A calm sea with a sailboat and rocky coastline.

Great Diamond Island Hotel with Pool

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Great Diamond Island Hotel with Pool

Tonight
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Great Diamond Island hotels with a pool

A pool area with lounge chairs and a building with multiple levels and outdoor seating.
A cozy lounge area with a fireplace, comfortable seating, and a bar with wooden stools.
A large, multi-story building with a central courtyard, featuring a fire pit and outdoor seating area.
A spacious living room with a fireplace, two armchairs, a coffee table, and a dining area with chairs and a table.

1. Inn at Diamond Cove

Inn at Diamond Cove
Portland
  • Island paradise offers a sparkling pool and loungers for pure relaxation on a private coastal retreat.
HK$2,111
HK$2,601 total
includes taxes & fees
8 Oct - 9 Oct
Inn at Diamond Cove
A swimming pool with a tiled deck, lounge chairs, and a ceiling with recessed lighting.
An outdoor patio area with wicker furniture, string lights, and a barbecue grill.
A bar area with stools, a counter, and a herringbone-patterned wall.
A hotel room with a bed, a TV, a nightstand, a window with a view of the water, and a wooden headboard.

2. Residence Inn by Marriott Portland Downtown/Waterfront

Residence Inn by Marriott Portland Downtown/Waterfront
Downtown Portland
  • Plunge into relaxing aquatic serenity at this Portland hotel's pristine indoor pool, just minutes from waterfront attractions.
HK$926
HK$1,024 total
includes taxes & fees
1 Nov - 2 Nov
Residence Inn by Marriott Portland Downtown/Waterfront
A large indoor swimming pool with a wooden ceiling and tiled walls.
A living room with a sofa, a small table, and a window with a view of a bridge and buildings.
A reception desk with a "Welcome to the Lobster State" sign, a "Hilton Honors" sign, and a digital screen.
A multi-story hotel with a prominent entrance, large windows, and a well-lit facade.

3. Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront
Downtown Portland
  • Swim year-round in a heated indoor pool at this Portland hotel near Thompson's Point.
HK$894
HK$989 total
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn Portland Downtown - Waterfront
A large indoor swimming pool with clear water, tiled flooring, and a seating area with chairs and a plant.
A hotel room with a large window offering a view of a marina and waterfront. There is a sofa, a desk with a chair, and a small table.
A hotel room with two beds, a desk, a TV, and a view of a body of water.
A waterfront marina with boats docked, buildings with multiple windows, and a red building with a visible restaurant.

4. Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront
Downtown Portland
  • Sparkling indoor pool offers a serene escape in Portland's waterfront Art Deco hotel.
HK$967
HK$1,070 total
includes taxes & fees
2 Nov - 3 Nov
Hilton Garden Inn Portland Downtown Waterfront
A swimming pool with lounge chairs and tables, surrounded by a well-lit indoor area with a view of the outside.
A Holiday Inn hotel with a modern design, featuring a large entrance canopy and multiple floors.
A large conference room with round tables, chairs, and a podium.
A modern bar area with a long counter, multiple seating options, and a built-in fire feature.

5. Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG
Downtown Portland
  • Sleek indoor pool with loungers awaits in this scenic Portland hotel with a sauna retreat.
HK$808
HK$894 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Portland-By the Bay by IHG
An indoor swimming pool with clear water, a diving board, and a lifeguard chair.
The exterior of a Courtyard by Marriott hotel with a glass entrance, outdoor seating area, and a stone facade.
A modern hotel lobby with a reception desk, a seating area, and a large wall mural.
A hotel room with a large bed, a desk with a computer, a TV, and a view of the city and water.

6. Courtyard Portland Downtown/Waterfront

Courtyard Portland Downtown/Waterfront
Downtown Portland
  • Splash into aquatic luxury with a year-round indoor pool oasis at this city centre Portland hotel.
HK$935
HK$1,035 total
includes taxes & fees
2 Nov - 3 Nov
Courtyard Portland Downtown/Waterfront
A swimming pool with clear blue water, surrounded by lounge chairs and a brick wall.
A chef in a black uniform and white hat, holding a ladle and a bowl, with various dishes in front of him.
A spacious lobby with multiple seating areas, a fireplace, and large windows.
A brick building with a sign reading "WAYPOINT" and outdoor seating with tables, chairs, and a fire pit.

7. Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine
Portland
  • Splash into serenity at this indoor pool sanctuary with luxurious loungers and post-swim relaxation.
HK$994
HK$1,100 total
includes taxes & fees
1 Nov - 2 Nov
Embassy Suites by Hilton Portland Maine
A swimming pool with a metal ladder, lounge chairs, and a building in the background.
A hotel room with a large bed, a desk with a flat-screen TV, a bathroom with a sink and mirror, and a door leading to another room.
A modern hotel lobby with a reception desk, a coffee station, and a tiled wall.
A modern living room with a fireplace, comfortable seating, and a flat-screen TV.

8. La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
Portland
  • Splash into summer at this Maine hotel's outdoor pool, surrounded by comfort and cleanliness.
HK$628
HK$695 total
includes taxes & fees
2 Nov - 3 Nov
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
An indoor swimming pool with clear lane markings, a seating area with chairs, and potted plants.
A lobby with a reception desk, a clock, a plant, and a round table.
A spacious lobby with a sofa, chairs, a coffee table, and a TV.
A Clarion Hotel with a modern facade, large windows, and a sign indicating an Education Center.

9. Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME
Portland
  • Experience serene aquatic bliss with a rejuvenating indoor pool and hot tub combination that promises relaxation year-round.
HK$556
HK$615 total
includes taxes & fees
2 Nov - 3 Nov
Clarion Hotel Portland Airport ME
An indoor swimming pool with clear lane markings, a changing room area, and a seating area with chairs.
A hotel reception area with a marble counter, a seating area with a sofa and armchair, and a wall-mounted clock.
A multi-story hotel with a modern brick facade, multiple ground-level retail spaces, and a neon sign indicating the hotel name.
A modern hotel room with a bed, a wardrobe, a shelf unit, and a wall-mounted coat rack.

10. Residence Inn by Marriott Portland Thompson's Point

Residence Inn by Marriott Portland Thompson's Point
Portland
HK$981
HK$1,085 total
includes taxes & fees
1 Nov - 2 Nov
Residence Inn by Marriott Portland Thompson's Point
View all properties

Choose what matters most at hotels with a pool in Great Diamond Island

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Great Diamond Island Hotel Reviews

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

8/10 Good
"When we checked in the room was freezing (AC on in Oct!) and reeked of air freshener, which gotten into all the bedding and my clothes. I am allergic to fragrance as are many people."
Karen 1-night trip
Posted less than an hour ago
Clarion Hotel Portland Airport ME
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

8/10 Good
"The furniture in the rooms was worn down draperies need cleaning"
pya 1-night trip
Posted less than an hour ago
Embassy Suites by Hilton Portland Maine
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

8/10 Good
"can provide a better breakfast"
Alberto 1-night trip
Posted 2 hours ago
Spark by Hilton Portland Airport Maine Mall
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"Visited Portland for the first time, the Regency is in the perfect location. It’s a great food town, do your homework before you go and make reservations."
Joseph 2-night trip
Posted 17 hours ago
Portland Regency Hotel & Spa
Clarion Pointe South Portland

Clarion Pointe South Portland

10/10 Excellent
"Everything was very nice clean very comfortable love having the two sinks one in the bathroom and one in the adjoining area"
James 1-night trip
Posted 21 hours ago
Clarion Pointe South Portland
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"Very friendly and professional staff in the lobby. Portland Wharf has great restaurants and beautiful views in Downtown"
CHARLES 1-night trip
Posted 23 hours ago
Holiday Inn Portland-By the Bay by IHG

Explore a world of travel with Expedia