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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 32 Resorts in Upcountry Maui with updated reviews, rates, and availability.

Four Seasons Resort Maui at Wailea
Club Ocean Front One Bedroom Suite | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Four Seasons Resort Maui at Wailea

5.0 star property
9.6 out of 10, Exceptional, (1000)
"One of the best resorts in Hawaii "
The price is AED 2,589
AED 3,055 total
includes taxes & fees
21 May - 22 May
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, (1009)
"Will stay here again. "
The price is AED 2,935
AED 3,664 total
includes taxes & fees
26 May - 27 May
The Ritz-Carlton Maui, Kapalua
OUTRIGGER Kaanapali Beach Resort
View from room

OUTRIGGER Kaanapali Beach Resort

3.5 star property
9.0 out of 10, Wonderful, (1040)
"Great family resort"
The price is AED 1,025
AED 1,404 total
includes taxes & fees
27 May - 28 May
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, (1001)
"Great place to stay in Wailea!"
The price is AED 3,118
AED 3,881 total
includes taxes & fees
9 May - 10 May
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, (1014)
"Love the Hyatt. The breakfast buffet was amazing!"
The price is AED 1,789
AED 2,322 total
includes taxes & fees
6 Jun - 7 Jun
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)
"Easy access to the beach and pool. Nice views. Good rooms."
The price is AED 3,486
AED 4,328 total
includes taxes & fees
9 May - 10 May
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, (977)
"Everyone at the hotel was so nice and helpfulll"
The price is AED 2,652
AED 3,338 total
includes taxes & fees
9 May - 10 May
Wailea Beach Resort - Marriott, Maui
Sheraton Maui Resort & Spa
Meeting facility

Sheraton Maui Resort & Spa

4.0 star property
8.4 out of 10, Very Good, (1015)
"Nice property, amazing staff! We loved staying there. "
The price is AED 1,524
AED 2,010 total
includes taxes & fees
7 May - 8 May
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 AED 2,630
AED 3,318 total
includes taxes & fees
3 Jun - 4 Jun
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, (964)
"This was a cute resort and relaxing resort after a long day of traveling to Hana. "
The price is AED 1,466
AED 1,923 total
includes taxes & fees
3 Jun - 4 Jun
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, (1002)
"I can’t recommend Hotel Wailea enough! I’ve been fortunate to stay at most of the resorts in Wailea and none compare to the hospitality and service that you receive at Hotel Wailea. "
The price is AED 2,935
AED 3,678 total
includes taxes & fees
9 May - 10 May
Hotel Wailea, Relais & Chateaux - Adults Only
Ka'anapali Beach Club: Beach Bliss & Stunning Pools- 1 Bd. Scenic View
Pool

Ka'anapali Beach Club: Beach Bliss & Stunning Pools- 1 Bd. Scenic View

2.0 star property
9.6 out of 10, Exceptional, (41)
"Great location and resort!"
Ka'anapali Beach Club: Beach Bliss & Stunning Pools- 1 Bd. Scenic View
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 AED 6,795
AED 8,254 total
includes taxes & fees
18 May - 19 May
Ho‘olei Villas at Grand Wailea
SPECIAL DEALS Honua Kai 8th Flr Remodeled Suite in Paradise ONE-OF-A-KIND
Outdoor pool, a heated pool

SPECIAL DEALS Honua Kai 8th Flr Remodeled Suite in Paradise ONE-OF-A-KIND

9.8 out of 10, Exceptional, (129)
"This condo was beautiful and comfortable. Wonderful location and great host. "
The price is AED 621
AED 2,665 total
includes taxes & fees
14 May - 15 May
SPECIAL DEALS Honua Kai 8th Flr Remodeled Suite in Paradise ONE-OF-A-KIND
1-Bedroom Ocean View at Hilton Ka'anapali: Stunning Views, Pools & Island Luxury
Pool

1-Bedroom Ocean View at Hilton Ka'anapali: Stunning Views, Pools & Island Luxury

2.0 star property
9.6 out of 10, Exceptional, (11)
"The apartment was exactly as advertised, and it was perfect for our stay. We will look into staying there again the next time we go to Maui for vacation!"
1-Bedroom Ocean View at Hilton Ka'anapali: Stunning Views, Pools & Island Luxury
WHALE Watching & OCEAN Views! Honua Kai Penthouse- Top Floor- Remodeled June'24
Outdoor pool, a heated pool

WHALE Watching & OCEAN Views! Honua Kai Penthouse- Top Floor- Remodeled June'24

10.0 out of 10, Exceptional, (20)
"Pool was beautiful, very nice having a restaurant on site"
The price is AED 1,429
AED 3,966 total
includes taxes & fees
9 May - 10 May
WHALE Watching & OCEAN Views! Honua Kai Penthouse- Top Floor- Remodeled June'24
Aston Kaanapali Shores: Ocean and Beach Just Steps Away Unit 203 2BR 2BA
Outdoor pool

Aston Kaanapali Shores: Ocean and Beach Just Steps Away Unit 203 2BR 2BA

9.8 out of 10, Exceptional, (115)
"The condo was the perfect size for our family of four. We loved hearing the waves crashing and the great view. Resort property had many amenties that made our vacation very relaxing. Would definitely stay again."
Aston Kaanapali Shores: Ocean and Beach Just Steps Away Unit 203 2BR 2BA
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."
The price is AED 11,566
AED 13,859 total
includes taxes & fees
4 Jun - 5 Jun
Fairmont Kea Lani Maui Villa Experience
Honua Kai Resort, partial Oceanview 1 Bedroom,1 bath, 8th floor H840
Outdoor pool

Honua Kai Resort, partial Oceanview 1 Bedroom,1 bath, 8th floor H840

9.4 out of 10, Exceptional, (98)
"Great family property. Lots of pools. Good towel exchange system."
Honua Kai Resort, partial Oceanview 1 Bedroom,1 bath, 8th floor H840
SPECIAL RATE Unique Honua Kai REMODEL 2BD 2BA Private Oversized Corner XL Lanai
Outdoor pool, a heated pool

SPECIAL RATE Unique Honua Kai REMODEL 2BD 2BA Private Oversized Corner XL Lanai

10.0 out of 10, Exceptional, (54)
"This is an amazing condo with everything you need to enjoy your visit. Don’t miss staying here! We can’t wait to come back. "
The price is AED 951
AED 3,457 total
includes taxes & fees
6 Jun - 7 Jun
SPECIAL RATE Unique Honua Kai REMODEL 2BD 2BA Private Oversized Corner XL Lanai
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, (2388)
"Absolutely beautiful place to stay, we loved it!!"
The price is AED 765
AED 1,227 total
includes taxes & fees
13 May - 14 May
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, (3563)
"Friendly staff, beautiful location."
The price is AED 921
AED 1,195 total
includes taxes & fees
8 May - 9 May
Aston Kaanapali Shores
Maui Beach Vacation Club
Suite, 2 Bedrooms | Living area | TV

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very Good, (741)
"Great for family"
Maui 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.