Default HTG hotel image

Kaupakulua Hotel Guide - 5 Stars Hotels in Kaupakulua, Haiku

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Kaupakulua 5 Star Hotels

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

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
Mary Ann
Rp13.558.132
Rp17.255.313 total
includes taxes & fees
25 Oct - 26 Oct
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.
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.

2. Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
Wailea
United States
Quinn
Rp18.329.050
Rp22.926.297 total
includes taxes & fees
19 Oct - 20 Oct
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.

3. Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
Wailea
United States
Christina
Rp10.496.734
Rp13.713.348 total
includes taxes & fees
25 Oct - 26 Oct
Wailea Beach Resort - Marriott, Maui
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
Blanca Veronica
Rp18.937.038
Rp23.732.991 total
includes taxes & fees
24 Oct - 25 Oct
Fairmont Kea Lani Maui
A poolside area with a fire pit, lounge chairs, and umbrellas.
A resort with a pool, a covered outdoor area, and a stone wall.
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
Rashonner
Rp15.181.818
Rp19.084.117 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 golf course with a pond, trees, and a view of the ocean.
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
Rp30.807.467
Rp37.732.345 total
includes taxes & fees
17 Oct - 18 Oct
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 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 resort with multiple buildings, a swimming pool, and a view of the ocean.

7. Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience
Wailea
United States
Sze Wai
Rp47.190.598
Rp57.273.364 total
includes taxes & fees
28 Oct - 29 Oct
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 room with a blue cabinet, a mirror, and a plant.
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 kitchen with a microwave, a knife block, a bottle of Veuve Clicquot champagne, and two glasses on a marble countertop.
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.

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 resort with a swimming pool, palm trees, and a mountainous backdrop.
A wooden bridge over a pond, a well-maintained lawn, and a building with a balcony.
A golf course with a water body, trees, and a distant mountain.

10. Villa, Garden View, 2-bedroom

Villa, Garden View, 2-bedroom
Wailea
Rp15.361.854
Rp28.362.158 total
includes taxes & fees
6 Oct - 7 Oct
Villa, Garden View, 2-bedroom
A resort with a pool, outdoor seating, and a view of the ocean.
A modern living room with a large TV, a dining area, and a kitchen.
A hotel with multiple balconies, a swimming pool area, and palm trees.
A modern kitchen with a large island, stainless steel appliances, and bar stools.

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 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 kitchen with a large window offering a view of a tropical landscape, a coffee maker, and a sink.

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 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.
A tropical resort with palm trees, a view of the ocean, and a parking area.

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, built-in appliances, and pendant lighting.
A modern living room with a sofa, coffee table, and a large TV displaying a beach scene.
A modern kitchen with a central island, pendant lighting, and a ceiling fan.

14. Centrally Located Elegant Vistas

Centrally Located Elegant Vistas
South Kihei
United States
Edwin
Centrally Located Elegant Vistas
Save an average of 15% on thousands of hotels when you're signed in

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
Rp14.466.538
Rp18.228.196 total
3 Nov - 4 Nov
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
Rp8.029.018
Rp10.062.145 total
20 Oct - 21 Oct
includes taxes & fees
9.2/10 Wonderful! (295 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
Rp5.707.934
Rp7.408.847 total
17 Oct - 18 Oct
includes taxes & fees
9.4/10 Exceptional! (405 reviews)
Hilton Grand Vacations Club Maui Bay Villas
Still don't see what you're looking for?
See all properties in Kaupakulua.
You can also use these popular filters to refine your search.
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

10/10 Excellent
"If you’re thinking of going to Maui for your honeymoon- think the Wailea Beach Resort by Marriott. You’ll be happy you did. Truly an amazing resort with unbeatable sunset and ocean views. Shay at the Adult Pool is absolutely amazing!!"
Marielle 4-night trip
Posted 16 hours ago
Wailea Beach Resort - Marriott, Maui
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

10/10 Excellent
"We were here with our adult children for a family trip and really enjoyed the pools, spa, Spago, the complementary car service and every employee we came in contact with! A great trip!"
Quinn 5-night trip
Posted 20 hours ago
Four Seasons Resort Maui at Wailea
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

10/10 Excellent
"We had a wonderful visit"
Mary Ann 7-night trip
Posted 20 hours ago
Grand Wailea Maui, A Waldorf Astoria Resort

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Kaupakulua?
How much you pay for a 5-star hotel in Kaupakulua depends on things such as when you want to go and the length of your holiday. An insider tip for bagging the best deal? Use our pricing filters to compare all of the available accommodation for your selected dates.
  • Search for the lowest price per night from Rp7.408.847
What makes a hotel 5 stars in Kaupakulua?
Exceptional guest service is integral to every 5-star hotel in Kaupakulua. From the instant you arrive, staff cater to your every whim, whether offering luggage assistance and storage or providing a nightly turn-down service. Also, hotels must offer upscale conveniences to be eligible for a 5-star rating. These can include luxury toiletries, spas or saunas, pools, gastronomic kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Kaupakulua?
Use Expedia's filter tool to find a high-end getaway in Kaupakulua where most of what you need is included in the price. After your initial search, narrow down your results for resorts that have a 5-star rating and are listed as "All inclusive." The main thing on the itinerary at these stays? Relaxation and indulgence.

Explore a world of travel with Expedia