The Best Historic Hotels in Greek Islands in 2026 | Expedia

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16 Oct - 18 Oct

Our top choices for Greek Islands historic hotels

A spa area with a view of the sea, a bathtub, and a tray with fruits and glasses.

A white-washed building with a potted plant on the roof, overlooking a clear blue sea with boats.

A room with a sofa, a wooden table, and a dining area with chairs. There are blue shutters on the windows, and a view of the sea is visible through the open door.

A bedroom with a large window, a bathtub, and a bed with a patterned blanket.

1. Esperas Santorini

Santorini

United States

Stephanie

AED 696

AED 832 total

includes taxes & fees

31 Oct - 1 Nov

A narrow street with outdoor seating and a building with a sign reading "AVLI".

A stone wall with a mirror, a vanity with a glass top, and a patterned cushion.

An interior with a stone archway, a central glass floor, and wooden furniture.

A building with a wooden door and windows, a balcony with metal railings, and a signboard.

2. Avli Lounge Apartments

Old Town Rethymnon

United Kingdom

Andrew

AED 432

AED 534 total

includes taxes & fees

19 Oct - 20 Oct

A man and a woman relaxing by a poolside, with a large umbrella providing shade.

A modern staircase with a minimalist design, leading to a rooftop area with cacti and a small garden.

A man and a woman sitting outside a building, with a cactus plant nearby.

A modern hotel room with a large bed, a built-in wardrobe, a vanity with a mirror, and a shelf with toiletries.

3. Alaso Design Suites - Adults Only

Santorini

United Kingdom

Harry

AED 593

AED 681 total

includes taxes & fees

16 Oct - 17 Oct

A pool area with stone walls, wicker chairs, and potted plants.

A modern living room with a stone wall, a flat-screen TV, a sofa, and a round coffee table.

A modern bedroom with a stone wall, a bedside table, a mirror, and a bed.

An outdoor patio with a pool, wooden pergola, and seating area.

4. Casa Vitae

Old Town Rethymnon

Norway

Christoffer

AED 617

AED 710 total

includes taxes & fees

9 Oct - 10 Oct

A large, historic building with a central staircase, surrounded by a well-maintained garden and outdoor seating area.

A hotel entrance with a wrought iron gate, a staircase leading to the main entrance, and a clear view of the building facade.

A hotel with a grand entrance, a central staircase, and a fountain in the foreground.

A grand hallway with a large wooden table at the center, surrounded by red walls and gold trim, leading to a grand arched doorway.

5. Halepa Hotel

Halepa

Canada

Martin

AED 426

AED 485 total

includes taxes & fees

19 Oct - 20 Oct

A narrow alleyway with stone buildings, outdoor seating, and a staircase leading to a higher level.

A hotel room with a large bed, a painting of a beach scene, a vanity with a mirror, and a red rug.

A spa area with a hot tub, a table with glasses, and a chair.

A hotel entrance with a stone wall, a signboard, and a pathway leading inside.

6. Allegory Boutique Hotel

Rhodes Old Town

United States

Arij

AED 427

AED 528 total

includes taxes & fees

7 Oct - 8 Oct

Room

Bathroom

Room

Room

7. Boutique Hotel Del Doge

Old Town Chania

Ireland

Mark

AED 253

AED 329 total

includes taxes & fees

31 Oct - 1 Nov

A sunken infinity pool with a white and blue color scheme, a wooden lounge chair, and a small table with a glass of wine.

Front of property

Beach/ocean view

An outdoor swimming pool with a white archway, surrounded by stone walls and potted plants.

8. Aigialos Luxury Traditional Settlement

Santorini

United Kingdom

Nathan

AED 863

AED 1,042 total

includes taxes & fees

12 Oct - 13 Oct

View all properties

Top Greek Islands Hotel Reviews

Ella Alkyna – Adults Only

Ella Alkyna – Adults Only

8/10 Good

"Great location. Good food. Good drinks. Some staff really grumpy - sometimes rude. Housekeeping great. Collection of room service plates etc left outside rooms for many days. Ultimately a joyful holiday."

Divani Corfu Palace

Divani Corfu Palace

10/10 Excellent

"Friendly staff, clean room and a nice pool and bar"

Sofia Hotel

Sofia Hotel

10/10 Excellent

"Helpful and friendly staff, decent hotel overall."

Agapi Beach Resort - Premium All Inclusive

Agapi Beach Resort - Premium All Inclusive

10/10 Excellent

"Staff were great. Ideal pool/beach holiday, nothing to worry about and great value."

Rodos Palace Hotel

Rodos Palace Hotel

10/10 Excellent

"One of the staff wasn’t helpful at the time I needed when my granddaughter needed help"