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3-night Harbor Island vacations

Price found within the past 48 hours. Click for updated prices.
Wingate By Wyndham Charleston

Wingate By Wyndham Charleston

2.5 out of 5
per person
Jun 23 - Jun 26
Roundtrip flight included
New York (JFK) to Charleston (CHS)
Emeline

Emeline

4 out of 5
per person
Jul 10 - Jul 13
Roundtrip non-stop flight included
Los Angeles (LAX) to Charleston (CHS)
Elliott House Inn

Elliott House Inn

4 out of 5
per person
Jun 23 - Jun 26
Roundtrip flight included
New York (JFK) to Charleston (CHS)
Thunderbird Inn

Thunderbird Inn

2 out of 5
per person
Jun 27 - Jun 30
Roundtrip flight included
New York (JFK) to Savannah (SAV)
Hilton Club Liberty Place Charleston

Hilton Club Liberty Place Charleston

3.5 out of 5
per person
Jun 23 - Jun 26
Roundtrip flight included
New York (JFK) to Charleston (CHS)
Sandcastle Inn

Sandcastle Inn

2.5 out of 5
per person
Jul 4 - Jul 7
Roundtrip flight included
Newark (EWR) to Savannah (SAV)
The Francis Marion Hotel

The Francis Marion Hotel

4 out of 5
per person
Jun 23 - Jun 26
Roundtrip flight included
New York (JFK) to Charleston (CHS)
Foley House Inn

Foley House Inn

3.5 out of 5
per person
Jun 27 - Jun 30
Roundtrip flight included
New York (JFK) to Savannah (SAV)
Embassy Suites by Hilton Charleston Airport Convention Ctr

Embassy Suites by Hilton Charleston Airport Convention Ctr

3.5 out of 5
per person
Jun 23 - Jun 26
Roundtrip flight included
New York (JFK) to Charleston (CHS)
Hotel Tybee

Hotel Tybee

2.5 out of 5
per person
Jul 4 - Jul 7
Roundtrip flight included
Newark (EWR) to Savannah (SAV)
The Ryder Hotel

The Ryder Hotel

3.5 out of 5
per person
Jun 23 - Jun 26
Roundtrip flight included
New York (JFK) to Charleston (CHS)
Fairfield Inn & Suites Savannah Downtown/Historic District

Fairfield Inn & Suites Savannah Downtown/Historic District

3 out of 5
per person
Jun 27 - Jun 30
Roundtrip flight included
New York (JFK) to Savannah (SAV)

4-night Harbor Island vacations

Price found within the past 48 hours. Click for updated prices.
Wingate By Wyndham Charleston

Wingate By Wyndham Charleston

2.5 out of 5
per person
Jun 23 - Jun 27
Roundtrip flight included
New York (JFK) to Charleston (CHS)
Elliott House Inn

Elliott House Inn

4 out of 5
per person
Jun 23 - Jun 27
Roundtrip flight included
New York (JFK) to Charleston (CHS)
The Bohemian Hotel Savannah Riverfront, Autograph Collection

The Bohemian Hotel Savannah Riverfront, Autograph Collection

4 out of 5
per person
Jul 5 - Jul 9
Roundtrip non-stop flight included
Los Angeles (LAX) to Savannah (SAV)
The Francis Marion Hotel

The Francis Marion Hotel

4 out of 5
per person
Jun 23 - Jun 27
Roundtrip flight included
New York (JFK) to Charleston (CHS)
Hilton Club Liberty Place Charleston

Hilton Club Liberty Place Charleston

3.5 out of 5
per person
Jun 23 - Jun 27
Roundtrip flight included
New York (JFK) to Charleston (CHS)
Foley House Inn

Foley House Inn

3.5 out of 5
per person
Jul 5 - Jul 9
Roundtrip non-stop flight included
Los Angeles (LAX) to Savannah (SAV)
Thunderbird Inn

Thunderbird Inn

2 out of 5
per person
Jul 5 - Jul 9
Roundtrip non-stop flight included
Los Angeles (LAX) to Savannah (SAV)
Embassy Suites by Hilton Charleston Airport Convention Ctr

Embassy Suites by Hilton Charleston Airport Convention Ctr

3.5 out of 5
per person
Jun 23 - Jun 27
Roundtrip flight included
New York (JFK) to Charleston (CHS)
The Ryder Hotel

The Ryder Hotel

3.5 out of 5
per person
Jun 23 - Jun 27
Roundtrip flight included
New York (JFK) to Charleston (CHS)
The Galloway House Inn

The Galloway House Inn

4 out of 5
per person
Jul 5 - Jul 9
Roundtrip non-stop flight included
Los Angeles (LAX) to Savannah (SAV)
The Lindy Renaissance Charleston Hotel

The Lindy Renaissance Charleston Hotel

4 out of 5
per person
Jun 23 - Jun 27
Roundtrip flight included
New York (JFK) to Charleston (CHS)
Aloft Savannah Downtown Historic District

Aloft Savannah Downtown Historic District

3.5 out of 5
per person
Jul 5 - Jul 9
Roundtrip non-stop flight included
Los Angeles (LAX) to Savannah (SAV)

5-night Harbor Island vacations

Price found within the past 48 hours. Click for updated prices.
Comfort Suites Bluffton - Hilton Head Island

Comfort Suites Bluffton - Hilton Head Island

2.5 out of 5
per person
Jul 4 - Jul 9
Roundtrip flight included
Newark (EWR) to Savannah (SAV)
Players Club Resort

Players Club Resort

2.5 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 9
Roundtrip flight included
Newark (EWR) to Savannah (SAV)
Palmera Inn and Suites

Palmera Inn and Suites

3 out of 5
per person
Jul 4 - Jul 9
Roundtrip flight included
Newark (EWR) 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 4 - Jul 9
Roundtrip flight included
Newark (EWR) to Savannah (SAV)
Montage Palmetto Bluff

Montage Palmetto Bluff

5 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 9
Roundtrip flight included
Newark (EWR) 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
per person
Jul 4 - Jul 9
Roundtrip flight included
Newark (EWR) to Savannah (SAV)
Bluewater Resort & Marina by Spinnaker Resorts

Bluewater Resort & Marina by Spinnaker Resorts

3.5 out of 5
per person
Jul 4 - Jul 9
Roundtrip flight included
Newark (EWR) to Savannah (SAV)
Montage Palmetto Bluff Residences

Montage Palmetto Bluff Residences

5 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 9
Roundtrip flight included
Newark (EWR) to Savannah (SAV)
Okatie Hilton Head Hotel

Okatie Hilton Head Hotel

2.5 out of 5
per person
Jul 4 - Jul 9
Roundtrip flight included
Newark (EWR) to Savannah (SAV)
Royal Dunes Resort

Royal Dunes Resort

3.5 out of 5
per person
Jul 4 - Jul 9
Roundtrip flight included
Newark (EWR) to Savannah (SAV)
Omni Hilton Head Oceanfront Resort

Omni Hilton Head Oceanfront Resort

4 out of 5
per person
Jul 4 - Jul 9
Roundtrip flight included
Newark (EWR) to Savannah (SAV)
Spark By Hilton Hilton Head Island

Spark By Hilton Hilton Head Island

3 out of 5
per person
Jul 4 - Jul 9
Roundtrip flight included
Newark (EWR) to Savannah (SAV)

6-7 night Harbor Island vacations

Price found within the past 48 hours. Click for updated prices.
Spark By Hilton Hilton Head Island

Spark By Hilton Hilton Head Island

3 out of 5
per person
Jul 4 - Jul 11
Roundtrip flight included
Newark (EWR) to Savannah (SAV)
Players Club Resort

Players Club Resort

2.5 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 11
Roundtrip flight included
Newark (EWR) to Savannah (SAV)
Emeline

Emeline

4 out of 5
Save 100% on your flight
per person
Jun 22 - Jun 28
Roundtrip non-stop flight included
New York (JFK) to Charleston (CHS)
Palmera Inn and Suites

Palmera Inn and Suites

3 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 11
Roundtrip flight included
Newark (EWR) 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 4 - Jul 11
Roundtrip flight included
Newark (EWR) to Savannah (SAV)
Wingate By Wyndham Charleston

Wingate By Wyndham Charleston

2.5 out of 5
per person
Jun 22 - Jun 28
Roundtrip non-stop flight included
New York (JFK) to Charleston (CHS)
Holiday Inn Express Hilton Head Island, an IHG Hotel

Holiday Inn Express Hilton Head Island, an IHG Hotel

2.5 out of 5
per person
Jul 4 - Jul 11
Roundtrip flight included
Newark (EWR) to Savannah (SAV)
Bluewater Resort & Marina by Spinnaker Resorts

Bluewater Resort & Marina by Spinnaker Resorts

3.5 out of 5
per person
Jul 4 - Jul 11
Roundtrip flight included
Newark (EWR) to Savannah (SAV)
Montage Palmetto Bluff Residences

Montage Palmetto Bluff Residences

5 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 11
Roundtrip flight included
Newark (EWR) to Savannah (SAV)
Omni Hilton Head Oceanfront Resort

Omni Hilton Head Oceanfront Resort

4 out of 5
per person
Jul 4 - Jul 11
Roundtrip flight included
Newark (EWR) to Savannah (SAV)
Royal Dunes Resort

Royal Dunes Resort

3.5 out of 5
per person
Jul 4 - Jul 11
Roundtrip flight included
Newark (EWR) to Savannah (SAV)
Cambria Hotel Mount Pleasant – Charleston

Cambria Hotel Mount Pleasant – Charleston

3 out of 5
per person
Jun 22 - Jun 28
Roundtrip non-stop flight included
New York (JFK) to Charleston (CHS)

Flight deals to Harbor Island

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

Wed, May 22 - Wed, May 29
LGA
New York
CHS
Charleston
$41 Roundtrip, found 2 days ago
$41
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Wed, May 22 from New York to Charleston, returning Wed, May 29, priced at $41 found 2 days ago
Wed, May 29 - Wed, Jun 5
EWR
Newark
CHS
Charleston
$41 Roundtrip, found 9 hours ago
$41
Roundtrip
found 9 hours ago
Select Spirit Airlines flight, departing Wed, May 29 from Newark to Charleston, returning Wed, Jun 5, priced at $41 found 9 hours ago
Sat, May 25 - Wed, May 29
PHL
Philadelphia
CHS
Charleston
$48 Roundtrip, found 13 hours ago
$48
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Sat, May 25 from Philadelphia to Charleston, returning Wed, May 29, priced at $48 found 13 hours 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 $164 per night
$164
per night
May 27 - May 28
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.
Oceanview 4BR/3BA, Pet Friendly in Pelican Point

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

1.25 mi from city center
Get rates
Located in Saint Helena Island, this vacation home is by the ocean, within a 15-minute drive of Hunting Island Lighthouse and Ocean Point Golf Course.
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
Free Cancellation
Reserve now, pay when you stay
18.63 mi from city center
The price is $359 per night
$359
per night
May 19 - May 20
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.
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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.