Hotels with Swimming Pool, Madeira Island Madeira Region | Expedia

A coastal town with buildings on a hillside, a beach, and rocky outcrops.

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Check availability on Madeira Island Hotels with Swimming Pool

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Sep 27 - Sep 28

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Sep 28 - Sep 29

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Our top choices for Madeira Island hotels with a pool

An infinity pool with a clear view of the ocean and mountains.

A balcony with two chairs and a table, overlooking a coastal road with vehicles and a rocky shoreline.

A balcony with two chairs and a small table, overlooking a coastal area with a clear view of the sea and distant hills.

A modern lobby with blue sofas, a reception desk, and a bar area.

1. Aqua Natura Bay

Porto Moniz

Take a refreshing dive into pools with stunning Atlantic Ocean views at this seaside oasis.

P11,251

P11,702 total

includes taxes & fees

Oct 22 - Oct 23

A coastal hotel with a pool, rocky cliffs, and ocean views.

A modern, well-lit room with wooden paneling and a large window overlooking the sea.

A modern interior with a sofa, chairs, and a table, overlooking a rocky coastline and the sea.

A modern hotel room with a large bed, a desk, a chair, and a view of the sea.

2. Sentido Galosol

Santa Cruz

Coastal bliss awaits at this beachfront hotel with three pristine pools and a swim-up bar.

P9,522

P10,188 total

includes taxes & fees

Oct 16 - Oct 17

An infinity pool with lounge chairs and umbrellas, overlooking a coastal landscape with hills and a clear sky.

A wooden outdoor seating area with a table set for two, overlooking a calm sea.

A modern bathroom with two large tubs and a view of the sea.

A balcony with a view of the sea, a wicker chair, a table with a hat and a drink, and a bag on the floor.

3. Saccharum Resort

Calheta

Immerse in pure bliss at this luxury hotel with 2 outdoor pools, an indoor pool, and a swim-up bar for endless relaxation.

P17,363

P18,342 total

includes taxes & fees

Oct 11 - Oct 12

A resort with a large pool, outdoor seating, and a view of the ocean.

A modern hotel room with a dining area, a sofa, and a view of the sea.

A modern bathroom with a bathtub, two sinks, a shower, and a glass-enclosed shower area.

A banquet hall with round tables set for a formal event, featuring candelabras and white tablecloths.

4. Pestana Carlton Madeira Ocean Resort Hotel

Funchal

Splash into paradise with this oceanfront resort's three stunning pools and relaxing hot tub.

P13,893

P14,733 total

includes taxes & fees

Oct 18 - Oct 19

A pool area with lounge chairs and a clear view of the pool.

A balcony with a view of the sea, a table with drinks and a flower, and a person in a white dress and hat.

A coastal town with a rocky beach, buildings with balconies, and a church.

A hotel lobby with a checkered floor, a reception desk, a large planter with white flowers, and a seating area with a sofa and armchairs.

5. Enotel Sunset Bay

Ponta do Sol

Sunset dips in the rooftop pool with ocean views make this family-friendly hotel a splash-worthy escape.

P12,043

P12,810 total

includes taxes & fees

Oct 19 - Oct 20

A balcony with a view of palm trees, a table, and two chairs.

A dining table set for a meal with clear glassware, plates, and a basket.

A hotel room with a bed, a TV on a stand, a desk with a chair, and a balcony with curtains.

6. Casa das Proteas

Santana

Refreshing outdoor pool sanctuary in a tranquil rural bed and breakfast setting.

P6,100

P6,629 total

includes taxes & fees

Oct 27 - Oct 28

A rooftop pool area with multiple seating areas, a central pool, and a glass-enclosed section.

A modern hotel room with a wooden desk, a blue sofa, and a balcony with a view of the sky and buildings.

A modern hotel room with a balcony, a flat-screen TV, a wooden desk, and a comfortable seating area.

A balcony with a view of the sea, two chairs, a small table, and a potted plant.

7. The Editory Ocean Way Funchal

Funchal

P11,077

P11,805 total

includes taxes & fees

Oct 14 - Oct 15

A panoramic view of a coastal city with a clear sky, a bridge, and a church spire.

A person reading a book at an outdoor table with a drink and fruit, overlooking a cityscape.

A modern living room with two sofas, a coffee table, and a lamp. The room has exposed wooden beams on the ceiling and a view into another room through an open doorway.

A lobby with a reception desk, a stone archway, and a large vase with branches.

8. Castanheiro Boutique Hotel

Sao Pedro

Luxurious rooftop pool retreat offers stunning city views alongside an indoor oasis for year-round swimming and relaxation.

P11,701

P12,454 total

includes taxes & fees

Oct 22 - Oct 23

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Choose what matters most at hotels with a pool in Madeira Island

Breakfast included

4 stars

5 stars

Hot tub

Spa

Hotels with pools and free breakfast in Madeira Island

A dining area with a view of the sea and mountains.

A spacious dining area with a long wooden table, cushioned seating, and a decorative green bowl centerpiece.

A spacious indoor gym with exercise equipment, a bench, and a kettlebell.

A hot tub with a view of a pool and mountains.

Hotel Quinta Do Furao

Santana

P18,239

P19,254 total

includes taxes & fees

Oct 22 - Oct 23

A coastal hotel with a pool, multiple buildings, and a rocky terrain.

A modern, well-lit room with wooden paneling and a large window overlooking the sea.

A modern interior with a sofa, chairs, and a table, overlooking a rocky coastline and the sea.

A coastal resort with multiple buildings, a swimming pool, and a view of the sea.

Sentido Galosol

Santa Cruz

P9,522

P10,188 total

includes taxes & fees

Oct 16 - Oct 17

A resort pool area with clear blue water, sun loungers, umbrellas, and a view of the sea.

A restaurant with multiple tables, orange chairs, and potted plants.

A pool area with umbrellas and lounge chairs, surrounded by trees.

An aerial view of a marina with boats docked, a rocky coastline, and residential buildings with red-tiled roofs.

Hyatt Ziva Madeira

Machico

P12,919

P13,720 total

includes taxes & fees

Sep 30 - Oct 1

A modern hotel room with a wooden desk, a blue sofa, and a balcony with a view of the sky and buildings.

A rooftop pool area with multiple seating areas, a central pool, and a glass-enclosed section.

A modern hotel lobby with seating areas, a bar, and a large window with curtains.

A modern dining area with a round table, wooden chairs, and large windows offering a view of the street.

The Editory Ocean Way Funchal

Funchal

P11,077

P11,805 total

includes taxes & fees

Oct 14 - Oct 15

A resort with a large pool, outdoor seating, and a view of the ocean.

A hotel room with two beds, a desk, a TV, and a view of the sea.

A modern hotel room with a dining area, a sofa, and a view of the sea.

A banquet hall with round tables set for a formal event, featuring candelabras and white tablecloths.

Pestana Carlton Madeira Ocean Resort Hotel

Funchal

P13,893

P14,733 total

includes taxes & fees

Oct 18 - Oct 19

A rooftop lounge with outdoor seating, a pool, and a view of the ocean.

A poolside area with a covered seating area, lounge chairs, and a view of the sea.

A bar area with striped chairs and a view of the sea.

A multi-story hotel with balconies, palm trees, and a view of the sea.

NEXT - Savoy Signature

Funchal

P15,738

P16,652 total

includes taxes & fees

Oct 19 - Oct 20

A hotel with a rooftop pool, a modern building with a flat roof, and a traditional building with a red-tiled roof.

A spacious restaurant with multiple tables and chairs, a counter with a cash register, and a decorative statue.

A stone planter with succulents against a building wall.

A modern interior with a skylight, wooden beams, and a carpeted floor.

Hotel Solar do Bom Jesus

Santa Cruz

P6,774

P7,330 total

includes taxes & fees

Sep 29 - Sep 30

A coastal town with a rocky beach, buildings with balconies, and a church.

A hotel lobby with a checkered floor, a reception desk, a large planter with white flowers, and a seating area with a sofa and armchairs.

A balcony with a view of the sea, a table with drinks and a flower, and a person in a white dress and hat.

A pool area with lounge chairs and a clear view of the pool.

Enotel Sunset Bay

Ponta do Sol

P12,043

P12,810 total

includes taxes & fees

Oct 19 - Oct 20

A panoramic view of a coastal city with a clear sky, a bridge, and a church spire.

A person reading a book at an outdoor table with a drink and fruit, overlooking a cityscape.

A modern living room with two sofas, a coffee table, and a lamp. The room has exposed wooden beams on the ceiling and a view into another room through an open doorway.

A lobby with a reception desk, a stone archway, and a large vase with branches.

Castanheiro Boutique Hotel

Sao Pedro

P11,701

P12,454 total

includes taxes & fees

Oct 22 - Oct 23

A resort pool area with multiple pools, lounge chairs, and palm trees.

An outdoor seating area with wicker furniture and umbrellas, overlooking a beach and rocky shoreline.

A marina with boats, a beach area with umbrellas and seating, and a view of the ocean.

A resort with a pool area, lounge chairs, and a view of the beach and ocean.

Calheta Beach - All Inclusive

Calheta

P17,735

P18,729 total

includes taxes & fees

Oct 2 - Oct 3

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4-star hotels with pools in Madeira Island

A dining area with a view of the sea and mountains.

A spacious dining area with a long wooden table, cushioned seating, and a decorative green bowl centerpiece.

A spacious indoor gym with exercise equipment, a bench, and a kettlebell.

A hot tub with a view of a pool and mountains.

Hotel Quinta Do Furao

Santana

P18,239

P19,254 total

includes taxes & fees

Oct 22 - Oct 23

A coastal hotel with a pool, multiple buildings, and a rocky terrain.

A modern, well-lit room with wooden paneling and a large window overlooking the sea.

A modern interior with a sofa, chairs, and a table, overlooking a rocky coastline and the sea.

A coastal resort with multiple buildings, a swimming pool, and a view of the sea.

Sentido Galosol

Santa Cruz

P9,522

P10,188 total

includes taxes & fees

Oct 16 - Oct 17

A rooftop lounge with outdoor seating, a pool, and a view of the ocean.

A poolside area with a covered seating area, lounge chairs, and a view of the sea.

A bar area with striped chairs and a view of the sea.

A multi-story hotel with balconies, palm trees, and a view of the sea.

NEXT - Savoy Signature

Funchal

P15,738

P16,652 total

includes taxes & fees

Oct 19 - Oct 20

A panoramic view of a coastal city with a clear sky, a bridge, and a church spire.

A person reading a book at an outdoor table with a drink and fruit, overlooking a cityscape.

A modern living room with two sofas, a coffee table, and a lamp. The room has exposed wooden beams on the ceiling and a view into another room through an open doorway.

A lobby with a reception desk, a stone archway, and a large vase with branches.

Castanheiro Boutique Hotel

Sao Pedro

P11,701

P12,454 total

includes taxes & fees

Oct 22 - Oct 23

An outdoor restaurant with wicker furniture, tiled flooring, and hanging plants.

A person relaxing on a sun lounger with a view of the sea and a cityscape.

A resort with a pool area, palm trees, and a view of cruise ships in the background.

A modern dining area with pendant lighting, framed artwork, and a view of the outdoors.

PortoBay Santa Maria, Adults Only

Old Town Funchal

P25,250

P26,544 total

includes taxes & fees

Sep 29 - Sep 30

A hotel with a rooftop pool, a modern building with a flat roof, and a traditional building with a red-tiled roof.

A spacious restaurant with multiple tables and chairs, a counter with a cash register, and a decorative statue.

A stone planter with succulents against a building wall.

A modern interior with a skylight, wooden beams, and a carpeted floor.

Hotel Solar do Bom Jesus

Santa Cruz

P6,774

P7,330 total

includes taxes & fees

Sep 29 - Sep 30

An outdoor rooftop terrace with seating areas, potted plants, and a view of a cityscape including a church tower.

A swimming pool with a tiled floor, a chair, a mirror, and a chandelier.

A modern hotel lobby with a staircase, glass railings, and a variety of furniture and decor.

A spacious living room with a large woven deer sculpture, plush seating, and a variety of colorful chairs.

Sé Boutique Hotel

Funchal

P12,317

P13,094 total

includes taxes & fees

Sep 29 - Sep 30

A pool area with multiple swimming pools, palm trees, and lounge chairs.

A spacious lobby with a marble floor, white columns, and modern lighting fixtures.

A balcony with two chairs and a table, overlooking a clear blue sea and a building with a red roof.

A coastal hotel with multiple buildings, a beach, and a rocky shoreline.

Hotel Riu Madeira - All Inclusive

Santa Cruz

P19,796

P20,872 total

includes taxes & fees

Oct 24 - Oct 25

A resort pool area with multiple pools, lounge chairs, and palm trees.

An outdoor seating area with wicker furniture and umbrellas, overlooking a beach and rocky shoreline.

A marina with boats, a beach area with umbrellas and seating, and a view of the ocean.

A resort with a pool area, lounge chairs, and a view of the beach and ocean.

Calheta Beach - All Inclusive

Calheta

P17,735

P18,729 total

includes taxes & fees

Oct 2 - Oct 3

A hotel with a swimming pool, palm trees, and a clear sky.

A balcony with a view of the ocean, a wooden pier, and a beach with palm trees.

A hotel room with a bed, a desk, two chairs, a TV, and a view of the city.

A buffet with various food items and a glass partition.

Vila Gale Santa Cruz Resort Hotel

Santa Cruz

P18,612

P19,641 total

includes taxes & fees

Sep 28 - Sep 29

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5-star hotels with pools in Madeira Island

A couple relaxing in a clear infinity pool with a view of a coastal town and hills.

A modern restaurant with a long dining table, cushioned seating, and a large window offering a view of the outdoors.

A modern hotel with a curved facade, a reflective pool, and palm trees.

A balcony with wicker chairs and a table, overlooking a body of water.

Savoy Palace - The Leading Hotels of the World - Savoy Signature

Funchal

P28,945

P30,387 total

includes taxes & fees

Oct 28 - Oct 29

A pool area with lounge chairs and umbrellas, a swimmer, and a large tree.

A balcony with a table, chairs, and a view of the ocean.

A room with a large window overlooking the sea, a patterned floor, and modern furniture.

A spacious dining area with multiple tables and chairs, a grand piano, and ornate chandeliers.

Reid's Palace, A Belmond Hotel, Madeira

Funchal

P54,742

P57,216 total

includes taxes & fees

Oct 18 - Oct 19

A resort with a large pool, outdoor seating, and a view of the ocean.

A hotel room with two beds, a desk, a TV, and a view of the sea.

A modern hotel room with a dining area, a sofa, and a view of the sea.

A banquet hall with round tables set for a formal event, featuring candelabras and white tablecloths.

Pestana Carlton Madeira Ocean Resort Hotel

Funchal

P13,893

P14,733 total

includes taxes & fees

Oct 18 - Oct 19

A resort pool area with clear blue water, sun loungers, umbrellas, and a view of the sea.

A restaurant with multiple tables, orange chairs, and potted plants.

A pool area with umbrellas and lounge chairs, surrounded by trees.

An aerial view of a marina with boats docked, a rocky coastline, and residential buildings with red-tiled roofs.

Hyatt Ziva Madeira

Machico

P12,919

P13,720 total

includes taxes & fees

Sep 30 - Oct 1

A modern hotel room with a wooden desk, a blue sofa, and a balcony with a view of the sky and buildings.

A rooftop pool area with multiple seating areas, a central pool, and a glass-enclosed section.

A modern hotel lobby with seating areas, a bar, and a large window with curtains.

A modern dining area with a round table, wooden chairs, and large windows offering a view of the street.

The Editory Ocean Way Funchal

Funchal

P11,077

P11,805 total

includes taxes & fees

Oct 14 - Oct 15

An outdoor dining area with wicker furniture, large glass windows, and a view of the ocean.

A resort with a large pool, beach area, and a high vantage point overlooking the sea.

A pathway leading to a building with balconies overlooking the ocean, surrounded by palm trees and well-maintained greenery.

The Cliff Bay, by PortoBay

Funchal

P32,092

P33,661 total

includes taxes & fees

Sep 28 - Sep 29

A pool with clear blue water and a view of the ocean.

A coastal property with a large building, a rocky shoreline, and clear blue waters.

A hot tub area with a view of the beach and ocean.

A spacious lobby with a reception desk, large windows offering ocean views, and a high ceiling with a hanging lantern.

Albatroz Beach & Yacht Club

Santa Cruz

P22,513

P23,698 total

includes taxes & fees

Oct 12 - Oct 13

An aerial view of a resort with a large swimming pool surrounded by lounge chairs and umbrellas, a parking area, and a view of the ocean.

A hotel with a rooftop pool, surrounded by greenery and modern buildings.

A balcony with a table and chairs, a large umbrella, and a view of the ocean.

A spa area with a stone wall, hot tubs, and a staircase leading to a higher level.

Melia Madeira Mare

Funchal

P13,001

P13,806 total

includes taxes & fees

Oct 22 - Oct 23

A modern interior with glass railings and greenery.

A modern hotel lobby with a yellow sofa, a wooden reception desk, and a large window with a view of greenery.

A rooftop bar with a bar counter and seating area, including a canopy and lounge chairs.

A rooftop pool with lounge chairs, a bell tower, and a view of a coastal town.

Barcelo Funchal Oldtown

Funchal

P18,475

P19,499 total

includes taxes & fees

Oct 26 - Oct 27

A clear, expansive infinity pool with lounge chairs and umbrellas, surrounded by palm trees and a clear sky.

A spacious lobby with large windows, a curved seating area, and a staircase with a glass railing.

A modern hotel lobby with a glass bridge, palm trees, and a central water feature.

A spacious indoor area with wicker furniture, large windows, and a view of the sea.

Enotel Lido – All Inclusive

Funchal

P22,444

P23,627 total

includes taxes & fees

Oct 6 - Oct 7

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.

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Top Madeira Island Hotel Reviews

Reid's Palace, A Belmond Hotel, Madeira

Reid's Palace, A Belmond Hotel, Madeira

10/10 Excellent

"Reid’s is a beautiful property with multiple pools and diving access to the ocean. Our stay involved changing rooms ( not the hotels fault), and not all rooms are the same. The first room had a walk in shower but the second room had a very slippery tub shower. There was construction going on during our stay that made for noisy afternoons. The food was really good and there are multiple restaurants, however, I would reserve a table in advance of your stay to guarantee your spot at dinner. The service was exceptional."

Castanheiro Boutique Hotel

Castanheiro Boutique Hotel

10/10 Excellent

"The property was gorgeous and in a great central location. Their breakfast was superior and the rooms were very tidy and spacious. We would stay there again."

Hyatt Ziva Madeira

Hyatt Ziva Madeira

8/10 Good

"Great location and architecture. Lots of room options. Generous 'all-inclusive' offering. Music far too loud at main pool. Discarded Food outside next door's room was left for >12 hours before collection despite prompt. Food options are great...IF YOU CAN GET BOOKED IN. We had several messages from Hyatt prior to arriving, asking if we wanted to select a specific room...It would have been far more useful if they had asked us what restaurant we wanted to book for our first 2 nights...there was no availability when we checked in."

Allegro Madeira - Adults Only - Member of Barceló Hotel Group

Allegro Madeira - Adults Only - Member of Barceló Hotel Group

10/10 Excellent

"The rooms with sea view are absolutely stunning! I totally recommend them for enjoying a glass of madeira wine at sunset. Great breakfast selections, even though it can get busy at times."

Saccharum Resort

Saccharum Resort

10/10 Excellent

"The Evening buffet didn’t meet our expectations. It had overdone meat in several different options. The food wasn’t hot and the salads were almost gone. We both didn’t think it was worth the money. The breakfast buffet was much higher standard. Couldn’t fault anything else. Design, staff, cleanliness and facilities were exceptional"

Calheta Beach - All Inclusive

Calheta Beach - All Inclusive

8/10 Good

"Lovely hotel, with great sea view rooms. We had premium All inclusive which was well worth it for the al carte breakfast and additional nights at the restaurants. Swimming pools are great, mostly couples there, a few young children as not a child friendly hotel really. It's 4 euros to play pool for an hour, which is fair. One critisim is the number of flies and bugs. At the buffet/drink stations there are a lot of flies, with cakes/lemons/honey left out. It was a bit off putting, however it was always cleaned if something left out / causing the issue. We did get a lot of bites at night as well, including inside and mostly around ankles and feet - take bug spray. The shuffle service to Funchal isn't worth it, better to get an uber if a couple, can come and go as you please and the same money, choose CR7 as the drop off point. Lots of vegetarian options in the buffet also and proper drinks brands served. Entertainment was okay, mostly live music."

Aqua Natura Madeira Hotel

Aqua Natura Madeira Hotel

10/10 Excellent

"C’était merveilleux. Merci pour tout"

Aqua Natura Bay

Aqua Natura Bay

10/10 Excellent

"Beautiful location and great hotel. Will be staying again and recommend. Staff were excellent."

The Vine

The Vine

10/10 Excellent

"The Hotel is absolutely gorgeous and in an amazing part of Funchal. The rooftop pool And bar are absolutely unbelievable with the best views in town. The staff are incredible and the rooms were cleaned impeccably. Possibly needing a little TLC in some parts of the room. But do not let it put you off absolutely fantastic would definetly return"