Madeira Island Luxury Vacations
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Top Luxury vacation packages in Madeira Island
Price found within the past 48 hours. Click for updated prices.
Pestana Casino Park Ocean and SPA Hotel
￥314,750
per person
Oct 27 - Nov 2
found 6 hours ago
Roundtrip flight included
Tokyo (TYO) to Funchal (FNC)
8.6/10 Excellent! (1,001 reviews)
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.
Reviewed on Aug 6, 2026
The Cliff Bay, by PortoBay
￥400,479
per person
Oct 27 - Nov 2
found 6 hours ago
Roundtrip flight included
Tokyo (TYO) to Funchal (FNC)
9.8/10 Exceptional! (953 reviews)
Fantastic hotel and stay. All staff members were extremely friendly and helpful. I was even surprised with a cake on my birthday :). The hotel bars and breakfast were all great. There are many restaurants within walking distance and there are also several restaurants at the hotel although I did not visit those. The pools are very nice, the ocean access is great for an island with few beaches, and the ocean views are lovely. There is music every night at the bar and plenty to do at the hotel! The room itself was very clean and refreshed frequently. This is a 5 star hotel for a reason
Reviewed on Aug 12, 2026
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View all trips5* Luxury vacations in Madeira Island
Price found within the past 48 hours. Click for updated prices.
Pestana Casino Park Ocean and SPA Hotel
￥314,750
per person
Oct 27 - Nov 2
found 6 hours ago
Roundtrip flight included
Tokyo (TYO) to Funchal (FNC)
8.6/10 Excellent! (1,001 reviews)
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.
Reviewed on Aug 6, 2026
The Cliff Bay, by PortoBay
￥400,479
per person
Oct 27 - Nov 2
found 6 hours ago
Roundtrip flight included
Tokyo (TYO) to Funchal (FNC)
9.8/10 Exceptional! (953 reviews)
Fantastic hotel and stay. All staff members were extremely friendly and helpful. I was even surprised with a cake on my birthday :). The hotel bars and breakfast were all great. There are many restaurants within walking distance and there are also several restaurants at the hotel although I did not visit those. The pools are very nice, the ocean access is great for an island with few beaches, and the ocean views are lovely. There is music every night at the bar and plenty to do at the hotel! The room itself was very clean and refreshed frequently. This is a 5 star hotel for a reason
Reviewed on Aug 12, 2026
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See all available trips from Tokyo to Madeira Island
View all tripsTop Luxury Madeira Island Hotels
Reid's Palace, A Belmond Hotel, Madeira
Estrada Monumental 139 Funchal
- 39 min drive from Porto Moniz Natural Pools
Reid's Palace, A Belmond Hotel, Madeira is one of the Funchal luxury 5-star beach properties where you can treat yourself to 24-hour room service, pillow menus, ...
Hyatt Ziva Madeira
Sitio da Piedade Machico Madeira
- 25 min drive from Porto Moniz Natural Pools
Treat yourself to a luxury stay at Hyatt Ziva Madeira, where you can enjoy amenities like 24-hour room service, rainfall showers, and more. Deluxe amenities ...
8.8/10 Excellent! (262 reviews)
"Personnels were amazing but not enough so service was slow."
Reviewed on Aug 12, 2026
The Cliff Bay, by PortoBay
Estrada Monumental 147 Funchal
- 39 min drive from Porto Moniz Natural Pools
Indulge in a luxury vacation at The Cliff Bay, by PortoBay. Popular amenities include a spa, an outdoor tennis court, and an outdoor pool.
9.8/10 Exceptional! (954 reviews)
"Fantastic hotel and stay. All staff members were extremely friendly and helpful. I was even surprised with a cake on my birthday :). The hotel bars and breakfast were all great. There are many restaurants within walking distance and there are also several restaurants at the hotel although I did not ..."
Reviewed on Aug 12, 2026
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.
Things to do
City Sightseeing Funchal Madeira Hop-On Hop-Off Bus Tour + Bookable Extras
￥4,785
per adult
80% of travellers recommend
Funchal: Dolphin and Whale Watching Catamaran Cruise
￥6,441
per adult
92% of travellers recommend
Madeira: Skywalk, Porto Moniz, Seixal, and Fanal 4WD Tour
￥12,698
per adult
98% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
