Title: Book the Best Hotels with POOL in Great Diamond Island in 2026 | Expedia.ca [Great Diamond Island Travel Guide](https://expedia.ca/Great-Diamond-Island.dx6342016)[Hotels in Great Diamond Island](https://expedia.ca/Great-Diamond-Island-Hotels.d6342016.Travel-Guide-Hotels)[Vacation Rentals in Great Diamond Island](https://expedia.ca/Great-Diamond-Island-Vacation-Rentals.d6342016.Travel-Guide-VacationRentals)[Flights to Great Diamond Island](https://expedia.ca/Cheap-Flights-To-Great-Diamond-Island.d6342016.Travel-Guide-Flights)[Great Diamond Island Car Rentals](https://expedia.ca/Car-Rentals-In-Great-Diamond-Island.d6342016.Car-Rental-Guide)[Great Diamond Island Vacation Packages](https://expedia.ca/Great-Diamond-Island.d6342016.Destination-Travel-Guides) ![Summer on Casco Bay](https://images.trvl-media.com/place/6342016/fbb7e9ac-5d97-4416-ad7f-d1a6bdfac217.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Great Diamond Island, ME from CA $90 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Great Diamond Island Hotels with a Pool Tonight [Dec 5 - Dec 6](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2025-12-05&endDate=2025-12-06&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 6 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2025-12-06&endDate=2025-12-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2025-12-05&endDate=2025-12-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2025-12-12&endDate=2025-12-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Great Diamond Island Hotels with a Pool ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/23800/23779/2233a3c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Television](https://images.trvl-media.com/lodging/1000000/30000/23800/23779/e64c361a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Accessible, Non Smoking](https://images.trvl-media.com/lodging/1000000/30000/23800/23779/433cc32d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/23800/23779/bcaa0376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Germaine Inn South Portland Thorton Heights 7.6/10 Good (401) "Amazing price, clean comfortable room, heated pool, free breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sue CA $113 CA $123 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/South-Portland-Hotels-Germaine-Inn-South-Portland.h23779.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/18700/18662/01a4aa17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/18700/18662/f079126e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/1000000/20000/18700/18662/3af748e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/20000/18700/18662/84e040b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spark by Hilton Portland Airport Maine Mall South Portland 7.8/10 Good (1359) "It was a great stay. Staff very friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle CA $83 CA $90 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/South-Portland-Hotels-Spark-By-Hilton-Portland-Airport-Maine-Mall.h18662.Hotel-Information) ![Interior detail](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/51604711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/73a05b7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; garden views](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/24ae4e30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/52000000/51270000/51266300/51266260/6905e33d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Harraseeket Inn & Event House Freeport Downtown Freeport 9.4/10 Exceptional (869) "Great stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sofia CA $152 CA $166 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Portland-Hotels-Harraseeket-Inn.h51266260.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/ceaf2fc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/d47dc205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's activities](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/a8100548.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, fishing](https://images.trvl-media.com/lodging/2000000/1550000/1542800/1542725/d0fca35d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn By The Sea Cape Elizabeth 9.4/10 Exceptional (292) "Room was ready early friendly staff and room is better than expected " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeff [](https://www.expedia.ca/Portland-Hotels-Inn-By-The-Sea.h1542725.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803802/a14b3a3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803802/5ba6b9c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 King Bed with Sofa bed (Corner)](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803802/20fc6412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803802/115a7439.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn Portland Downtown/Waterfront East Bayside 8.8/10 Excellent (1002) "Clean, friendly staff, prompt shuttle service, good breakfasts" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandy Morris CA $110 CA $122 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Portland-Hotels-Residence-Inn-By-Marriott-Portland-Downtown-Waterfront.h2803802.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/3516b137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/2e48d234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/513ce4c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/0e1014a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Portland Downtown Waterfront Downtown Portland 9.2/10 Wonderful (1022) "Beautiful hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren CA $150 CA $165 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Portland-Hotels-Hilton-Garden-Inn-Portland-Downtown-Waterfront.h920341.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/290000/282000/281934/63de006c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/290000/282000/281934/540cc5e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/290000/282000/281934/65d64cba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/290000/282000/281934/145cd0b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Freeport/Brunswick Freeport 9.0/10 Wonderful (1000) "Clean rooms friendly staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $127 CA $139 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Portland-Hotels-Hampton-Inn-FreeportBrunswick.h281934.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/c3cda57d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, soundproofing, free WiFi, bed sheets](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/3701f117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/627581df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/03c54bab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tru by Hilton Portland Airport Area South Portland 8.8/10 Excellent (1634) "Room was very clean and the staff was very friendly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeff CA $104 CA $113 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Portland-Hotels-Tru-By-Hilton-Portland-Airport-Area.h18952854.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1090000/1086100/1086088/b7a377c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1090000/1086100/1086088/d68e1560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/2000000/1090000/1086100/1086088/64e3d35c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/2000000/1090000/1086100/1086088/97036d75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Brunswick Freeport Brunswick 8.8/10 Excellent (433) "Great breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jim CA $130 CA $141 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Boothbay-Harbor-Hotels-Fairfield-Inn-Suites-By-Marriott-Brunswick-Freeport.h1086088.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/24300/24280/e5da0114.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/30000/24300/24280/9d8f8d9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/24300/24280/f3b41288.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/24300/24280/0873dd42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Long Creek Hotel by IHG South Portland 7.4/10 Good (1000) "Great place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mario CA $105 CA $114 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Airport.h24280.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-20®ionId=6342016&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Great Diamond Island Hotel Reviews ![Hyatt Place Portland Downtown - Old Port Square](https://images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/b4e33349_y.jpg) ### Hyatt Place Portland Downtown - Old Port Square 10/10 Excellent "Great time" [](https://expedia.ca/Portland-Hotels-Hyatt-Place-Portland-Old-Port.h7488159.Hotel-Information) ![Hilton Garden Inn Portland Downtown Waterfront](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/0e1014a3_y.jpg) ### Hilton Garden Inn Portland Downtown Waterfront 10/10 Excellent "Beautiful hotel" [](https://expedia.ca/Portland-Hotels-Hilton-Garden-Inn-Portland-Downtown-Waterfront.h920341.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Portland DT/Maine Med](https://images.trvl-media.com/lodging/1000000/30000/23500/23500/8325dcb5_y.jpg) ### La Quinta Inn & Suites by Wyndham Portland DT/Maine Med 10/10 Excellent "Staff were fabulous. Room was spotless and smelled clean. All around, a very nice stay. Definitely worth the money." [](https://expedia.ca/Portland-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Portland.h23500.Hotel-Information) ![DoubleTree by Hilton Hotel Portland](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/33bb60f2_y.jpg) ### DoubleTree by Hilton Hotel Portland 10/10 Excellent "Fantastic and warm welcome. " [](https://expedia.ca/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.Hotel-Information) ![Portland Regency Hotel & Spa](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/c8a0ec33_y.jpg) ### Portland Regency Hotel & Spa 10/10 Excellent "Nice room, central location, great spa and very helpful staff!" [](https://expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) ![Hampton Inn Portland Downtown - Waterfront](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/1dc67cbc_y.jpg) ### Hampton Inn Portland Downtown - Waterfront 10/10 Excellent "Clean, comfortable and convenient location." [](https://expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.Hotel-Information) ![Embassy Suites by Hilton Portland Maine](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/cbc24127_y.jpg) ### Embassy Suites by Hilton Portland Maine 10/10 Excellent "We always stay here when we fly in and out of Portland. Clean, spacious and kids love the pool." [](https://expedia.ca/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.Hotel-Information) ![Clarion Hotel Portland Airport ME](https://images.trvl-media.com/lodging/1000000/10000/7200/7171/b163ad24_y.jpg) ### Clarion Hotel Portland Airport ME 10/10 Excellent "clean, convenient. perfect place and close to portland." [](https://expedia.ca/Portland-Hotels-Clarion-Hotel-Portland.h7171.Hotel-Information) ![Holiday Inn Portland-By the Bay by IHG](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/e922ee9f_y.jpg) ### Holiday Inn Portland-By the Bay by IHG 10/10 Excellent "10/10 all the way around " [](https://expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Beach Hotel Hotels in Cape Elizabeth ](https://www.expedia.ca/Cape-Elizabeth-Hotels-Beach-Hotel.0-0-d55620-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Cape Elizabeth ](https://www.expedia.ca/Cape-Elizabeth-Hotels-Boutique-Hotel.0-0-d55620-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Cape Elizabeth ](https://www.expedia.ca/Cape-Elizabeth-Hotels-Cheap-Hotels.0-0-d55620-tCheapHotels.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Cape Elizabeth ](https://www.expedia.ca/Cape-Elizabeth-Hotels-Honeymoon-Hotels.0-0-d55620-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - 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