Title: Upcountry Maui Vacation Rentals from CA $277: Short-Term Rentals for 2025 | Expedia.ca

  

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# Upcountry Maui Vacation Rentals

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## Check prices for these dates

Tonight

[Nov 8 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-11-08&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 9 - Nov 10](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-11-09&endDate=2025-11-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Upcountry Maui

![Interior](https://images.trvl-media.com/lodging/30000000/29750000/29742500/29742446/09a07d6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/30000000/29750000/29742500/29742446/6d936835.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/30000000/29750000/29742500/29742446/8208c275.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/30000000/29750000/29742500/29742446/1d77cd11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ocean View Cabin located on Organic Coffee Farm with Hiking Trails

Makawao

10/10

Exceptional

(86)

"Enjoyed the property. More rustic than I am used to. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Thomas S.

CA $492

CA $933 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Haiku-Hotels-Ocean-View-Cabin-Located-On-Organic-Coffee-Farm-With-Hiking-Trails.h29742446.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/30000000/29880000/29873100/29873066/c4332c51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/30000000/29880000/29873100/29873066/93574a25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/30000000/29880000/29873100/29873066/3fdca3f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/30000000/29880000/29873100/29873066/972eccb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Makawao

10/10

Exceptional

(70)

"There is absolutely nothing we could think of that was missing from our week at Banyon Tree! The property is beautiful, lovingly maintained, and made this our best trip to Hawaii ever!! Actually, our best-ever family vacation! Plenty of room for swimming, playing Capture the Flag, enjoying family dinners, playing card and table games, and just hanging out. We enjoyed seeing the turtles at Ho’okepa Beach, playing in the river at Íao State Park, and shopping local markets. Comfortable island...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sheridan B.

CA $2,016

CA $4,161 total

includes taxes & fees

Nov 19 - Nov 20

[](https://www.expedia.ca/Makawao-Hotels-Historic-Upcountry-Maui-Property-With-Pool.h29873066.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23270000/23269000/23268927/02fc15e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/24000000/23270000/23269000/23268927/41b2cb25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/24000000/23270000/23269000/23268927/d096aa40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23270000/23269000/23268927/afb5646c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Island Sunset Villa: Your Maui Escape with Ocean & Stunning Sunsets Views

Kula

10/10

Exceptional

(181)

"Great place !!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

adrian p.

CA $803

CA $1,626 total

includes taxes & fees

Nov 14 - Nov 15

[](https://www.expedia.ca/Kula-Hotels-Eco-Friendly-Modern-Home.h23268927.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/98000000/97570000/97568000/97567999/3930425c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/98000000/97570000/97568000/97567999/bd3af031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/98000000/97570000/97568000/97567999/98fa11d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/98000000/97570000/97568000/97567999/e0e2bd3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Haiku Hale - 3 Bedroom Maui Getaway!

Haiku

10/10

Exceptional

(4)

"The neighborhood is a nice quiet area, with shops & places to eat within a minute walk. The driveway is a bit tricky, but opens up to a beautiful property with plenty of outdoor space. The house itself was very clean & neat, and the rooms all fit our needs. We only stayed one night but wish we could have stayed a week! I would highly recommend this property to anyone looking to stay off the beaten path but still be able to see everything you want!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nate G.

CA $694

CA $1,372 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Haiku-Hale-3-Bedroom-Maui-Getaway.h97567999.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115740000/115732300/115732203/1ceb2db3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/116000000/115740000/115732300/115732203/bf8d9964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115740000/115732300/115732203/54d71ae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/116000000/115740000/115732300/115732203/1bd600e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!

Haiku

CA $748

CA $1,821 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Haiku-Hotels-2-Mi-To-Hana-Hwy-Haiku-Home-W-Ocean-Views.h115732203.Hotel-Information)

![Beach towels](https://images.trvl-media.com/lodging/23000000/22730000/22722300/22722218/530ff241.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/23000000/22730000/22722300/22722218/70f3f0eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/23000000/22730000/22722300/22722218/2f01dccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/23000000/22730000/22722300/22722218/55a71571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Hana

9.6/10

Exceptional

(404)

"Very clean, excellent directions and instructions, loved the lanai, fans helped keep one comfortable "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jean J.

CA $244

CA $500 total

includes taxes & fees

Dec 5 - Dec 6

[](https://www.expedia.ca/Hana-Hotels-STHA-20170002-Across-From-Hana-Bay.h22722218.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/33000000/32490000/32484100/32484007/606af9b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/33000000/32490000/32484100/32484007/eeb50dcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32490000/32484100/32484007/be9ac5cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/33000000/32490000/32484100/32484007/7c06baf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Hana

9.6/10

Exceptional

(189)

"Super lovely place, I wish we were staying longer! Has everything you need. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nicole

CA $226

CA $570 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Hana-Hotels-Beautiful-Cottage-In-The-Heart-Of-Hana.h32484007.Hotel-Information)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/33000000/32490000/32488600/32488569/167b0628.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/33000000/32490000/32488600/32488569/700bd98f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/33000000/32490000/32488600/32488569/446450bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32490000/32488600/32488569/da2f3e3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b

Hana

9.2/10

Wonderful

(145)

"We liked the flat very much. Clean, cosy, like described."

![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg)

Petra W.

CA $246

CA $626 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Hana-Hotels-Beautiful-Home-In-The-Heart-Of-Hana.h32488569.Hotel-Information)

![Beach towels](https://images.trvl-media.com/lodging/23000000/22730000/22720200/22720139/51ee3252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/23000000/22730000/22720200/22720139/f7f2f5f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/23000000/22730000/22720200/22720139/a42f39cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/23000000/22730000/22720200/22720139/58ae806d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fisher's Hana Bay Hale, Across from Hana Bay

Kahului

9.6/10

Exceptional

(407)

"We only stayed one night but it was fantastic, clean and cozy! Check in was super simple and we were able to get in and out quickly to enjoy the rest of our trip."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jarah A.

CA $274

CA $560 total

includes taxes & fees

Nov 12 - Nov 13

[](https://www.expedia.ca/Hana-Hotels-Fishers-Hana-Bay-Hale.h22720139.Hotel-Information)

![Beach nearby, white sand, beach towels](https://images.trvl-media.com/lodging/104000000/103030000/103028100/103028003/77cc11a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/104000000/103030000/103028100/103028003/a901f03d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Studio, Garden View | Garden view](https://images.trvl-media.com/lodging/104000000/103030000/103028100/103028003/cd4c5baa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Studio, Garden View](https://images.trvl-media.com/lodging/104000000/103030000/103028100/103028003/24289f73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Napili Village Hotel

Lahaina

9.0/10

Wonderful

(126)

"check in process was super easy. friendly staff "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nicholas

CA $235

CA $277 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Kapalua-Hotels-Napili-Village-Hotel.h103028003.Hotel-Information)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33510000/33506800/33506788/9bf9b442.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33510000/33506800/33506788/0a266b6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33510000/33506800/33506788/w851h563x0y1-545b8881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33510000/33506800/33506788/376222a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Hana

10/10

Exceptional

(89)

"The place was beautiful and the gardens are absolutely breathtaking!!! It was so peaceful and perfect for my husband and I after a VERY long day making the drive to Hana and hiking the Pipiwai Trail to see the Waimoku Falls!!! Only wish we could have stayed here longer on our trip!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dena V.

CA $435

CA $762 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Hana-Hotels-Tropical-Romance-Lush-Gardens-In-Heavenly-Hana.h33506788.Hotel-Information)

![4 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/3000000/2750000/2740200/2740153/cc604c30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 3 Bedrooms, Ocean View | Private kitchen](https://images.trvl-media.com/lodging/3000000/2750000/2740200/2740153/fa899b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony view](https://images.trvl-media.com/lodging/3000000/2750000/2740200/2740153/0edd56a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 3 Bedrooms, Ocean View | Balcony view](https://images.trvl-media.com/lodging/3000000/2750000/2740200/2740153/8aca803a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### OUTRIGGER Honua Kai Resort & Spa

Lahaina

8.8/10

Excellent

(2860)

"Great stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Andrea

CA $410

CA $1,128 total

includes taxes & fees

Nov 22 - Nov 23

[](https://www.expedia.ca/Lahaina-Hotels-Honua-Kai-Resort-Spa.h2740153.Hotel-Information)

![Beach towels](https://images.trvl-media.com/lodging/20000000/19660000/19651200/19651188/0b16ee80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/20000000/19660000/19651200/19651188/739cc806.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/20000000/19660000/19651200/19651188/0b46b2fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19660000/19651200/19651188/bb7cfb8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Kuau

9.4/10

Exceptional

(194)

"This condo was a great location right near mamas fish house and the beach. The air conditioning worked really well unlike some condos we’ve stayed in while in Hawaii. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lindsey K.

CA $260

CA $623 total

includes taxes & fees

Nov 25 - Nov 26

[](https://www.expedia.ca/Paia-Hotels-AC-North-Shore-Maui-PaiaKuau-BrJust-Steps-Away-To-Mamas-And-Beach.h19651188.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34160000/34152900/34152879/15aa48a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34160000/34152900/34152879/0f73bc1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34160000/34152900/34152879/e3769e92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, beach towels](https://images.trvl-media.com/lodging/35000000/34160000/34152900/34152879/w2000h1163x0y0-ed678ad4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!

Hana

9.6/10

Exceptional

(74)

"Amazing views!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alexander

CA $463

CA $659 total

includes taxes & fees

Nov 19 - Nov 20

[](https://www.expedia.ca/Hana-Hotels-Hana-Kai-Maui-Oceanview-Waiohinu-Upper-Floor-Amazing-View-Decor.h34152879.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34190000/34188200/34188116/6e8952cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34190000/34188200/34188116/fb842c3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, beach towels](https://images.trvl-media.com/lodging/35000000/34190000/34188200/34188116/w2000h1163x0y0-b190ff3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/35000000/34190000/34188200/34188116/541699b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Hana

9.6/10

Exceptional

(109)

"Beautiful spot in the ocean. Couldn’t have been more relaxing and beautiful"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tim S.

CA $448

CA $642 total

includes taxes & fees

Nov 13 - Nov 14

[](https://www.expedia.ca/Hana-Hotels-Oceanview-103-At-Hana-Kai-Maui-1-Bedroom.h34188116.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33500000/33498700/33498605/5fd97c2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33500000/33498700/33498605/4807a545.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/34000000/33500000/33498700/33498605/6a813fc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33500000/33498700/33498605/0e7693c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Secluded cottage on Tropical flower farm

Hana

9.4/10

Exceptional

(274)

"The cottage was great. Check-in was stress-free and Ms. Rebecca was always responsive. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

La Tecia P.

CA $414

CA $783 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Hana-Hotels-Secluded-Cottage-On-Tropical-Flower-Farm.h33498605.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/28000000/27130000/27128500/27128470/db1a52c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27130000/27128500/27128470/5be8bd69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/28000000/27130000/27128500/27128470/1c309c83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/28000000/27130000/27128500/27128470/9dd7f651.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relaxing home away from home- honeymoon friendly

Hana

10/10

Exceptional

(280)

"Great location. We had a great stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ernest H.

CA $393

CA $742 total

includes taxes & fees

Nov 18 - Nov 19

[](https://www.expedia.ca/Hana-Hotels-Relaxing-Home-Away-From-Home.h27128470.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71600000/71595200/71595183/b6438d27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach](https://images.trvl-media.com/lodging/72000000/71600000/71595200/71595183/w9528h2266x0y0-3f0b5a78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71600000/71595200/71595183/c4782a88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71600000/71595200/71595183/fe7989e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Oceanview Condo in Hana-Let the ocean lull you to sleep

Hana

9.2/10

Wonderful

(111)

"This was the most beautiful condo I've ever stayed. The ocean view was absolutely breathtaking. No ac, but didn't really need it. I highly recommend this property. Access to black sand beach was a short walk, it was rough, but naturally beautiful. Sunrise was just perfect. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Richard

CA $351

CA $653 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Hana-Hotels-Oceanview-Condo-In-Hana-Let-The-Ocean-Lull-You-To-Sleep.h71595183.Hotel-Information)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/83000000/82960000/82951000/82950935/7f627c15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/83000000/82960000/82951000/82950935/745537e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/83000000/82960000/82951000/82950935/ca62514f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/83000000/82960000/82951000/82950935/4370a47a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ocean front condo at Ma'alaea just a few steps to the ocean and harbor.

Wailuku

9.8/10

Exceptional

(56)

"Really nice owners and great location."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robin D.

CA $234

CA $582 total

includes taxes & fees

Nov 12 - Nov 13

[](https://www.expedia.ca/Wailuku-Hotels-Ocean-Front-Complex.h82950935.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/25000000/24040000/24033700/24033638/0dff2002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/25000000/24040000/24033700/24033638/1a6d293c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/25000000/24040000/24033700/24033638/14b0ef23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/25000000/24040000/24033700/24033638/93fd3fb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

Wailuku

9.6/10

Exceptional

(155)

"Everything was great. Kitchen well stocked, beautiful view. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Eric S.

CA $139

CA $492 total

includes taxes & fees

Nov 15 - Nov 16

[](https://www.expedia.ca/Wailuku-Hotels-Oceanfront-Spectacular-60-Ft-To-The-Water.h24033638.Hotel-Information)

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

![Hyatt Regency Maui Resort & Spa](//images.trvl-media.com/lodging/1000000/20000/19300/19207/3102d1ec_y.jpg)

### Hyatt Regency Maui Resort & Spa

10/10 Excellent

"Beautiful hotel !!! I loved the breakfast buffet included with the room and just amazing wildlife! The koi pond, parrots and the little penguins were amazing! I would definitely stay here again and walking distance to whaler’s village was super convenient today! Great hotel, and loved the variety of the pools as well!"

[](https://expedia.ca/Lahaina-Hotels-Hyatt-Regency-Maui.h19207.Hotel-Information)

![Maui Coast Hotel](//images.trvl-media.com/lodging/1000000/30000/28700/28645/ffbd6b5d_y.jpg)

### Maui Coast Hotel

10/10 Excellent

"The resort was fantastic. Clean, the staff was friendly, and the pools were great. We will stay here again. "

[](https://expedia.ca/Kihei-Hotels-Maui-Coast-Hotel.h28645.Hotel-Information)

![Grand Wailea Maui, A Waldorf Astoria Resort](//images.trvl-media.com/lodging/1000000/10000/7900/7867/w3840h2556x0y3-29570997_y.jpg)

### Grand Wailea Maui, A Waldorf Astoria Resort

10/10 Excellent

"We spent 1 day of our trip to Maui at the Grand Wailea to enjoy the pools before we left the island. This was our 4th time at Grand Wailea - and it was amazing again. There was a bit of concern with my initial booking that I tried to get corrected by phone before arrival, but Gilbert at the front desk was super reassuring and got us all sorted! We had a wonderful stay! Wayne at the swim-up bar was super nice, and we all loved the aquarium bar at Humahuma - definitely another highlight! "

[](https://expedia.ca/Kihei-Hotels-Grand-Wailea-Maui.h7867.Hotel-Information)

![OUTRIGGER Kaanapali Beach Resort](//images.trvl-media.com/lodging/1000000/20000/11600/11554/82021c2d_y.jpg)

### OUTRIGGER Kaanapali Beach Resort

10/10 Excellent

"The property is beautiful and quiet. "

[](https://expedia.ca/Lahaina-Hotels-OUTRIGGER-Kaanapali-Beach-Resort.h11554.Hotel-Information)

![Fairmont Kea Lani Maui](//images.trvl-media.com/lodging/1000000/10000/8800/8765/98cd34a1_y.jpg)

### Fairmont Kea Lani Maui

10/10 Excellent

"All of the above. Staff was extremely friendly and helpful. Housekeeping did a wonderful job with up keep in our room. To bringing water at night to our room, folding down our beds and having our slippers waiting. Always restocking the room. Our room view was breathtaking. Definitely would return "

[](https://expedia.ca/Kihei-Hotels-Fairmont-Kea-Lani-Maui.h8765.Hotel-Information)

![Maui Seaside Hotel](//images.trvl-media.com/lodging/1000000/20000/19700/19630/b53bdaab_y.jpg)

### Maui Seaside Hotel

10/10 Excellent

"Clean room, staff is very friendly "

[](https://expedia.ca/Kahului-Hotels-Maui-Seaside-Hotel.h19630.Hotel-Information)

![The Westin Maui Resort & Spa, Ka'anapali](//images.trvl-media.com/lodging/1000000/30000/25900/25837/87f76342_y.jpg)

### The Westin Maui Resort & Spa, Ka'anapali

10/10 Excellent

"Absolutely loved it there! I wish we never had to leave. The resort was beautiful and super relaxing. The staff was genuinely nice and extremely helpful. 10/10 recommend!"

[](https://expedia.ca/Kaanapali-Hotels-The-Westin-Maui-Resort-Spa.h25837.Hotel-Information)

![Royal Lahaina Resort & Bungalows](//images.trvl-media.com/lodging/1000000/40000/34800/34767/8a8031c5_y.jpg)

### Royal Lahaina Resort & Bungalows

10/10 Excellent

"Nice and clean! Right at the beach!! The restaurant is fantastic, especially the blackened tuna dish. We enjoyed it and we will definitely be back. "

[](https://expedia.ca/Kaanapali-Hotels-Royal-Lahaina-Resort-Bungalows.h34767.Hotel-Information)

![Maui Beach Hotel](//images.trvl-media.com/lodging/1000000/20000/18600/18554/d9caacb9_y.jpg)

### Maui Beach Hotel

10/10 Excellent

"Staff was very courteous.The grounds are well kept and nice."

[](https://expedia.ca/Kahului-Hotels-Maui-Beach-Hotel.h18554.Hotel-Information)

## Find out more about Upcountry Maui

**Everything you need to know about** **Upcountry Maui** **vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Upcountry Maui vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Upcountry Maui vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Upcountry Maui vacation rentals we have selected for you start as low as CA $277 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 vacation 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 vacation.

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. 

## Explore a world of travel with Expedia

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-   [Condo Rentals in Upcountry Maui](https://expedia.ca/Upcountry-Maui-Condos.d553248621593965869-aaCondos.Travel-Guide-Accommodation)
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-   [Apartments in Upcountry Maui](https://expedia.ca/Upcountry-Maui-Apartments.d553248621593965869-aaApartments.Travel-Guide-Accommodation)
-   [Villas in Upcountry Maui](https://expedia.ca/Upcountry-Maui-Villas.d553248621593965869-aaVillas.Travel-Guide-Accommodation)
-   [Resorts in Upcountry Maui](https://expedia.ca/Upcountry-Maui-Resort-Hotels.d553248621593965869-aaResortHotels.Travel-Guide-Accommodation)
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### Expedia's Latest Trends

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Vacation Rentals

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General

-   [Visit Hawaii Island](https://expedia.ca/Hawaii-Island.dx180074)

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Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app

![QR code to download the app](data:image/png;base64,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)