Photo by Aaron D. Hunt

Mid Island holiday rentals

We found 3,589 holiday rentals — enter your dates for availability
Select from 373 houses, 447 flats and other holiday rentals to find the perfect place for your stay in Mid Island. Holiday rentals provide the amenities that you need and want for your family, friends or furry companion, such as a hot tub and garden. What you'll find is a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Mid Island

Showing deals for:1 Jan - 8 Jan

Our beach access bridge over the dunes.
Large, open concept living room with floor to ceiling stone fireplace.
Gracious vaulted living room w/beautiful light, view of pool, lagoon & fountain.
Pool side view of the fountain with morning coffee or tea. Heaven.
Exceptional
(24 reviews)

Sea Glass- Walk 2 Beach! Private Pool,1 Level! Fountain Views, 2 Masters & Gear!

Hilton Head Island

7% off
S$6,986
for 7 nights, 1 home
S$998 per night
includes taxes & fees
Sea Glass- Walk 2 Beach! Private Pool,1 Level! Fountain Views, 2 Masters & Gear!
Private kitchen
What a beautiful way to celebrate a special day!
Exterior
A glass of wine anyone?
Exceptional
(143 reviews)

OCEANFRONT CONDO! Looking for a spring or summer get-away, you found it!

Hilton Head Island

7% off
S$2,521
for 7 nights, 1 apartment
S$360 per night
includes taxes & fees
OCEANFRONT CONDO! Looking for a spring or summer get-away, you found it!
Living area
Coco's on the Beach at end of boardwalk.
Building 3/Atrium - wi-fi lounge.
Living area
Exceptional
(95 reviews)

7-Day Discounts in 3BR Villa at Hilton Head Resort!

Hilton Head Island

8% off
S$3,736
for 7 nights, 1 villa
S$534 per night
includes taxes & fees
7-Day Discounts in 3BR Villa at Hilton Head Resort!
Spacious open-concept layout, perfect for group gatherings and socializing
Direct access from the balcony going to the fenced pool.
The open-concept living area flows effortlessly into the kitchen and dining space, creating a perfect gathering spot for everyone.
Cook like a pro or entertain with ease in this Chef's kitchen designed for culinary creativity with a big kitchen island that has a double dishwasher.
Exceptional
(6 reviews)

Sleeps 20, 7 Private Baths, Rooftop Fire Pit, 5 Min Walk to the Beach

Hilton Head Island

5% off
S$10,141
for 7 nights, 1 home
S$1,449 per night
includes taxes & fees
Sleeps 20, 7 Private Baths, Rooftop Fire Pit, 5 Min Walk to the Beach
Dining room with seating for 8, plus 4 at the bar
34 Bradley Circle is the perfect home base for your dream vacation.
Gourmet kitchen with a gas range, Ninja air fryer, crock pot, and wine fridge.
The Pool can be heated for an additional $700/week. Please request pool heat by contacting the host prior to arrival.
Exceptional
(6 reviews)

Sleeps 24, Marsh Views, Game Room w/ PS5 & Arcade, Near Chaplin Park

Hilton Head Island

5% off
S$9,141
for 7 nights, 1 home
S$1,306 per night
includes taxes & fees
Sleeps 24, Marsh Views, Game Room w/ PS5 & Arcade, Near Chaplin Park
Dunes House on the Beach - 15 minute walk
Palmetto Dunes Tennis and Pickleball Center - 10 minute walk
22 Hickory Cove
Comfortable Living Room
Exceptional
(109 reviews)

Villa; 5 minute walk to Palmetto Dunes Beach with a Great Golf Course View!!

Hilton Head Island

7% off
S$2,180
for 7 nights, 1 villa
S$311 per night
includes taxes & fees
Villa; 5 minute walk to Palmetto Dunes Beach with a Great Golf Course View!!
Sandy path to the big water takes you leisurely through the dunes.
View from the balcony, just steps from the beach boardwalk. Unit is the 5th in.
Fountain in front of the unit, alongside the boardwalk. A pretty bonus.
Boardwalk to the beach is only steps away!
Exceptional
(86 reviews)

Ocean View, Pool, Tennis, Pickleball, Seasonal Music

Hilton Head Island

7% off
S$1,753
for 7 nights, 1 apartment
S$250 per night
includes taxes & fees
Ocean View, Pool, Tennis, Pickleball, Seasonal Music
Living area
Exterior
Living area
View from front door. The kitchen is to the right.
Exceptional
(49 reviews)

Oceanside Resort- 5 Min Walk to Beach-2 Bed 2 Bath-Beach Chairs&Wagon-1st Floor

Hilton Head Island

7% off
S$2,184
for 7 nights, 1 villa
S$312 per night
includes taxes & fees
Oceanside Resort- 5 Min Walk to Beach-2 Bed 2 Bath-Beach Chairs&Wagon-1st Floor
Kitchen
Back Deck with lagoon view
Front Entry
Living Room w/ Sleep Sofa
Exceptional
(39 reviews)

Beach, Tennis & Golf Escape - Free Tennis

Hilton Head Island

8% off
S$2,534
for 7 nights, 1 villa
S$362 per night
includes taxes & fees
Beach, Tennis & Golf Escape - Free Tennis
Jamaica Joez beach bar is located right next to the oceanfront pool
Our private oceanfront pool
Hilton Head Island Beach & Tennis . Our Villa is located in center "Y" building
Coconutz Sports Bar, on site
Exceptional
(47 reviews)

BEAUTIFUL REMODELED VILLA, STEPS TO THE OCEAN - STR Permit #073298

Hilton Head Island

7% off
S$1,738
for 7 nights, 1 villa
S$248 per night
includes taxes & fees
BEAUTIFUL REMODELED VILLA, STEPS TO THE OCEAN - STR Permit #073298
Living area
Looking from Entry through the Villa
Kiddie Pool on a quiet Evening
King Comfort
Exceptional
(61 reviews)

Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!

Hilton Head Island

7% off
S$1,952
for 7 nights, 1 villa
S$279 per night
includes taxes & fees
Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!
Pool
Outdoor dining
Interior
Bar (on property)
Exceptional
(157 reviews)

AMAZING OCEAN VIEW with PRIVATE BEACH ACCESS !!!

Hilton Head Island

7% off
S$1,561
for 7 nights, 1 apartment
S$223 per night
includes taxes & fees
AMAZING OCEAN VIEW with PRIVATE BEACH ACCESS !!!
upscale appliances including 6 burner Wolf range.
Living area
Designer touches throughout this luxury home.
Pool
Wonderful
(55 reviews)

Singleton Beach 6B/6B Sleeps 18. Pool. Walk or FREE shuttle to best BEACH on HHI

Hilton Head Island

7% off
S$7,628
for 7 nights, 1 home
S$1,090 per night
includes taxes & fees
Singleton Beach 6B/6B Sleeps 18. Pool. Walk or FREE shuttle to best BEACH on HHI
Entrance/Front Hall
View from Our Balcony (Zoom applied)
Kitchen Area
Largest Pool on Hilton Head Island on-site
Exceptional
(118 reviews)

Oceanview Condo - overlooking pool and 100 yards to beach

Hilton Head Island

11% off
S$1,304
for 7 nights, 1 apartment
S$186 per night
includes taxes & fees
Oceanview Condo - overlooking pool and 100 yards to beach
Private kitchen
Living area
Living area
Living area
Exceptional
(54 reviews)

2nd Floor Relaxation - Beach Oceanfront Resort - 300 Yds 2 Sand SNOWBIRDS - C9

Hilton Head Island

7% off
S$1,545
for 7 nights, 1 apartment
S$221 per night
includes taxes & fees
2nd Floor Relaxation - Beach Oceanfront Resort - 300 Yds 2 Sand SNOWBIRDS - C9
Dining
Property grounds
Private kitchen
Property grounds
Exceptional
(32 reviews)

Relaxing 2BR/2Ba Condo in HHI, minutes from the beach

Hilton Head Island

7% off
S$1,388
for 7 nights, 1 apartment
S$198 per night
includes taxes & fees
Relaxing 2BR/2Ba Condo in HHI, minutes from the beach
Interior
Shelter Cove Tuesday Night Fireworks
Palmetto Dunes Golf Courses
Sunrise at Palmetto Dunes Beach
Exceptional
(192 reviews)

Beach Lover's Retreat End Unit Villa House w Pet-Private Beach

Hilton Head Island

7% off
S$1,753
for 7 nights, 1 villa
S$250 per night
includes taxes & fees
Beach Lover's Retreat End Unit Villa House w Pet-Private Beach
Kitchen and Living area with end unit side window....Light and Bright
Our Pool also has a shaded awning area if your getting too much sun
FRONT ROW Ocean Villa....close to Pool, Beach Bar and Boardwalk to the Beach
Balcony View - Spring - Beach Bar, Pool and Ocean
Exceptional
(135 reviews)

Ocean Front 1st Row ~ Private Corner Unit ~ Close to Pool, Beach Bar & Boardwalk

Hilton Head Island

7% off
S$2,243
for 7 nights, 1 apartment
S$320 per night
includes taxes & fees
Ocean Front 1st Row ~ Private Corner Unit ~ Close to Pool, Beach Bar & Boardwalk
Private kitchen
The beach in front of Hilton Head Resort is beautiful with much less traffic.
Living area
Sleeper sofa in main room - with flat screen TV. Breakfast bar with granite top.
Exceptional
(106 reviews)

FIRE SALE 25% OFF August Hltn Head Resrt 2BR/2BA: GLF/MRSH/OCEN VIEW. BEST BEACH

Hilton Head Island

8% off
S$1,541
for 7 nights, 1 apartment
S$220 per night
includes taxes & fees
FIRE SALE 25% OFF August Hltn Head Resrt 2BR/2BA: GLF/MRSH/OCEN VIEW. BEST BEACH
Room
Visit Beautiful Shelter Cove-less than 2 miles away!
Jamaica Joe’z Beach and Poolside Bar
Exercise Room
Exceptional
(157 reviews)

Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!

Hilton Head Island

7% off
S$1,729
for 7 nights, 1 villa
S$247 per night
includes taxes & fees
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!
Interior
Living area
Living area
Living area
Exceptional
(34 reviews)

Beach Bliss 4U - Oceanfront Resort - Beachy Beautiful Condo w/ Views - OV A311

Hilton Head Island

5% off
S$1,718
for 7 nights, 1 apartment
S$245 per night
includes taxes & fees
Beach Bliss 4U - Oceanfront Resort - Beachy Beautiful Condo w/ Views - OV A311
Exterior
Outdoor dining
Pool
Property grounds
Exceptional
(19 reviews)

Resort of the Water w/ Indoor Outdoor Pools, Hot Tub, Tennis, Fitness Center !

Hilton Head Island

7% off
S$1,276
for 7 nights, 1 apartment
S$182 per night
includes taxes & fees
Resort of the Water w/ Indoor Outdoor Pools, Hot Tub, Tennis, Fitness Center !
Interior
Pool
Interior
Private kitchen
Exceptional
(129 reviews)

Beach Front with Ocean View

Hilton Head Island

7% off
S$1,317
for 7 nights, 1 apartment
S$188 per night
includes taxes & fees
Beach Front with Ocean View
Pool
Interior
Private kitchen
Private kitchen
Exceptional
(7 reviews)

Beautiful 4th floor 2 BR, 2 BA condo in Hilton Head Beach & Tennis Resort

Hilton Head Island

7% off
S$2,123
for 7 nights, 1 apartment
S$303 per night
includes taxes & fees
Beautiful 4th floor 2 BR, 2 BA condo in Hilton Head Beach & Tennis Resort

  • Peace of mind

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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 a holiday rental in Mid Island?
Yes, there are holiday rentals in Mid Island close to Adventure Cove, or you can select a more secluded option if you're looking for a relaxing stay.
How many holiday rentals will I find in Mid Island?
Choose from 373 Expedia holiday rentals in Mid Island for a memorable holiday.
What can I see and do in Mid Island?
Family-friendly attractions include Adventure Cove and Pirate's Island Adventure Golf, whereas Singleton Beach and Burkes Beach are a couple of great spots to enjoy the outdoors. While here, Shelter Cove Harbour and The Golf Courses of Palmetto Dunes are other places worth a visit.
What are holiday rentals like in Mid Island?
Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Mid Island. Holiday rentals offer extras like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a family trip.

More holiday ideas