A barren volcanic landscape with rugged terrain and distant mountains.

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Check prices for these dates

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Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

Our top choices for Upcountry Maui resorts

A staircase with a view of a garden, palm trees, and a bridge.

1. Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1,002 reviews)
"Really nice resort, 100% would recommend staying at Fairmont Kea Lani"
United States
Blanca Veronica
The price is ₩1,427,326
₩1,790,625 total
includes taxes & fees
Sep 23 - Sep 24
Fairmont Kea Lani Maui
A resort with a swimming pool, palm trees, and a view of the ocean.

2. OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort
3.5 star property
Kannapali Beach Area
9.0 out of 10, Wonderful, (1,926 reviews)
"Nice hotel it was great location good vibes"
United States
Derick
The price is ₩373,614
₩517,719 total
includes taxes & fees
Sep 29 - Sep 30
OUTRIGGER Kaanapali Beach Resort
A pool with a waterfall feature, surrounded by palm trees and a stone structure.

3. Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
Wailea
8.8 out of 10, Excellent, (1,005 reviews)
"Great walking and beautiful grounds."
United States
Jason
The price is ₩1,106,198
₩1,402,319 total
includes taxes & fees
Oct 12 - Oct 13
Grand Wailea Maui, A Waldorf Astoria Resort
A pool area with lounge chairs and umbrellas, surrounded by palm trees and overlooking the ocean.

4. Hana-Maui Resort, a Destination by Hyatt Residence

Hana-Maui Resort, a Destination by Hyatt Residence
4.0 star property
Hana Town Center
9.2 out of 10, Wonderful, (1,001 reviews)
"Incredible property. We’ve been to Hawaii several times and this was by far our favorite hotel yet. Super friendly staff, clean rooms, lots of amenities highly recommended"
United States
Ryan
The price is ₩754,189
₩967,888 total
includes taxes & fees
Oct 20 - Oct 21
Hana-Maui Resort, a Destination by Hyatt Residence
A water park with multiple slides and a pool area surrounded by lush greenery and palm trees.

5. Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui
5.0 star property
Wailea
9.2 out of 10, Wonderful, (1,004 reviews)
"Loved this resort"
United States
Amalia
The price is ₩886,069
₩1,148,087 total
includes taxes & fees
Oct 5 - Oct 6
Wailea Beach Resort - Marriott, Maui
A resort pool area with a central fountain, surrounded by lounge chairs and palm trees, leading to the ocean.

6. Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1,002 reviews)
"Loved every moment we spent there! Best decision to stay at Four Seasons for our honeymoon trip :)"
United States
You Jin
The price is ₩1,339,406
₩1,679,727 total
includes taxes & fees
Oct 4 - Oct 5
Four Seasons Resort Maui at Wailea
A resort with multiple swimming pools, a beach, and a mountain in the background.

7. Sheraton Maui Resort & Spa

Sheraton Maui Resort & Spa
4.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (1,007 reviews)
"Great views and great beach in front."
United States
Eugene
The price is ₩526,146
₩704,002 total
includes taxes & fees
Oct 4 - Oct 5
Sheraton Maui Resort & Spa
A poolside area with a fire pit, lounge chairs, and umbrellas.

8. Hotel Wailea Maui

Hotel Wailea Maui
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1,000 reviews)
"Great atmosphere relaxing,.quiet & beautiful!"
United States
Rashonner
The price is ₩1,109,731
₩1,399,829 total
includes taxes & fees
Sep 26 - Sep 27
Hotel Wailea Maui
A tropical garden with a waterfall, palm trees, and a house.

9. Grand Champions

Grand Champions
2.5 star property
Wailea
9.0 out of 10, Wonderful, (8 reviews)
"Beautiful property in Maui and definitely will look at coming back at this unit. Appreciated all the helpful recommendations from the host. This part of Maui in Wailea is also very convenient for great restaurants at other resorts. "
United States
Sophie
The price is ₩57,098
₩699,087 total
includes taxes & fees
Sep 26 - Sep 27
Grand Champions
A restaurant with outdoor seating overlooking a pond and waterfall, featuring wicker chairs and tables with green napkins.

10. Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa
4.0 star property
Kannapali Beach Area
9.4 out of 10, Exceptional, (1,099 reviews)
"Fantastic stay, great hospitality and wonderful location"
United States
SHOHAG
The price is ₩625,331
₩822,255 total
includes taxes & fees
Oct 6 - Oct 7
Hyatt Regency Maui Resort & Spa
A staircase with a view of a garden, palm trees, and a bridge.

11. Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience
5.0 star property
Wailea
9.8 out of 10, Exceptional, (7 reviews)
"It’s a decent hotel to stay for the family."
United States
Sze Wai
The price is ₩4,133,614
₩5,003,307 total
includes taxes & fees
Oct 12 - Oct 13
Fairmont Kea Lani Maui Villa Experience
A resort with a pool, palm trees, and a view of the ocean.

12. Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt
4.5 star property
Wailea
9.2 out of 10, Wonderful, (1,001 reviews)
"An amazing experience over all."
United States
Ma Gabriella
The price is ₩1,026,191
₩1,299,236 total
includes taxes & fees
Oct 23 - Oct 24
Andaz Maui at Wailea Resort - a concept by Hyatt
A resort with thatched-roof structures, a pool with a waterfall, and wooden railings.

13. Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (54 reviews)
"Amazing property with an incredible staff. A+++ all the way around!"
United States
Justin Robert
The price is ₩2,364,471
₩2,896,039 total
includes taxes & fees
Oct 5 - Oct 6
Ho‘olei Villas at Grand Wailea
A pool area with lounge chairs and palm trees, overlooking the ocean.

14. The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua
5.0 star property
Kapalua
9.2 out of 10, Wonderful, (1,004 reviews)
"Will stay again!"
United States
TAMIKA
The price is ₩1,097,626
₩1,399,231 total
includes taxes & fees
Oct 6 - Oct 7
The Ritz-Carlton Maui, Kapalua
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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Top Upcountry Maui Hotel Reviews

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

8/10 Good
"Room is large with updates and very clean. Staff was responsive."
Issa 1-night trip
Posted less than an hour ago
OUTRIGGER Kaanapali Beach Resort

Find out more about Upcountry Maui

Upcountry Maui Resorts information

Number of reviews
6,004
Accommodation
14 Resorts
Lowest Price
₩517,719
Highest Price
₩5,003,307