🏊 Top 10 Great Diamond Island Hotels with Swimming Pool

A calm sea with a sailboat and rocky coastline.

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 Hotels with Swimming Pools

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Great Diamond Island hotels with a pool

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.

1. 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.

RM449

RM497 total

includes taxes & fees

1 Nov - 2 Nov

A large indoor swimming pool with a wooden ceiling and tiled walls.

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.

A living room with a sofa, a small table, and a window with a view of a bridge and buildings.

2. Hampton Inn Portland Downtown - Waterfront

Downtown Portland

Swim year-round in a heated indoor pool at this Portland hotel near Thompson's Point.

RM452

RM500 total

includes taxes & fees

10 Nov - 11 Nov

A swimming pool with lounge chairs and tables, surrounded by a well-lit indoor area with a view of the outside.

A conference room with a stage featuring a large screen displaying the word 'Float' and a banner for the University of Maine.

A Holiday Inn hotel with a modern design, featuring a large entrance canopy and multiple floors.

A modern bar area with a long counter, multiple seating options, and a built-in fire feature.

3. 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.

RM412

RM459 total

includes taxes & fees

1 Nov - 2 Nov

A large indoor swimming pool with clear water, tiled flooring, and a seating area with chairs and a plant.

A hotel room with two beds, a desk, a TV, and a view of a body of water.

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 waterfront marina with boats docked, buildings with multiple windows, and a red building with a visible restaurant.

4. Hilton Garden Inn Portland Downtown Waterfront

Downtown Portland

Sparkling indoor pool offers a serene escape in Portland's waterfront Art Deco hotel.

RM478

RM529 total

includes taxes & fees

11 Nov - 12 Nov

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 modern bar area with leather seating, a bar counter, and a menu board.

5. Courtyard Portland Downtown/Waterfront

Downtown Portland

Splash into aquatic luxury with a year-round indoor pool oasis at this city centre Portland hotel.

RM487

RM538 total

includes taxes & fees

1 Nov - 2 Nov

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 hotel room with two beds, a stone-patterned wall, and a nightstand with a lamp.

A spacious lobby with multiple seating areas, a fireplace, and large windows.

6. Embassy Suites by Hilton Portland Maine

Portland

Splash into serenity at this indoor pool sanctuary with luxurious loungers and post-swim relaxation.

RM485

RM537 total

includes taxes & fees

11 Nov - 12 Nov

A swimming pool with a metal ladder, lounge chairs, and a building in the background.

A modern hotel lobby with a reception desk, a coffee station, and a tiled wall.

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 living room with a fireplace, comfortable seating, and a flat-screen TV.

7. 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.

RM364

RM402 total

includes taxes & fees

8 Nov - 9 Nov

An indoor swimming pool with clear lane markings, a seating area with chairs, and potted plants.

A Clarion Hotel with a modern facade, large windows, and a sign indicating an Education Center.

A spacious lobby with a sofa, chairs, a coffee table, and a TV.

A bar area with wooden bar stools, a television, and a liquor display. There are red chairs and a small table with a glass top.

8. Clarion Hotel Portland Airport ME

Portland

Experience serene aquatic bliss with a rejuvenating indoor pool and hot tub combination that promises relaxation year-round.

RM340

RM376 total

includes taxes & fees

8 Nov - 9 Nov

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

10/10 Excellent

"We weren't there very long due to just needing a place to sleep after a late flight and didn't experience much of the amenities but we had everything we needed."

Spark by Hilton Portland Airport Maine Mall

10/10 Excellent

"Nice place for a night stay. Easy access and close to activities."

Grand Beach Inn

8/10 Good

"Great hotel with reasonable rates close to the beach. Clean, quiet, updated."

Portland Regency Hotel & Spa

8/10 Good

"Extremely well located in Portland, in the heart of the old town and central to everything. I'm glad we chose this hotel rather than others that were mostly newer. The breakfast and bar options were good."

Hampton Inn Portland Downtown - Waterfront

10/10 Excellent

"Valet parking can take a long time. Plan on 30 minutes."

Fireside Inn & Suites Portland

8/10 Good

"Desk staff had helpful suggestions for finding picnic items."

Clarion Pointe South Portland

8/10 Good

"Well located, pool was great and so was the breakfast. Downside what the cleanliness of the room but that was mostly just in "hard to reach" places like behind tables and chairs. The bed was pretty brutal: very noisy metal frame and it felt like the whole thing was going to tip over. Despite this we had a great stay and would go again if visiting Portland"

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent

"The room was beautiful, clean and comfortable. The most comfortable hotel beds we have slept in this trip. Front desk staff was extremely helpful and kind. Loved that they have a shuttle to take you to the hotspots so you don’t have to move your car and pay for parking."

DoubleTree by Hilton Hotel Portland

8/10 Good

"Location is next to a shopping center on the decline and across the street from a busy Starbucks. There was an overnight delivery truck left running outside our window that kept us awake. The bed was softer that we prefer and we woke up with a backache. Pool is much smaller than the pictures make it look. Breakfast was very good."

Explore a world of travel with Expedia

Things to do in Old Orchard Beach

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Great Diamond Island Hotels with Swimming Pools

Our top choices for Great Diamond Island hotels with a pool

1. Residence Inn by Marriott Portland Downtown/Waterfront

2. Hampton Inn Portland Downtown - Waterfront

3. Holiday Inn Portland-By the Bay by IHG

4. Hilton Garden Inn Portland Downtown Waterfront

5. Courtyard Portland Downtown/Waterfront

6. Embassy Suites by Hilton Portland Maine

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

8. Clarion Hotel Portland Airport ME

9. Residence Inn by Marriott Portland Thompson's Point

10. Moxy Portland Thompson's Point

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

Top Great Diamond Island Hotel Reviews

Clarion Hotel Portland Airport ME

Spark by Hilton Portland Airport Maine Mall

Grand Beach Inn

Portland Regency Hotel & Spa

Hampton Inn Portland Downtown - Waterfront

Fireside Inn & Suites Portland

Clarion Pointe South Portland

Holiday Inn Portland-By the Bay by IHG

DoubleTree by Hilton Hotel Portland

Explore a world of travel with Expedia