Plan your trip

A mountainous landscape with orange poppy flowers in the foreground and snow-capped mountains in the background.

Find 5 Star Hotels in Calimesa, CA from $400

  • 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 prices for these dates

    Check prices for these dates, December 15 – 16, 2026

    View in a map

    Our top choices for Calimesa 5-star hotels

    1. Yaamava’ Resort & Casino at San Manuel

    A spacious indoor area with a large tree, seating arrangements, and a modern design.

    2. Basecamp Modern A Frame Retreat

    A spacious living room with a large window, wooden ceiling, and a cozy seating area.

    3. Summit Happy Mountain Cabin

    A cabin with a wooden exterior, a balcony, and a staircase leading to the entrance.

    4. Peaceful Sunshine Chalet with Hot Tub

    A spacious living area with a high wooden ceiling, a kitchen in the background, and a large window with blinds.

    5. Big 10 Luxury Cabin with HotTub

    A wooden cabin with a hot tub, surrounded by trees.

    6. Hot Tub-Game Tables Aspen Glen

    A row of traditional chalet-style buildings with snow-covered roofs and a clear blue sky in the background.

    7. Teakwood Cozy Wood Cabin with Fireplace

    A spacious living area with a wooden ceiling, a chandelier, and a dining table with blue chairs.

    8. McWhinney The Pooh's Den

    A cozy living room with leather sofas, a stone fireplace, and a television.

    9. Summit Pine Lodge 4 BDR Minutes From Bear Lake!

    A cozy living room with a stone fireplace, leather sofa, and large windows overlooking a forest.

    10. Moonshine Cabin

    A hammock chair in a wooden room with a guitar and a bookshelf.

    11. Alpine Lakefront

    Exterior

    12. Summit Adventure

    A cozy dining area with a wooden staircase, a brick wall, and a fireplace.

    13. Firefly Cabin

    A bedroom with a large bed, a bedside table, a wall-mounted light, and a decorative wall piece.

    Find out more about Calimesa

    Indulge your every whim on your impending break. After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Calimesa so popular in the last year. There's no reason to delay a getaway to Calimesa any longer. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Our 5-star hotels in Calimesa are the perfect places to relax in when you really need to escape. Don't wait any longer!

    Get a Great Deal on 5-Star Hotels in Calimesa

    You can expect high quality from your hotel. Exceptional service, delicious meals, and personalized service are all at your fingertips. You're sure to find exactly the accommodation you need. You'll be pleased to note that the hotels in Calimesa offer great customer service, averaging 3.5 in our ranking system, giving you a lot to look forward to. How do you want to relax? A concierge to help you pick out your next adventure? A full-body massage to help your cares fall away? Comfortable beds, lip-smacking main courses, and even a hot tub in the bathroom...these hotels are one-of-a-kind. Want to see for yourself? Plenty of visitors recommend this location.

    Can't wait to get outside? We hear you. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what you end up doing, the 5-star hotels in Calimesa are the perfect place to relax after an exciting day.

    Your Getaway Starts Today

    The results are in, and Calimesa 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. Expedia can help you land a great deal on accommodation. It's time to indulge yourself. Select one of our Calimesa 5-star hotels today and soothe yourself in luxe surroundings tomorrow.

    Frequently Asked Questions

    How much does it cost to stay in a 5-star hotel in Calimesa?

    There are various pricing options for 5-star hotels in Calimesa on Expedia. How much you'll pay will depend on when you want to travel, length of stay and other factors. Compare all of the available accommodations for your desired dates and use our pricing and other filters to discover the ideal high-end stay.

    What makes a hotel 5 stars in Calimesa?

    Impeccable guest service is at the heart of every 5-star hotel in Calimesa. From the second you arrive, staff are at your beck and call, whether recommending activities or providing a turn-down service. Plus, hotels must offer upscale amenities to be eligible for a 5-star rating. These can include luxury bathrobes, on-site spa facilities, swimming pools, fine dining kitchens and knowledgeable concierge.

    Are there any 5-star all-inclusive resorts in Calimesa?

    Find a luxury getaway that includes your room, meals, activities and entertainment in Calimesa with our handy filters. Search for properties rated 5 stars and select the "All inclusive" filter. Make sure you check what's included in the price. That way, you can take full advantage of all the premium perks when you get there.

    Are there any 5-star vacation rentals in Calimesa?

    There are no 5-star vacation rentals in Calimesa on our site, but there are a range of other highly rated properties worth looking into. Search through our vacation rentals in Calimesa to book the best place for your stay.

    Explore a world of travel with Expedia