Search Holiday Rentals in Upcountry Maui

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Upcountry Maui holiday rentals

Kapalua Golf Villas Resort by KBM

Kapalua Golf Villas Resort by KBM
4.0 star property
Lahaina
9.4 out of 10, Exceptional, (15 reviews)
"The property was in exquisite shape and the unit was very well kept. Great location! Just a short walk down a hill to beach access. Many restaurants nearby. Easy to drive to the unit."
United States
Clark
The price is 72.843.852 ₫
98.818.042 ₫ total
includes taxes & fees
13 Jun - 14 Jun
Kapalua Golf Villas Resort by KBM

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,129 reviews)
"Amazing views and very spacious for family. Nice beach and pools!"
United States
Nicole
The price is 7.472.795 ₫
9.652.437 ₫ total
includes taxes & fees
21 Jun - 22 Jun
Aston Kaanapali Shores

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (27 reviews)
"Thank you for hosting us! The place was very clean and the location was fantastic, close to the beach, shops and restaurants!"
United States
Julie
The price is 1.166.969 ₫
13.431.010 ₫ total
includes taxes & fees
13 Jun - 14 Jun
Signature Residences at Maui Banyan

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,819 reviews)
"Beautiful property, beach access was terrific."
United States
Alison
The price is 6.992.963 ₫
8.301.486 ₫ total
includes taxes & fees
27 Jun - 28 Jun
Napili Shores Maui by OUTRIGGER

The Westin Ka'anapali Ocean Resort Villas

The Westin Ka'anapali Ocean Resort Villas
4.0 star property
Lahaina
8.6 out of 10, Excellent, (1,139 reviews)
"Never a bad stay here!! "
United States
Michele
The price is 15.134.575 ₫
17.966.556 ₫ total
includes taxes & fees
24 Jun - 25 Jun
The Westin Ka'anapali Ocean Resort Villas

Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
8.8 out of 10, Excellent, (31 reviews)
"Good location for the Road to Hana and exploring Paia, hot tub was enjoyable."
United States
Matt
The price is 3.714.420 ₫
8.357.613 ₫ total
includes taxes & fees
23 Jun - 24 Jun
Yonegan Maui Getaways - Haiku

Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (921 reviews)
"Unit was spacious with great ocean view."
United States
DARSHAN
The price is 10.397.980 ₫
12.343.649 ₫ total
includes taxes & fees
8 Jul - 9 Jul
Aston Maui Hill

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (187 reviews)
"Amazing location, great garden/ pool view. Comfortable and clean room, close to beach and snorkeling. Would definitely stay there again."
United States
Patrick James
The price is 6.083.292 ₫
7.221.598 ₫ total
includes taxes & fees
17 Jun - 18 Jun
Napili Village Hotel

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (418 reviews)
"Great location! The downside is no housekeeping, they just offer towels replacement & trash pickup that too not until your 4th day of stay"
United States
Preetika
The price is 8.038.433 ₫
19.159.588 ₫ total
includes taxes & fees
18 Jun - 19 Jun
The Whaler Resort Kaanapali Beach

Kapalua Ridge Villas Resort by KBM

Kapalua Ridge Villas Resort by KBM
4.5 star property
Lahaina
9.8 out of 10, Exceptional, (8 reviews)
"Clean and spacious. Beautiful ocean view "
United States
Shiqi
The price is 85.145.013 ₫
113.982.021 ₫ total
includes taxes & fees
25 Jun - 26 Jun
Kapalua Ridge Villas Resort by KBM

Kuleana Club - 715

Kuleana Club - 715
3.5 star property
Lahaina
The price is 6.132.793 ₫
12.748.443 ₫ total
includes taxes & fees
13 Jun - 14 Jun
Kuleana Club - 715

Kuau Plaza Paia Condo with Parking

Kuau Plaza Paia Condo with Parking
3.0 star property
Paia
The price is 12.582.872 ₫
22.124.822 ₫ total
includes taxes & fees
16 Jun - 17 Jun
Kuau Plaza Paia Condo with Parking

Kuleana Club - 504

Kuleana Club - 504
3.5 star property
Lahaina
The price is 6.373.040 ₫
13.034.328 ₫ total
includes taxes & fees
2 Jul - 3 Jul
Kuleana Club - 504

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (2,976 reviews)
"Everything about this place was great!"
United States
Jag
The price is 12.477.470 ₫
26.958.869 ₫ total
includes taxes & fees
28 Jun - 29 Jun
OUTRIGGER Honua Kai Resort & Spa

The Westin Ka'anapali Ocean Resort Villas North

The Westin Ka'anapali Ocean Resort Villas North
4.0 star property
Lahaina
8.2 out of 10, Very good, (49 reviews)
"just another resort"
United States
Santosh
The price is 15.134.575 ₫
17.966.556 ₫ total
includes taxes & fees
20 Jun - 21 Jun
The Westin Ka'anapali Ocean Resort Villas North

Noelani 304 - 3Br Condo

Noelani 304 - 3Br Condo
3.5 star property
Lahaina
The price is 14.569.200 ₫
61.609.654 ₫ total
includes taxes & fees
13 Jun - 14 Jun
Noelani 304 - 3Br Condo

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,579 reviews)
"Great location for beach lovers and family vacation. "
United States
meryem
The price is 7.589.924 ₫
11.353.300 ₫ total
includes taxes & fees
21 Jun - 22 Jun
Aston Maui Kaanapali Villas

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
4.0 star property
Lahaina
8.4 out of 10, Very good, (248 reviews)
"Great hotel and perfect location"
United States
Sevelina Georgieva
The price is 15.555.711 ₫
18.466.496 ₫ total
includes taxes & fees
25 Jun - 26 Jun
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (654 reviews)
"Clean room amd friendly staff."
United States
Chris
The price is 7.400.676 ₫
8.785.687 ₫ total
includes taxes & fees
16 Jun - 17 Jun
Napili Sunset on the Beach

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
8.2 out of 10, Very good, (16 reviews)
"Place was beautiful and I really enjoyed the live music under the stats every night"
United States
AURA MARINA
The price is 9.308.166 ₫
12.447.188 ₫ total
includes taxes & fees
24 Jun - 25 Jun
Royal Lahaina Bungalows & Spa
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Upcountry Maui Hotel Reviews

Explore a world of travel with Expedia