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Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8

Resorts in Upcountry Maui

2 outdoor pools
Hana-Maui Resort, a Destination by Hyatt Residence

Hana-Maui Resort, a Destination by Hyatt Residence

4.0 star property
Hana Town Center
9.0 out of 10, Wonderful, (1001)
"Great staff. Beautiful setting"
Canada
Nathaniel
The price is ￥80,407
￥103,055 total
includes taxes & fees
Dec 10 - Dec 11
Hana-Maui Resort, a Destination by Hyatt Residence
View from room
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1506)
"Great spot, ideal location and one of the best beaches on island"
United States
Joseph
The price is ￥35,998
￥50,708 total
includes taxes & fees
Dec 21 - Dec 22
OUTRIGGER Kaanapali Beach Resort
65-inch flat-screen TV with digital channels
Grand Champions

Grand Champions

2.5 star property
Wailea
The price is ￥15,998
￥98,101 total
includes taxes & fees
Dec 11 - Dec 12
Grand Champions
5 restaurants, breakfast served
Sheraton Maui Resort & Spa

Sheraton Maui Resort & Spa

4.0 star property
Lahaina
8.6 out of 10, Excellent, (1009)
" Had a wonderful stay. Thank you! Would recommend having life jacket rentals (or complimentary use like many 5 star resorts) at the beach shack."
United States
Mylinh
The price is ￥45,046
￥62,114 total
includes taxes & fees
Dec 10 - Dec 11
Sheraton Maui Resort & Spa
4 outdoor pools, pool umbrellas, sun loungers
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

4.5 star property
Wailea
9.2 out of 10, Wonderful, (1004)
"Great location and very family friendly. Would recommend "
United States
Dasia
The price is ￥85,742
￥111,588 total
includes taxes & fees
Dec 15 - Dec 16
Wailea Beach Resort - Marriott, Maui
6 outdoor pools, cabanas (surcharge), pool umbrellas
Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

4.0 star property
Lahaina
9.4 out of 10, Exceptional, (1011)
"Loved it can’t wait to go back "
United States
Tiffany
The price is ￥50,319
￥68,336 total
includes taxes & fees
Dec 9 - Dec 10
Hyatt Regency Maui Resort & Spa
7 restaurants, breakfast served
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, (1001)
"Awesome place to stay with kids "
United States
Sandeep
The price is ￥100,211
￥128,290 total
includes taxes & fees
Dec 11 - Dec 12
Grand Wailea Maui, A Waldorf Astoria Resort
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)
"It’s a decent hotel to stay for the family."
United States
Sze Wai
The price is ￥467,388
￥560,459 total
includes taxes & fees
Dec 17 - Dec 18
Fairmont Kea Lani Maui Villa Experience
Club Ocean Front One Bedroom Suite | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5.0 star property
Wailea
9.6 out of 10, Exceptional, (1001)
"Beautiful property, efficient staff, truly a wonderful stay "
Canada
Angela
The price is ￥117,274
￥138,339 total
includes taxes & fees
Dec 9 - Dec 10
Four Seasons Resort Maui at Wailea
Outdoor spa tub
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5.0 star property
Wailea
9.4 out of 10, Exceptional, (1001)
"Great"
United States
Joseph
The price is ￥131,875
￥164,722 total
includes taxes & fees
Dec 16 - Dec 17
Hotel Wailea, Relais & Chateaux - Adults Only
3 outdoor pools, cabanas (surcharge), sun loungers
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5.0 star property
Kapalua
9.0 out of 10, Wonderful, (1004)
"Amenities were great. Wonderful stay!"
United States
Joseph
The price is ￥108,576
￥138,156 total
includes taxes & fees
Dec 12 - Dec 13
The Ritz-Carlton Maui, Kapalua
Exterior
🍍 Honua Kai Konea 830 Beach Suite – Renovated 1BD - Lanai & Tranquil Setting 🍍

🍍 Honua Kai Konea 830 Beach Suite – Renovated 1BD - Lanai & Tranquil Setting 🍍

Lahaina
9.8 out of 10, Exceptional, (139)
"The property was perfect for a family trip to Maui. It has everything we need and the property contact was very responsive. "
United States
Kate M.
The price is ￥24,697
￥118,721 total
includes taxes & fees
Dec 11 - Dec 12
🍍 Honua Kai Konea 830 Beach Suite – Renovated 1BD - Lanai & Tranquil Setting 🍍
5 outdoor pools, cabanas (surcharge), pool umbrellas
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, (1001)
"Very relaxing spa "
United States
Yeqing
The price is ￥128,769
￥161,059 total
includes taxes & fees
Dec 9 - Dec 10
Andaz Maui at Wailea Resort - a concept by Hyatt
A heated pool
Hokulani 749 Luxury Penthouse Panoramic Ocean Views - 2BD/2BA

Hokulani 749 Luxury Penthouse Panoramic Ocean Views - 2BD/2BA

Lahaina
10.0 out of 10, Exceptional, (28)
"Pool was beautiful, very nice having a restaurant on site"
United States
Patti M.
The price is ￥43,337
￥154,733 total
includes taxes & fees
Dec 13 - Dec 14
Hokulani 749 Luxury Penthouse Panoramic Ocean Views - 2BD/2BA
On the beach
🌴Honua Kai Konea 512 – Tranquil 2BD at Honua Kai with Relaxing Setting 🌴

🌴Honua Kai Konea 512 – Tranquil 2BD at Honua Kai with Relaxing Setting 🌴

2.0 star property
Lahaina
9.6 out of 10, Exceptional, (15)
"Property was perfect and manager was very responsive to any need great stay!"
United States
justin m.
The price is ￥29,357
￥133,908 total
includes taxes & fees
Dec 9 - Dec 10
🌴Honua Kai Konea 512 – Tranquil 2BD at Honua Kai with Relaxing Setting 🌴
Pool
Resort View - 1 Bedroom - Westin Nanea Ocean Villas - Full Resort Access

Resort View - 1 Bedroom - Westin Nanea Ocean Villas - Full Resort Access

Lahaina
10.0 out of 10, Exceptional, (2)
"My family of 4 rented via VRBO a 1 BR villa with a pullout couch. We liked the full kitchen, the space, the staff, the easy (and free) parking, proximity to Lahaina, and everything else. I would definitely stay here again."
United States
Paul C.
The price is ￥887,834
￥1,138,228 total
includes taxes & fees
Dec 19 - Dec 20
Resort View - 1 Bedroom - Westin Nanea Ocean Villas - Full Resort Access
Outdoor pool, sun loungers
Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea

5.0 star property
Wailea
9.6 out of 10, Exceptional, (44)
"Perfect for Families. Quite spacious and great for a relaxing Family vacation."
United States
Leslie
The price is ￥282,017
￥344,865 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Ho‘olei Villas at Grand Wailea
View from room
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5.0 star property
Wailea
9.4 out of 10, Exceptional, (1001)
"Beautiful hotel, amazing place, really relaxing. "
United States
Iulian
The price is ￥121,336
￥152,290 total
includes taxes & fees
Dec 12 - Dec 13
Fairmont Kea Lani Maui
Exterior
Island View - Studio - Marriott's Maui Ocean Club: Lahaina, Napili Villas - Full Resort Access

Island View - Studio - Marriott's Maui Ocean Club: Lahaina, Napili Villas - Full Resort Access

Lahaina
9.8 out of 10, Exceptional, (9)
"Villa was beautiful and trip amazing..."
United States
sheri t.
The price is ￥647,235
￥834,081 total
includes taxes & fees
Dec 20 - Dec 21
Island View - Studio - Marriott's Maui Ocean Club: Lahaina, Napili Villas - Full Resort Access
Pool
Oceanfront - Studio - Westin Kaanapali Ocean Resort Villas - Full Resort Access

Oceanfront - Studio - Westin Kaanapali Ocean Resort Villas - Full Resort Access

Lahaina
9.4 out of 10, Exceptional, (18)
"This resort is highly recommended, perfect location, perfect facilities for family with small kids and grandparents."
United States
Anonymous traveler
The price is ￥870,011
￥1,115,901 total
includes taxes & fees
Dec 20 - Dec 21
Oceanfront - Studio - Westin Kaanapali Ocean Resort Villas - Full Resort Access
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

Sheraton Maui Resort & Spa

Sheraton Maui Resort & Spa

10/10 Excellent
"Great "
Manjula A 6-night trip
Posted 2 days ago
Sheraton Maui Resort & Spa

Find out more about Upcountry Maui

Upcountry Maui Resorts information

Number of reviews
11,741
Accommodation
34 Resorts
Lowest Price
￥50,708
Highest Price
￥1,138,228

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