A historic building with a sign reading "K. Matsui Store Building 1923" and a storefront named "Holiday & Co."

5 Stars Hotels in Makawao, Hawaii from CA $586

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Check availability on Makawao 5 Star Hotels

Tonight
Sep 27 - Sep 28
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Sep 28 - Sep 29
Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

Our top choices for Makawao 5-star hotels

A pool with a waterfall feature, surrounded by palm trees and a stone structure.
A resort with a pond, a wooden bridge, and lush greenery.
A resort with multiple buildings, a beach, and a mountainous backdrop.
A spacious balcony with a view of a pool and palm trees, furnished with wicker chairs and a coffee table.

1. Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
United States
Jason
CA $1,139
CA $1,444 total
includes taxes & fees
Oct 12 - Oct 13
Grand Wailea Maui, A Waldorf Astoria Resort
A resort pool area with a central fountain, surrounded by lounge chairs and palm trees, leading to the ocean.
A balcony with wicker furniture, a view of the ocean, palm trees, and a mountain in the distance.
A bar area with a curved counter, multiple bar stools, and a view of palm trees and the ocean at dusk.
A resort with a pool, beach, and mountain view.

2. Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
Wailea
United States
You Jin
CA $1,167
CA $1,477 total
includes taxes & fees
Sep 28 - Sep 29
Four Seasons Resort Maui at Wailea
A water park with multiple slides and a pool area surrounded by lush greenery and palm trees.
A well-maintained golf course with a clear view of the ocean and a winding path.
A deck with two lounge chairs facing a scenic ocean view, a wooden floor, and a modern architectural design.
A serene outdoor seating area with two tables covered in white tablecloths and wooden stools, overlooking a coastal view with the ocean and a distant island.

3. Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
Wailea
United States
Amalia
CA $853
CA $1,111 total
includes taxes & fees
Oct 25 - Oct 26
Wailea Beach Resort - Marriott, Maui
A staircase with a view of a garden, palm trees, and a bridge.
A balcony with a view of the ocean and sunset.
A resort with a large swimming pool, palm trees, and a view of the ocean.
A resort pool area with lounge chairs, umbrellas, and palm trees.

4. Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
Wailea
United States
Blanca Veronica
CA $1,498
CA $1,877 total
includes taxes & fees
Sep 28 - Sep 29
Fairmont Kea Lani Maui
A poolside area with a fire pit, lounge chairs, and umbrellas.
A room with a view of the ocean and lush greenery.
A bar area with a view of palm trees and the ocean at sunset.
A resort with a pool, a covered outdoor area, and a stone wall.

5. Hotel Wailea Maui

Hotel Wailea Maui
Wailea
United States
Rashonner
CA $1,356
CA $1,694 total
includes taxes & fees
Oct 4 - Oct 5
Hotel Wailea Maui
A resort with thatched-roof structures, a pool with a waterfall, and wooden railings.
A pool with a waterfall feature, lounge chairs, and palm trees under a sunset sky.
A spacious kitchen with a large island, wooden cabinets, and a view of the ocean.
A golf course with a pond, trees, and a view of the ocean.

6. Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
Wailea
United States
Justin Robert
CA $2,434
CA $2,981 total
includes taxes & fees
Oct 17 - Oct 18
Ho‘olei Villas at Grand Wailea
A resort with multiple bungalow-style buildings, a swimming pool, and a beach.
A hotel room with a large bed, a desk with a chair, a view of the ocean, and a balcony with a hanging light fixture.
A resort with a beach, a swimming pool, and a large building.
A patio with a sofa and table, a view of a golf course, and a gazebo.

7. Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
Lahaina
United States
AURA MARINA
CA $481
CA $646 total
includes taxes & fees
Sep 30 - Oct 1
Royal Lahaina Bungalows & Spa
A staircase with a view of a garden, palm trees, and a bridge.
A resort with multiple swimming pools, palm trees, and a view of the ocean.
A spacious outdoor lounge area with multiple seating options, including sofas and chairs, surrounded by lush greenery and architectural features like arches and a pergola.
A hotel lobby with a large arched window overlooking a beach, several wooden chairs, and ambient lighting.

8. Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience
Wailea
United States
Sze Wai
CA $3,690
CA $4,479 total
includes taxes & fees
Oct 12 - Oct 13
Fairmont Kea Lani Maui Villa Experience
A spacious living room with a large window, a ceiling fan, a sofa, a coffee table, and a TV.
A modern living room with a wicker chair, a blue sofa, and a dining area in the background.
A modern living room with a wooden coffee table, a sofa with blue cushions, a dining area with wicker chairs, and a kitchen with a refrigerator.
A room with a blue cabinet, a mirror, and a plant.

9. Oceanfront Kihei Paradise Vistas

Oceanfront Kihei Paradise Vistas
Central Kihei
United States
Mae
Oceanfront Kihei Paradise Vistas
A balcony with a wooden table, a bottle of champagne, and a flower arrangement.
A modern kitchen with grey cabinets, a built-in oven, and a white countertop. There is a dining area with a wooden table and blue chairs.
A living room with a blue sofa, a coffee table, and a TV on the wall. There is a balcony with a view of the ocean and palm trees.
A hotel with multiple balconies, a well-maintained lawn, and palm trees.

10. 2 2 Oceanview Modern Resort Vistas

2 2 Oceanview Modern Resort Vistas
Central Kihei
United States
Carrie
2 2 Oceanview Modern Resort Vistas
A resort pool area with a hot tub, lounge chairs, and palm trees.
A golf course with a water body, trees, and a distant mountain.
A wooden bridge over a pond, a well-maintained lawn, and a building with a balcony.

11. Villa, Garden View, 2-bedroom

Villa, Garden View, 2-bedroom
Wailea
CA $781
CA $1,728 total
includes taxes & fees
Oct 1 - Oct 2
Villa, Garden View, 2-bedroom
A resort with a pool, outdoor seating, and a view of the ocean.
A modern kitchen with a large island, stainless steel appliances, and bar stools.
A hotel with multiple balconies, a swimming pool area, and palm trees.
A modern kitchen with a built-in microwave, a dining area with wooden chairs, and a large window offering a view.

12. Aloha Chic Penthouse Vistas

Aloha Chic Penthouse Vistas
Central Kihei
United States
Shirley
Aloha Chic Penthouse Vistas
A modern kitchen with white cabinets, stainless steel appliances, and a large island.
A modern kitchen with white marble countertops, wooden flooring, and large windows offering a view of the outdoors.
A clear swimming pool with a wooden deck and lounge chairs around it, surrounded by lush greenery.
A modern kitchen with white cabinets, a large marble island, stainless steel appliances, and wicker pendant lights.

13. Wailea Luxury Hilltop Resort Vistas

Wailea Luxury Hilltop Resort Vistas
Wailea
United States
Maryna
Wailea Luxury Hilltop Resort Vistas
A modern living room with a large TV, comfortable seating, and a view of the ocean through sliding glass doors.
A modern kitchen with stainless steel appliances, a dining area with a table and chairs, and a living room with a sofa and coffee table.
A modern kitchen with grey cabinets, stainless steel appliances, and a white marble countertop.
A tropical resort with palm trees, a view of the ocean, and a parking area.

14. Upscale Luxurious Ocean Resort Vistas

Upscale Luxurious Ocean Resort Vistas
South Kihei
Upscale Luxurious Ocean Resort Vistas
A modern living room with a large TV, comfortable seating, and a balcony with a view of buildings and greenery.
A modern living room with a sofa, coffee table, and a large TV displaying a beach scene.
A kitchen counter with a bottle of Pellegrino water, a box of Mini Bites Lemon, and a potted orchid.
A modern kitchen with a central island, built-in appliances, and pendant lighting.

15. Centrally Located Elegant Vistas

Centrally Located Elegant Vistas
South Kihei
United States
Edwin
Centrally Located Elegant Vistas
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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 Makawao.
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

3550 Wailea Alanui Dr Kihei HI
CA $1,056
CA $1,337 total
Oct 28 - Oct 29
includes taxes & fees
Andaz Maui at Wailea Resort - a concept by Hyatt
AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea

88 WAILEA IKE PLACE Kihei HI
CA $635
CA $796 total
Oct 3 - Oct 4
includes taxes & fees
AC Hotel by Marriott Maui Wailea
Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas

575 S Kihei Road Kihei HI
CA $451
CA $586 total
Oct 17 - Oct 18
includes taxes & fees
9.4/10 Exceptional! (400 reviews)
Hilton Grand Vacations Club Maui Bay Villas
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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 Makawao

This upcountry town blends Hawaiian paniolo culture with art galleries where you can watch glassblowers and woodworkers create. Visit Hui No'eau Visual Arts Centre for hands-on workshops, then explore nearby Haleakala National Park's volcanic landscapes.

See all hotels in Makawao
A rugged mountain landscape with rocky outcrops and a valley.

Top Makawao Hotel Reviews

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

10/10 Excellent
"I loved their landscape. The rooms were kept clean. Staffs were friendly and helpful. Pool maintained was kept up nice. The pool was always clean."
Phillip 6-night trip
Posted 9 hours ago
Grand Wailea Maui, A Waldorf Astoria Resort
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

10/10 Excellent
"Our first stay in Wailea and we felt welcome from the very first moment we pulled into the resort. Amazing and friendly staff in a luxury setting. Plenty of lounge chairs with full towel covers. The beach path is great as well. A truly relaxing holiday. We hope to return."
Gabriel 3-night trip
Posted 2 days ago
Fairmont Kea Lani Maui
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

10/10 Excellent
"Incredible service and high end property. The rooms are updated with a nice balcony. 3 pools and direct beach access makes it easy."
Alon 6-night trip
Posted 3 days ago
Four Seasons Resort Maui at Wailea
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

10/10 Excellent
"I loved the cleanliness of the hotel as well as the exceptional staff. Everyone was so polite and welcoming."
Tiffany 17-night trip
Posted 3 days ago
Wailea Beach Resort - Marriott, Maui

Find out more about Makawao

Five Star Hotels in Makawao

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 Makawao 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 Makawao and get ready to be pampered like never before.

Get a Great Deal on 5-Star Hotels in Makawao

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 Makawao

The results are in, and Makawao 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 Makawao! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Makawao 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 Makawao?
There are several pricing options for a 5-star hotel in Makawao on Expedia. How much you'll pay will depend on your travel dates, length of your trip and other factors. Compare all of the available accommodations for your chosen dates and use our pricing and other filters to find the ideal upscale stay.
  • Search for the lowest price per night from CA $586
What makes a hotel 5 stars in Makawao?
Exceptional guest service is the foundation of every 5-star hotel in Makawao. From the instant you arrive, staff are at your beck and call, whether recommending activities or providing in-room massage treatments. In addition, hotels have to feature top-rate conveniences to be entitled to a 5-star rating. These can include luxury bath products, saunas or spas, swimming pools, gastronomic kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Makawao?
Expedia's filters are the quickest way to narrow down what you want. Select "5-star" and "All inclusive" to see the most luxurious hotels in Makawao where your meals, accommodations, entertainment and activities are included in the price. At these getaways, your vacation is pure leisure from the moment you check in.

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