Upcountry Maui Holiday Rentals

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Our top choices for Upcountry Maui holiday rentals

Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
9.0 out of 10, Wonderful, (28 reviews)
"The location was great, especially if you plan to see the whole island! Easy check in and check out. Clean place."
United States
Weronika
The price is NZ$570
includes taxes & fees
14 Apr - 15 Apr
Yonegan Maui Getaways - Haiku

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
9.0 out of 10, Wonderful, (16 reviews)
"Perfect location, clean room, and friendly staff! "
United States
Krystel
The price is NZ$934
includes taxes & fees
8 Apr - 9 Apr
Signature Residences at Maui Banyan

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
9.4 out of 10, Exceptional, (8 reviews)
"Clean room and staff is super friendly. Would stay here again "
United States
Rene
The price is NZ$800
includes taxes & fees
15 Apr - 16 Apr
Royal Lahaina Bungalows & Spa

Kuau Plaza Paia Condo with Parking

Kuau Plaza Paia Condo with Parking
3.0 star property
Paia
The price is NZ$1,209
includes taxes & fees
7 Apr - 8 Apr
Kuau Plaza Paia Condo with Parking

The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort
4.5 star property
South Kihei
10.0 out of 10, Exceptional, (2 reviews)
"Upscale and incredibly comfortable. This felt like a true upgrade from standard condos. The memory foam beds were heavenly, and the AC kept the place perfectly cool. We really appreciated the fast WiFi and having Netflix on the TV for relaxing evenings. Great gym onsite, too. We’ll definitely be back!"
United States
Sophie
The price is NZ$1,207
includes taxes & fees
26 Apr - 27 Apr
The Residences at Kamaole Sands Resort

The Ocean View Residence

The Ocean View Residence
3.0 star property
South Kihei
10.0 out of 10, Exceptional, (1 review)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
The price is NZ$1,047
includes taxes & fees
14 Apr - 15 Apr
The Ocean View Residence

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 NZ$580
includes taxes & fees
4 Apr - 5 Apr
Napili Sunset on the Beach

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (175 reviews)
"Great location "
United States
John Roger
The price is NZ$466
includes taxes & fees
7 Apr - 8 Apr
Napili Village Hotel

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,780 reviews)
"Ocean view, comfortable room, nice bar on property, well located"
United States
Rosanne Marie
The price is NZ$546
includes taxes & fees
16 Apr - 17 Apr
Napili Shores Maui by OUTRIGGER

Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (891 reviews)
"We really enjoyed the pool & hot tub area. The staff was very friendly & helpful & everything was great, we really enjoyed our stay at Maui Hill."
United States
Kelly
The price is NZ$638
includes taxes & fees
19 Apr - 20 Apr
Aston Maui Hill

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, (46 reviews)
"Staff was great, rooms were clean, pools were warm. The ocean right outside the hotel is clean and allows you do do activities without leaving the area like snorkeling, swimming, boogie boarding, floating, etc)"
United States
Clinton
The price is NZ$939
includes taxes & fees
8 Apr - 9 Apr
The Westin Ka'anapali Ocean Resort Villas North

Kuleana Club - 707

Kuleana Club - 707
3.0 star property
Lahaina
The price is NZ$731
includes taxes & fees
9 Apr - 10 Apr
Kuleana Club - 707

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (378 reviews)
"Beautiful views, wonderful staff, clean & spacious room! Would love to stay again someday. "
United States
Sophia
The price is NZ$1,389
includes taxes & fees
4 Apr - 5 Apr
The Whaler Resort Kaanapali Beach

Waiohuli Beach Hale Ocean View Condos with Parking

Waiohuli Beach Hale Ocean View Condos with Parking
3.0 star property
Central Kihei
10.0 out of 10, Exceptional, (5 reviews)
"Easy access to the beach, nice kitchen, view of the water"
United States
Phillip J
The price is NZ$872
includes taxes & fees
11 Apr - 12 Apr
Waiohuli Beach Hale Ocean View Condos with Parking

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,045 reviews)
"Beautiful location and friendly helpful staff. Nice clean rooms and resort. "
Canada
Megan Ruth
The price is NZ$710
includes taxes & fees
18 Apr - 19 Apr
Aston Kaanapali Shores

Kahana Sunset C7 2 Bedroom Condo by RedAwning

Kahana Sunset C7 2 Bedroom Condo by RedAwning
4.0 star property
Lahaina
The price is NZ$2,808
includes taxes & fees
8 Apr - 9 Apr
Kahana Sunset C7 2 Bedroom Condo by RedAwning

Kihei Garden Estates B-103 - Modern Design, Bright & Clean, Concrete Floors, AC!

Kihei Garden Estates B-103 - Modern Design, Bright & Clean, Concrete Floors, AC!
3.5 star property
Central Kihei
Kihei Garden Estates B-103 - Modern Design, Bright & Clean, Concrete Floors, AC!

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, (244 reviews)
"Great hotel and perfect location"
United States
Sevelina Georgieva
The price is NZ$972
includes taxes & fees
15 Apr - 16 Apr
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (2,943 reviews)
"Nice staff/clean rooms. Overall very nice"
Canada
Anastassiya
The price is NZ$1,399
includes taxes & fees
27 Apr - 28 Apr
OUTRIGGER Honua Kai Resort & Spa

Hale Napili

Hale Napili
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (95 reviews)
"Great location, very clean, quiet - in a word, perfect "
United States
Paul
Hale Napili
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

Find out more about Upcountry Maui

Everything you need to know about Upcountry Maui holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Upcountry Maui holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Upcountry Maui holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Upcountry Maui holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Upcountry Maui. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Upcountry Maui holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Upcountry Maui holiday rentals we have selected for you start as low as NZ$546 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Upcountry Maui rentals

At Expedia, we put the best Upcountry Maui holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Upcountry Maui rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Upcountry Maui holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Upcountry Maui. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.