Photo by Robbie Martin

4 Star Hotels in Great Diamond Island, Portland

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Great Diamond Island 4 Star Hotels

Next weekend
In two weeks

Top Great Diamond Island 4 Star Hotels

Canopy by Hilton Portland Waterfront

4.0 star property
9.4 out of 10, Exceptional, (1000)
"Excellent accommodations and service, will definitely stay again. Comfortable bed, roof top bar is a highlight."
The price is €283
includes taxes & fees
1 Sept - 2 Sept
Canopy by Hilton Portland Waterfront

Portland Harbor Hotel

4.0 star property
9.2 out of 10, Wonderful, (1539)
"Excellent hotel and location. Close to all attractions and dining options."
The price is €295
includes taxes & fees
1 Sept - 2 Sept
Portland Harbor Hotel

The Westin Portland Harborview

4.0 star property
8.8 out of 10, Excellent, (1002)
"Nice hotel "
The price is €197
includes taxes & fees
1 Sept - 2 Sept
The Westin Portland Harborview

DoubleTree by Hilton Hotel Portland

4.0 star property
8.0 out of 10, Very good, (1219)
"Good location for easy on off highway too."
The price is €167
includes taxes & fees
10 Aug - 11 Aug
DoubleTree by Hilton Hotel Portland

The Press Hotel, Marriott Autograph Collection

4.0 star property
9.4 out of 10, Exceptional, (997)
"Great location, great staff. Put free water bottles in the rooms please. "
The price is €255
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, (102)
"Only stayed here for a night but it was a real treat. Luxury amenities and nice touches throughout. Great food, friendly staff and good location in Portland. Would highly recommend."
Longfellow Hotel

Portland Sheraton at Sable Oaks

4.0 star property
8.4 out of 10, Very good, (1002)
"Very nice place! Super friendly and helpful staff. "
The price is €167
includes taxes & fees
1 Sept - 2 Sept
Portland Sheraton at Sable Oaks

The Weldon Hotel

4.5 star property
9.8 out of 10, Exceptional, (68)
"Absolutely beautiful place to stay. "
The price is €425
includes taxes & fees
14 Aug - 15 Aug
The Weldon Hotel

Inn By The Sea

4.0 star property
9.6 out of 10, Exceptional, (275)
"Overall hospitality Beautiful place "
Inn By The Sea

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 €244
includes taxes & fees
4 Aug - 5 Aug
Brewster House Bed & Breakfast

5 Seaview Ave

4.0 star property
5 Seaview Ave

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

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

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

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, (2)
"My family visited Maine the first week of August 2017 . There were 9 of us and three generations. From the first time I contacted the owner Don he was very accommodating making sure that all of our needs were met from the space in his home to suggesting different activities for all of us to enjoy. Upon arrival he greeted us with a tour of his home as well as wine and cheese. Throughout the week he would check in and make sure that we were content. Even afterward he made sure that all business...
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!

Golf-front Personal Arcade Hot tub Outdoor Kitchen

4.5 star property
Golf-front Personal Arcade Hot tub Outdoor Kitchen

The Coastal Nest Stay for 5!

4.0 star property
The Coastal Nest Stay for 5!
Save an average of 15% on thousands of hotels when you're signed in

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 €167

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.