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Kaupakulua 5 Stars Hotels

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Check availability on Kaupakulua 5 Star Hotels

Tonight
Sep 6 - Sep 7
Tomorrow
Sep 7 - Sep 8
Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20

Our top choices for Kaupakulua 5-star hotels

A pool with a waterfall feature, surrounded by palm trees and a stone structure.
A spacious balcony with a view of a pool and palm trees, furnished with wicker chairs and a coffee table.
An aerial view of a beach resort with rows of sun loungers, palm trees, and a view of the ocean.
A resort with a pond, a wooden bridge, and lush greenery.

1. Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
United States
Charli
NT$23,143
NT$29,526 total
includes taxes & fees
Sep 23 - Sep 24
Grand Wailea Maui, A Waldorf Astoria Resort
A water park with multiple slides and a pool area surrounded by lush greenery and palm trees.
A spa setting with a bathtub, candles, flowers, and a champagne bottle.
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.

2. Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
Wailea
United States
Michal
NT$20,408
NT$26,443 total
includes taxes & fees
Oct 4 - Oct 5
Wailea Beach Resort - Marriott, Maui
A resort pool area with a central fountain, surrounded by lounge chairs and palm trees, leading to the ocean.
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.
A balcony with wicker furniture, a view of the ocean, palm trees, and a mountain in the distance.

3. Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
Wailea
United States
You Jin
NT$26,103
NT$33,053 total
includes taxes & fees
Sep 8 - Sep 9
Four Seasons Resort Maui at Wailea
A staircase with a view of a garden, palm trees, and a bridge.
A spacious lobby with a curved wooden arch, seating areas, and a bar.
A resort pool area with lounge chairs, umbrellas, and palm trees.
A resort with a large swimming pool, palm trees, and a view of the ocean.

4. Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
Wailea
United States
Brian
NT$34,772
NT$43,495 total
includes taxes & fees
Oct 3 - Oct 4
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 resort with a pool, a covered outdoor area, and a stone wall.
A bar area with a view of palm trees and the ocean at sunset.

5. Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
United States
Rashonner
NT$25,280
NT$31,889 total
includes taxes & fees
Sep 26 - Sep 27
Hotel Wailea, Relais & Chateaux - Adults Only
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 pool with a waterfall feature, lounge chairs, and palm trees under a sunset sky.
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
NT$54,458
NT$66,701 total
includes taxes & fees
Sep 21 - Sep 22
Ho‘olei Villas at Grand Wailea
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 resort with multiple buildings, a swimming pool, 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.

7. Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience
Wailea
United States
Sze Wai
NT$100,267
NT$121,245 total
includes taxes & fees
Sep 8 - Sep 9
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 wooden coffee table, a sofa with blue cushions, a dining area with wicker chairs, and a kitchen with a refrigerator.
A modern living room with a wicker chair, a blue sofa, and a dining area in the background.
A modern kitchen with white cabinets, a marble island, and a view of the ocean.

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 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.

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.
A wooden bridge over a pond, a well-maintained lawn, and a building with a balcony.
A resort with a swimming pool, palm trees, and a mountainous backdrop.

10. Villa, Garden View, 2-bedroom

Villa, Garden View, 2-bedroom
Wailea
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.

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

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 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.

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 kitchen with a central island, pendant lighting, and a ceiling fan.
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 Kaupakulua.
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$24,173
NT$30,562 total
Oct 6 - Oct 7
includes taxes & fees
9.2/10 Wonderful! (1,001 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$14,206
NT$17,804 total
Sep 13 - Sep 14
includes taxes & fees
9.2/10 Wonderful! (285 reviews)
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
NT$10,731
NT$13,858 total
Sep 14 - Sep 15
includes taxes & fees
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.

Top Kaupakulua Hotel Reviews

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

10/10 Excellent
"My husband and I had an incredible honeymoon stay. We couldn't recommend Hotel Wailea enough!! The team are all so lovely and attentive and all went out their way to give us the best experience. Shannon was an absolute star organising an itinerary prior to arrival so everything was so smooth and easy. Would definitely recommend the in-room Lomi Lomi couples massage and hiring e-bikes with Bear. Shoutout to Sunny also for her help on the front desk and assistance with our postcards! Our hotel room was spacious, comfortable and had a breathtaking ocean view and sofa balcony loungers. We were also very grateful to the valet team for all their assistance chauffeuring us around Wailea and the beaches. The food was utterly divine, in particular the Bird Cage was a highlight, superb menu and sake. The breakfasts also were so fresh! Not to mention the moreish cocktail menu and bites by the pool! The ariel and flow yoga with Andrea and outrigger canoe experience were also fantastic. We couldn't fault it and was the most perfect honeymoon. Thank you all so so much again. We look forward to returning one day X"
Alicia 6-night trip
Posted 4 hours ago
Hotel Wailea, Relais & Chateaux - Adults Only
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

10/10 Excellent
"Loved every moment we spent there! Best decision to stay at Four Seasons for our honeymoon trip :)"
You Jin 3-night trip
Posted 12 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$13,858
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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