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Kaupakulua 5 Stars Hotels

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Check availability on Kaupakulua 5 Star Hotels

Tonight
Oct 22 - Oct 23
Tomorrow
Oct 23 - Oct 24
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Kaupakulua 5-star hotels

A pool with a waterfall feature, surrounded by palm trees and a stone structure.
A resort with multiple buildings, a beach, and a mountainous backdrop.
A resort with a pond, a wooden bridge, and lush greenery.
An aerial view of a beach resort with rows of sun loungers, palm trees, and a view of the ocean.

1. Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
United States
nicholas gaetano
NT$22,306
NT$28,584 total
includes taxes & fees
Nov 20 - Nov 21
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
NT$32,604
NT$40,991 total
includes taxes & fees
Oct 24 - Oct 25
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 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.

3. Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
Wailea
United States
Quinn
NT$33,238
NT$41,574 total
includes taxes & fees
Nov 15 - Nov 16
Four Seasons Resort Maui at Wailea
A resort with a large pool, a water slide, and a view of the ocean.
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 deck with two lounge chairs facing a scenic ocean view, a wooden floor, and a modern architectural design.
A well-maintained golf course with a clear view of the ocean and a winding path.

4. Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
Wailea
United States
Rachel
NT$18,483
NT$24,213 total
includes taxes & fees
Nov 15 - Nov 16
Wailea Beach Resort - Marriott, Maui
A poolside area with a fire pit, lounge chairs, and umbrellas.
A spacious indoor area with a high ceiling, large windows, and a view of the ocean.
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
Maureen
NT$29,152
NT$36,532 total
includes taxes & fees
Oct 31 - Nov 1
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 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.

6. Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
Wailea
United States
Justin Robert
NT$55,813
NT$68,360 total
includes taxes & fees
Nov 9 - Nov 10
Ho‘olei Villas at Grand Wailea
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 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.

7. 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 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.
A kitchen with a microwave, a knife block, a bottle of Veuve Clicquot champagne, and two glasses on a marble countertop.

8. 2 2 Oceanview Modern Resort Vistas

2 2 Oceanview Modern Resort Vistas
Central Kihei
United States
Carrie
2 2 Oceanview Modern Resort Vistas
A hotel courtyard with palm trees, outdoor seating, and a view of the ocean at sunset.
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.
Hiking

9. Villa, Garden View, 2-bedroom

Villa, Garden View, 2-bedroom
Wailea
NT$30,903
NT$52,455 total
includes taxes & fees
Oct 27 - Oct 28
Villa, Garden View, 2-bedroom
A resort with a pool, outdoor seating, and a view of the ocean.
A modern kitchen with a built-in microwave, a dining area with wooden chairs, and a large window offering a view.
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.

10. 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 marble countertops, wooden flooring, and large windows offering a view of the outdoors.

11. 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 stainless steel appliances, a dining area with a table and chairs, and a living room with a sofa and coffee table.
A kitchen counter with a coffee maker, a bag of cookies, a bottle of beer, and a decorative card.

12. Upscale Luxurious Ocean Resort Vistas

Upscale Luxurious Ocean Resort Vistas
South Kihei
Upscale Luxurious Ocean Resort Vistas
A balcony with a view of a building and greenery, a sofa, a table, and two pendant lights.
A multi-story hotel with balconies, a central courtyard with palm trees, and a clear blue sky.
A bedroom with a patterned bedspread, a wooden dresser, a mirror, and a ceiling fan.
A modern dining area with a wooden table, chairs, and a ceiling fan. There is a TV mounted on the wall and a window with a view of buildings and greenery.

13. 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 Kaupakulua.
Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas

575 S Kihei Road Kihei HI
NT$10,351
NT$13,435 total
Oct 29 - Oct 30
includes taxes & fees
9.4/10 Exceptional! (415 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
NT$25,715
NT$32,798 total
Nov 20 - Nov 21
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
NT$14,560
NT$18,247 total
Oct 29 - Oct 30
includes taxes & fees
AC Hotel by Marriott Maui Wailea
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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.

Top Kaupakulua Hotel Reviews

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

8/10 Good
"I wished there were more activities available or at least wished the activities were closer to the pool area. My kids wanted to do them, but the walk was too far since we settled into the pool area already. Everyone was so helpful and nice. This was our second time in Maui, and we brought our kids this time. They had an amazing time. The resort is well maintained and only a 5 min walk to a local market where we enjoyed many meals at. Shuttle service only goes in Wailea area. It was convenient that Enterprise rental was on site. We got our car quickly. The beach chairs and umbrellas were first come first serve. You are added to a waitlist by text. We got there right when it opened up at 8:00 am one day and got one right away; while on our last day, the wait was too long even at 8:00 am, but they provided us with a Tommy Bahama chair to sit on the beach still. Overall, our stay was wonderful. Beautiful property for families. Thank you for everything!"
Ngoc My 5-night trip
Posted 1 day ago
Wailea Beach Resort - Marriott, Maui
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 6 days ago
Four Seasons Resort Maui at Wailea

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Kaupakulua?
There are several pricing options for 5-star hotels in Kaupakulua on Expedia. How much you'll pay will depend on your vacation dates, length of your trip and other factors. Compare available accommodations for your desired dates and use our pricing and other filters to discover the perfect upscale stay.
  • Search for the lowest price per night from NT$13,435
What makes a hotel 5 stars in Kaupakulua?
In Kaupakulua, a hotel needs to offer a certain number of top-notch amenities to be rated 5 stars. These can include saunas and spas, on-site gyms, gourmet restaurants, premium bedding, complimentary luxury toiletries and more. What also sets 5-star hotels apart is their outstanding standard of service. You'll enjoy things like nightly turn-down services, concierge services and in-room massages. Some may even offer additional touches such as a welcome gift.
Are there any 5-star all-inclusive resorts in Kaupakulua?
Find a luxury stay that includes your lodging, meals, bar and entertainment in Kaupakulua with Expedia's filter tool. Search for resorts rated 5 stars and click on the "All inclusive" filter. Have a look at what's included in the upfront price. This way, you're ready to take advantage of all the perks on offer from the moment you arrive.

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