Cheap Vacations in Harbor Island

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3-night Harbor Island vacations

Price found within the past 48 hours. Click for updated prices.
Palmera Inn and Suites

Palmera Inn and Suites

3 out of 5
per person
Jul 7 - Jul 10
found 17 hours ago
Roundtrip flight included
Philadelphia (PHL) to Savannah (SAV)
Players Club Resort

Players Club Resort

2.5 out of 5
Save 100% on your flight
per person
Jul 7 - Jul 10
found 17 hours ago
Roundtrip flight included
Philadelphia (PHL) to Savannah (SAV)
Emeline

Emeline

4 out of 5
Save 100% on your flight
per person
Jul 14 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Charleston (CHS)
The Bohemian Hotel Savannah Riverfront, Autograph Collection

The Bohemian Hotel Savannah Riverfront, Autograph Collection

4 out of 5
per person
Jul 11 - Jul 14
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to Savannah (SAV)
Elliott House Inn

Elliott House Inn

4 out of 5
Save 100% on your flight
per person
Jul 14 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Charleston (CHS)
Planters Inn

Planters Inn

4.5 out of 5
Save 100% on your flight
per person
Jul 14 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Charleston (CHS)
The Francis Marion Hotel

The Francis Marion Hotel

4 out of 5
Save 100% on your flight
per person
Jul 14 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Charleston (CHS)
The Dewberry Charleston

The Dewberry Charleston

5 out of 5
Save 100% on your flight
per person
Jul 14 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Charleston (CHS)
The Ryder Hotel

The Ryder Hotel

3.5 out of 5
per person
Jul 14 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Charleston (CHS)
French Quarter Inn

French Quarter Inn

4 out of 5
Save 100% on your flight
per person
Jul 6 - Jul 9
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Charleston (CHS)
The Spectator Hotel

The Spectator Hotel

4 out of 5
Save 100% on your flight
per person
Jul 6 - Jul 9
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Charleston (CHS)
Hilton Club Liberty Place Charleston

Hilton Club Liberty Place Charleston

3.5 out of 5
Save 100% on your flight
per person
Jul 14 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Charleston (CHS)

4-night Harbor Island vacations

Price found within the past 48 hours. Click for updated prices.
Palmera Inn and Suites

Palmera Inn and Suites

3 out of 5
per person
Jul 29 - Aug 2
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Savannah (SAV)
Players Club Resort

Players Club Resort

2.5 out of 5
Save 100% on your flight
per person
Jul 29 - Aug 2
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Savannah (SAV)
Emeline

Emeline

4 out of 5
Save 100% on your flight
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Houston (IAH) to Charleston (CHS)
The Bohemian Hotel Savannah Riverfront, Autograph Collection

The Bohemian Hotel Savannah Riverfront, Autograph Collection

4 out of 5
per person
Jul 31 - Aug 4
found 16 hours ago
Roundtrip flight included
Houston (IAH) to Savannah (SAV)
JW Marriott Savannah Plant Riverside District

JW Marriott Savannah Plant Riverside District

5 out of 5
per person
Jul 31 - Aug 4
found 16 hours ago
Roundtrip flight included
Houston (IAH) to Savannah (SAV)
Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

4 out of 5
Save 100% on your flight
per person
Jul 29 - Aug 2
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Savannah (SAV)
The Dewberry Charleston

The Dewberry Charleston

5 out of 5
Save 100% on your flight
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Houston (IAH) to Charleston (CHS)
The Francis Marion Hotel

The Francis Marion Hotel

4 out of 5
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Houston (IAH) to Charleston (CHS)
Elliott House Inn

Elliott House Inn

4 out of 5
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Houston (IAH) to Charleston (CHS)
The Ryder Hotel

The Ryder Hotel

3.5 out of 5
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Houston (IAH) to Charleston (CHS)
Hotel Bardo Savannah

Hotel Bardo Savannah

4.5 out of 5
per person
Jul 31 - Aug 4
found 16 hours ago
Roundtrip flight included
Houston (IAH) to Savannah (SAV)
The Galloway House Inn

The Galloway House Inn

4 out of 5
per person
Jul 31 - Aug 4
found 16 hours ago
Roundtrip flight included
Houston (IAH) to Savannah (SAV)

5-night Harbor Island vacations

Price found within the past 48 hours. Click for updated prices.
The Palms Oceanfront Hotel

The Palms Oceanfront Hotel

3.5 out of 5
Save 100% on your flight
per person
Jul 10 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Charleston (CHS)
Derby by Avantstay Beautiful Oceanfront Home w/ Incredible Views

Derby by Avantstay Beautiful Oceanfront Home w/ Incredible Views

3.5 out of 5
Save 100% on your flight
per person
Jul 10 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Charleston (CHS)
Seaside Inn Oceanfront

Seaside Inn Oceanfront

2.5 out of 5
Save 100% on your flight
per person
Jul 10 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Charleston (CHS)
Jessamine by Avantstay Picture Perfect Home w/ Stunning Backyard

Jessamine by Avantstay Picture Perfect Home w/ Stunning Backyard

3.5 out of 5
Save 100% on your flight
per person
Jul 10 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Charleston (CHS)
Wild Dunes Resort – Residences at Sweetgrass

Wild Dunes Resort – Residences at Sweetgrass

3.5 out of 5
Save 100% on your flight
per person
Jul 10 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Charleston (CHS)
Wild Dunes Resort – Sweetgrass Inn and Boardwalk Inn

Wild Dunes Resort – Sweetgrass Inn and Boardwalk Inn

4 out of 5
Save 100% on your flight
per person
Jul 10 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Charleston (CHS)

6-7 night Harbor Island vacations

Price found within the past 48 hours. Click for updated prices.
Red Roof Inn Hilton Head Island

Red Roof Inn Hilton Head Island

2 out of 5
per person
Jul 18 - Jul 24
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to Savannah (SAV)
Players Club Resort

Players Club Resort

2.5 out of 5
Save 100% on your flight
per person
Jul 18 - Jul 24
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to Savannah (SAV)
Palmera Inn and Suites

Palmera Inn and Suites

3 out of 5
Save 100% on your flight
per person
Jul 18 - Jul 24
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to Savannah (SAV)
Bluewater Resort & Marina by Spinnaker Resorts

Bluewater Resort & Marina by Spinnaker Resorts

3.5 out of 5
Save 100% on your flight
per person
Jul 18 - Jul 24
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to Savannah (SAV)
Grand Hilton Head Inn, Ascend Hotel Collection

Grand Hilton Head Inn, Ascend Hotel Collection

2.5 out of 5
Save 100% on your flight
per person
Jul 18 - Jul 24
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to Savannah (SAV)
Holiday Inn Express Hilton Head Island, an IHG Hotel

Holiday Inn Express Hilton Head Island, an IHG Hotel

2.5 out of 5
Save 100% on your flight
per person
Jul 18 - Jul 24
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to Savannah (SAV)
Hilton Beachfront Resort & Spa Hilton Head Island

Hilton Beachfront Resort & Spa Hilton Head Island

4.5 out of 5
Save 100% on your flight
per person
Jul 18 - Jul 24
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to Savannah (SAV)
Omni Hilton Head Oceanfront Resort

Omni Hilton Head Oceanfront Resort

4 out of 5
Save 100% on your flight
per person
Jul 18 - Jul 24
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to Savannah (SAV)
Beach House Resort Hilton Head

Beach House Resort Hilton Head

3 out of 5
per person
Jul 18 - Jul 24
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to Savannah (SAV)
Spark By Hilton Hilton Head Island

Spark By Hilton Hilton Head Island

3 out of 5
per person
Jul 18 - Jul 24
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to Savannah (SAV)
Seaside Villa 251

Seaside Villa 251

3.5 out of 5
per person
Jul 18 - Jul 24
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to Savannah (SAV)
Ocean Breeze Hilton Head Island

Ocean Breeze Hilton Head Island

2 out of 5
per person
Jul 18 - Jul 24
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to Savannah (SAV)

Flight deals to Harbor Island

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Mon, Jun 17 - Thu, Jun 20
EWR
Newark
CHS
Charleston
$41 Roundtrip, found 3 days ago
$41
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Mon, Jun 17 from Newark to Charleston, returning Thu, Jun 20, priced at $41 found 3 days ago
Sun, Jun 16 - Tue, Jun 18
LGA
New York
CHS
Charleston
$65 Roundtrip, found 3 days ago
$65
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Sun, Jun 16 from New York to Charleston, returning Tue, Jun 18, priced at $65 found 3 days ago
Tue, Jul 16 - Tue, Jul 23
PHL
Philadelphia
SAV
Savannah
$68 Roundtrip, found 1 day ago
$68
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Jul 16 from Philadelphia to Savannah, returning Tue, Jul 23, priced at $68 found 1 day ago

Top rated hotels for your Harbor Island vacation

Gorgeous Ocean View. Stylish, Clean & Pet Friendly Hunting Island Pass Included!

Gorgeous Ocean View. Stylish, Clean & Pet Friendly Hunting Island Pass Included!

1.31 mi from city center
The price is $241 per night
$241
per night
Jun 12 - Jun 13
Located in Saint Helena Island, this condo is by the ocean, within a 15-minute drive of Hunting Island Lighthouse and Ocean Point Golf Course.
Pool
Pet friendly
Oceanview 4BR/3BA, Pet Friendly in Pelican Point

Oceanview 4BR/3BA, Pet Friendly in Pelican Point

1.4 mi from city center
Get rates
With a stay at this vacation home in Saint Helena Island (Beachwalk), you'll be within a 15-minute drive of Hunting Island Lighthouse and Ocean Point Golf Course.
Pool
Pet friendly
The Westin Hilton Head Island Resort & Spa

The Westin Hilton Head Island Resort & Spa

4 out of 5
2 Grasslawn Ave, Hilton Head Island, SC
18.63 mi from city center
The price is $289 per night
$289
per night
Jun 16 - Jun 17
Located in Hilton Head Island, The Westin Hilton Head Island Resort & Spa is by the ocean, within a 10-minute drive of Coastal Discovery Museum and Shelter Cove Harbour.
Pool
Pet friendly
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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.