A clear turquoise sea, a small island with dense green foliage, and a clear blue sky.

Hotels with Air Conditioning in Portland from $97

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Portland Hotels with Air Conditioning

This weekend
Aug 7 - Aug 9
Next weekend
Aug 14 - Aug 16

Our top choices for Portland hotels with air conditioning

Panoramic Room, 1 King Bed, Pool Access, Ocean View | View from room

1. All Nations Guesthouse

All Nations Guesthouse
3.0 star property
Port Antonio
8.8 out of 10, Excellent, (151 reviews)
"The nicest staff I’ve met! I had a car problem and they all were extremely supportive and sweet. I will definitely be coming back. Super grateful for them!"
United States
Evelyn
$85 nightly
The price is $99
Aug 5 - Aug 6
Total with taxes and fees
All Nations Guesthouse
Restaurant

2. Bay View Eco Resort & Spa

Bay View Eco Resort & Spa
3.0 star property
Port Antonio
7.8 out of 10, Good, (102 reviews)
"Everything was perfect 👌"
United States
Kimberly
$164 nightly
The price is $180
Aug 4 - Aug 5
Total with taxes and fees
Bay View Eco Resort & Spa
Sundeck

3. Bonne Amie

Bonne Amie
3.5 star property
Port Antonio
Bonne Amie
Outdoor pool

4. Cocosan Villa

Cocosan Villa
4.0 star property
Port Antonio
Cocosan Villa
Villa, 1 Bedroom, Ocean View | In-room safe, individually decorated, individually furnished, bed sheets

5. Frenchman's Cove Resort

Frenchman's Cove Resort
3.0 star property
Port Antonio
6.6 out of 10, (99 reviews)
"Beautiful and relaxing stay "
United States
Lisa
$218 nightly
The price is $252
Aug 11 - Aug 12
Total with taxes and fees
Frenchman's Cove Resort
View from property

6. Geejam

Geejam
4.5 star property
Port Antonio
9.4 out of 10, Exceptional, (94 reviews)
"Property and scenery was great . Awesome staff. Room and bathroom well decorated with pictures of music musicians in black and white also country folks. Food was delicious also property , pools and surroundings is well kept ."
United States
Hyacinth
$373 nightly
The price is $413
Aug 30 - Aug 31
Total with taxes and fees
Geejam
View from property

7. Goblin Hill Villas at San San

Goblin Hill Villas at San San
3.0 star property
Port Antonio
8.4 out of 10, Very Good, (132 reviews)
"Everything was very professional and well kept, the ocean view, staff, and clean room."
United States
Malique
Goblin Hill Villas at San San
Front of property

8. Jamaica Palace Hotel

Jamaica Palace Hotel
3.5 star property
Port Antonio
8.2 out of 10, Very Good, (344 reviews)
"This was our second time staying at Jamaica Palace. We love the hotel's location, style, the local breakfast was very good and the staff extremely helpful."
United States
Patrick
$165 nightly
The price is $184
Aug 9 - Aug 10
Total with taxes and fees
Jamaica Palace Hotel
Smart TV, video games, DVD player, table tennis

9. Amazing Caribbean Sea & Mountain Views, Luxury, Privacy, 4 bd suites, sleeps 12

Amazing Caribbean Sea & Mountain Views, Luxury, Privacy, 4 bd suites, sleeps 12
San San
8.4 out of 10, Very Good, (8 reviews)
"This is a property built in the 70s that have not been upgraded since the 90s other than the clim units in the bedrooms. The main living area of the house is open do not have clim. During dinner, we were sweating a lot and we ended up with multiple bugs bites. The house has no real windows, it’s only ventilation shutters that separate you from outside. On the positive side, we ate extremely well and the staff was great. So pictures of the house on the website are deceiving and were probably...
United States
Anonymous traveler
Amazing Caribbean Sea & Mountain Views, Luxury, Privacy, 4 bd suites, sleeps 12
Exterior

10. Match Resort Hotel

Match Resort Hotel
3.0 star property
Port Antonio
8.2 out of 10, Very Good, (232 reviews)
"A very cozy and clean hotel....serice was superb and the staff were pleasant and helpful. Would definitely stay here again and recommend to anyone."
United States
Ramona
$87 nightly
The price is $97
Sep 2 - Sep 3
Total with taxes and fees
Match Resort Hotel
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Portland Hotel Reviews

R Hotel Kingston

R Hotel Kingston

10/10 Excellent
"My go to place whenever I’m in Kingston."
Jodi-Ann 2-night trip
Posted 8 hours ago
R Hotel Kingston

Explore a world of travel with Expedia

Frequently asked questions

Why book your hotel with air conditioning in Portland with Expedia?
Expedia has unbeatable deals on hotels with air conditioning in Portland. If you're sticking to a budget, click on how much you'd like to spend and your preferred hotel star rating. Then make use of our filters to search for air-conditioned retreats with amenities like a pool or free WiFi. We'll help you find the perfect pad whatever your getaway looks like.
How can I find cheap hotels with air conditioning in Portland?
With Expedia's useful filter tool, booking cheap hotels with air conditioning in Portland couldn't be simpler. To find properties with AC that are easy on your bank balance, fine-tune your search results by star rating and budget.