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Top Great Diamond Island 4 Star Hotels

Holiday Inn Portland-By the Bay by IHG
Exterior

Holiday Inn Portland-By the Bay by IHG

4.0 star property
8.8 out of 10, Excellent, (1385)
"Good location for walking to the State Theater, restaurants and shops in Olde Port. "
The price is 2.296.848 ₫
2.541.233 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Portland-By the Bay by IHG
Canopy by Hilton Portland Waterfront
Bar (on property)

Canopy by Hilton Portland Waterfront

4.0 star property
9.4 out of 10, Exceptional, (1012)
"Great stay "
The price is 4.206.235 ₫
4.653.779 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Canopy by Hilton Portland Waterfront
Portland Harbor Hotel
Honeymoon Suite, 1 King Bed | Premium bedding, desk, blackout curtains, iron/ironing board

Portland Harbor Hotel

4.0 star property
9.2 out of 10, Wonderful, (1610)
"Great hotel, highly recommend!"
The price is 3.406.486 ₫
4.773.807 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Portland Harbor Hotel
The Westin Portland Harborview
View from property

The Westin Portland Harborview

4.0 star property
8.8 out of 10, Excellent, (1005)
"I enjoyed my stay here."
The price is 2.792.040 ₫
3.135.471 ₫ total
includes taxes & fees
2 Nov - 3 Nov
The Westin Portland Harborview
DoubleTree by Hilton Hotel Portland
Indoor pool

DoubleTree by Hilton Hotel Portland

4.0 star property
8.0 out of 10, Very good, (1268)
"Friendly staff and clean hotel to go t near shopping and restaurants. "
The price is 2.138.281 ₫
2.330.726 ₫ total
includes taxes & fees
2 Nov - 3 Nov
DoubleTree by Hilton Hotel Portland
The Press Hotel, Marriott Autograph Collection
Royal Suite, 1 Bedroom | Frette Italian sheets, hypo-allergenic bedding, pillow-top beds

The Press Hotel, Marriott Autograph Collection

4.0 star property
9.4 out of 10, Exceptional, (1000)
"Close to Old Port. Great restaurants nearby."
The price is 4.567.356 ₫
5.053.323 ₫ total
includes taxes & fees
2 Nov - 3 Nov
The Press Hotel, Marriott Autograph Collection
Portland Sheraton at Sable Oaks
Breakfast and dinner served, American cuisine

Portland Sheraton at Sable Oaks

4.0 star property
8.4 out of 10, Very good, (1005)
"Enjoyed our stay"
The price is 2.888.181 ₫
3.148.117 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Portland Sheraton at Sable Oaks
Longfellow Hotel
Reception

Longfellow Hotel

4.0 star property
9.6 out of 10, Exceptional, (119)
"Fabulous hotel, wonderful staff with a fabulous cafe attached for breakfast. "
Longfellow Hotel
Inn By The Sea
On the beach, fishing

Inn By The Sea

4.0 star property
9.4 out of 10, Exceptional, (283)
"Absolutely 5 star. Best bed I’ve slept in at a hotel bar none. "
Inn By The Sea
The Weldon Hotel
Deluxe Suite, 1 King Bed | Living area | LCD TV, Netflix, streaming services, music library

The Weldon Hotel

4.5 star property
9.8 out of 10, Exceptional, (82)
"Great spot, large space, cool design, clean, easy to walk all over town. "
The price is 4.859.730 ₫
7.272.605 ₫ total
includes taxes & fees
9 Nov - 10 Nov
The Weldon Hotel
Chebeague Island Inn
Sun-loungers, beach umbrellas, beach towels

Chebeague Island Inn

4.0 star property
8.8 out of 10, Excellent, (77)
"Great place to go and relax for a few days."
Chebeague Island Inn
Brewster House Bed & Breakfast
Garden

Brewster House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (114)
"Wonderful hosts. Enjoyed quiet evening and lovely gourmet breakfast. Truly memorable stay. We look forward to returning in the future."
Brewster House Bed & Breakfast
5 Seaview Ave
Family House | Private kitchen | Full-sized fridge, microwave, oven, stovetop

5 Seaview Ave

4.0 star property
5 Seaview Ave
PineCrest Inn
Street view

PineCrest Inn

4.0 star property
9.8 out of 10, Exceptional, (103)
"Lovely home, great breakfast. Kathy is a very gracious hostess and really helped us to thoroughly enjoy the Portland area."
PineCrest Inn
The Beach Bunker
Deluxe Condo | Private kitchen | Coffee/tea maker

The Beach Bunker

4.0 star property
10.0 out of 10, Exceptional, (2)
"This was my first long vacation I have done. First off, the host was amazing! Very good communication and very helpful. My family doesn’t like to leave a place dirty and we went to the beach a lot. I asked if it was possible to get a bigger broom & mop and she ordered them for us to use while we were there. This is also in a quiet spot on the strip. Overall was a fantastic spot to stay with a great host. If I could tweak a few minor things: water pressure is good but not strong. One other tweak...
The Beach Bunker
Bayview Beach Cottage For 4!
Beach nearby

Bayview Beach Cottage For 4!

4.0 star property
Bayview Beach Cottage For 4!
Oceanfront Home - Beach Access - Deck + Ping Pong
House, Multiple Beds, Patio, Ocean View (Ocean Sunrise) | Dining

Oceanfront Home - Beach Access - Deck + Ping Pong

4.0 star property
Oceanfront Home - Beach Access - Deck + Ping Pong
Beachfront and Only 30 Steps To Beach!
Beach nearby

Beachfront and Only 30 Steps To Beach!

4.0 star property
Beachfront and Only 30 Steps To Beach!
The Coastal Nest Stay for 5!
Dining

The Coastal Nest Stay for 5!

4.0 star property
The Coastal Nest Stay for 5!
Golf-front Personal Arcade Hot tub Outdoor Kitchen
House, Multiple Beds, Hot Tub, Golf View (Villa at the 9) | Private kitchen | Fridge, microwave, oven, stovetop

Golf-front Personal Arcade Hot tub Outdoor Kitchen

4.5 star property
Golf-front Personal Arcade Hot tub Outdoor Kitchen
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Learn more about Great Diamond Island

Check out Sand Beach and East End Beach—just a couple of the sights around Great Diamond Island.

See all hotels in Great Diamond Island
Photo by Robbie Martin
Open Photo by Robbie Martin

Top Great Diamond Island Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Great Diamond Island?
We can help you quickly find the ideal 4-star hotel for your holiday in Great Diamond Island. Use our handy filter tool to fine-tune your search by things like price, conveniences and star rating and get access to fantastic deals in a couple of clicks.

  • Search for the lowest price from 2.330.726 ₫

What's the difference between 5-star and 4-star hotels in Great Diamond Island?
Treat yourself to luxury living during your Great Diamond Island escape by checking in to a 4-star hotel. As well as featuring upscale surroundings, these properties are usually filled with amenities such as large beds, complimentary bathrobes and plenty more. A 5-star hotel will go above and beyond to make your trip an even more indulgent and special one. Concierge assistance, luxurious spas and world-class dining are just the start of the first-rate conveniences and services you'll likely have access to.
Does Great Diamond Island have any 4-star all-inclusive resorts?
Enjoy a worry-free holiday experience where just about everything is included in one upfront price by using our "All inclusive" filter. Staying within budget is simple when your accommodation, meals and many activities are already taken care of. Want more options? Check out the incredible offers on our standard 4-star stays in and around Great Diamond Island too.

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