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

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Check availability on Makawao 5 Star Hotels

Tonight
25 Oct - 26 Oct
Tomorrow
26 Oct - 27 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for Makawao 5-star hotels

A pool with a waterfall feature, surrounded by palm trees and a stone structure.
An aerial view of a beach resort with rows of sun loungers, palm trees, and a view of the ocean.
A spacious balcony with a view of a pool and palm trees, furnished with wicker chairs and a coffee table.
A resort with multiple buildings, a beach, and a mountainous backdrop.

1. Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
United States
nicholas gaetano
SAR 2,581
SAR 3,308 total
includes taxes & fees
20 Nov - 21 Nov
Grand Wailea Maui, A Waldorf Astoria Resort
A staircase with a view of a garden, palm trees, and a bridge.
A resort pool area with lounge chairs, umbrellas, and palm trees.
A spacious lobby with a curved wooden arch, seating areas, and a bar.
A resort with a large swimming pool, palm trees, and a view of the ocean.

2. Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
Wailea
United Kingdom
Sonam
SAR 3,825
SAR 4,803 total
includes taxes & fees
26 Oct - 27 Oct
Fairmont Kea Lani Maui
A resort pool area with a central fountain, surrounded by lounge chairs and palm trees, leading to the ocean.
An aerial view of a resort with multiple pools, palm trees, and lounge areas.
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.

3. Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
Wailea
United States
Quinn
SAR 3,847
SAR 4,812 total
includes taxes & fees
15 Nov - 16 Nov
Four Seasons Resort Maui at Wailea
A water park with multiple slides and a pool area surrounded by lush greenery and palm trees.
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.
A well-maintained golf course with a clear view of the ocean and a winding path.
A spa setting with a bathtub, candles, flowers, and a champagne bottle.

4. Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
Wailea
United States
Rachel
SAR 2,139
SAR 2,803 total
includes taxes & fees
15 Nov - 16 Nov
Wailea Beach Resort - Marriott, Maui
A poolside area with a fire pit, lounge chairs, and umbrellas.
A bar area with a view of palm trees and the ocean at sunset.
A spacious indoor area with a high ceiling, large windows, and a view of the ocean.
A room with a view of the ocean and lush greenery.

5. Hotel Wailea Maui

Hotel Wailea Maui
Wailea
United States
Maureen
SAR 3,172
SAR 3,988 total
includes taxes & fees
31 Oct - 1 Nov
Hotel Wailea Maui
A resort with thatched-roof structures, a pool with a waterfall, and wooden railings.
A multi-level hotel atrium with a central bar, outdoor seating, and multiple balconies.
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
SAR 6,460
SAR 7,913 total
includes taxes & fees
10 Nov - 11 Nov
Ho‘olei Villas at Grand Wailea
A resort with multiple bungalow-style buildings, a swimming pool, and a beach.
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.
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.

7. Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
Lahaina
United States
AURA MARINA
SAR 1,098
SAR 1,504 total
includes taxes & fees
7 Nov - 8 Nov
Royal Lahaina Bungalows & Spa
A spacious living room with a large window, a ceiling fan, a sofa, a coffee table, and a TV.
A modern kitchen with white cabinets, a marble island, and a view of the ocean.
A modern living room with a wicker chair, a blue sofa, and a dining area in the background.
A room with a blue cabinet, a mirror, and a plant.

8. 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 kitchen with a microwave, a knife block, a bottle of Veuve Clicquot champagne, and two glasses on a marble countertop.
A hotel with multiple balconies, a well-maintained lawn, and palm trees.
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.

9. 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.
Hiking
A resort with a swimming pool, palm trees, and a mountainous backdrop.
A golf course with a water body, trees, and a distant mountain.

10. Villa, Garden View, 2-bedroom

Villa, Garden View, 2-bedroom
Wailea
SAR 3,554
SAR 6,567 total
includes taxes & fees
27 Oct - 28 Oct
Villa, Garden View, 2-bedroom
A bedroom with a large bed, a ceiling fan, a wardrobe, and a desk with a mirror and plants.
A modern kitchen with a large island, stainless steel appliances, and bar stools.
A modern living room with a large TV, a dining area, and a kitchen.
A resort with a pool, outdoor seating, and a view of the ocean.

11. 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 clear swimming pool with a wooden deck and lounge chairs around it, surrounded by lush greenery.
A kitchen with a large window offering a view of a tropical landscape, a coffee maker, and a sink.
A modern kitchen with white cabinets, a large marble island, stainless steel appliances, and wicker pendant lights.

12. 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 tropical resort with palm trees, a view of the ocean, and a parking area.
A modern kitchen with grey cabinets, stainless steel appliances, and a white marble countertop.
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.

13. 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 modern kitchen with a central island, built-in appliances, and pendant lighting.
A kitchen counter with a bottle of Pellegrino water, a box of Mini Bites Lemon, and a potted orchid.

14. 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.
Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas

575 S Kihei Road Kihei HI
SAR 1,198
SAR 1,555 total
31 Oct - 1 Nov
includes taxes & fees
9.4/10 Exceptional! (416 reviews)
Hilton Grand Vacations Club Maui Bay Villas
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

3550 Wailea Alanui Dr Kihei HI
SAR 3,378
SAR 4,273 total
25 Nov - 26 Nov
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
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
SAR 1,685
SAR 2,112 total
31 Oct - 1 Nov
includes taxes & fees
9.2/10 Wonderful! (302 reviews)
AC Hotel by Marriott Maui Wailea
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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 Center for hands-on workshops, then explore nearby Haleakala National Park's volcanic landscapes.

See all hotels in Makawao
A stone church with a clock tower, surrounded by palm trees and greenery.

Top Makawao Hotel Reviews

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

10/10 Excellent
"The Four Seasons Wailea is a truly exceptional property. The Amenities were all first class and service was in a class of its own. Our experience met and exceeded all expectations on all measures."
eric 8-night trip
Posted 9 days ago
Four Seasons Resort Maui at Wailea

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Makawao?
There are various pricing options for a 5-star hotel in Makawao on Expedia. How much you'll pay will depend on when you plan to travel, trip length and other factors. Compare all of the available accommodations for your desired dates and make use of our pricing and other filters to discover the perfect high-end stay.
  • Search for the lowest price per night from SAR 1,555
What makes a hotel 5 stars in Makawao?
From fine dining venues and all-day fitness centers to pools and the finest bedding, the 5-star experience in Makawao is all about comfort and indulgence. But it requires more than just upscale amenities to receive a 5-star rating. Stays must also offer superior guest-focused services like in-room massage treatments, laundry and dry cleaning and 24/7 room service.
Are there any 5-star all-inclusive resorts in Makawao?
Use our handy filters to find an upscale getaway in Makawao where most of what you need is included in the price. After your initial search, refine your results for hotels that have a 5-star rating and are categorized as "All inclusive." The first thing on the agenda at these stays? Pure enjoyment and indulgence.