Title: Upcountry Maui Vacation Home Rentals from CA $357: Search Top Private Vacation Homes for Rent | Expedia.ca

[Upcountry Maui Travel Guide](https://expedia.ca/Upcountry-Maui.dx553248621593965869)[Hotels in Upcountry Maui](https://expedia.ca/Upcountry-Maui-Hotels.d553248621593965869.Travel-Guide-Hotels)[Vacation Rentals in Upcountry Maui](https://expedia.ca/Upcountry-Maui-Vacation-Rentals.d553248621593965869.Travel-Guide-VacationRentals)[Flights to Upcountry Maui](https://expedia.ca/Cheap-Flights-To-Upcountry-Maui.d553248621593965869.Travel-Guide-Flights)[Upcountry Maui Car Rentals](https://expedia.ca/Car-Rentals-In-Upcountry-Maui.d553248621593965869.Car-Rental-Guide)[Upcountry Maui Vacation Packages](https://expedia.ca/Upcountry-Maui.d553248621593965869.Destination-Travel-Guides)

![View over Haleakala crater, at 3000 ft. Make sure that the skies are clear before heading to Haleakala, otherwise this view could be totally blocked by clouds.
#AboveItAll](https://images.trvl-media.com/place/507525/451f5c7a-2ae1-4683-8787-8d1827405b60.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Project Forever

![](https://images.trvl-media.com/place/507525/451f5c7a-2ae1-4683-8787-8d1827405b60.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Upcountry Maui vacation homes

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

![Smart TV, table tennis, books](https://images.trvl-media.com/lodging/30000000/29880000/29873100/29873066/d58312bc.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)

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

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

Makawao

10/10

Exceptional

(73 reviews)

"We had an amazing vacation here. We had 4 generations ranging from 4 months to 81 years and everyone had a great time. There was room to spread out and room to all gather together. Having the private pool and spa was perfect. Host was available when we needed her and the B and B was well stocked. We also loved the Maui feel of the accommodations and being out of the busier parts of Maui. I highly recommend this venue for larger groups! "

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

Kari L.

CA $2,171

CA $4,347 total

includes taxes & fees

Feb 23 - Feb 24

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

![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)

![Property grounds](https://images.trvl-media.com/lodging/98000000/97570000/97568000/97567999/7f0e124d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Haiku Hale - 3 Bedroom Maui Getaway!

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

Haiku

10/10

Exceptional

(4 reviews)

"Clean, well lit, private, Haiku is a sweet town. Note that there are a few steep steps to master bedroom."

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

Linda S.

CA $550

CA $1,190 total

includes taxes & fees

Feb 2 - Feb 3

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

![Studio, Garden View (Haiku #6) | Terrace/patio](https://images.trvl-media.com/lodging/118000000/117920000/117920000/117919946/c916924e_edited_d3ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Basic Apartment, Garden View (Haiku #2) | Living area](https://images.trvl-media.com/lodging/118000000/117920000/117920000/117919946/6bb7cdbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio, Garden View (Haiku #3)](https://images.trvl-media.com/lodging/118000000/117920000/117920000/117919946/7e83a53d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117920000/117920000/117919946/5dd9fc02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Yonegan Maui Getaways - Haiku 

[](https://www.expedia.ca/Haiku-Hotels-Yonegan-Maui-Getaways-Haiku.h117919946.Hotel-Information)

Haiku

8.6/10

Excellent

(20 reviews)

"It is a cozy place. It has all the amenities. It feels like home"

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

Roberto

CA $187

CA $357 total

includes taxes & fees

Feb 24 - Feb 25

[](https://www.expedia.ca/Haiku-Hotels-Yonegan-Maui-Getaways-Haiku.h117919946.Hotel-Information)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34340000/34330800/34330791/7b6d62ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34340000/34330800/34330791/9c194cdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34340000/34330800/34330791/bbeec08e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34340000/34330800/34330791/83fdc328.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### IDEAL BEACH LOCATION 2 BR LARGE DECK "PRIVATE'

[](https://www.expedia.ca/Hana-Hotels-IDEAL-BEACH-LOCATION-2-BR-LARGE-DECK-PRIVATE.h34330791.Hotel-Information)

Hana

10/10

Exceptional

(189 reviews)

"Beautiful peaceful home. "

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

Rebecca

CA $476

CA $818 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Hana-Hotels-IDEAL-BEACH-LOCATION-2-BR-LARGE-DECK-PRIVATE.h34330791.Hotel-Information)

![Condo (2 Bedrooms) | Living room](https://images.trvl-media.com/lodging/85000000/84080000/84071300/84071272/40fd91dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/85000000/84080000/84071300/84071272/8de404bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo (2 Bedrooms) | Living room](https://images.trvl-media.com/lodging/85000000/84080000/84071300/84071272/7bf20f6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo (2 Bedrooms) | View from room](https://images.trvl-media.com/lodging/85000000/84080000/84071300/84071272/26b56787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kapalua Golf Villas by KBM Resorts

[](https://www.expedia.ca/Lahaina-Hotels-K-B-M-Resorts-Kapalua-Golf-Villa-Kgv-19p2.h84071272.Hotel-Information)

Lahaina

10/10

Exceptional

(9 reviews)

"Everything was great !"

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

Jackelin

CA $3,144

CA $4,297 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Lahaina-Hotels-K-B-M-Resorts-Kapalua-Golf-Villa-Kgv-19p2.h84071272.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)

![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/33000000/32490000/32488600/32488569/18ffb7b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/33000000/32490000/32488600/32488569/8c976e38.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

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

Hana Town Center

9.2/10

Wonderful

(150 reviews)

"Great space. Centrally located with easy proximity to food & groceries. Perfect for our needs. Comfy bed too. "

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

Tracy A.

CA $361

CA $775 total

includes taxes & fees

Feb 8 - Feb 9

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

![Property grounds](https://images.trvl-media.com/lodging/50000000/49220000/49216300/49216296/89d58844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach towels](https://images.trvl-media.com/lodging/50000000/49220000/49216300/49216296/w1242h1242x0y483-55e80f1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/50000000/49220000/49216300/49216296/8816e3a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/50000000/49220000/49216300/49216296/29f223cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Hana-Hotels-3-Bedroom-Ocean-View-Private-Home-In-Hana-PermitSUP2-20190006.h49216296.Hotel-Information)

Kaʻeleku

9.8/10

Exceptional

(79 reviews)

"Phenomenal property for your stay in Hana - especially for a large group "

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

Logan G.

CA $784

CA $1,412 total

includes taxes & fees

Feb 12 - Feb 13

[](https://www.expedia.ca/Hana-Hotels-3-Bedroom-Ocean-View-Private-Home-In-Hana-PermitSUP2-20190006.h49216296.Hotel-Information)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/20000000/19670000/19667500/19667488/2f8ffeb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/20000000/19670000/19667500/19667488/cfa3cd75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/20000000/19670000/19667500/19667488/d6318fc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/20000000/19670000/19667500/19667488/13e6388b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

[](https://www.expedia.ca/Kihei-Hotels-Tropical-Honeymoon-Suite-BBQ.h19667488.Hotel-Information)

North Kihei

9.8/10

Exceptional

(109 reviews)

"This place was in a good location in Kihei. You are within 5 mins of dozen of beaches. All the beach gear a person needs is provided(towels, chairs, snorkels, flippers, coolers and more)! Jon is super friendly and a great host!"

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

Troy s.

CA $141

CA $689 total

includes taxes & fees

Feb 5 - Feb 6

[](https://www.expedia.ca/Kihei-Hotels-Tropical-Honeymoon-Suite-BBQ.h19667488.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33400000/33394500/33394402/e245fd4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33400000/33394500/33394402/fae2554b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33400000/33394500/33394402/963f0910.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/34000000/33400000/33394500/33394402/007570d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Hana-Hotels-Special-Quiet.h33394402.Hotel-Information)

Kaʻeleku

9.8/10

Exceptional

(237 reviews)

"Really enjoyed our stay"

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

Meaghan R.

CA $410

CA $822 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Hana-Hotels-Special-Quiet.h33394402.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666310/20317467.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666310/ad56d39e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666310/6acea9df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102670000/102666400/102666310/a67a2cac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hinano Suite | Historic Maui Hideaway

[](https://www.expedia.ca/Wailuku-Hotels-Hinano-Suite-Vintage-Relaxation.h102666310.Hotel-Information)

Wailuku

10/10

Exceptional

(3 reviews)

"Thank you for a wonderful stay. Our suite was great and comfortable. We well truly be back."

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

JoAnn H.

CA $361

CA $483 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Wailuku-Hotels-Hinano-Suite-Vintage-Relaxation.h102666310.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/34000000/33490000/33489900/33489810/2f2699f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33490000/33489900/33489810/ca148df4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33490000/33489900/33489810/4a07e040.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33490000/33489900/33489810/e4c1ee89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Home in paradise!

[](https://www.expedia.ca/Hana-Hotels-Beautiful-Home-In-Paradise.h33489810.Hotel-Information)

Kaʻeleku

9.6/10

Exceptional

(172 reviews)

"The house was perfect for us for the short time we stayed in Hana. The house was clean and the owner was friendly. The house is off the main road which made it quiet but still a short drive to Hana and the other wonderful sights on this side of the island."

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

Steve & Jamie T.

CA $538

CA $992 total

includes taxes & fees

Feb 19 - Feb 20

[](https://www.expedia.ca/Hana-Hotels-Beautiful-Home-In-Paradise.h33489810.Hotel-Information)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/19000000/18980000/18973900/18973882/8ed39869.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, stereo](https://images.trvl-media.com/lodging/19000000/18980000/18973900/18973882/f7b8e15b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18973900/18973882/1ac53446.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18980000/18973900/18973882/2ea38cd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ocean View Retreat – Walk to Town and Beaches– A/C – Fast WiFi - Self Check-In

[](https://www.expedia.ca/Paia-Hotels-Charming-Ocean-View-Home-With-Central-AC-Walk-To-Downtown-Paia-And-Beaches.h18973882.Hotel-Information)

Paia

10/10

Exceptional

(181 reviews)

"It was a nice place. We had a great time easy in and out close to everything."

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

Angela O.

CA $599

CA $1,438 total

includes taxes & fees

Feb 26 - Feb 27

[](https://www.expedia.ca/Paia-Hotels-Charming-Ocean-View-Home-With-Central-AC-Walk-To-Downtown-Paia-And-Beaches.h18973882.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/19000000/18993100/18993062/b61b319f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, books, stereo](https://images.trvl-media.com/lodging/19000000/19000000/18993100/18993062/8aeb2dc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, blackout drapes, iron/ironing board, internet](https://images.trvl-media.com/lodging/19000000/19000000/18993100/18993062/933ce1e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/19000000/19000000/18993100/18993062/9cc9dc6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New! The Aloha Cottage in Puamana, Maui Hawaii

[](https://www.expedia.ca/Lahaina-Hotels-New-The-Aloha-Cottage-In-Puamana.h18993062.Hotel-Information)

Lahaina

9.8/10

Exceptional

(88 reviews)

"Cottage was clean and well kept. Location is convenient to shopping, dining, and many beaches including a small beach just a short walk from the property. Stay was very enjoyable."

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

Robert B.

CA $383

CA $1,238 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Lahaina-Hotels-New-The-Aloha-Cottage-In-Puamana.h18993062.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/32000000/31910000/31908600/31908561/8b34ace2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/32000000/31910000/31908600/31908561/5c3272eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/32000000/31910000/31908600/31908561/962154b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, books](https://images.trvl-media.com/lodging/32000000/31910000/31908600/31908561/6c523188.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ★Star Honeymoon Lookout - PRIVATE HOT TUB + ACCESS TO POOL + New Central AC✔

[](https://www.expedia.ca/Haiku-Hotels-Star-Honeymoon-Lookout-PRIVATE-HOT-TUB-ACCESS-TO-POOL-New-Central-AC.h31908561.Hotel-Information)

Haiku

9.8/10

Exceptional

(14 reviews)

"Highly recommended "

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

Kaena

CA $814

CA $1,261 total

includes taxes & fees

Feb 18 - Feb 19

[](https://www.expedia.ca/Haiku-Hotels-Star-Honeymoon-Lookout-PRIVATE-HOT-TUB-ACCESS-TO-POOL-New-Central-AC.h31908561.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/34000000/33660000/33659800/33659703/7ac65615.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33660000/33659800/33659703/5a11fc2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33660000/33659800/33659703/261ae552.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/34000000/33660000/33659800/33659703/6e96bac8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub

[](https://www.expedia.ca/Kihei-Hotels-Tropical-Garden-Family-Home-Sleeps-6-Walk-To-Beach.h33659703.Hotel-Information)

North Kihei

9.6/10

Exceptional

(107 reviews)

"The property has a shared backyard with another rental. The BBQ, backyard, and hot tub are potentially shared with strangers and no notice is given of that in the listing or by the host during the stay. "

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

Patti M.

CA $361

CA $1,392 total

includes taxes & fees

Feb 5 - Feb 6

[](https://www.expedia.ca/Kihei-Hotels-Tropical-Garden-Family-Home-Sleeps-6-Walk-To-Beach.h33659703.Hotel-Information)

![On the beach](https://images.trvl-media.com/lodging/101000000/100440000/100431800/100431711/3d6a0b26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, video games, DVD player, books](https://images.trvl-media.com/lodging/101000000/100440000/100431800/100431711/06c203fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/101000000/100440000/100431800/100431711/64969ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100440000/100431800/100431711/5da62082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### POOL & OCEAN VIEW | LUXURY | Snorkel With Turtles!

[](https://www.expedia.ca/Napili-Hotels-Ocean-Front-Snorkel-With-Turtles.h100431711.Hotel-Information)

Lahaina

10/10

Exceptional

(14 reviews)

"Beautiful location and property."

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

Angie A.

CA $611

CA $1,543 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Napili-Hotels-Ocean-Front-Snorkel-With-Turtles.h100431711.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33660000/33655500/33655424/adb0311c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33660000/33655500/33655424/58f7d926.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33660000/33655500/33655424/3a1a15f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33660000/33655500/33655424/de7f5dd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villas By The Cove, Penthouse I · Modern Oceanview Townhome Steps to the Beach!

[](https://www.expedia.ca/Kihei-Hotels-Penthouse-I-Modern-Oceanview-Townhome-Steps-To-The-Beach.h33655424.Hotel-Information)

South Kihei

10/10

Exceptional

(18 reviews)

"Great location!"

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

John Michael S.

CA $1,088

CA $2,224 total

includes taxes & fees

Feb 4 - Feb 5

[](https://www.expedia.ca/Kihei-Hotels-Penthouse-I-Modern-Oceanview-Townhome-Steps-To-The-Beach.h33655424.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33700000/33691000/33690954/085fa0f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33700000/33691000/33690954/1b9105d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33700000/33691000/33690954/bbf0c748.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33700000/33691000/33690954/3abe0471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villas By The Cove, Penthouse II · Ocean View Penthouse Steps from the Beach

[](https://www.expedia.ca/Kihei-Hotels-Penthouse-II-Watch-Surfers-At-A-Breezy-Sanctum-Steps-From-The-Beach.h33690954.Hotel-Information)

South Kihei

10/10

Exceptional

(22 reviews)

"Wonderful stay in a desirable location! We absolutely loved it! "

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

Lindsay T.

CA $1,135

CA $2,336 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Kihei-Hotels-Penthouse-II-Watch-Surfers-At-A-Breezy-Sanctum-Steps-From-The-Beach.h33690954.Hotel-Information)

![4 bedrooms, in-room safe, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/42000000/41040000/41040000/41039947/0df1885a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/42000000/41040000/41040000/41039947/7e700e70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/42000000/41040000/41040000/41039947/49521704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/42000000/41040000/41040000/41039947/e479bd79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub 

[](https://www.expedia.ca/Kihei-Hotels-Support-Local-Private-Tropical-Home-Jacuzzi-Penthouse.h41039947.Hotel-Information)

North Kihei

10/10

Exceptional

(2 reviews)

"The house is an easy walk to a quiet beach and any easy drive to a grocery store and restaurants. The house was clean and well stocked. "

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

Kimberly F.

CA $729

CA $2,157 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Kihei-Hotels-Support-Local-Private-Tropical-Home-Jacuzzi-Penthouse.h41039947.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/27000000/26500000/26491100/26491051/b4432283.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/27000000/26500000/26491100/26491051/96fbe566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/27000000/26500000/26491100/26491051/c347b350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/27000000/26500000/26491100/26491051/80a5de7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villas By The Cove, Plantation House · Dreamy Indoor-Outdoor Living Opposite a Sandy Beach

[](https://www.expedia.ca/Kihei-Hotels-Plantation-House-Dreamy-Indoor-Outdoor-Living-Opposite-A-Sandy-Beach.h26491051.Hotel-Information)

South Kihei

10/10

Exceptional

(55 reviews)

"Well managed, clean, good location"

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

Andrew P.

CA $1,212

CA $2,438 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Kihei-Hotels-Plantation-House-Dreamy-Indoor-Outdoor-Living-Opposite-A-Sandy-Beach.h26491051.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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## Find vacation rentals that suit your style

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Condos

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Villas

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## Top Upcountry Maui Hotel Reviews

![Andaz Maui at Wailea Resort - a concept by Hyatt](https://images.trvl-media.com/lodging/1000000/10000/2600/2552/487d8e2d_y.jpg)

### Andaz Maui at Wailea Resort - a concept by Hyatt

10/10 Excellent

"Just a great all-round vacation"

[](https://expedia.ca/Kihei-Hotels-Andaz-Maui-At-Wailea-Resort-A-Concept-By-Hyatt.h2552.Hotel-Information)

![Gods Peace Of Maui](https://images.trvl-media.com/lodging/114000000/113840000/113837400/113837325/51cf4e1f_y.jpg)

### Gods Peace Of Maui

10/10 Excellent

"Mika and Tammy were super nice!! The kitchen and smaller pantries were well stocked and thoughtfully laid out. We were so comfortable in our rooms, and loved that there are so many different bathrooms to choose from. You get to have more interactions with the other guests versus staying in a hotel. We’ve made so many friends here. This was such a down-to-earth experience, we’d definitely choose to stay here over a resort anytime!"

[](https://expedia.ca/Makawao-Hotels-Gods-Peace-Of-Maui.h113837325.Hotel-Information)

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

### Maui Coast Hotel

10/10 Excellent

"Perfect "

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

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

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

10/10 Excellent

"Room was amazing but did not have their famous hotel scent. "

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

![Hyatt Regency Maui Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19300/19207/bd694b13_y.jpg)

### Hyatt Regency Maui Resort & Spa

10/10 Excellent

"Excellent "

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

![OUTRIGGER Honua Kai Resort & Spa](https://images.trvl-media.com/lodging/3000000/2750000/2740200/2740153/cc604c30_y.jpg)

### OUTRIGGER Honua Kai Resort & Spa

10/10 Excellent

"Great place nice people very clean and great food"

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

![Sheraton Maui Resort & Spa](https://images.trvl-media.com/lodging/1000000/30000/22900/22894/w4000h2664x0y0-b7d636ba_y.jpg)

### Sheraton Maui Resort & Spa

10/10 Excellent

"The views are amazing. The amenities were really nice. The staff were very kind and courteous."

[](https://expedia.ca/Kaanapali-Hotels-Sheraton-Maui-Resort-Spa.h22894.Hotel-Information)

![Aston Kaanapali Shores](https://images.trvl-media.com/lodging/1000000/10000/1300/1284/cb6fb615_y.jpg)

### Aston Kaanapali Shores

10/10 Excellent

"Everything we needed was provided. If it wasn’t already in the room they had it at the front desk. (Blender, laundry/ dish soap ect.) Facility was well kept, pool is beautiful, great snorkeling right at the hotel. "

[](https://expedia.ca/Lahaina-Hotels-Aston-Kaanapali-Shores.h1284.Hotel-Information)

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

### Maui Seaside Hotel

10/10 Excellent

"Really clean rooms and friendly staff. The restaurant next door was amazing as well, definitely will stay here again. "

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

## Find out more about Upcountry Maui

## Upcountry Maui Vacation Homes information

| Number of reviews | 1,247              |
| ----------------- | ------------------ |
| Accommodation     | 186 Vacation Homes |
| Lowest Price      | CA $357            |
| Highest Price     | CA $4,347          |

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- [Apartments in Maui ](https://www.expedia.ca/Maui-Apartments.d180073-aaApartments.Travel-Guide-Accommodation)
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- [Flights to Maui ](https://www.expedia.ca/Cheap-Flights-To-Maui.d180073.Travel-Guide-Flights)
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- [Haleakala Crater ](https://www.expedia.ca/Haleakala-Crater-Kula.d501684.Vacation-Attraction)
- [Haleakala National Park ](https://www.expedia.ca/Haleakala-National-Park-Hawaii.d507525.Vacation-Attraction)
- [Visit Kula ](https://www.expedia.ca/Kula.dx11587)
- [Maui Vacations ](https://www.expedia.ca/Maui.d180073.Destination-Travel-Guides)
- [Visit Pulehu ](https://www.expedia.ca/Pulehu.dx11839)
- [All inclusive Vacation Packages Maui ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/180073/Maui)

- [Car rentals near Haleakala Crater ](https://www.expedia.ca/Car-Rentals-In-Haleakala-Crater.d501684.Car-Rental-Guide)
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- [Suv Car Rentals in Kula ](https://www.expedia.ca/SUV-Car-Rentals-In-Kula.d11587-tSUV.Car-Rental-Guide-Class)

- [Kula Vacation Rentals ](https://www.expedia.ca/Kula-Vacation-Rentals.d11587.Travel-Guide-VacationRentals)
- [Maui Vacation Rentals ](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals)

- [Things to do in Kula ](https://www.expedia.ca/Things-To-Do-In-Kula.d11587.Travel-Guide-Activities)
- [Things to do in Maui ](https://www.expedia.ca/Things-To-Do-In-Maui.d180073.Travel-Guide-Activities)

- [Book Vacation Homes in Upcountry Maui on Expedia.com ](https://www.expedia.com/Upcountry-Maui-Private-Vacation-Homes.d553248621593965869-aaPrivateVacationHomes.Travel-Guide-Accommodation)