Great Island Beach Vacations

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    Save up to CA $4,200 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Flight and Beach hotel deals in Great Island

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

Downtown Portland
CA $1,308
per person
Oct 19 - Oct 23
found 1 hour ago
Roundtrip non-stop flight included
Vancouver (YVR) to Portland (PWM)
9/10 Wonderful! (1,633 reviews)
Inn By The Sea

Inn By The Sea

CA $2,014
per person
Oct 19 - Oct 23
found 1 hour ago
Roundtrip non-stop flight included
Vancouver (YVR) to Portland (PWM)
9.6/10 Exceptional! (328 reviews)
The Weldon Hotel

The Weldon Hotel

Downtown Portland
CA $1,822
per person
Oct 19 - Oct 23
found 1 hour ago
Roundtrip non-stop flight included
Vancouver (YVR) to Portland (PWM)
9.8/10 Exceptional! (115 reviews)
Longfellow Hotel

Longfellow Hotel

Parkside
CA $1,820
per person
Oct 19 - Oct 23
found 1 hour ago
Roundtrip non-stop flight included
Vancouver (YVR) to Portland (PWM)
9.6/10 Exceptional! (186 reviews)
👏👏👏

Reviewed on Sep 16, 2026

Portland Harbor Hotel

Portland Harbor Hotel

Downtown Portland
CA $1,574
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Portland (PWM)
9.2/10 Wonderful! (1,823 reviews)
Location is perfect. Friendly staff

Reviewed on Sep 18, 2026

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4 Night Beach holidays in Great Island

Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel

Portland Harbor Hotel

Downtown Portland
Save 100% on your flight
CA $1,661
per person
Oct 19 - Oct 23
found 1 hour ago
Roundtrip non-stop flight included
Vancouver (YVR) to Portland (PWM)
9.2/10 Wonderful! (1,823 reviews)
Location is perfect. Friendly staff

Reviewed on Sep 18, 2026

Evalina Hotel

Evalina Hotel

Downtown Portland
Save 100% on your flight
CA $2,424
per person
Oct 19 - Oct 23
found 1 hour ago
Roundtrip non-stop flight included
Vancouver (YVR) to Portland (PWM)
10/10 Exceptional! (11 reviews)
The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

Downtown Portland
Save 100% on your flight
CA $1,958
per person
Oct 19 - Oct 23
found 1 hour ago
Roundtrip non-stop flight included
Vancouver (YVR) to Portland (PWM)
9.6/10 Exceptional! (382 reviews)
Hotel was great, big room with a full kitchen. Location is right where you want to be, super easy to walk anywhere in old port. The elevator made this cool little James Bond -beep- noise when I touched the hotel key to the reader.

Reviewed on Sep 17, 2026

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Find the best beach vacations in Great Island

What are some benefits when booking beach vacations in Great Island?

When you travel to the beach in Great Island, soft sands and inviting waters, warm sun and gentle breezes will help you relax. This applies to the whole family, as kids and adults can find something fun to do, so family beach vacations are the quintessential family trip.

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

To find the best beach vacation, you'll need to book the right accommodations for your family. What the best is depends on what you want from your Great Island trip. Fortunately, you can use various filters combined with the beach filter to sort for what you want. Additionally, you'll need to consider the time of year you visit.

Can I book cheap beach vacations in Great Island?

There are quite a few things you can do to get cheap beach vacations in Great Island. Prices range from CA $1,308, and if you want to keep yours on the lower side, you may want to consider just how close to the beach you are. If you don't mind a bit of a walk, further away is typically cheaper. Additionally booking something with a kitchen can help you save by avoiding dining out.

Can I book beach packages?

Yes, and you'll find quite a few beach packages available in Great Island. These package deals let you save by booking your accommodation and your flight together with savings of up to 1.

Why should I book family beach vacations?

When you're travelling with the family to Great Island, booking your vacation by the beach is one of the best ways to keep everyone happy. There's a reason why some of the most memorable family trips for kids are family beach vacations. You'll be just steps away from the water, and you can often enjoy stunning views of the shore from your room.

How can I find a beachfront vacation in Great Island?

It's easy to find a beachfront vacation accommodation in Great Island using the search filter. You can filter for waterfront properties specifically that will only show you results that have beautiful views of the shoreline.

How can I book last-minute beach vacations?

Travelling at the last minute doesn't mean you're out of luck to have a dream beach vacation. Last-minute beach vacations may even offer a nice discount as the owners of hotels or other accommodations try to fill their remaining vacancies. All you have to do is input your travel dates and Great Island as your destination and see what's available.

Can I find all-inclusive beach vacations ?

Yes, all you have to do to find all-inclusive beach vacations in Great Island is to use the search filter. It will automatically restrict your results to all-inclusive deals that allow you to plan the entire trip in advance.

Can I book a beach trip that's fully refundable?

Any fully refundable booking can bring peace of mind, and we're happy to offer this feature in several packages and locations throughout Maine. All you have to do to find them is check the policies section on each accommodation page. Of course, you can filter for fully-refundable results specifically, too.

Why should I book beach vacations with Expedia?

When you book with Expedia, you'll find a one-stop shop for all your planning needs. You can book your flight and accommodation at the same place and potentially get a discount for booking these together. You can also take advantage of the Expedia Rewards program. Becoming a member is free, and when you do, you'll earn points with every booking will add discounts on subsequent trips.

Beach Hotels in Great Island

Harpswell Inn

Harpswell Inn

108 Lookout Point Rd Harpswell ME
  • 10 min drive from Bailey Island Bridge
Book a stay at this beach B&B in Harpswell. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mitchell Field and Lower Goose Island are ...
10/10 Exceptional! (3 reviews)
"Nice country inn, beautiful views. best wishes for the new ownwers."

Reviewed on Oct 14, 2023

Harpswell Inn
Oceanfront Studio w/ Private Dock in Harpswell!

Oceanfront Studio w/ Private Dock in Harpswell!

Harpswell ME
  • 11 min drive from Bailey Island Bridge
Stay at this apartment in Harpswell. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Mitchell Field and Bailey Island Bridge ...
Oceanfront Studio w/ Private Dock in Harpswell!
Spacious Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

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

Bailey Island ME
  • 15 min walk from Bailey Island Bridge
Book a stay at this beach vacation home in Bailey Island. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Cobwork Bridge and Mackerel Cove ...
10/10 Exceptional! (250 reviews)
"Cozy home;views amazing! Eric could not have been more responsive to our request! Wonderful property! Wonderful owners!"

Reviewed on Sep 14, 2026

Spacious Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
See all 2,285 properties in Great Island
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.