Find Wailea 5 Star Hotels & Resorts from CA $915/night

Find properties with these dates

Tonight
May 13 - May 14
Tomorrow
May 14 - May 15
This weekend
May 17 - May 19
Next weekend
May 24 - May 26

Top Wailea 5 Star Hotels

2 bars/lounges, 2 poolside bars, swim-up bar
Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
9.0 out of 10, Wonderful, (1001)
"Everything went well staff was excellent. Although it took the Ikena restaurant to so long to get our pancakes from the kitchen we left without having breakfast. Also connecting to the cable on the TV was very problematic. Dining at the Olivine was sublime :)"
The price is CA $998
CA $1,258 total
includes taxes & fees
Jun 3 - Jun 4
Grand Wailea Maui, A Waldorf Astoria Resort
Club Suite, 1 Bedroom
Four Seasons Resort Maui at Wailea
5.0 star property
9.6 out of 10, Exceptional, (1000)
"Great in everything "
The price is CA $1,360
CA $1,605 total
includes taxes & fees
May 18 - May 19
Four Seasons Resort Maui at Wailea
Outdoor spa tub
Hotel Wailea, Relais & Chateaux - Adults Only
5.0 star property
9.2 out of 10, Wonderful, (944)
"This hotel is a total gem. It's a rare adults-only property in Hawaii, and the amenities are everything you need, nothing you don't. The bar is perfect, the restaurant is great (especially for breakfast or a celebratory dinner), and the pool bar is first rate. Best Mai Tai we had in Maui! If you prefer boutique hotels and want a quiet experience with a lovely suite, look no further!"
The price is CA $1,229
CA $1,514 total
includes taxes & fees
May 17 - May 18
Hotel Wailea, Relais & Chateaux - Adults Only
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Outdoor pool, sun loungers
Ho‘olei Villas at Grand Wailea
5.0 star property
9.6 out of 10, Exceptional, (36)
"This is an amazing place to stay with a family. Views. Facilities. Local entertainment, dining, shopping, and activities."
The price is CA $2,816
CA $3,402 total
includes taxes & fees
May 15 - May 16
Ho‘olei Villas at Grand Wailea
View from property
Fairmont Kea Lani Maui Villa Experience
5.0 star property
10.0 out of 10, Exceptional, (3)
"Good property "
The price is CA $6,151
CA $7,336 total
includes taxes & fees
Jun 7 - Jun 8
Fairmont Kea Lani Maui Villa Experience
Luxury Apartment | Private kitchen
Wailea Luxury Hilltop Resort Vistas
5.0 star property
Wailea Luxury Hilltop Resort Vistas
Outdoor pool
Kaia at Ekahi
5.0 star property
Kaia at Ekahi

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Wailea.
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr, Kihei, HI
The price is CA $1,407 per night from Jun 1 to Jun 2
CA $1,407
CA $1,740 total
includes taxes & fees
Jun 1 - Jun 2
9.2/10 Wonderful! (999 reviews)
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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.