Cheap Vacations in Saint Helena Island

Choose two or more items and save on your trip:

3-night Saint Helena Island vacations

Price found within the past 48 hours. Click for updated prices.
Club Wyndham Ocean Ridge

Club Wyndham Ocean Ridge

3.5 out of 5
Price was $377, price is now $295 per person
$295
per person
Feb 26 - Mar 1
found 13 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Charleston (CHS)
King 583

King 583

2 out of 5
Save 100% on your flight
Price was $879, price is now $491 per person
$491
per person
Mar 10 - Mar 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Charleston (CHS)
The Ryder Hotel

The Ryder Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,152, price is now $734 per person
$734
per person
Mar 18 - Mar 21
found 9 hours ago
Roundtrip flight included
Hartford (BDL) to Charleston (CHS)
Seawatch at Island Club

Seawatch at Island Club

3 out of 5
Price was $876, price is now $649 per person
$649
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
Andrew Pinckney Inn

Andrew Pinckney Inn

4 out of 5
Save 100% on your flight
Price was $983, price is now $743 per person
$743
per person
Mar 18 - Mar 21
found 9 hours ago
Roundtrip flight included
Hartford (BDL) to Charleston (CHS)
Tru by Hilton Savannah Midtown, GA

Tru by Hilton Savannah Midtown, GA

2.5 out of 5
Price was $419, price is now $318 per person
$318
per person
Feb 26 - Mar 1
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
The Vendue

The Vendue

4 out of 5
Save 100% on your flight
Price was $1,029, price is now $791 per person
$791
per person
Mar 18 - Mar 21
found 9 hours ago
Roundtrip flight included
Hartford (BDL) to Charleston (CHS)
The Francis Marion Hotel

The Francis Marion Hotel

4 out of 5
Save 100% on your flight
Price was $725, price is now $559 per person
$559
per person
Mar 15 - Mar 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Hotel Bella Grace

Hotel Bella Grace

4 out of 5
Save 100% on your flight
Price was $2,074, price is now $1,616 per person
$1,616
per person
Mar 15 - Mar 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Cobalt Coast by Avantstay 7bdr, Steps From Beach

Cobalt Coast by Avantstay 7bdr, Steps From Beach

3 out of 5
Save 100% on your flight
Price was $3,288, price is now $2,589 per person
$2,589
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
TownePlace Suites by Marriott Charleston-North Charleston

TownePlace Suites by Marriott Charleston-North Charleston

3 out of 5
Price was $430, price is now $340 per person
$340
per person
Mar 18 - Mar 21
found 9 hours ago
Roundtrip flight included
Hartford (BDL) to Charleston (CHS)

4-night Saint Helena Island vacations

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

The Kingston Hotel

3 out of 5
Price was $455, price is now $314 per person
$314
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
King 583

King 583

2 out of 5
Save 100% on your flight
Price was $1,134, price is now $618 per person
$618
per person
Mar 9 - Mar 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Charleston (CHS)
The Ryder Hotel

The Ryder Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,770, price is now $1,085 per person
$1,085
per person
Mar 18 - Mar 22
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Charleston (CHS)
Hotel Bardo Savannah

Hotel Bardo Savannah

5 out of 5
Price was $1,829, price is now $1,156 per person
$1,156
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
JW Marriott Savannah Plant Riverside District

JW Marriott Savannah Plant Riverside District

5 out of 5
Save 100% on your flight
Price was $955, price is now $633 per person
$633
per person
Feb 27 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
Palmera Inn and Suites

Palmera Inn and Suites

3 out of 5
Price was $464, price is now $321 per person
$321
per person
Feb 27 - Mar 3
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Savannah (SAV)
The Nicholas

The Nicholas

3 out of 5
Save 100% on your flight
Price was $2,017, price is now $1,419 per person
$1,419
per person
Mar 18 - Mar 22
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Charleston (CHS)
The Francis Marion Hotel

The Francis Marion Hotel

4 out of 5
Save 100% on your flight
Price was $981, price is now $692 per person
$692
per person
Mar 16 - Mar 20
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Ocean View at Island Club

Ocean View at Island Club

3 out of 5
Price was $1,401, price is now $1,048 per person
$1,048
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
Montage Palmetto Bluff

Montage Palmetto Bluff

5 out of 5
Save 100% on your flight
Price was $2,165, price is now $1,623 per person
$1,623
per person
Feb 27 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
Planters Inn on Reynolds Square

Planters Inn on Reynolds Square

3.5 out of 5
Price was $478, price is now $359 per person
$359
per person
Feb 22 - Feb 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
OYO Hotel Ridgeland East

OYO Hotel Ridgeland East

2.5 out of 5
Price was $454, price is now $341 per person
$341
per person
Feb 25 - Mar 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Savannah (SAV)

5-night Saint Helena 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
Save 100% on your flight
Price was $526, price is now $305 per person
$305
per person
Mar 2 - Mar 7
found 10 hours ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Hotel Bardo Savannah

Hotel Bardo Savannah

5 out of 5
Save 100% on your flight
Price was $1,279, price is now $722 per person
$722
per person
Mar 2 - Mar 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
The Ryder Hotel

The Ryder Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,231, price is now $701 per person
$701
per person
Mar 2 - Mar 7
found 10 hours ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
The Nicholas

The Nicholas

3 out of 5
Save 100% on your flight
Price was $2,251, price is now $1,369 per person
$1,369
per person
Mar 13 - Mar 18
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Charleston (CHS)
The Ann Savannah, Apartments By Marriott Bonvoy

The Ann Savannah, Apartments By Marriott Bonvoy

4 out of 5
Save 100% on your flight
Price was $1,140, price is now $725 per person
$725
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

4 out of 5
Price was $927, price is now $603 per person
$603
per person
Mar 2 - Mar 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
The Francis Marion Hotel

The Francis Marion Hotel

4 out of 5
Save 100% on your flight
Price was $1,292, price is now $858 per person
$858
per person
Mar 15 - Mar 20
found 20 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Charleston (CHS)
Kimpton Brice Hotel by IHG

Kimpton Brice Hotel by IHG

4 out of 5
Save 100% on your flight
Price was $1,079, price is now $721 per person
$721
per person
Mar 12 - Mar 17
found 20 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Savannah (SAV)
Holiday Inn Express & Suites Charleston Dwtn - Westedge by IHG

Holiday Inn Express & Suites Charleston Dwtn - Westedge by IHG

2.5 out of 5
Save 100% on your flight
Price was $614, price is now $411 per person
$411
per person
Mar 2 - Mar 7
found 10 hours ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
JW Marriott Savannah Plant Riverside District

JW Marriott Savannah Plant Riverside District

5 out of 5
Save 100% on your flight
Price was $1,272, price is now $857 per person
$857
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Planters Inn

Planters Inn

4.5 out of 5
Save 100% on your flight
Price was $2,047, price is now $1,393 per person
$1,393
per person
Mar 13 - Mar 18
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Charleston (CHS)

6-7 night Saint Helena Island vacations

Price found within the past 48 hours. Click for updated prices.
Cottonwood Suites Savannah Hotel & Conference Center

Cottonwood Suites Savannah Hotel & Conference Center

2 out of 5
Price was $533, price is now $367 per person
$367
per person
Feb 24 - Mar 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
The Ryder Hotel

The Ryder Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,459, price is now $833 per person
$833
per person
Mar 1 - Mar 7
found 9 hours ago
Roundtrip flight included
Hartford (BDL) to Charleston (CHS)
Palmera Inn and Suites

Palmera Inn and Suites

3 out of 5
Save 100% on your flight
Price was $637, price is now $373 per person
$373
per person
Mar 1 - Mar 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
Hotel Bardo Savannah

Hotel Bardo Savannah

5 out of 5
Price was $1,694, price is now $1,000 per person
$1,000
per person
Feb 22 - Feb 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

4 out of 5
Save 100% on your flight
Price was $980, price is now $598 per person
$598
per person
Mar 1 - Mar 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
The Ann Savannah, Apartments By Marriott Bonvoy

The Ann Savannah, Apartments By Marriott Bonvoy

4 out of 5
Save 100% on your flight
Price was $1,177, price is now $741 per person
$741
per person
Feb 24 - Mar 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
JW Marriott Savannah Plant Riverside District

JW Marriott Savannah Plant Riverside District

5 out of 5
Save 100% on your flight
Price was $1,409, price is now $911 per person
$911
per person
Feb 24 - Mar 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
The Desoto Savannah

The Desoto Savannah

4 out of 5
Save 100% on your flight
Price was $1,150, price is now $760 per person
$760
per person
Feb 24 - Mar 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
The Kingston Hotel

The Kingston Hotel

3 out of 5
Save 100% on your flight
Price was $597, price is now $403 per person
$403
per person
Feb 24 - Mar 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
Holiday Inn Express & Suites Charleston Dwtn - Westedge by IHG

Holiday Inn Express & Suites Charleston Dwtn - Westedge by IHG

2.5 out of 5
Save 100% on your flight
Price was $744, price is now $507 per person
$507
per person
Mar 1 - Mar 7
found 9 hours ago
Roundtrip flight included
Hartford (BDL) to Charleston (CHS)
DoubleTree by Hilton Hotel & Suites Charleston Airport

DoubleTree by Hilton Hotel & Suites Charleston Airport

4 out of 5
Save 100% on your flight
Price was $725, price is now $496 per person
$496
per person
Mar 1 - Mar 7
found 9 hours ago
Roundtrip flight included
Hartford (BDL) to Charleston (CHS)
Holiday Inn Savannah Historic District by IHG

Holiday Inn Savannah Historic District by IHG

3 out of 5
Save 100% on your flight
Price was $870, price is now $600 per person
$600
per person
Feb 24 - Mar 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)

Flight deals to Saint Helena Island

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

Mon, Feb 23 - Tue, Feb 24
EWR
New York
CHS
Charleston
$60 Roundtrip, found 2 days ago
$60
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Mon, Feb 23 from New York to Charleston, returning Tue, Feb 24, priced at $60 found 2 days ago
Thu, Feb 26 - Mon, Mar 2
EWR
New York
SAV
Savannah
$72 Roundtrip, found 8 hours ago
$72
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Thu, Feb 26 from New York to Savannah, returning Mon, Mar 2, priced at $72 found 8 hours ago
Tue, Feb 17 - Wed, Feb 18
JFK
New York
SAV
Savannah
$110 Roundtrip, found 22 hours ago
$110
Roundtrip
found 22 hours ago
Select JetBlue Airways flight, departing Tue, Feb 17 from New York to Savannah, returning Wed, Feb 18, priced at $110 found 22 hours ago

Top rated hotels for your Saint Helena Island vacation

Omni Hilton Head Oceanfront Resort

Omni Hilton Head Oceanfront Resort

4 out of 5
23 Ocean Lane Hilton Head Island SC
Free Cancellation
Reserve now, pay when you stay
18.91 mi from city center
$216 nightly
The price is $233 total per night
$233 total
Feb 1 - Feb 2
Total with taxes and fees
With a stay at Omni Hilton Head Oceanfront Resort in Hilton Head Island (Mid Island), you'll be a 4-minute drive from The Golf Courses of Palmetto Dunes and 7 minutes from Shelter Cove Harbour.
Holiday Inn Express Hilton Head Island by IHG

Holiday Inn Express Hilton Head Island by IHG

2.5 out of 5
10 Tanglewood Drive Hilton Head Island SC
Free Cancellation
Reserve now, pay when you stay
21.14 mi from city center
$79 nightly
The price is $87 total per night
$87 total
Feb 1 - Feb 2
Total with taxes and fees
With a stay at Holiday Inn Express Hilton Head Island by IHG, you'll be centrally located in Hilton Head Island, within a 10-minute drive of Coligny Beach and Palmetto Dunes Club.
Pool
Breakfast included
Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

4 out of 5
130 Shipyard Drive Hilton Head Island SC
Free Cancellation
Reserve now, pay when you stay
19.67 mi from city center
$154 nightly
The price is $169 total per night
$169 total
Jan 27 - Jan 28
Total with taxes and fees
With a stay at Sonesta Resort Hilton Head Island in Hilton Head Island (South End), you'll be within a 15-minute drive of Coligny Beach and Palmetto Dunes Club.
Don't see what you're looking for?
See all available properties in Saint Helena Island
View all properties
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.