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An aerial view of a coastal town with a prominent mountain, a beach, and a clear blue sea.

Massouri
Kalymnos
South Aegean
Greek Islands
Greece
Europe
Hotwire.com

Massouri Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Elena Village

4 out of 5

Price was $656, price is now $643 per person

$643

per person

Oct 4 - Oct 8

found 1 day ago

Roundtrip non-stop flight included

Tel Aviv (TLV) to Kalymnos (JKL)

Book a stay at this family-friendly aparthotel in Kalymnos. Enjoy free breakfast, free WiFi, and room service. Popular attractions Grande Grotta and Kalydna Crag are located nearby.

A hidden gem on the island. The online pictures don't do it justice. The breathtaking views, the amazing pool overlooking the scenery, and the colorful villas create the perfect Greek island vibe. That's what made this place so special for me. The staff were incredibly friendly as well. 10/10 highly recommend, and I would definitely come back!

Reviewed on Jul 13, 2026

Kantouni Beach Boutique Hotel

4 out of 5

Price was $1,149, price is now $1,010 per person

$1,010

per person

Oct 4 - Oct 8

found 1 day ago

Roundtrip non-stop flight included

Tel Aviv (TLV) to Kalymnos (JKL)

Book a stay at this luxury hotel in Kalymnos. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Kantouni Beach and Linaria Beach are located nearby.

Awesome place!

Reviewed on Jul 18, 2026

Carian Hotel

4 out of 5

Price was $807, price is now $785 per person

$785

per person

Oct 4 - Oct 8

found 1 day ago

Roundtrip non-stop flight included

Tel Aviv (TLV) to Kalymnos (JKL)

Book a stay at this beach hotel in Kalymnos. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Kalydna Crag and Poets Crag are located nearby.

We had a fantastic stay at the Carian. Beautiful hotel and view, great location, all the staff were wonderful, kind, and helpful and breakfast was delicious. Easy walk to the beach, restaurants, shops. Excellent location for climbing routes and a short taxi to/from the port. Will stay here again.

Reviewed on Jun 30, 2026

Apollonia Hotel

2 out of 5

Price was $1,907, price is now $1,864 per person

$1,864

per person

Nov 16 - Nov 20

found 1 day ago

Roundtrip flight included

Philadelphia (PHL) to Kalymnos (JKL)

Stay at this aparthotel in Kalymnos. Enjoy free WiFi, free parking, and an airport shuttle (surcharge). Popular attractions Massouri Beach and Poets Crag are located nearby.

Ideal location for the climbing sectors near Masouri. Close to the beach and restaurants etc. Lovely apartments and very spacious, good cooking facilities. Very friendly staff.

Reviewed on Oct 6, 2025

Kalydna Island Hotel

3 out of 5

Price was $1,970, price is now $1,937 per person

$1,937

per person

Nov 16 - Nov 20

found 1 day ago

Roundtrip flight included

Philadelphia (PHL) to Kalymnos (JKL)

Book a stay at this business-friendly hotel in Kalymnos. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Kantouni Beach and Linaria Beach are located nearby.

Excellently clean with new towels everyday and room servicing every day firndly staff very helpful

Reviewed on Jun 13, 2025

Analeia Luxury Hotel - Adults Only

4 out of 5

Price was $1,279, price is now $1,258 per person

$1,258

per person

Sep 26 - Sep 28

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Kalymnos (JKL)

Stay at this hotel in Kalymnos. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Grande Grotta and Kalydna Crag are located nearby.

Evanik Chic Hotel

3 out of 5

Price was $1,349, price is now $1,334 per person

$1,334

per person

Sep 26 - Sep 28

found 1 day ago

Roundtrip flight included

Philadelphia (PHL) to Kalymnos (JKL)

Stay at this hotel in Kalymnos. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Folklore Museum and Archaelogical Museum of Kalymnos are located nearby.

Katerina Apartments

2 out of 5

Price was $1,820, price is now $1,805 per person

$1,805

per person

Nov 16 - Nov 20

found 1 day ago

Roundtrip flight included

Philadelphia (PHL) to Kalymnos (JKL)

Stay at this aparthotel in Kalymnos. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Castle of the Knights of St John and Archaelogical Museum of Kalymnos are located nearby.