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Our top choices for Harbor Island cottages

Beach Getaway 2BR w/ Pool + Modern Comforts

Beach Getaway 2BR w/ Pool + Modern Comforts
2.0 star property
Mid Island
8.0 out of 10, Very Good, (2)
"No proper communication and things broke inside or not working "
United States
Alejandra
$299 nightly
The price is $312
Jan 4 - Jan 5, 2026
Total with taxes and fees
Beach Getaway 2BR w/ Pool + Modern Comforts

SPECIAL‼️ COASTAL COTTAGE SLEEPS 4 SWIMMING, FISHING, TURTLE TOURS, GOLF, BIKING

SPECIAL‼️ COASTAL COTTAGE SLEEPS 4 SWIMMING, FISHING, TURTLE TOURS, GOLF, BIKING
Edisto Beach
9.6 out of 10, Exceptional, (33)
"Very nice property, convenient to the beach and restaurants "
United States
Shaun H.
$252 nightly
The price is $282
Dec 22 - Dec 23
Total with taxes and fees
SPECIAL‼️ COASTAL COTTAGE SLEEPS 4 SWIMMING, FISHING, TURTLE TOURS, GOLF, BIKING

The Coral Pelican - 1 Block to Sand and Ocean!

The Coral Pelican - 1 Block to Sand and Ocean!
Fripp Island
9.8 out of 10, Exceptional, (19)
"Enjoyed our stay here. Kids and husband loved it and we all had a great time on fripp. Would rent again. "
United States
Neely T.
$650 nightly
The price is $715
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Coral Pelican - 1 Block to Sand and Ocean!

3 BR/2 Bath Historic District~ 7 Bl to Downtown~20 mins to BEACH/Pass INCL

3 BR/2 Bath Historic District~ 7 Bl to Downtown~20 mins to BEACH/Pass INCL
Historic District
9.8 out of 10, Exceptional, (95)
"Very clean and comfortable. Exactly as advertised. "
United States
Mary Clark P.
$333 nightly
The price is $365
Dec 26 - Dec 27
Total with taxes and fees
3 BR/2 Bath Historic District~ 7 Bl to Downtown~20 mins to BEACH/Pass INCL

Relax under the Shade of a Live Oak! MCRD Paris Island and MCAS 10 Minute Drive

Relax under the Shade of a Live Oak! MCRD Paris Island and MCAS 10 Minute Drive
2.0 star property
Beaufort
10.0 out of 10, Exceptional, (3)
"I had success a wonderful stay !!!"
United States
Jasminee L.
$279 nightly
The price is $307
Dec 23 - Dec 24
Total with taxes and fees
Relax under the Shade of a Live Oak! MCRD Paris Island and MCAS 10 Minute Drive

New Cottage: 4th row & fully fenced back yard!

New Cottage: 4th row & fully fenced back yard!
Mid Island
9.6 out of 10, Exceptional, (18)
"Enjoyed our weekend away, especially the ability to travel with our dogs. Great location and nice dog friendly rental with everything we needed. Wonderful host as well. "
United States
Nancy H.
$407 nightly
The price is $451
Jan 6 - Jan 7, 2026
Total with taxes and fees
New Cottage: 4th row & fully fenced back yard!

48 Davis Love

48 Davis Love
3.5 star property
Fripp Island
$687 nightly
The price is $756
Dec 23 - Dec 24
Total with taxes and fees
48 Davis Love

Spacious 3BR Hilton Head Getaway + Pool Access

Spacious 3BR Hilton Head Getaway + Pool Access
2.0 star property
Mid Island
$303 nightly
The price is $314
Jan 7 - Jan 8, 2026
Total with taxes and fees
Spacious 3BR Hilton Head Getaway + Pool Access

Hilton Head 2BR Escape w/ Pool & Sofa Bed

Hilton Head 2BR Escape w/ Pool & Sofa Bed
2.0 star property
Mid Island
$310 nightly
The price is $324
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hilton Head 2BR Escape w/ Pool & Sofa Bed

Central Hilton Head Retreat 2BR Near Beaches

Central Hilton Head Retreat 2BR Near Beaches
2.0 star property
Mid Island
$276 nightly
The price is $286
Dec 22 - Dec 23
Total with taxes and fees
Central Hilton Head Retreat 2BR Near Beaches

Family 2BR Retreat Near Beach + Pool Hilton Head

Family 2BR Retreat Near Beach + Pool Hilton Head
2.0 star property
Mid Island
$303 nightly
The price is $316
Jan 11 - Jan 12, 2026
Total with taxes and fees
Family 2BR Retreat Near Beach + Pool Hilton Head

Hilton Head 2BR Townhouse Walk to Shops & Dining

Hilton Head 2BR Townhouse Walk to Shops & Dining
2.0 star property
Mid Island
$301 nightly
The price is $314
Jan 5 - Jan 6, 2026
Total with taxes and fees
Hilton Head 2BR Townhouse Walk to Shops & Dining

Stylish 2BR Townhome Near Bradley Beach + Pool

Stylish 2BR Townhome Near Bradley Beach + Pool
2.0 star property
Mid Island
$297 nightly
The price is $309
Jan 13 - Jan 14, 2026
Total with taxes and fees
Stylish 2BR Townhome Near Bradley Beach + Pool

Renovated 2BR Hilton Head Home Walk to Shops

Renovated 2BR Hilton Head Home Walk to Shops
2.0 star property
Mid Island
$309 nightly
The price is $323
Dec 24 - Dec 25
Total with taxes and fees
Renovated 2BR Hilton Head Home Walk to Shops

Bright 2BR Townhome Pool & Beach Minutes Away

Bright 2BR Townhome Pool & Beach Minutes Away
2.0 star property
Mid Island
$296 nightly
The price is $308
Jan 7 - Jan 8, 2026
Total with taxes and fees
Bright 2BR Townhome Pool & Beach Minutes Away

Family-friendly 2BR Home w/ Sofa Bed Hilton Head

Family-friendly 2BR Home w/ Sofa Bed Hilton Head
2.0 star property
Mid Island
$294 nightly
The price is $306
Dec 24 - Dec 25
Total with taxes and fees
Family-friendly 2BR Home w/ Sofa Bed Hilton Head

Hilton Head 3BR Retreat Pool, Dining & Shops

Hilton Head 3BR Retreat Pool, Dining & Shops
2.0 star property
Mid Island
$284 nightly
The price is $293
Dec 24 - Dec 25
Total with taxes and fees
Hilton Head 3BR Retreat Pool, Dining & Shops

Cozy 2BR Hilton Head Townhome w/ Pool Access

Cozy 2BR Hilton Head Townhome w/ Pool Access
2.0 star property
Mid Island
2.0 out of 10, (1)
"The place smelled really bad like cigarettes. Go into the bathroom and it smelled like sewage. Rugs were filthy black dirt on our feet. Queen size bed right in the living room behind the tv."
United States
Ava
$289 nightly
The price is $301
Jan 7 - Jan 8, 2026
Total with taxes and fees
Cozy 2BR Hilton Head Townhome w/ Pool Access
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Harbor Island Hotel Reviews

Find out more about Harbor Island

Harbor Island Cottages information

Number of reviews
171
Accommodation
143 Cottages
Lowest Price
$282
Highest Price
$756

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