Book the Best Hotels with POOL in Madeira Island in 2026

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

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Check availability on Madeira Island Hotels with a Pool

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Our top choices for Madeira Island hotels with a pool

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

1. Sentido Galosol

Santa Cruz

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

CA $200 total

includes taxes & fees

Nov 28 - Nov 29

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

2. Aqua Natura Bay

Porto Moniz

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

CA $250 total

includes taxes & fees

Nov 20 - Nov 21

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

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.

CA $262 total

includes taxes & fees

Nov 29 - Nov 30

A modern pool area with a glass balustrade and a concrete structure.

4. Three House Hotel

Funchal

Outdoor pool paradise with sunlit loungers and poolside bar creates refreshing escape periods.

CA $177 total

includes taxes & fees

Nov 29 - Nov 30

A rooftop pool with clear blue water, overlooking a rocky coastline with boats and buildings.

5. Pestana Churchill Bay

Camara de Lobos

Poolside paradise meets island elegance in this coastal retreat with sun loungers and refreshing cocktail service.

CA $214 total

includes taxes & fees

Nov 28 - Nov 29

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

6. Madeira Turim Santa Maria Hotel

Funchal

Embrace sparkling city panoramas and crystal-clear waters at this poolside oasis with Madeira's finest seasonal outdoor dining.

CA $182 total

includes taxes & fees

Nov 29 - Nov 30

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

7. The Editory Ocean Way Funchal

Funchal

CA $217 total

includes taxes & fees

Nov 3 - Nov 4

A resort with a large pool, palm trees, and a view of the ocean.

8. Pestana Carlton Madeira Ocean Resort Hotel

Funchal

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

CA $246 total

includes taxes & fees

Nov 15 - Nov 16

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

Breakfast included

4 stars

Hotels with pools and free breakfast in Madeira Island

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

Casa das Proteas

Santana

CA $128 total

includes taxes & fees

Nov 24 - Nov 25

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4-star hotels with pools in Madeira Island

Sentido Galosol

Santa Cruz

CA $200 total

includes taxes & fees

Nov 28 - Nov 29

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5-star hotels with pools in Madeira Island

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

Saccharum Resort

Calheta

CA $262 total

includes taxes & fees

Nov 29 - Nov 30

Pestana Carlton Madeira Ocean Resort Hotel

Funchal

CA $246 total

includes taxes & fees

Nov 15 - Nov 16

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

Reid's Palace, A Belmond Hotel, Madeira

Funchal

CA $944 total

includes taxes & fees

Nov 16 - Nov 17

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Top Madeira Island Hotel Reviews

Reid's Palace, A Belmond Hotel, Madeira

10/10 Excellent

"Reid’s Palace was just wonderful on a magical island."

Castanheiro Boutique Hotel

10/10 Excellent

"Location is just about perfect, right in the centre of historical Funchal, a few minutes from the cathedral and ten minutes from the cable car up to Monte. Nice, spacious room, even had proper studio kitchen facilities and gear to go with it. Good view from the roof top, and great breakfast offering. Very helpful staff, even provided recommendations on dealing with a flu that was starting to make its presence known. And we were allowed to utilise the spa in the afternoon after checking out on the day of departure."