Top Hotels with Swimming Pools in Madeira Island | Expedia.com.sg

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 Pools

Tonight

9 Sept - 10 Sept

Tomorrow

10 Sept - 11 Sept

This weekend

11 Sept - 13 Sept

Next weekend

18 Sept - 20 Sept

Our top choices for Madeira Island hotels with a pool

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

A staircase with black railings and wooden handrails, a standing lamp, and a wicker chair with a white cushion.

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

1. Casa das Proteas

Santana

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

S$174

includes taxes & fees

5 Oct - 6 Oct

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 balcony with a curved seating area, a glass railing, and a view of the ocean and rocky cliffs.

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

2. Sentido Galosol

Santa Cruz

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

S$213

includes taxes & fees

10 Oct - 11 Oct

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

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 buffet with various food items and bowls of nuts and crackers.

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

3. Enotel Sunset Bay

Ponta do Sol

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

S$262

includes taxes & fees

5 Oct - 6 Oct

A hotel room with a bed, a desk, a chair, a TV, a balcony with a table and chairs, and a large mirror.

4. The Editory Garden Carmo Funchal

Funchal

Dive into sun-soaked serenity at this Madeira hotel featuring a refreshing outdoor pool.

S$226

includes taxes & fees

29 Sept - 30 Sept

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

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

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.

5. Castanheiro Boutique Hotel

Sao Pedro

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

S$320

includes taxes & fees

29 Sept - 30 Sept

A swimming pool with lounge chairs and umbrellas, surrounded by trees and a tall building.

A table with a bottle of wine, glasses, and a basket of fruit, overlooking a coastal town and hills.

A hotel room with a balcony, a bed, a TV, a desk, and two wicker chairs.

A coastal hotel with a swimming pool, a parking area, and a view of the sea.

6. Baía Madeira Hotel

Machico

Dive into paradise with beachfront pools and oceanfront relaxation at this family escape.

S$172

includes taxes & fees

5 Oct - 6 Oct

A poolside area with lounge chairs, a swimming pool, and a building with multiple windows and a red door.

A hotel room with a bed, a chair, a small table with books, and a view of a hillside through an open door.

A stone planter with succulents against a building wall.

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

7. Hotel Solar do Bom Jesus

Santa Cruz

Dive into poolside paradise at this Madeira hotel where tropical gardens meet refreshing waters.

S$151

includes taxes & fees

27 Sept - 28 Sept

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 buffet with various food items and a glass partition.

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

8. Vila Gale Santa Cruz Resort Hotel

Santa Cruz

Splash between two paradises with indoor and outdoor pools just steps from the ocean.

S$340

includes taxes & fees

10 Sept - 11 Sept

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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 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 desk with a television, a lamp, and a view of the outside balcony.

Casa das Proteas

Santana

S$174

includes taxes & fees

5 Oct - 6 Oct

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

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

A buffet with various food items and bowls of nuts and crackers.

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

Enotel Sunset Bay

Ponta do Sol

S$262

includes taxes & fees

5 Oct - 6 Oct

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 balcony with a curved seating area, a glass railing, and a view of the ocean and rocky cliffs.

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

Sentido Galosol

Santa Cruz

S$213

includes taxes & fees

10 Oct - 11 Oct

A bedroom with a bed, a mirror, and a view of a balcony.

The Editory Garden Carmo Funchal

Funchal

S$226

includes taxes & fees

29 Sept - 30 Sept

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

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

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.

Castanheiro Boutique Hotel

Sao Pedro

S$320

includes taxes & fees

29 Sept - 30 Sept

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 buffet with various food items and a glass partition.

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

Vila Gale Santa Cruz Resort Hotel

Santa Cruz

S$340

includes taxes & fees

10 Sept - 11 Sept

A swimming pool with lounge chairs and umbrellas, surrounded by trees and a tall building.

A table with a bottle of wine, glasses, and a basket of fruit, overlooking a coastal town and hills.

A hotel room with a balcony, a bed, a TV, a desk, and two wicker chairs.

A coastal hotel with a swimming pool, a parking area, and a view of the sea.

Baía Madeira Hotel

Machico

S$172

includes taxes & fees

5 Oct - 6 Oct

A modern rooftop pool with glass railings and lounge chairs, reflecting a cityscape and mountains in the background.

An outdoor dining area with tables and chairs, surrounded by greenery and a modern building with large windows.

A modern bathroom with a glass shower enclosure, a large mirror, and a bathtub.

A crowded outdoor bar area with a cityscape in the background.

The Vine

Funchal

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

A hotel room with a bed, a chair, a small table with books, and a view of a hillside through an open door.

A stone planter with succulents against a building wall.

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

Hotel Solar do Bom Jesus

Santa Cruz

S$151

includes taxes & fees

27 Sept - 28 Sept

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 beachside resort with palm trees, a pool, and lounge chairs.

An infinity pool with a clear view of the ocean, a seating area with benches, and a rocky cliff in the background.

Saccharum Resort

Calheta

S$403

includes taxes & fees

5 Oct - 6 Oct

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4-star hotels with pools in Madeira Island

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

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

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.

Castanheiro Boutique Hotel

Sao Pedro

S$320

includes taxes & fees

29 Sept - 30 Sept

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 balcony with a curved seating area, a glass railing, and a view of the ocean and rocky cliffs.

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

Sentido Galosol

Santa Cruz

S$213

includes taxes & fees

10 Oct - 11 Oct

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 buffet with various food items and a glass partition.

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

Vila Gale Santa Cruz Resort Hotel

Santa Cruz

S$340

includes taxes & fees

10 Sept - 11 Sept

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

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

A buffet with various food items and bowls of nuts and crackers.

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

Enotel Sunset Bay

Ponta do Sol

S$262

includes taxes & fees

5 Oct - 6 Oct

A swimming pool with lounge chairs and umbrellas, surrounded by trees and a tall building.

A table with a bottle of wine, glasses, and a basket of fruit, overlooking a coastal town and hills.

A hotel room with a balcony, a bed, a TV, a desk, and two wicker chairs.

A coastal hotel with a swimming pool, a parking area, and a view of the sea.

Baía Madeira Hotel

Machico

S$172

includes taxes & fees

5 Oct - 6 Oct

A table with a dessert and two glasses of red wine, overlooking a coastal town with boats and buildings.

A pool area with lounge chairs and umbrellas, overlooking a coastal town with boats and a lighthouse.

An outdoor dining area with tables set for two, overlooking a rocky coastline and the sea.

A bar area with a checkered floor, bar stools, and a mural on the wall.

Pestana Churchill Bay

Camara de Lobos

S$246

includes taxes & fees

1 Oct - 2 Oct

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

A hotel room with a bed, a chair, a small table with books, and a view of a hillside through an open door.

A stone planter with succulents against a building wall.

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

Hotel Solar do Bom Jesus

Santa Cruz

S$151

includes taxes & fees

27 Sept - 28 Sept

A modern indoor space with a green wall, a staircase, and a seating area with tables and chairs.

A restaurant with a bar area, large windows with umbrellas, and a view of the cityscape.

A hotel lobby with a checkered floor, a staircase, seating area with lamps, and a bar.

A poolside area with two lounge chairs and a large umbrella, overlooking a clear blue sky and a distant view.

Madeira Turim Santa Maria Hotel

Funchal

S$287

includes taxes & fees

28 Sept - 29 Sept

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

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

A coastal property with multiple buildings, including a large yellow house with a red roof and a smaller white house.

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

Hotel Quinta Do Furao

Santana

S$398

includes taxes & fees

17 Sept - 18 Sept

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

A modern hotel room with a large bed, a flat-screen TV, a desk, and a balcony with a view.

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

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

NEXT - Savoy Signature

Funchal

S$317

includes taxes & fees

1 Oct - 2 Oct

View all properties

5-star hotels with pools in Madeira Island

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 beachside resort with palm trees, a pool, and lounge chairs.

An infinity pool with a clear view of the ocean, a seating area with benches, and a rocky cliff in the background.

Saccharum Resort

Calheta

S$403

includes taxes & fees

5 Oct - 6 Oct

A modern rooftop pool with glass railings and lounge chairs, reflecting a cityscape and mountains in the background.

An outdoor dining area with tables and chairs, surrounded by greenery and a modern building with large windows.

A modern bathroom with a glass shower enclosure, a large mirror, and a bathtub.

A crowded outdoor bar area with a cityscape in the background.

The Vine

Funchal

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

S$535

includes taxes & fees

1 Oct - 2 Oct

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

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

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

An aerial view of a coastal resort with multiple buildings, a central pool, and a rocky shoreline.

Hyatt Ziva Madeira

Machico

S$313

includes taxes & fees

5 Oct - 6 Oct

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

A hotel room with a bed, two armchairs, a sofa, a bench, a balcony with a view of the sea, and a large window.

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

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

Pestana Carlton Madeira Ocean Resort Hotel

Funchal

S$290

includes taxes & fees

6 Oct - 7 Oct

A modern interior with glass railings and greenery.

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

A modern breakfast bar with a coffee machine, juice, and various pastries.

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

Barcelo Funchal Oldtown

Funchal

S$389

includes taxes & fees

11 Sept - 12 Sept

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

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.

Melia Madeira Mare

Funchal

S$278

includes taxes & fees

8 Oct - 9 Oct

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

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

A hotel with a pool, lounge chairs, and a view of the sea.

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

The Cliff Bay, by PortoBay

Funchal

S$681

includes taxes & fees

10 Sept - 11 Sept

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

An aerial view of a resort with two swimming pools, a tennis court, and a rocky coastline.

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

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

Reid's Palace, A Belmond Hotel, Madeira

Funchal

S$1,109

includes taxes & fees

15 Sept - 16 Sept

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

S$263

includes taxes & fees

14 Sept - 15 Sept

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

Saccharum Resort

Saccharum Resort

10/10 Excellent

"Absolutely beautiful hotel, amazing location with everything we needed for a relaxing stay. Will be back."

The Editory Garden Carmo Funchal

The Editory Garden Carmo Funchal

10/10 Excellent

"Really nice hotel! Only things to improve would be to replace the pool towels and have hand soap in the toilets by the pool."

Calheta Beach - All Inclusive

Calheta Beach - All Inclusive

10/10 Excellent

"This reset is truly all inclusive ( breakfast ,unch , dinner snacks , drinks ). Parking space is also provided. Resort offers outdoor and indoor swimming pool. We also used the spa and sauna. Resorts also offers kids club ( 10am- 1pm lunch break and 2pm till 18pm) . On Saturday kids can stay from 10am - 6pm . That was very convenient since we wanted to go hiking and kids preferred to stay in the resort. Out stay was amazing , staff super nice and helpful !!! For example hike PR1 about 1h 20 min away, PR8 50 min away . Noatural pools in Porto Moniz about 1h away."

The Vine

The Vine

10/10 Excellent

"The Vine hotel has an amazing brunch that is included in the hotel stay. It also has an excellent restaurant for dinner, called UVA, that offers wonderful views of the ocean and the city side. Great for couples!"

Baía Madeira Hotel

Baía Madeira Hotel

10/10 Excellent

"Staff were incredibly helpful and friendly. Very impressive with cleanliness."

Hotel Riu Madeira - All Inclusive

Hotel Riu Madeira - All Inclusive

10/10 Excellent

"Clean rooms and exceptionally kind staff"

Reid's Palace, A Belmond Hotel, Madeira

Reid's Palace, A Belmond Hotel, Madeira

10/10 Excellent

"L e Reid's Palace est un endroit merveilleux et calme. Les chambres tous côté mer. Le personnels très gentils et très serviables.Les restaurants et Le petit déjeuner pour tout les goûts et à volonté . Les jardins et l'Histoire de l'hotel splendides. Les activitées offert par l'Hotel très intéressentes. Un environnement de détente idéal."

Pestana Carlton Madeira Ocean Resort Hotel

Pestana Carlton Madeira Ocean Resort Hotel

10/10 Excellent

"Highly recommend! Would stay again!"

Pestana Casino Park Ocean and SPA Hotel

Pestana Casino Park Ocean and SPA Hotel

10/10 Excellent

"Good basic 4 star hotel, as a base with a pool and breakfast it was fine for us. As long as a little tired decor doesn’t trigger you you’ll be great. Location is fantastic with a small park next door, shopping centre 5mins walk away and dozens of bars and restaurants nearby."

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