for 7 nights, 1 home
NZ$2,103 per night
includes taxes & fees
55 Steps To The Beach - 2nd Row Ocean - Private Pool
Exterior detail
Pool
Private kitchen
Interior
Exceptional
(7 reviews)

WALK TO BEACH! Pool/spa fenced yard.

Hilton Head Island

7% off
NZ$13,467
for 7 nights, 1 home
NZ$1,924 per night
includes taxes & fees
WALK TO BEACH! Pool/spa fenced yard.
Pool
Living area
Room
Interior
Exceptional
(93 reviews)

AMAZING views! Full DIRECT Oceanfront Villa! Totally renovated!

Hilton Head Island

8% off
NZ$5,292
for 7 nights, 1 villa
NZ$756 per night
includes taxes & fees
AMAZING views! Full DIRECT Oceanfront Villa! Totally renovated!
Newly Renovated Dining Area - facing Kitchen and Entry
Main Living Area - Large Picture Window with Unobstructed Ocean View
Pool Deck Area
Aerial View of Property (from street side)
Exceptional
(67 reviews)

5 Star Rating / Direct Oceanfront / Sweeping Views / Steps from Beach

Hilton Head Island

7% off
NZ$3,654
for 7 nights, 1 villa
NZ$522 per night
includes taxes & fees
5 Star Rating / Direct Oceanfront / Sweeping Views / Steps from Beach
Expansive patio with open golf views, multiple seating areas, and heated spa.
Welcome to Pin High Palms — renovated, spacious, and designed for gathering
Private hot tub surrounded by tropical landscaping — the perfect place to unwind after the beach or golf
Dining area ideal for shared meals and conversation
Exceptional
(7 reviews)

Renovated Sea Pines Home w/ Golf Views | Kegerator, Hot Tub, Sleeps 12, Pet-Friendly

Hilton Head Island

6% off
NZ$5,773
for 7 nights, 1 home
NZ$825 per night
includes taxes & fees
Renovated Sea Pines Home w/ Golf Views | Kegerator, Hot Tub, Sleeps 12, Pet-Friendly
Living area
Beautiful view of ocean just steps away.Very close to pool as well
Private kitchen
SUNDOWN AT THE BREAKERS
Wonderful
(118 reviews)

GREAT SEPTEMBER/FALL DAYS AVAILABLE BEST PRICES...$AVE

Hilton Head Island

8% off
NZ$1,517
for 7 nights, 1 villa
NZ$217 per night
includes taxes & fees
GREAT SEPTEMBER/FALL DAYS AVAILABLE BEST PRICES...$AVE
View from patio
Living room
Master bedroom
Kitchen
Exceptional
(77 reviews)

Renovated Harbourtown Villa with Lagoon View

Hilton Head Island

8% off
NZ$3,622
for 7 nights, 1 villa
NZ$517 per night
includes taxes & fees
Renovated Harbourtown Villa with Lagoon View
Bedroom 1 with Ensuite, First Floor:  Comfortable King-Size Bed, Smart TV and Lagoon views
Step into a world of contemporary elegance as you enter this newly renovated haven. The interior has been thoughtfully redesigned in 2024, boasting a seamless blend of modern amenities and classic charm.
Pickleball and Tennis at Sea Pines
Relax and unwind in the stylish living area, featuring plush furnishings and panoramic views of the lush landscape beyond.
Exceptional
(5 reviews)

49 Night Heron @ Sea Pines | Lagoon Front Retreat | Walk to Beach | Golf & Tennis

Hilton Head Island

5% off
NZ$4,864
for 7 nights, 1 home
NZ$695 per night
includes taxes & fees
49 Night Heron @ Sea Pines | Lagoon Front Retreat | Walk to Beach | Golf & Tennis
Exterior detail
Children’s area
Property grounds
Private kitchen
Exceptional
(70 reviews)

OCEANFRONT VILLA AMAZING VIEW. # 363

Hilton Head Island

7% off
NZ$2,127
for 7 nights, 1 villa
NZ$304 per night
includes taxes & fees
OCEANFRONT VILLA AMAZING VIEW. # 363
Property grounds
Pool
Property grounds
Private kitchen
Exceptional
(230 reviews)

Perfect Beach & Pool View, Fun, Updated Interior, Great Location - Breakers 226

Hilton Head Island

8% off
NZ$2,052
for 7 nights, 1 villa
NZ$293 per night
includes taxes & fees
Perfect Beach & Pool View, Fun, Updated Interior, Great Location - Breakers 226
Lagoon Views from 2388 Lighthouse Tennis Villas
Free access to the Sea Pines Beach Club a short bike ride away!
Harbour Town!
Kitchen at 2388 Lighthouse Tennis Villas
Exceptional
(105 reviews)

Center of Sea Pines; View of Lagoon; Walkable to Harbour Town/Beach Club/Market

Hilton Head Island

7% off
NZ$3,425
for 7 nights, 1 apartment
NZ$489 per night
includes taxes & fees
Center of Sea Pines; View of Lagoon; Walkable to Harbour Town/Beach Club/Market
Open bedroom!
Wonderful sundeck!
Very nicely appointed!
View from the ocean of Sea Side Villas.
Exceptional
(93 reviews)

Awesome Condo! King size bed! Updated! Ocean Views! 2 Bikes! #218 Great Reviews!

Hilton Head Island

7% off
NZ$2,054
for 7 nights, 1 apartment
NZ$293 per night
includes taxes & fees
Awesome Condo! King size bed! Updated! Ocean Views! 2 Bikes! #218 Great Reviews!
Living area
Sun Rise to 8 miles south Tybee,GA what a view!!! Direct Oceanfront!
Fully equipped kitchen.Dishwasher,full-size stove,ice-maker & dining table four.
King size Memory foam mattress.
Exceptional
(161 reviews)

Direct Oceanfront Luxury, Miles of Ocean View, King bed, Walk-in Shower.

Hilton Head Island

8% off
NZ$2,891
for 7 nights, 1 apartment
NZ$413 per night
includes taxes & fees
Direct Oceanfront Luxury, Miles of Ocean View, King bed, Walk-in Shower.
Room
Property grounds
Marina
Dining
Very good
(14 reviews)

Spacious Condo w/Indoor Pool, Hot Tub, Tennis, Pickball Walk to Beach& Coligny!

Hilton Head Island

7% off
NZ$2,068
for 7 nights, 1 apartment
NZ$295 per night
includes taxes & fees
Spacious Condo w/Indoor Pool, Hot Tub, Tennis, Pickball Walk to Beach& Coligny!
Pickleball and Tennis at Sea Pines
Indoor-Outdoor concept with large sliding doors and vaulted ceilings
Hilton Head Island renowned Golf Courses 2
Smart TV  for movie nights or watching a game
Exceptional
(16 reviews)

2319 Racquet Club @ Sea Pines | Steps to Beach | Pool & Lagoon Views | Golf | Tennis

Hilton Head Island

6% off
NZ$3,113
for 7 nights, 1 apartment
NZ$445 per night
includes taxes & fees
2319 Racquet Club @ Sea Pines | Steps to Beach | Pool & Lagoon Views | Golf | Tennis
Wonderful pool area to play or relax!
What in incredible view!
Great kitchen area with dishwasher!
Sea Sides beach walk.
Exceptional
(102 reviews)

Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380

Hilton Head Island

7% off
NZ$1,962
for 7 nights, 1 home
NZ$280 per night
includes taxes & fees
Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380
Boardwalk to the Beach!
The Harbour Town Lighthouse is iconic!
Your pool and kiddy pool in a great setting
Breakers Resort from your Beach!
Exceptional
(46 reviews)

Perfect Hilton Head Island Beach Getaway! “Newly Renovated”

Hilton Head Island

8% off
NZ$3,361
for 7 nights, 1 apartment
NZ$480 per night
includes taxes & fees
Perfect Hilton Head Island Beach Getaway! “Newly Renovated”
Interior
Marina
Living area
Room
Wonderful
(10 reviews)

Walk to Beach & Coligny -Indoor / Outdoor Pool / Hot Tub / Tennis Pickleball!

Hilton Head Island

7% off
NZ$3,008
for 7 nights, 1 apartment
NZ$430 per night
includes taxes & fees
Walk to Beach & Coligny -Indoor / Outdoor Pool / Hot Tub / Tennis Pickleball!
Living room
Comfortable island living
Carolina room
Front of home
Exceptional
(17 reviews)

SeaPines Cheerful Pet Friendly Home by the Beach

Hilton Head Island

7% off
NZ$5,017
for 7 nights, 1 home
NZ$717 per night
includes taxes & fees
SeaPines Cheerful Pet Friendly Home by the Beach
A View of our own Sundeck!
A View from our Sundeck!
Room
Welcome to Seaside Villas! An Ocean front Complex!
Exceptional
(82 reviews)

RENOVATED! Seaside Villas 1 BDRM, 1 BA, 2 Free Bikes! Great Ocean Views! #129

Hilton Head Island

7% off
NZ$1,962
for 7 nights, 1 apartment
NZ$280 per night
includes taxes & fees
RENOVATED! Seaside Villas 1 BDRM, 1 BA, 2 Free Bikes! Great Ocean Views! #129
Entrance to our wonderful Villa!
Hilton Head's famous SeaPines Harbour Town lighthouse!
Relaxing area on balcony with awesome views of the ocean!
Living area
Exceptional
(197 reviews)

Great Romantic Get-A-Way!! View of Ocean! HIGH QUALITY FINISHES! 2 BIKES!!

Hilton Head Island

8% off
NZ$2,431
for 7 nights, 1 apartment
NZ$347 per night
includes taxes & fees
Great Romantic Get-A-Way!! View of Ocean! HIGH QUALITY FINISHES! 2 BIKES!!
Anti-gravity chairs on balcony
Harbourtown Lighthouse
Living area
Property grounds
Exceptional
(198 reviews)

AWESOME REMODEL! FREE BIKES, ALL BEACH GEAR, on the beach, 5-star reviews.

Hilton Head Island

8% off
NZ$2,697
for 7 nights, 1 apartment
NZ$385 per night
includes taxes & fees
AWESOME REMODEL! FREE BIKES, ALL BEACH GEAR, on the beach, 5-star reviews.
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Can I find holiday rentals in South End?
Yes, there are holiday rentals in South End close to The Sandbox, or you can select a more secluded option if you're looking for a relaxing stay.
How many holiday rentals will I find in South End?
With 727 Expedia holiday rentals, you're guaranteed to find just the right place for your South End stay.
What can I see and do in South End?
Family-friendly attractions include The Sandbox and Lawton Stables, whereas Sea Pines Forest Preserve and Coligny Beach are a couple of great spots to enjoy the outdoors. Other popular places to visit in the area include Marine Corps Recruit Depot Parris Island and River Street.
What are holiday rentals like in South End?
Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in South End. Holiday rentals offer amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for family gatherings.