Hilton Head which includes heritage architecture

South End holiday rentals

We found 5,928 holiday rentals — enter your dates for availability

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October 2025

November 2025

Find the perfect place for you stay in South End by choosing from 2073 houses, 1798 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:30 Jan - 6 Feb

Exceptional

(182 reviews)

Ocean view - Beautiful Penthouse Condo - Large heated pools & Hot Tubs!

Hilton Head Island, SC

7% off

for 7 nights, 1 villa

AU$241 per night

includes taxes & fees

Exceptional

(30 reviews)

5 Atlantic Pointe, Beautiful Ocean View Home on Hole #15 of Atlantic Dunes GC

Hilton Head Island, SC

8% off

for 7 nights, 1 home

AU$1,734 per night

includes taxes & fees

Exceptional

(103 reviews)

Ocean view condo with BEST location on the island!

Hilton Head Island, SC

7% off

for 7 nights, 1 apartment

AU$305 per night

includes taxes & fees

Wonderful

(13 reviews)

2nd Row Ocean - 89 Steps to the Beach - 22 Green Heron RD

Hilton Head Island, SC

7% off

for 7 nights, 1 home

AU$1,437 per night

includes taxes & fees

Exceptional

(115 reviews)

Breakers Oceanfront Villa with Beautiful View of Ocean & Pool with a King Bed

Hilton Head Island, SC

8% off

for 7 nights, 1 villa

AU$478 per night

includes taxes & fees

Exceptional

(6 reviews)

Renovated 1BR Condo. Walk to Beach&Salty Dog, Sleeps 5. Bike, Golf, Pickleball!

Hilton Head Island, SC

7% off

for 7 nights, 1 apartment

AU$347 per night

includes taxes & fees

Exceptional

(197 reviews)

Updated Villa. Close To Beach, Salty Dog. And South Beach Marina

Hilton Head Island, SC

7% off

for 7 nights, 1 villa

AU$223 per night

includes taxes & fees

Community pool, marina, Salty Dog, and Villa complex

Exceptional

(50 reviews)

Modern Sea Pines studio, beautiful water sunset views, across from beach

Hilton Head Island, SC

6% off

for 7 nights, 1 apartment

AU$284 per night

includes taxes & fees

Direct Oceanfront Villa Overlooking Private Pool and South Forest Beach.

Exceptional

(71 reviews)

⭐Direct Oceanfront Private Villa - w/Pool and Beach view-Walk to Coligny Plaza⭐

Hilton Head Island, SC

8% off

for 7 nights, 1 villa

AU$535 per night

includes taxes & fees

Exceptional

(108 reviews)

Sea Pines private pool & tennis. Also location, location, location!

Hilton Head Island, SC

8% off

for 7 nights, 1 home

AU$780 per night

includes taxes & fees

Exceptional

(131 reviews)

Bargain Pricing for Beautiful Beach Home - Steps from the beach.

Hilton Head Island, SC

8% off

for 7 nights, 1 home

AU$1,351 per night

includes taxes & fees

Exceptional

(84 reviews)

807 Clipper Court/2BR/2.5BA/THSE/Sofa Bed/Smart TV's/WIFI/Pool/Grill

Hilton Head Island, SC

7% off

for 7 nights, 1 apartment

AU$289 per night

includes taxes & fees

MY BEACH IS YOUR BEACH... MY VILLA IS YOUR VILLA...

Exceptional

(13 reviews)

✺MyBeachIsYourBeach✺Water+Golf View! Walk/Bike→Beach FREE:Bikes+Tennis+Pool+more

Hilton Head Island, SC

6% off

for 7 nights, 1 villa

AU$461 per night

includes taxes & fees

Exceptional

(220 reviews)

Beach Home - Recent Remodel - Spacious Deck Pool Spa Area - Elevator

Hilton Head Island, SC

7% off

for 7 nights, 1 home

AU$1,930 per night

includes taxes & fees

spacious living room with large comfortable courch and pull out serving table

Exceptional

(59 reviews)

Screened porch, one-level home, check Fall Festivals in description

Hilton Head Island, SC

7% off

for 7 nights, 1 home

AU$401 per night

includes taxes & fees

Exceptional

(44 reviews)

SeaCrest ~N Forest Beach Coligny OCEANVIEW~HUGE 1 bedroom! POOL!

Hilton Head Island, SC

6% off

for 7 nights, 1 apartment

AU$374 per night

includes taxes & fees

Hilton Head Vacation Rental | 1BR | 1BA | Elevator Access | 581 Sq Ft

Exceptional

(87 reviews)

Beachfront Condo w/ Pool Access in Hilton Head!

Hilton Head Island, SC

7% off

for 7 nights, 1 apartment

AU$209 per night

includes taxes & fees

Exceptional

(32 reviews)

3rd row Luxury rental - Low Min nights PoolSpa - 75 steps private beach access

Hilton Head Island, SC

5% off

for 7 nights, 1 home

AU$2,172 per night

includes taxes & fees

Exceptional

(94 reviews)

Fully Renovated Top-Floor Sea Pines Villa near Harbour Town in Lighthouse Tennis

Hilton Head Island, SC

7% off

for 7 nights, 1 apartment

AU$353 per night

includes taxes & fees

Wonderful

(15 reviews)

Dory by AvantStay | Walk to the Beach, Luxe Home

Hilton Head Island, SC

6% off

for 7 nights, 1 home

AU$1,648 per night

includes taxes & fees

Exceptional

(98 reviews)

BEST VALUE ON THE BEACH IN SEA PINES! ALMOST OCEANFRONT!

Hilton Head Island, SC

15% off

for 7 nights, 1 home

AU$1,543 per night

includes taxes & fees

Exceptional

(61 reviews)

Outstanding location on 6th Green of Harbour Town Golf Course

Hilton Head Island, SC

8% off

for 7 nights, 1 home

AU$640 per night

includes taxes & fees

Exceptional

(17 reviews)

Lovely Villa in Sea Pines, 2-Min Walk to Beach, Marina, Pool, Braddock Cove View

Hilton Head Island, SC

7% off

for 7 nights, 1 apartment

AU$376 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in South End

Sea Pines Forest Preserve

Find the best place to stay - South End

Premier Host

52 Gloucester-The Perfect Pool and 8 minute bike ride to Shipyard Beach Club

Sleeps 11 · 4 bedrooms · 3 bathrooms

View of home from the beach. We are dead center in this photo.

Premier Host

2nd Row luxury home with pool, tiki bar, private beach boardwalk- 30 Knotts Way

Sleeps 18 · 5 bedrooms · 5+ bathrooms

Premier Host

Shipyard Lagoon& Golf view villa. Private Patio. Grill. Shared pool.

Sleeps 7 · 2 bedrooms · 2+ bathrooms

Top rated rentals - South End

Premier Host

Winter comfort at Hilton head

Very comfortable, clean, well-equipped house close to the beach and good cafes and restaurants nearby.

nick m.

Stayed Dec 2023

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More quality time
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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 2073 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.