Photo by Robbie Martin

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Check availability on Great Diamond Island 4 Star Hotels

Top Great Diamond Island 4 Star Hotels

Our top choices for Great Diamond Island 4-star hotels

The Westin Portland Harborview

4.0 star property
8.8 out of 10, Excellent, (1002)
"Excellent room, gorgeous location, and phenomenal staff!"
The price is £184
includes taxes & fees
1 Sept - 2 Sept
The Westin Portland Harborview

Holiday Inn Portland-By the Bay by IHG

4.0 star property
8.8 out of 10, Excellent, (1339)
"Great location and very quiet rooms"
The price is £123
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Portland-By the Bay by IHG

Portland Harbor Hotel

4.0 star property
9.2 out of 10, Wonderful, (1547)
"Great hotel love the area"
The price is £255
includes taxes & fees
1 Sept - 2 Sept
Portland Harbor Hotel

Portland Sheraton at Sable Oaks

4.0 star property
8.4 out of 10, Very good, (1000)
"Very clean and friendly staff"
The price is £144
includes taxes & fees
1 Sept - 2 Sept
Portland Sheraton at Sable Oaks

Canopy by Hilton Portland Waterfront

4.0 star property
9.4 out of 10, Exceptional, (1001)
"Great location and nice rooms. "
The price is £243
includes taxes & fees
1 Sept - 2 Sept
Canopy by Hilton Portland Waterfront

DoubleTree by Hilton Hotel Portland

4.0 star property
8.0 out of 10, Very good, (1217)
"Location and free shuttle to airport."
The price is £123
includes taxes & fees
1 Sept - 2 Sept
DoubleTree by Hilton Hotel Portland

The Press Hotel, Marriott Autograph Collection

4.0 star property
9.4 out of 10, Exceptional, (1000)
"Great location, beautiful big rooms, friendly staff. I would definitely come back! "
The price is £258
includes taxes & fees
1 Sept - 2 Sept
The Press Hotel, Marriott Autograph Collection

Longfellow Hotel

4.0 star property
9.6 out of 10, Exceptional, (110)
"Fabulous hotel, wonderful staff with a fabulous cafe attached for breakfast. "
Longfellow Hotel

Inn By The Sea

4.0 star property
9.4 out of 10, Exceptional, (279)
"Great stay! The food was amazing! Cute added touch doing s’mores every night, my kids loved that! Only thing I’ll say is - the lobby area where you checkin and restaurant could use a remodel. Overall lovely experience. "
Inn By The Sea

The Weldon Hotel

4.5 star property
9.8 out of 10, Exceptional, (72)
"Absolutely beautiful place to stay. "
The price is £273
includes taxes & fees
1 Sept - 2 Sept
The Weldon Hotel

Chebeague Island Inn

4.0 star property
8.8 out of 10, Excellent, (76)
"Great place to go and relax for a few days."
Chebeague Island Inn

Brewster House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (112)
"Wonderful hosts. Enjoyed quiet evening and lovely gourmet breakfast. Truly memorable stay. We look forward to returning in the future."
The price is £243
includes taxes & fees
7 Sept - 8 Sept
Brewster House Bed & Breakfast

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

5 Seaview Ave

4.0 star property
5 Seaview Ave

Elegant, Sunny, 2 Bedroom Townhouse Apartment, in the Heart of Downtown Portland

4.0 star property
10.0 out of 10, Exceptional, (88)
"Absolutely charming home in a great location. Equally lovely homeowner/host. Highly recommend."
Elegant, Sunny, 2 Bedroom Townhouse Apartment, in the Heart of Downtown Portland

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!

4.0 star property
Bayview Beach Cottage For 4!

Lakefront Retreat Near Portland – Modern Comfort with Classic Charm.

4.0 star property
10.0 out of 10, Exceptional, (3)
"Had a wonderful 1 week stay - this Vrbo had all the amenities we could ask for, and then some. Host was very welcoming and responsive to messages, and checked in with us in person on the first day to make sure we had everything we needed. Kitchen and bathrooms have all been renovated, along with a downstairs suite we didn’t need to use. Kitchen fully equipped and well stocked. Fresh herb garden on site as well! Beautiful lake views and easy water access - and close to Portland. We didn’t...
Lakefront Retreat Near Portland – Modern Comfort with Classic Charm.

Latitude Adjustment Walk to Beach & Dining!

4.0 star property
Latitude Adjustment Walk to Beach & Dining!

Oceanfront Home - Beach Access - Deck + Ping Pong

4.0 star property
Oceanfront Home - Beach Access - Deck + Ping Pong
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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.

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 £123

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.