Photo by Aaron D. Hunt

Mid Island vacation rentals

We found 3,535 vacation rentals — enter your dates for availability

Experience the enchanting shores of Hilton Head Island, where pristine beaches meet lush greenery and vibrant neighborhoods beckon with adventure. Whether you're soaking up the sun at Singleton Beach or engaging in thrilling water sports, there’s something for everyone in this family-friendly paradise. With a variety of accommodations from cozy condos to luxurious villas, you’ll enjoy the comforts of home while creating unforgettable memories with your loved ones in this idyllic getaway.

Holiday rentals with weekly discounts - Mid Island

Showing deals for:Dec 11 - Dec 18

Kitchen. Two of every appliance.
Back of the house. Pool and spa (heated for a fee).
Relaxing!
Grand stairway. Great for family photos.
Exceptional
(105 reviews)

V. Large House with Pool/Elevator/Fire pit in Palmetto Dunes-2 min walk to beach

Hilton Head Island

28% off
$1,800
$12,598 for 7 nights
All fees included
V. Large House with Pool/Elevator/Fire pit in Palmetto Dunes-2 min walk to beach
Private kitchen
The dining and kitchen area has stunning views right outside the windows.
Interior
Interior
Exceptional
(116 reviews)

2 Min.Walk to Beach!3 Primary Suites, new deck/private pool/Ping Pong

Hilton Head Island

8% off
$809
$5,666 for 7 nights
All fees included
2 Min.Walk to Beach!3 Primary Suites, new deck/private pool/Ping Pong
Ottoman hold extra bedding and pillows for sofa bed functioning as coffee table
Our private oceanfront pool
Hilton Head Island Beach & Tennis . Our Villa is located in center "Y" building
Jamaica Joez beach bar is located right next to the oceanfront pool
Exceptional
(46 reviews)

BEAUTIFUL REMODELED VILLA JUST STEPS TO THE OCEAN

Hilton Head Island

8% off
$167
$1,168 for 7 nights
All fees included
BEAUTIFUL REMODELED VILLA JUST STEPS TO THE OCEAN
Fully Equipped Kitchen
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

8% off
$268
$1,877 for 7 nights
All fees included
Villa; 5 minute walk to Palmetto Dunes Beach with a Great Golf Course View!!
Kitchen eating area
Large balcony with lots of seating!
Bar eating area
View from balcony entrance into living room.
Exceptional
(89 reviews)

449 CAPTAINS WALK -OCEANFRONT Condo with DIRECT POOL and OCEAN VIEWS!

Hilton Head Island

8% off
$361
$2,524 for 7 nights
All fees included
449 CAPTAINS WALK -OCEANFRONT Condo with DIRECT POOL and OCEAN VIEWS!
Living Area
Palmetto Dunes Private Beach (gated community) just a 90 second walk from villa
Foyer - Bed/Bath on each side
Community Pool
Exceptional
(172 reviews)

Completely Renovated Top Floor Villa Steps To Beach

Hilton Head Island

14% off
$164
$1,148 for 7 nights
All fees included
Completely Renovated Top Floor Villa Steps To Beach
Designer touches throughout this luxury home.
Living area
3 story, 6 BR / 6 BA Luxury Custom Home
Pool
Wonderful
(54 reviews)

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

Hilton Head Island

8% off
$670
$4,687 for 7 nights
All fees included
Singleton Beach 6B/6B Sleeps 18. Pool. Walk or FREE shuttle to best BEACH on HHI
Living area
Exterior
Living area
Oceanside Resort and Huge Oceanside Pool and Restaurant/Bar!
Exceptional
(48 reviews)

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

Hilton Head Island

8% off
$216
$1,510 for 7 nights
All fees included
Oceanside Resort- 5 Min Walk to Beach-2 Bed 2 Bath-Beach Chairs&Wagon-1st Floor
Property grounds
Pool
Living area
Private kitchen
Exceptional
(67 reviews)

FULLY RENOVATED, 5-MINUTE WALK TO BEACH - 2 POOLS - 4 Pickleball & Tennis Courts

Hilton Head Island

8% off
$186
$1,304 for 7 nights
All fees included
FULLY RENOVATED, 5-MINUTE WALK TO BEACH - 2 POOLS - 4 Pickleball & Tennis Courts
Building 3/Atrium - wi-fi lounge.
Coco's on the Beach at end of boardwalk.
Living area
Living area
Exceptional
(95 reviews)

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

Hilton Head Island

9% off
$366
$2,559 for 7 nights
All fees included
7-Day Discounts in 3BR Villa at Hilton Head Resort!
Exterior
Outdoor dining
Bar (on property)
Interior
Exceptional
(156 reviews)

AMAZING OCEAN VIEW with PRIVATE BEACH ACCESS !!!

Hilton Head Island

8% off
$155
$1,087 for 7 nights
All fees included
AMAZING OCEAN VIEW with PRIVATE BEACH ACCESS !!!
Room
Pool
Living area
Property grounds
Exceptional
(81 reviews)

Sunrise on the ocean - Best beach & pool view-Villamare

Hilton Head Island

17% off
$463
$3,240 for 7 nights
All fees included
Sunrise on the ocean - Best beach & pool view-Villamare
Private kitchen
What a beautiful way to celebrate a special day!
Exterior
Private kitchen
Exceptional
(140 reviews)

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

Hilton Head Island

8% off
$222
$1,551 for 7 nights
All fees included
OCEANFRONT CONDO! Looking for a spring or summer get-away, you found it!
King Comfort
Looking from Entry through the Villa
Living area
Dining
Exceptional
(61 reviews)

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

Hilton Head Island

8% off
$193
$1,351 for 7 nights
All fees included
Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!
Pool
Dining
Property grounds
Living area
Exceptional
(15 reviews)

Beautiful Condo TheSpa Resort w/Indoor Outdoor Pools Hot Tub Tennis Water Front!

Hilton Head Island

8% off
$145
$1,014 for 7 nights
All fees included
Beautiful Condo TheSpa Resort w/Indoor Outdoor Pools Hot Tub Tennis Water Front!
Beach
Living area
Exterior
Pool
Exceptional
(59 reviews)

Oceanfront Bliss: 2BR/3rd Floor Condo with Pool & Beach Access in Palmetto Dunes

Hilton Head Island

8% off
$232
$1,627 for 7 nights
All fees included
Oceanfront Bliss: 2BR/3rd Floor Condo with Pool & Beach Access in Palmetto Dunes
Full kitchen with granite counters & tiled backsplash
One of three Hilton Head Resort pools located right below our villa
Living Area
Robert Trent Jones golf course - Palmetto Dunes - adjacent to Hilton Head Resort
Exceptional
(106 reviews)

Stunning Ocean & Tidal Creek Views -- Best Resort Vantage Point!

Hilton Head Island

8% off
$177
$1,242 for 7 nights
All fees included
Stunning Ocean & Tidal Creek Views -- Best Resort Vantage Point!
FRONT ROW Ocean Villa....close to Pool, Beach Bar and Boardwalk to the Beach
Our Pool also has a shaded awning area if your getting too much sun
Balcony View - Spring - Beach Bar, Pool and Ocean
Kitchen and Living area with end unit side window....Light and Bright
Exceptional
(134 reviews)

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

Hilton Head Island

8% off
$201
$1,407 for 7 nights
All fees included
Ocean Front 1st Row ~ Private Corner Unit ~ Close to Pool, Beach Bar & Boardwalk
Pool
Tennis Courts
Picnic/Grilling Area
Living Room
Wonderful
(59 reviews)

Beautiful, Hilton Head Island 2BR/2BA Villa.. 100 Yards from the Atlantic Ocean!

Hilton Head Island

7% off
$160
$1,118 for 7 nights
All fees included
Beautiful, Hilton Head Island 2BR/2BA Villa.. 100 Yards from the Atlantic Ocean!
Private kitchen
Pool
Interior
Interior
Exceptional
(125 reviews)

Beach Front with Ocean View

Hilton Head Island

8% off
$131
$915 for 7 nights
All fees included
Beach Front with Ocean View
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

8% off
$196
$1,375 for 7 nights
All fees included
Admiral Row - first floor! Relax beachfront, pickleball & pool! Sun & Sea HHI
Located in beautiful Palmetto Dunes resort
Lounge in the living room with 50” Smart TV and new, comfortable seating
Dining
Terrace/patio
Exceptional
(56 reviews)

Quick walk to beach in Palmetto Dunes, Tennis & Pickleball Paradise

Hilton Head Island

8% off
$200
$1,397 for 7 nights
All fees included
Quick walk to beach in Palmetto Dunes, Tennis & Pickleball Paradise
Sleeper sofa in main room - with flat screen TV. Breakfast bar with granite top.
The beach in front of Hilton Head Resort is beautiful with much less traffic.
Private kitchen
Indoor pool, spas, sauna, fitness center and track offer yearround amenities.
Exceptional
(106 reviews)

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

Hilton Head Island

8% off
$152
$1,067 for 7 nights
All fees included
FIRE SALE 25% OFF August Hltn Head Resrt 2BR/2BA: GLF/MRSH/OCEN VIEW. BEST BEACH
Ensuite primary bedroom
Swing on property, edge of beach.
55 inch TV
Garden walk to beach.
Exceptional
(28 reviews)

Peaceful HHI Escape! Private Beach Access, in/outdoor pools, hot tub, sauna!

Hilton Head Island

9% off
$156
$1,090 for 7 nights
All fees included
Peaceful HHI Escape! Private Beach Access, in/outdoor pools, hot tub, sauna!

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Frequently asked questions

Can I find a vacation rental in Mid Island?
Yes, there are vacation rentals in Mid Island near Adventure Cove, or you can choose a more secluded option if you'd like a relaxing place to stay.
How many vacation rentals will I find in Mid Island?
Choose from 384 Expedia vacation rentals in Mid Island for a memorable vacation.
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 vacation rentals like in Mid Island?
Vacation rentals are privately owned properties you can stay in for a few days or a quick weekend in Mid Island. Vacation rentals offer amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from public hotel elevators and busy lobbies while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for family trips.

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