Great Island Beach Vacations

Book a Beach Hotel + Flight or Car together to unlock savings

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    Save up to $1,045 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top Beach vacation packages in Great Island

Price found within the past 48 hours. Click for updated prices.
84 Main
The Weldon Hotel
Cliff House Maine
Portland Harbor Hotel
Inn By The Sea
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5* Beach vacations in Great Island

Price found within the past 48 hours. Click for updated prices.
White Barn Inn & Spa, Auberge Resorts Collection
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3 Night Beach vacations in Great Island

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Portland Harbor Hotel
The Weldon Hotel
Cliff House Maine
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4 Night Beach vacations in Great Island

Price found within the past 48 hours. Click for updated prices.
The McKernan Inn
Cliff House Maine
The Docent's Collection
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Find your perfect Great Island beach vacation

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

Life’s a beach when you dive into our brilliant Great 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 Great Island?

A rental steps from the shore creates an amazingly affordable Great Island beach vacation. Seaside sojourns during low season start from $574. Prices and availability are subject to change. Additional terms may apply.

How can I book the best family beach vacations in Great 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 Great 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 Great 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 Great Island beach vacation deals?

Sort your search results by deals to delight in amazing Great 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 Great Island beach trip with free cancellation and/or flexible dates?

Just like the Great 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 Great 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 Great Island. (OK, maybe not that last part.)

Top Beach Great Island Hotels

Harpswell Inn

Harpswell Inn

2 out of 5
108 Lookout Point Rd, Harpswell, ME
  • 10 min drive from Bailey Island Bridge
Make the most of this fantastic location, as you'll be close to a private beach with a stay at this bed & breakfast.
"Nice country inn, beautiful views. best wishes for the new ownwers."

Reviewed on Oct 14, 2023

Harpswell Inn
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

Bailey Island
  • 15 min walk from Bailey Island Bridge
Come and relax at this vacation home and get ready to walk along the waves in Bailey Island, as you'll be close to the beach.
10/10 Exceptional! (201 reviews)
"We had 3 generations staying in the Friendly Cottage and all of us loved it. The grandkids loved climbing down the rocks to the little beach in front of the cottage and walking to nearby Cedar Beach to swim. My husband, son, and grandson really enjoyed playing golf at Highland Green Golf Club in ..."

Reviewed on Aug 4, 2025

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
Stover's Cove Beach Coastal Retreat

Stover's Cove Beach Coastal Retreat

Harpswell
  • 23 min walk from Bailey Island Bridge
Settle in and relax at this vacation home and enjoy the sunsets on the beach in Harpswell, as you'll be near the beach.
9.2/10 Wonderful! (30 reviews)
"Lots of pros and cons with this house. I have rented vacation places all over the world and Maine in particular and I understand rural living. I appreciate a detailed review so I’m going to be specific. On the plus end: cozy, spacious, plenty of room for all 9 of us, updated large kitchen, great ..."

Reviewed on Jul 31, 2025

Stover's Cove Beach Coastal Retreat
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.

More vacations you might like

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