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Our top choices for Upcountry Maui holiday rentals

Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
Makawao
10.0 out of 10, Exceptional, (76 reviews)
"Absolutely incredible, the property and the host exceeded all expectations! "
Canada
Marley L.
The price is £2,213
includes taxes & fees
18 Apr - 19 Apr
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16

Haiku Hale - 3 Bedroom Maui Getaway!

Haiku Hale - 3 Bedroom Maui Getaway!
Haiku
10.0 out of 10, Exceptional, (5 reviews)
"Clean, well lit, private, Haiku is a sweet town. Note that there are a few steep steps to master bedroom."
United States
Linda S.
The price is £643
includes taxes & fees
20 Apr - 21 Apr
Haiku Hale - 3 Bedroom Maui Getaway!

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
9.0 out of 10, Wonderful, (19 reviews)
"Perfect location, clean room, and friendly staff! "
United States
Krystel
The price is £398
includes taxes & fees
18 Apr - 19 Apr
Signature Residences at Maui Banyan

Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath

Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
Hana Town Center
9.6 out of 10, Exceptional, (199 reviews)
"Had a very nice stay. The cottage was well equipped. I spent 8 days there. Loved this location in Hana."
United States
Lon S.
The price is £361
includes taxes & fees
20 Apr - 21 Apr
Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath

Fisher's Hana Bay Hale, Across from Hana Bay

Fisher's Hana Bay Hale, Across from Hana Bay
Hana Town Center
9.6 out of 10, Exceptional, (426 reviews)
"Very peaceful place to stay. Enjoyed location and would stay again if I come to Hana!"
United States
Nicholas
The price is £302
includes taxes & fees
3 May - 4 May
Fisher's Hana Bay Hale, Across from Hana Bay

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
Hana Town Center
9.6 out of 10, Exceptional, (444 reviews)
"Enjoyed the screened in porch"
United States
Thomas
The price is £286
includes taxes & fees
27 Apr - 28 Apr
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002

A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
Kuau
9.4 out of 10, Exceptional, (203 reviews)
"Recently renovated and spotless! This condo had everything we needed and was comfortable and conveniently located. Highly recommend!"
United States
Allison H.
The price is £331
includes taxes & fees
20 Apr - 21 Apr
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

Great location between Hana Town and Hamoa Beach, private, family-friendly

Great location between Hana Town and Hamoa Beach, private, family-friendly
Hana Town Center
9.8 out of 10, Exceptional, (237 reviews)
"Great location in Hana. Cozy and private. "
United States
Heather F.
The price is £382
includes taxes & fees
7 May - 8 May
Great location between Hana Town and Hamoa Beach, private, family-friendly

Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!
Kaʻeleku
9.8 out of 10, Exceptional, (241 reviews)
"30 yr anniversary - perfectly relaxing for us - would stay here again for sure."
United States
Trent H.
The price is £447
includes taxes & fees
27 Apr - 28 Apr
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui

Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui
Hāna
10.0 out of 10, Exceptional, (99 reviews)
"This bungalow is perfect! It is beautiful and peaceful. I would come to Hāna just to stay here. And the host provided excellent information and was very gracious. "
United States
Catherine R.
The price is £403
includes taxes & fees
20 Apr - 21 Apr
Tropical Romance... Lush Gardens.... in Heavenly Hana, Maui

Oceanview #101 at Hana Kai Maui - 1 Bedroom Corner Unit, Amazing View!

Oceanview #101 at Hana Kai Maui - 1 Bedroom Corner Unit, Amazing View!
Hana Town Center
9.6 out of 10, Exceptional, (80 reviews)
"Fantastic experience! Staff was helpful and genuinely nice people Condo and view were perfect. So relaxing and we'll be back! "
United States
Bill
The price is £411
includes taxes & fees
22 Apr - 23 Apr
Oceanview #101 at Hana Kai Maui - 1 Bedroom Corner Unit, Amazing View!

Yonegan Maui Getaways - Haiku - Unit 6

Yonegan Maui Getaways - Haiku - Unit 6
Haiku-Pauwela
9.0 out of 10, Wonderful, (36 reviews)
"Great location, comfortable bed and room. "
United States
kimo
The price is £233
includes taxes & fees
19 Apr - 20 Apr
Yonegan Maui Getaways - Haiku - Unit 6

Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access

Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access
Hana Town Center
9.6 out of 10, Exceptional, (118 reviews)
"Everything Good "
United States
Marc
The price is £400
includes taxes & fees
20 Apr - 21 Apr
Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access

Kuau Surf 2.0 Maui North Shore Locally-Owned

Kuau Surf 2.0 Maui North Shore Locally-Owned
Paia
9.2 out of 10, Wonderful, (24 reviews)
"Clean and convenient"
United States
Ilya L
The price is £263
includes taxes & fees
28 Apr - 29 Apr
Kuau Surf 2.0 Maui North Shore Locally-Owned

Relaxing home away from home- honeymoon friendly

Relaxing home away from home- honeymoon friendly
Hana
10.0 out of 10, Exceptional, (284 reviews)
"It was such a cute little place. Quite and charming with a spectacular view. Loved our stay here."
Canada
Marjorie
The price is £393
includes taxes & fees
2 May - 3 May
Relaxing home away from home- honeymoon friendly

3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006
Kaʻeleku
9.8 out of 10, Exceptional, (82 reviews)
"Great tropical location with ocean view. "
United States
Myra S.
The price is £643
includes taxes & fees
17 Apr - 18 Apr
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

Hana Homestead by the Beach

Hana Homestead by the Beach
Hana Town Center
9.8 out of 10, Exceptional, (142 reviews)
"We loved are quiet, peaceful stay in Hāna! So much fun! Beautiful property!"
United States
Justin
The price is £959
includes taxes & fees
28 Apr - 29 Apr
Hana Homestead by the Beach

This remodeled condo earned "Best in Kihei" 4 times and “#1 in Maui” Ocean View!

This remodeled condo earned "Best in Kihei" 4 times and “#1 in Maui” Ocean View!
North Kihei
10.0 out of 10, Exceptional, (39 reviews)
"The host was very welcoming, the condo was well stocked with everything needed for the stay, it was super clean and everything worked really well. "
United States
Ellen B.
The price is £344
includes taxes & fees
18 Apr - 19 Apr
This remodeled condo earned "Best in Kihei" 4 times and “#1 in Maui” Ocean View!

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (177 reviews)
"Great location "
United States
John Roger
The price is £183
includes taxes & fees
19 Apr - 20 Apr
Napili Village Hotel

Paia 2 Bedroom 2 Bathroom

Paia 2 Bedroom 2 Bathroom
Paia
9.0 out of 10, Wonderful, (10 reviews)
"The house was perfect for the 6 of us and near a beautiful cove. "
United States
Vanessa C.
The price is £486
includes taxes & fees
20 Apr - 21 Apr
Paia 2 Bedroom 2 Bathroom
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, apart-hotels, 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 £271 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.