Estrela da Calheta Vacations from $1,067

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Your Estrela da Calheta Vacation

Our Estrela da Calheta vacation packages are a speedy and practical way to plan and book your next retreat. Get to know the essence of this unique neighborhood without the bother of organizing it all yourself. If you love to sightsee, no trip to Estrela da Calheta is complete without visiting nearby Casa das Mudas Arts Center. Whatever your ideal Estrela da Calheta vacation looks like, you can make it a reality with Expedia.

The Latest Estrela da Calheta Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Aqua Natura Madeira Hotel

Aqua Natura Madeira Hotel

4 out of 5
Price was $1,274, price is now $1,067 per person
$1,067
per person
Mar 20 - Mar 26
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Funchal (FNC)
9.4/10 Exceptional! (511 reviews)
Friendly staff, great food (we stayed half board), natural pools a highlight. Nice to fall asleep to the sound of crashing waves.

Reviewed on Jan 12, 2026

Casa Mozart II

Casa Mozart II

4 out of 5
Price was $2,272, price is now $1,829 per person
$1,829
per person
Mar 27 - Apr 3
found 24 hours ago
Roundtrip flight included
New York (NYC) to Funchal (FNC)
No reviews
Dreams Madeira Resort Spa & Marina - All Inclusive

Dreams Madeira Resort Spa & Marina - All Inclusive

5 out of 5
Price was $1,623, price is now $1,330 per person
$1,330
per person
Mar 20 - Mar 26
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Funchal (FNC)
8.8/10 Excellent! (159 reviews)
Fantastic place right next to a great hike right near property if you want to leave it . You might not want to leave.

Reviewed on Jan 11, 2026

Apartments with Pool in Funchal

Apartments with Pool in Funchal

3 out of 5
Price was $1,509, price is now $1,287 per person
$1,287
per person
Mar 27 - Apr 3
found 24 hours ago
Roundtrip flight included
New York (NYC) to Funchal (FNC)
8/10 Very Good! (2 reviews)
Cape View Villa by Atlantic Holiday

Cape View Villa by Atlantic Holiday

2 out of 5
Price was $2,302, price is now $1,987 per person
$1,987
per person
Mar 27 - Apr 3
found 24 hours ago
Roundtrip flight included
New York (NYC) to Funchal (FNC)
No reviews

Estrela da Calheta Hotel Deals

The Vine

The Vine

5 out of 5
Rua Dos Aranhas Funchal
Fully refundableReserve now, pay when you stay
$181 nightly
The price is $193 total per night from Jan 19 to Jan 20
$193 total
Jan 19 - Jan 20
Total with taxes and fees
9.2/10 Wonderful! (998 reviews)
Great hotel, close by to the old town

Reviewed on Dec 3, 2025

The Vine
The Views Baia - Adults Only

The Views Baia - Adults Only

4 out of 5
Rua das Maravilhas, 74 Funchal Madeira
Fully refundableReserve now, pay when you stay
$188 nightly
The price is $201 total per night from Jan 14 to Jan 15
$201 total
Jan 14 - Jan 15
Total with taxes and fees
9.2/10 Wonderful! (334 reviews)
Great hospitallity!

Reviewed on Dec 2, 2025

The Views Baia - Adults Only
The Editory Ocean Way Funchal

The Editory Ocean Way Funchal

5 out of 5
15 Rua do Vale da Ajuda Funchal
Fully refundableReserve now, pay when you stay
$138 nightly
The price is $149 total per night from Jan 27 to Jan 28
$149 total
Jan 27 - Jan 28
Total with taxes and fees
9.6/10 Exceptional! (11 reviews)
A lovely bright and airy hotel with great rooms. The staff were kind and friendly and breakfast was delicious. Brand new only open a month so I’m glad we discovered it before it gets busy which is no doubt will.

Reviewed on Jan 8, 2026

The Editory Ocean Way Funchal
See all 4,289 properties in Estrela da Calheta
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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Discover the most popular places to visit in Estrela da Calheta

Casa das Mudas Arts Center

You can spend time browsing the exhibits at Casa das Mudas Arts Center during your trip to Calheta. Wander the seaside in this relaxing area.

Casa das Mudas Arts Center

25 Fontes and Cascada da Risco

Commune with nature and explore the great outdoors at 25 Fontes and Cascada da Risco during your travels in Calheta. Wander the seaside in this relaxing area.

25 Fontes and Cascada da Risco

Eglise de Faja da Ovelha

You can learn about the history of Faja da Ovelha with a visit to Eglise de Faja da Ovelha. Wander the seaside in this relaxing area.

Eglise de Faja da Ovelha

Things to do

Fanal-Enchanted Forest

Madeira: Fanal Forest Guided Hiking Tour

$71
per adult
Madeira: Fanal Forest Guided Hiking Tour
From Calheta: Whale and Dolphin Watching RIB Boat Tour

From Calheta: Whale and Dolphin Watching RIB Boat Tour

$65
per adult
From Calheta: Whale and Dolphin Watching RIB Boat Tour
Late Southwest Tour in Madeira

Madeira: Late Southwest Tour with Beach Time

$53
per adult
Madeira: Late Southwest Tour with Beach Time
See all activities in Calheta
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.