Title: 5 Stars Hotels in Maitland, Orlando from CA $149 - Find Cheap Maitland Hotels With 5 Stars | Expedia.ca [Maitland Travel Guide](https://expedia.ca/Maitland.dx8442)[Hotels in Maitland](https://expedia.ca/Maitland-Hotels.d8442.Travel-Guide-Hotels)[Vacation Rentals in Maitland](https://expedia.ca/Maitland-Vacation-Rentals.d8442.Travel-Guide-VacationRentals)[Flights to Maitland](https://expedia.ca/Cheap-Flights-To-Maitland.d8442.Travel-Guide-Flights)[Things to do in Maitland](https://expedia.ca/Things-To-Do-In-Maitland.d8442.Travel-Guide-Activities)[Maitland Car Rentals](https://expedia.ca/Car-Rentals-In-Maitland.d8442.Car-Rental-Guide)[Maitland Vacation Packages](https://expedia.ca/Maitland.d8442.Destination-Travel-Guides) ![Orlando showing dining out and theatre scenes as well as a couple](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/52000/52115-Enzian-Theatre.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Maitland, Orlando from CA $149 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Maitland 5 Star Hotels Tonight [Oct 26 - Oct 27](https://www.expedia.ca/Hotel-Search?regionId=8442&startDate=2025-10-26&endDate=2025-10-27&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 27 - Oct 28](https://www.expedia.ca/Hotel-Search?regionId=8442&startDate=2025-10-27&endDate=2025-10-28&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=8442&startDate=2025-10-31&endDate=2025-11-02&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=8442&startDate=2025-11-07&endDate=2025-11-09&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Maitland 5 Star Hotels ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603710/9dffefcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603710/10675d1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Barron Suite | View from room](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603710/5c44bf64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/91000000/90610000/90603800/90603710/94144e31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Conrad Orlando at Evermore Orlando 9.6/10 Exceptional (309) "Amazing property, amazing food and staff, would definitely stay here again!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Shaneil CA $596 CA $741 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Orlando-Hotels-Conrad-Orlando.h90603710.Hotel-Information) ![3 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/8000000/7380000/7374500/7374428/d1187640.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Suite, 1 King Bed with Sofa bed | Living area](https://images.trvl-media.com/lodging/8000000/7380000/7374500/7374428/b73bddcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/8000000/7380000/7374500/7374428/60c5847d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/8000000/7380000/7374500/7374428/3e74ad68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort Golden Oak 9.6/10 Exceptional (875) "Fantastic hotel, lovely front desk and housekeeping staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tanis CA $1,826 CA $2,134 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Orlando-Hotels-Four-Seasons-Resort-Orlando-At-WALT-DISNEY-WORLD-Resort.h7374428.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/920000/914200/914146/2e35acb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/914200/914146/bf260b5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/1000000/920000/914200/914146/4911def2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/1000000/920000/914200/914146/818ce775.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ritz-Carlton Orlando, Grande Lakes Orlando 9.4/10 Exceptional (1007) "Great facility and well worth the money" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark CA $712 CA $888 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Orlando-Hotels-The-Ritz-Carlton-Orlando.h914146.Hotel-Information) ![Townhome, 3 Bedrooms | Balcony](https://images.trvl-media.com/lodging/51000000/50700000/50698800/50698709/6533bfdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 3 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/51000000/50700000/50698800/50698709/740c82ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 3 Bedrooms | Living area](https://images.trvl-media.com/lodging/51000000/50700000/50698800/50698709/1f8d2aa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/51000000/50700000/50698800/50698709/0f2446bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deluxe 3 Bedroom Apartment Vista Cay Resort 404 Orlando 2.0/10 (1) "They just cancelled my trip without any notifications. When i spoke to the seller, it looks like they want you to book directly on their portal. Hotels.com should remove such postings" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ramesh [](https://www.expedia.ca/Orlando-Hotels-404-Vista-Cay-Resort-Orlando-61826.h50698709.Hotel-Information) ![Room, 3 Bedrooms, Private Pool (View)](https://images.trvl-media.com/lodging/76000000/75040000/75034500/75034433/w3997h2667x0y0-5cbde160.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/76000000/75040000/75034500/75034433/615c8907.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/76000000/75040000/75034500/75034433/ceadcc1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 3 Bedrooms, Private Pool (View) | Exterior](https://images.trvl-media.com/lodging/76000000/75040000/75034500/75034433/c6a0d540.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ritz-Carlton Residences Orlando, Grande Lakes Orlando [](https://www.expedia.ca/Orlando-Hotels-The-Ritz-Carlton-Residences-Orlando-South.h75034433.Hotel-Information) ![House | Pool](https://images.trvl-media.com/lodging/47000000/46010000/46005700/46005675/9a43d625.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Private kitchen](https://images.trvl-media.com/lodging/47000000/46010000/46005700/46005675/16f97f7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Private kitchen](https://images.trvl-media.com/lodging/47000000/46010000/46005700/46005675/f1ac52a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Balcony](https://images.trvl-media.com/lodging/47000000/46010000/46005700/46005675/07e58d6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vista Cay Dream Orlando [](https://www.expedia.ca/Orlando-Hotels-Vista-Cay-Dream.h46005675.Hotel-Information) ![Condo | Pool](https://images.trvl-media.com/lodging/46000000/46000000/45994700/45994674/56d4278c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo | Pool](https://images.trvl-media.com/lodging/46000000/46000000/45994700/45994674/f173b4e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo | Interior](https://images.trvl-media.com/lodging/46000000/46000000/45994700/45994674/456b4fdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo | Balcony](https://images.trvl-media.com/lodging/46000000/46000000/45994700/45994674/3e5d6637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Penthouse Cabana Orlando [](https://www.expedia.ca/Orlando-Hotels-Penthouse-Cabana.h45994674.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Maitland-Hotels.s50-0-d8442.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Maitland-Hotels.s50-0-d8442.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Maitland. ![DoubleTree by Hilton Hotel Orlando at SeaWorld](https://images.trvl-media.com/lodging/1000000/20000/18900/18874/69019073_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Hotel Orlando at SeaWorld 10100 International Drive, Orlando, FL CA $97 CA $149 total Nov 2 - Nov 3 includes taxes & fees 7.4/10 Good! (6,189 reviews) [](https://expedia.ca/Orlando-Hotels-DoubleTree-By-Hilton-Hotel-Orlando-At-SeaWorld.h18874.Hotel-Information) ![Hyatt Regency Orlando](https://images.trvl-media.com/lodging/1000000/10000/9600/9574/1bb0a2ac_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hyatt Regency Orlando 9801 International Dr, Orlando, FL CA $188 CA $289 total Nov 15 - Nov 16 includes taxes & fees 9/10 Wonderful! (1,798 reviews) [](https://expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando.h9574.Hotel-Information) ![Hyatt Regency Orlando International Airport](https://images.trvl-media.com/lodging/1000000/10000/2800/2754/acaa1e8b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hyatt Regency Orlando International Airport 9300 Jeff Fuqua Boulevard, Orlando, FL CA $262 CA $294 total Oct 27 - Oct 28 includes taxes & fees 9.4/10 Exceptional! (3,680 reviews) [](https://expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando-International-Airport.h2754.Hotel-Information) Still don't see what you're looking for? [See all properties in Maitland.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=27%2F10%2F2025&endDate=28%2F10%2F2025®ionId=8442&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=27%2F10%2F2025&endDate=28%2F10%2F2025®ionId=8442&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=27%2F10%2F2025&endDate=28%2F10%2F2025®ionId=8442&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=27%2F10%2F2025&endDate=28%2F10%2F2025®ionId=8442&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=27%2F10%2F2025&endDate=28%2F10%2F2025®ionId=8442&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=27%2F10%2F2025&endDate=28%2F10%2F2025®ionId=8442&star=50&star=50&amenities=WATER_PARK) 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. ## Learn more about Maitland Maitland is calling! Discover its food, art, temples, and more. [See all hotels in Maitland](https://www.expedia.ca/Hotel-Search?startDate=2025-11-09&endDate=2025-11-10&adults=2®ionId=8442) ![Orlando showing dining out and theatre scenes as well as a couple](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/52000/52115-Enzian-Theatre.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) Photo by Visit Orlando ## Top Maitland Hotel Reviews ## Find out more about Maitland ## Five Star Hotels in Maitland There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Maitland so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Maitland and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Maitland Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places. Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town. #### Make Your Escape to Maitland The results are in, and Maitland 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. This is a great time to find 5-star hotel deals in Maitland! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Maitland today and settle down in the lap of luxury tomorrow. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Maitland? > How much you pay for a 5-star hotel in Maitland depends on factors like when you want to go and the length of your getaway. Our top tip for landing an awesome deal? Use our pricing filters to compare all of the available options for your preferred dates. > > > > - Search for the lowest price per night from CA $149 ### What makes a hotel 5 stars in Maitland? > In Maitland, a hotel is required to offer a specific level of top-notch amenities to be rated 5 stars. These may include gourmet restaurants, saunas and spas, on-site gyms, premium bedding, luxury bathroom products and more. What also sets 5-star hotels apart is their outstanding service. You'll enjoy things like in-room massages, nightly turn-down services and concierge services. Some may even offer extra touches such as welcome gifts. ### Are there any 5-star all-inclusive resorts in Maitland? > Our convenient filters are the quickest way to find exactly what you're looking for. Select "5-star" and "All inclusive" to see the most upscale hotels in Maitland where your meals, room, entertainment and activities are included in the price. 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