Photo by Aaron D. Hunt

Mid Island holiday rentals

We found 3,585 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

Gracious vaulted living room w/beautiful light, view of pool, lagoon & fountain.
Large, open concept living room with floor to ceiling stone fireplace.
Pool side view of the fountain with morning coffee or tea. Heaven.
Our beach access bridge over the dunes.
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!
Exterior
What a beautiful way to celebrate a special day!
Private kitchen
Private kitchen
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!
HOST & HOME presents… 23 Bradley Circle. Discover luxury at its finest in this stunning beach retreat just a 5-min walk from the sand in Bradley Beach
Direct access from the balcony going to the fenced pool.
Spacious open-concept layout, perfect for group gatherings and socializing
The open-concept living area flows effortlessly into the kitchen and dining space, creating a perfect gathering spot for everyone.
Exceptional
(6 reviews)

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

Hilton Head Island

5% off
S$10,149
for 7 nights, 1 home
S$1,450 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.
Dining room with seating for 8, plus 4 at the bar
Exceptional
(6 reviews)

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

Hilton Head Island

5% off
S$9,164
for 7 nights, 1 home
S$1,309 per night
includes taxes & fees
Sleeps 24, Marsh Views, Game Room w/ PS5 & Arcade, Near Chaplin Park
Bunks are 72" x 25"
A premium unit w/full oceanfront view in Hilton Head Beach & Tennis Club
Living area
Kcup coffee maker, tea pot, toaster, blender & crock pot available
Exceptional
(50 reviews)

Direct Oceanfront View! Top Floor. Completely Renovated. Perfect Beach House!

Hilton Head Island

7% off
S$2,024
for 7 nights, 1 apartment
S$289 per night
includes taxes & fees
Direct Oceanfront View! Top Floor. Completely Renovated. Perfect Beach House!
Fully Equipped Kitchen
Palmetto Dunes Tennis and Pickleball Center - 10 minute walk
Dunes House on the Beach - 15 minute walk
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
View from front door. The kitchen is to the right.
Exterior
Oceanside Resort and Huge Oceanside Pool and Restaurant/Bar!
Living area
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
Living Room w/ Sleep Sofa
Front Entry
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
Coconutz Sports Bar, on site
Our private oceanfront pool
Jamaica Joez beach bar is located right next to the oceanfront pool
Hilton Head Island Beach & Tennis .  Our Villa is located in center "Y" building
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
Kiddie Pool on a quiet Evening
Looking from Entry through the Villa
Living area
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
Exterior
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 !!!
Pool
Living area
upscale appliances including  6 burner Wolf range.
3 story, 6 BR / 6 BA Luxury Custom Home
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)
Queen sleeper with memory foam mattress
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
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
Property grounds
Property grounds
queen bed with attached bathroom
Dining
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
Indoor pool, spas, sauna, fitness center and track offer yearround amenities.
The beach in front of Hilton Head Resort is beautiful with much less traffic.
Sleeper sofa in main room - with flat screen TV. Breakfast bar with granite top.
Living area
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
Huge Oceanside Pool
Visit Beautiful Shelter Cove-less than 2 miles away!
Exercise Room
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!
Exterior
Outdoor dining
Dining
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 !
Private kitchen
Pool
Living area
Interior
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
Private kitchen
Interior
Private kitchen
Living area
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
kitchen
Indoor pool, kiddie pool and hot tub inside Building 3
Master bedroom with king size bed
Living area
Exceptional
(33 reviews)

Family Getaway! Great amenities!

Hilton Head Island

7% off
S$1,999
for 7 nights, 1 apartment
S$286 per night
includes taxes & fees
Family Getaway! Great amenities!
There is a second pool on the resort...5 minute walk
Living area
Dining
Private kitchen
Exceptional
(38 reviews)

Admiral Row - first floor! Relax beachfront, pickleball & pool! Sun & Sea HHI

Hilton Head Island

7% off
S$2,661
for 7 nights, 1 apartment
S$380 per night
includes taxes & fees
Admiral Row - first floor! Relax beachfront, pickleball & pool! Sun & Sea HHI
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    Enjoy full kitchens, laundry, pools, gardens and more
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    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