Skidaway Island Beach Vacations

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Top Beach vacation packages in Skidaway Island

Price found within the past 48 hours. Click for updated prices.
The Westin Hilton Head Island Resort & Spa

The Westin Hilton Head Island Resort & Spa

4 out of 5
Mid Island
Save 100% on your flight
Price was $371, price is now $249 per person
$249
per person
Dec 11 - Dec 14
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Savannah (SAV)
8.4/10 Very Good! (1,010 reviews)
We had to vacate he hotel at 5 in the morning for a potential fire. There was no fire. He alarm was sounded but no one came on an intercom to report what was happening or what we were to do. We saw one staff member !

Reviewed on Oct 20, 2025

The Ann Savannah, Apartments By Marriott Bonvoy

The Ann Savannah, Apartments By Marriott Bonvoy

4 out of 5
Historic District - North
Save 100% on your flight
Price was $1,128, price is now $719 per person
$719
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
9.4/10 Exceptional! (141 reviews)
Excellent service!!!! Loved my room!

Reviewed on Oct 21, 2025

JW Marriott Savannah Plant Riverside District

JW Marriott Savannah Plant Riverside District

5 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $1,515, price is now $973 per person
$973
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
9.2/10 Wonderful! (1,371 reviews)
My wife and I loved our stay. Only issue was room was on River St side and with the bar Saddlebags across the street, music was very loud in room late night. But every other part of the stay was excellent.

Reviewed on Oct 20, 2025

ANDAZ SAVANNAH, BY HYATT

ANDAZ SAVANNAH, BY HYATT

4 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $622, price is now $434 per person
$434
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
9.2/10 Wonderful! (1,013 reviews)
Pretty nice hotel, small rooms and right by public restrooms so homeless around the entrance. Next time I’ll stay closer to the shops or on the riverfront since this one is closest to bars and cocktail lounges mainly.

Reviewed on Oct 16, 2025

River Street Inn

River Street Inn

4 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $1,437, price is now $1,017 per person
$1,017
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
9/10 Wonderful! (1,687 reviews)
Room was wonderful, location was outstanding and the people were terrific!

Reviewed on Oct 22, 2025

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5* Beach vacations in Skidaway Island

Price found within the past 48 hours. Click for updated prices.
Montage Palmetto Bluff

Montage Palmetto Bluff

5 out of 5
Palmetto Bluff
Save 100% on your flight
Price was $964, price is now $754 per person
$754
per person
Jan 5 - Jan 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
9.6/10 Exceptional! (246 reviews)
The Montage is truly the most breathtaking destination in the Lowcountry. A fall stay here is especially magical—the setting feels whimsical, almost like being transported into a dream. From the stunning atmosphere to the exceptional food and drink, every detail is top-notch. Highly recommend.

Reviewed on Sep 29, 2025

JW Marriott Savannah Plant Riverside District

JW Marriott Savannah Plant Riverside District

5 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $1,515, price is now $973 per person
$973
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
9.2/10 Wonderful! (1,371 reviews)
My wife and I loved our stay. Only issue was room was on River St side and with the bar Saddlebags across the street, music was very loud in room late night. But every other part of the stay was excellent.

Reviewed on Oct 20, 2025

Perry Lane Hotel, A Luxury Collection Hotel, Savannah

Perry Lane Hotel, A Luxury Collection Hotel, Savannah

5 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $1,063, price is now $877 per person
$877
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
9.4/10 Exceptional! (1,009 reviews)
I can’t say enough nice things about the Perry lane hotel. I think it my most favorite hotel I’ve ever stayed in. The rooms are beautiful and comfortable down to the smallest detail. The staff is so friendly and helpful. The hotel is in the perfect central location to go just about anywhere

Reviewed on Oct 11, 2025

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3 Night Beach vacations in Skidaway Island

Price found within the past 48 hours. Click for updated prices.
The Westin Hilton Head Island Resort & Spa

The Westin Hilton Head Island Resort & Spa

4 out of 5
Mid Island
Save 100% on your flight
Price was $371, price is now $249 per person
$249
per person
Dec 11 - Dec 14
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Savannah (SAV)
8.4/10 Very Good! (1,010 reviews)
We had to vacate he hotel at 5 in the morning for a potential fire. There was no fire. He alarm was sounded but no one came on an intercom to report what was happening or what we were to do. We saw one staff member !

Reviewed on Oct 20, 2025

ANDAZ SAVANNAH, BY HYATT

ANDAZ SAVANNAH, BY HYATT

4 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $532, price is now $341 per person
$341
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
9.2/10 Wonderful! (1,013 reviews)
Pretty nice hotel, small rooms and right by public restrooms so homeless around the entrance. Next time I’ll stay closer to the shops or on the riverfront since this one is closest to bars and cocktail lounges mainly.

Reviewed on Oct 16, 2025

Gallery Stays - Spartina

Gallery Stays - Spartina

4 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $4,493, price is now $2,922 per person
$2,922
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Savannah (SAV)
9.4/10 Exceptional! (3 reviews)
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4 Night Beach vacations in Skidaway Island

Price found within the past 48 hours. Click for updated prices.
ANDAZ SAVANNAH, BY HYATT

ANDAZ SAVANNAH, BY HYATT

4 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $622, price is now $434 per person
$434
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
9.2/10 Wonderful! (1,013 reviews)
Pretty nice hotel, small rooms and right by public restrooms so homeless around the entrance. Next time I’ll stay closer to the shops or on the riverfront since this one is closest to bars and cocktail lounges mainly.

Reviewed on Oct 16, 2025

JW Marriott Savannah Plant Riverside District

JW Marriott Savannah Plant Riverside District

5 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $902, price is now $554 per person
$554
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
9.2/10 Wonderful! (1,371 reviews)
My wife and I loved our stay. Only issue was room was on River St side and with the bar Saddlebags across the street, music was very loud in room late night. But every other part of the stay was excellent.

Reviewed on Oct 20, 2025

Planters Inn on Reynolds Square

Planters Inn on Reynolds Square

3.5 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $660, price is now $455 per person
$455
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
9/10 Wonderful! (1,817 reviews)
Friendly & helpful staff. Excellent wine & cheese afternoon reception with piano player. Warm cookies at night. Hotel is in a great location with numerous amenities within walking distance. I would highly recommend this hotel.

Reviewed on Oct 23, 2025

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Find your perfect Skidaway Island beach vacation

How do I book the best Skidaway Island beach vacation packages?

Life’s a beach when you dive into our brilliant Skidaway Island beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in Skidaway Island?

A rental steps from the shore creates an amazingly affordable Skidaway Island beach vacation. Seaside sojourns during low season start from $249. Prices and availability are subject to change. Additional terms may apply.

How can I book the best family beach vacations in Skidaway Island?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Skidaway Island beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Skidaway Island vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Skidaway Island beach vacation deals?

Sort your search results by deals to delight in amazing Skidaway Island beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Skidaway Island beach trip with free cancellation and/or flexible dates?

Just like the Skidaway Island tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Skidaway Island beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Skidaway Island. (OK, maybe not that last part.)

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.