A rocky shoreline with a boat, a house, and a forest in the background.

Find 5 Star Hotels in Bailey Island, ME from AED 833

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Check availability on Bailey Island 5 Star Hotels

Tonight
24 Aug - 25 Aug
Tomorrow
25 Aug - 26 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sep - 6 Sep
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Bailey Island.
The Westin Portland Harborview

The Westin Portland Harborview

157 High St Portland ME
AED 933
AED 1,032 total
20 Sep - 21 Sep
includes taxes & fees
9/10 Wonderful! (1,006 reviews)
The Westin Portland Harborview
Portland Harbor Hotel

Portland Harbor Hotel

468 Fore Street Portland ME
AED 1,009
AED 1,256 total
30 Aug - 31 Aug
includes taxes & fees
9.2/10 Wonderful! (1,827 reviews)
Portland Harbor Hotel
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

88 Spring St Portland ME
AED 753
AED 833 total
7 Sep - 8 Sep
includes taxes & fees
9/10 Wonderful! (1,648 reviews)
Holiday Inn Portland-By the Bay by IHG
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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.

Learn more about Bailey Island

Hike the Giant's Stairs trail along the rocky coastline for dramatic views of Casco Bay. Seafood lovers shouldn't miss lobster rolls at Cook's Lobster & Ale House on the island's southern tip.

See all hotels in Bailey Island
A green netted buoy attached to a wooden post by a curved metal hook, with a wooden fence and a body of water in the background.

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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Bailey Island?
How much you pay for a 5-star hotel in Bailey Island depends on things like when you want to go and the length of your vacation. Our top tip for bagging the best deal? Use our pricing filters to check out the available options for your selected dates.
  • Search for the lowest price per night from AED 833
What makes a hotel 5 stars in Bailey Island?
From high-end dining venues and all-day fitness centers to swimming pools and dreamy bedding, the 5-star experience in Bailey Island is all about luxury and comfort. But it calls for more than just upscale perks to receive a 5-star rating. Hotels also have to deliver remarkable guest-centric services like beauty treatments, on-site laundry and dry cleaning and room service any time day or night.
Are there any 5-star all-inclusive resorts in Bailey Island?
Our filter tool is the quickest way to find exactly what you're looking for. Check the "All inclusive" and "5-star" boxes to show the finest resorts in Bailey Island where your room, meals, entertainment and activities are included in the upfront price. At these escapes, your trip is pure relaxation and indulgence from the moment you pull up to the entrance.

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