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Check prices for these dates

Next weekend
May 2 - May 4
In two weeks
May 9 - May 11
In one month
May 23 - May 25
In two months
Jun 20 - Jun 22

Compare 13 Resorts in Upcountry Maui with updated reviews, rates, and availability.

Four Seasons Resort Maui at Wailea
3 outdoor pools, sun loungers

Four Seasons Resort Maui at Wailea

5.0 star property
9.6 out of 10, Exceptional, (1001)
"Four Seasons Maui is the second property I have stayed at besides Las Vegas and the customer service is always top tier. I just love how we were treated like family and the accommodations were impeccable. We felt pampered. Thank you for a wonderful vacation."
The price is ₩1,016,201
₩1,198,731 total
includes taxes & fees
May 2 - May 3
Four Seasons Resort Maui at Wailea
The Ritz-Carlton Maui, Kapalua
3 outdoor pools, cabanas (surcharge), sun loungers

The Ritz-Carlton Maui, Kapalua

5.0 star property
9.2 out of 10, Wonderful, (1002)
"Beautiful tropical environment exceptionally maintained. Dining options didn't vary much and were overpriced for value. Warm vs. hot dishes, very small portions. Very friendly staff. "
The price is ₩1,151,695
₩1,437,841 total
includes taxes & fees
May 26 - May 27
The Ritz-Carlton Maui, Kapalua
OUTRIGGER Kaanapali Beach Resort
Property grounds

OUTRIGGER Kaanapali Beach Resort

3.5 star property
9.0 out of 10, Wonderful, (1010)
"Beautiful, quiet, great location to beach, restaurants and boating/snorkel activities."
The price is ₩409,470
₩559,530 total
includes taxes & fees
May 27 - May 28
OUTRIGGER Kaanapali Beach Resort
Grand Wailea Maui, A Waldorf Astoria Resort
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, (1004)
"Very nice stay-grounds are beautiful. Staff at adult only pool 7/10-ran into many staff being short in their language to enforce wrist bands. For the price of resort it would be nice to have better customer service. Rest of staff very helpful and kind."
The price is ₩1,216,014
₩1,513,210 total
includes taxes & fees
May 1 - May 2
Grand Wailea Maui, A Waldorf Astoria Resort
Hyatt Regency Maui Resort & Spa
6 outdoor pools, cabanas (surcharge), pool umbrellas

Hyatt Regency Maui Resort & Spa

4.0 star property
9.2 out of 10, Wonderful, (1004)
"Kids friendly "
The price is ₩716,386
₩928,377 total
includes taxes & fees
May 11 - May 12
Hyatt Regency Maui Resort & Spa
Fairmont Kea Lani Maui
View from room

Fairmont Kea Lani Maui

4.5 star property
9.4 out of 10, Exceptional, (1002)
"Our stay here was absolutely incredible. The property is stunningly gorgeous and all the staff are wonderful. My daughter and I both have Celiac Disease, which can be tricky to travel with, however we were very Well taken care of and had many options to safely eat. Highly recommend "
The price is ₩1,425,564
₩1,766,639 total
includes taxes & fees
May 11 - May 12
Fairmont Kea Lani Maui
Wailea Beach Resort - Marriott, Maui
4 outdoor pools, pool umbrellas, sun loungers

Wailea Beach Resort - Marriott, Maui

4.5 star property
9.0 out of 10, Wonderful, (974)
"We stayed here for one night but it was so good we went back. "
The price is ₩918,185
₩1,165,270 total
includes taxes & fees
May 9 - May 10
Wailea Beach Resort - Marriott, Maui
Sheraton Maui Resort & Spa
View from room

Sheraton Maui Resort & Spa

4.0 star property
8.4 out of 10, Very Good, (1010)
"Nice hotel with a great beach near the black rock snorkeling spot. Pool was nice, but the hotel was “high volume” — a lot of people go through there and I think they have to work hard to keep the place clear, which they do pretty well. We stayed in a deluxe suite with 4 people which was very comfortable and a step above the standard room. We really liked it. We ate most of our meals at the resort, which was very expensive, but the food was decent. Overall, this was a great family trip."
The price is ₩640,234
₩838,019 total
includes taxes & fees
May 7 - May 8
Sheraton Maui Resort & Spa
Andaz Maui at Wailea Resort - a concept by Hyatt
5 outdoor pools, cabanas (surcharge), pool umbrellas

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 star property
9.2 out of 10, Wonderful, (1001)
"Amazing hotel and service!"
The price is ₩1,032,057
₩1,302,062 total
includes taxes & fees
May 26 - May 27
Andaz Maui at Wailea Resort - a concept by Hyatt
Hana-Maui Resort, a Destination by Hyatt Residence
2 outdoor pools

Hana-Maui Resort, a Destination by Hyatt Residence

4.0 star property
9.0 out of 10, Wonderful, (963)
"This was a cute resort and relaxing resort after a long day of traveling to Hana. "
The price is ₩655,846
₩849,801 total
includes taxes & fees
May 26 - May 27
Hana-Maui Resort, a Destination by Hyatt Residence
Hotel Wailea, Relais & Chateaux - Adults Only
Outdoor spa tub

Hotel Wailea, Relais & Chateaux - Adults Only

5.0 star property
9.4 out of 10, Exceptional, (1001)
"Very nice property and view. Rooms are nice and peaceful. Great staff and service. Floors are the only downside, can't walk in the rooms with bare feet as rooms are likely never mopped."
The price is ₩1,144,400
₩1,434,438 total
includes taxes & fees
May 4 - May 5
Hotel Wailea, Relais & Chateaux - Adults Only
Ho‘olei Villas at Grand Wailea
Outdoor pool, sun loungers

Ho‘olei Villas at Grand Wailea

5.0 star property
9.6 out of 10, Exceptional, (41)
"Best property in Maui "
The price is ₩2,659,996
₩3,231,288 total
includes taxes & fees
May 14 - May 15
Ho‘olei Villas at Grand Wailea
Fairmont Kea Lani Maui Villa Experience
View from property

Fairmont Kea Lani Maui Villa Experience

5.0 star property
9.6 out of 10, Exceptional, (5)
"It’s a decent hotel to stay for the family."
Fairmont Kea Lani Maui Villa Experience
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.
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Other property types in Upcountry Maui

Aston Maui Kaanapali Villas
Exterior

Aston Maui Kaanapali Villas

3.0 star property
8.6 out of 10, Excellent, (2384)
"Friendly staff, great restaurant recommendations and quiet"
The price is ₩300,176
₩481,608 total
includes taxes & fees
May 22 - May 23
Aston Maui Kaanapali Villas
Aston Kaanapali Shores
2 outdoor pools, pool umbrellas, sun loungers

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3550)
"This property is perfect for families - they do need to upgrade the suites with more accommodating flooring than carpet that’s been there for many years. Pools are fabulous - the bigger pool could be a little warmer given the breezes you get there. We loved the pool by the beach more for that reason - perfect temperature. People were kind, it was great to walk around and down to other hotels. Walked back and forth to Duke’s easily! "
The price is ₩355,310
₩461,643 total
includes taxes & fees
Apr 28 - Apr 29
Aston Kaanapali Shores
Kahana Beach Vacation Club
Outdoor pool

Kahana Beach Vacation Club

3.0 star property
8.4 out of 10, Very Good, (664)
"Great value resort. Beach is right in front of you, only gripe would be parking was a bit crowded. Most nights had to find parking at the sister resort up the street. "
Kahana Beach Vacation Club
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.