An aerial view of a city with a prominent building complex, surrounded by dense greenery and a river.

5 Stars Hotels in Maitland, Orlando from CA $110

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Check availability on Maitland 5 Star Hotels

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Oct 2 - Oct 3
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Oct 3 - Oct 4
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Oct 2 - Oct 4
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Oct 9 - Oct 11

Our top choices for Maitland 5-star hotels

A resort with multiple swimming pools, lounge areas, and a modern building with balconies.
A modern hotel entrance with a large wooden ceiling structure, glass doors, and a view of the outdoors.
A rooftop lounge with wicker furniture, round tables, and potted plants.
An outdoor dining area with wicker furniture and hanging lights, overlooking a beach and hotel buildings.

1. Conrad Orlando at Evermore

Conrad Orlando at Evermore
Orlando
United States
Derick
CA $561
CA $703 total
includes taxes & fees
Oct 8 - Oct 9
Conrad Orlando at Evermore
A pool with a waterfall, surrounded by tropical vegetation and a stone bridge.
A pathway lined with tall, vertically planted trees and well-maintained greenery, leading towards a building with classical architecture.
A spacious lobby with a high ceiling, large windows, and a reflective floor.
A hotel with a central courtyard, a reflective pool, and a large building with a prominent entrance.

2. Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
Golden Oak
United States
Patrick
CA $1,717
CA $2,028 total
includes taxes & fees
Oct 13 - Oct 14
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
A water park with multiple slides and a pool area surrounded by palm trees and a golf course.
A modern living room with a sofa set, coffee table, and decorative plants.
A courtyard with outdoor seating, palm trees, and a pool.
A dining area with tables set for service, large arched windows, and wall-mounted lighting.

3. The Ritz-Carlton Orlando, Grande Lakes

The Ritz-Carlton Orlando, Grande Lakes
Orlando
United States
Teresa
CA $603
CA $766 total
includes taxes & fees
Oct 29 - Oct 30
The Ritz-Carlton Orlando, Grande Lakes
A modern indoor pool area with a dining setup and a view of the ocean.
A modern kitchen with a marble island, pendant lights, and a large window offering a view of palm trees.
A modern living room with a sectional sofa, a coffee table, and a TV on the wall.
A spacious kitchen with a large island, modern pendant lights, and a dining area with a long table and chairs.

4. The Ritz-Carlton Residences Orlando, Grande Lakes

The Ritz-Carlton Residences Orlando, Grande Lakes
Orlando
The Ritz-Carlton Residences Orlando, Grande Lakes
A balcony with wicker chairs and a decorative wall piece, overlooking a residential area with buildings and greenery.
A pathway leading to Vista Cay Resort with palm trees and greenery.
A living room with a sofa, armchairs, and a coffee table. There is a kitchen in the background with wooden cabinets and a dining area.
A living room with a flat-screen TV, a ceiling fan, a sofa, a coffee table, and a window with curtains.

5. Deluxe 3 Bedroom Apartment Vista Cay Resort 404

Deluxe 3 Bedroom Apartment Vista Cay Resort 404
Orlando
United States
Ramesh
Deluxe 3 Bedroom Apartment Vista Cay Resort 404
Pool
Living room
A bar area with a long counter, multiple chairs, ceiling fans, and a TV mounted on the wall.
A hot tub under a covered area with a patio table and chairs, surrounded by a fence and greenery.

6. Penthouse Cabana

Penthouse Cabana
Orlando
Penthouse Cabana
A swimming pool with clear blue water, surrounded by palm trees and lounge chairs.
Private kitchen
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island with bar stools.
Private kitchen

7. Vista Cay Dream

Vista Cay Dream
Orlando
Vista Cay Dream
Outdoor pool
Exterior
Lobby
Meeting facility

8. The Villas of Grand Cypress

The Villas of Grand Cypress
Orlando
Mexico
Selene
The Villas of Grand Cypress
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Maitland.
Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

9300 Jeff Fuqua Boulevard Orlando FL
CA $311
CA $350 total
Oct 26 - Oct 27
includes taxes & fees
9.4/10 Exceptional! (4,490 reviews)
Hyatt Regency Orlando International Airport
Avanti International Resort

Avanti International Resort

8738 International Dr Orlando FL
CA $98
CA $110 total
Oct 6 - Oct 7
includes taxes & fees
8/10 Very good! (4,595 reviews)
Avanti International Resort
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

8800 Vistana Centre Dr Orlando FL
CA $195
CA $219 total
Oct 25 - Oct 26
includes taxes & fees
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
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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

Stroll along the boardwalk at Lake Lily Park where weekend farmers markets showcase local treats and artisan crafts. Art lovers shouldn't miss the Maitland Art Center's Mayan-inspired architecture and rotating exhibits, while paddlers can explore peaceful waterways connecting the city's chain of lakes.

See all hotels in Maitland
A river winding through a town with a bridge, surrounded by greenery and buildings.

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 $110
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. At these escapes, your vacation is pure extravagance from the moment you pull up to the entrance.

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