Kaupakulua 5 Stars Hotels

  • 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
Mar 25 - Mar 26
Tomorrow
Mar 26 - Mar 27
This weekend
Mar 27 - Mar 29
Next weekend
Apr 3 - Apr 5

Our top choices for Kaupakulua 5-star hotels

Property grounds

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1,000 reviews)
"10/10 service, amazing room with gorgeous view! "
United States
Timothy
The price is NT$30,232
NT$35,888 total
includes taxes & fees
Apr 11 - Apr 12
Four Seasons Resort Maui at Wailea
Exterior detail

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1,001 reviews)
"Great location. Clean hotel, friendly staff. Beautiful surroundings. "
Canada
Jamie
The price is NT$39,936
NT$49,307 total
includes taxes & fees
Apr 1 - Apr 2
Fairmont Kea Lani Maui
Bar (on property)

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1,001 reviews)
"Literally the best hotel experience I’ve had. "
United States
Isabel
The price is NT$31,951
NT$39,828 total
includes taxes & fees
Apr 6 - Apr 7
Hotel Wailea, Relais & Chateaux - Adults Only
Restaurant

Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (45 reviews)
"Womderful home, terrific service, access to hotel amenities was key."
United States
ALAN
The price is NT$63,700
NT$77,696 total
includes taxes & fees
Apr 26 - Apr 27
Ho‘olei Villas at Grand Wailea
Balcony

2 2 Oceanview Modern Resort Vistas

2 2 Oceanview Modern Resort Vistas
5.0 star property
Central Kihei
9.8 out of 10, Exceptional, (7 reviews)
"The condo was very clean, loved all of the decor, was very beautiful. Had everything you could possibly need in kitchen and bathrooms. Would definitely stay again! Everyone we talked to was very nice and helpful! "
United States
Paulina
2 2 Oceanview Modern Resort Vistas
Luxury Apartment | Beach/ocean view

Wailea Luxury Hilltop Resort Vistas

Wailea Luxury Hilltop Resort Vistas
5.0 star property
Wailea
10.0 out of 10, Exceptional, (2 reviews)
"very nice place and location 🤗"
United States
Maryna
Wailea Luxury Hilltop Resort Vistas
View from property

Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience
5.0 star property
Wailea
9.8 out of 10, Exceptional, (6 reviews)
"It’s a decent hotel to stay for the family."
United States
Sze Wai
Fairmont Kea Lani Maui Villa Experience
Luxury Condo | Living area | 90-inch Smart TV with digital channels, Hulu, streaming services

Centrally Located Elegant Vistas

Centrally Located Elegant Vistas
5.0 star property
South Kihei
10.0 out of 10, Exceptional, (1 review)
"Love this Kihei home! Centrally located! It is very clean. We love that they have beach chairs and towels on hand. Overall great experience stay!"
United States
Edwin
Centrally Located Elegant Vistas
Luxury Apartment, Ocean View | Living area | Hulu, streaming services

Oceanfront Kihei Paradise Vistas

Oceanfront Kihei Paradise Vistas
5.0 star property
Central Kihei
10.0 out of 10, Exceptional, (2 reviews)
"This property was clean, quiet, and had excellent security. The barbecue grill was easy to use. They had sandless beach towels, which worked so well. The view was beautiful! I want to go again next year. "
United States
Mae
Oceanfront Kihei Paradise Vistas
Luxury Apartment, 2 Bedrooms, Kitchen, Ocean View | Living area | 700-inch Smart TV with cable channels, pay movies

Upscale Luxurious Ocean Resort Vistas

Upscale Luxurious Ocean Resort Vistas
5.0 star property
South Kihei
Upscale Luxurious Ocean Resort Vistas
Condo (3 Bedrooms) | Terrace/patio

Grand Champions 2 Free Rental Cars KBM Resorts Extra Large Corner Suite 2 Units, 3 Bedrooms Ml-1499

Grand Champions 2 Free Rental Cars KBM Resorts Extra Large Corner Suite 2 Units, 3 Bedrooms Ml-1499
5.0 star property
Wailea
Grand Champions 2 Free Rental Cars KBM Resorts Extra Large Corner Suite 2 Units, 3 Bedrooms Ml-1499
Condo (4 Bedrooms) | View from room

Wailea Elua Collection by KBM - 2 Units (2009/2103)

Wailea Elua Collection by KBM - 2 Units (2009/2103)
5.0 star property
Wailea
Wailea Elua Collection by KBM - 2 Units (2009/2103)
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Kaupakulua.
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

3700 Wailea Alanui Dr Kihei HI
The price is NT$26,194 per night from Apr 25 to Apr 26
NT$26,194
NT$33,336 total
Apr 25 - Apr 26
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
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.
PoolSpaHot tubBreakfast includedWaterpark
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

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

10/10 Excellent
"Four Seasons is worth every penny, every time. They are excellent. This property and the service is unmatched in the area. I stayed all of last week and then came back. Staff is so excellent. Property is gorgeous. It's just perfect. A lot of things aren't worth the price these days, but I have to say this hotel is worth the money. 5 stars."
Chelsea 1-night trip
Posted 7 days ago
Four Seasons Resort Maui at Wailea
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

10/10 Excellent
"Staff was incredibly welcoming and helpful. Bar/restaurant staff were amazing. Pools were clean and poolside servers were very friendly. Overall an amazing property with wonderful staff"
Eric 6-night trip
Posted 10 days ago
Fairmont Kea Lani Maui

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$16,816

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.

Explore a world of travel with Expedia