Title: Upcountry Maui Vacation Rentals from CA $555: Short-Term Rentals for 2026 | 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)[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)

![Haleakala Crater showing landscape views, mountains and tranquil scenes](https://images.trvl-media.com/place/501684/8ed15285-d20f-4fe9-81f0-3e0e3c2f92b8.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Upcountry Maui Vacation Rentals

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## Check prices for these dates

In two weeks

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248621593965869&startDate=2026-04-17&endDate=2026-04-19&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 rentals

![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)

![BBQ/picnic area](https://images.trvl-media.com/lodging/3000000/2750000/2740200/2740153/7880dbd4.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)

![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

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

Lahaina

8.8/10

Excellent

(2886)

"Wonderful stay! "

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

Quiauna

CA $557

CA $1,390 total

includes taxes & fees

Jan 15 - Jan 16, 2026

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

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18800/18735/6389d34f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach](https://images.trvl-media.com/lodging/1000000/20000/18800/18735/77cc46dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/18800/18735/ebc7e42d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Suite (1 Bedroom Ocean View)](https://images.trvl-media.com/lodging/1000000/20000/18800/18735/59889d7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aston Maui Kaanapali Villas

[](https://www.expedia.ca/Lahaina-Hotels-Aston-Maui-Kaanapali-Villas.h18735.Hotel-Information)

Lahaina

8.8/10

Excellent

(2521)

"We enjoyed the property "

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

Therese

CA $431

CA $632 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Lahaina-Hotels-Aston-Maui-Kaanapali-Villas.h18735.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1300/1284/cb6fb615.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/1000000/10000/1300/1284/w3837h2521x3y0-dacc39bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lanai](https://images.trvl-media.com/lodging/1000000/10000/1300/1284/2adf348d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1300/1284/e69b613b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aston Kaanapali Shores

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

Lahaina

8.8/10

Excellent

(3928)

"Loved the 2 pools and 2 hot tub, staff is great…thank you!"

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

Candida

CA $436

CA $555 total

includes taxes & fees

Dec 30 - Dec 31

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

![Exterior](https://images.trvl-media.com/lodging/96000000/95040000/95034100/95034061/b85a7c13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/96000000/95040000/95034100/95034061/84f4f2f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Suite, Multiple Beds, Oceanfront (2 Baths) | Living area](https://images.trvl-media.com/lodging/96000000/95040000/95034100/95034061/2f70d75d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio, Ocean View | Living area](https://images.trvl-media.com/lodging/96000000/95040000/95034100/95034061/c047658e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Whaler Resort Kaanapali Beach

[](https://www.expedia.ca/Kaanapali-Hotels-The-Whaler-Resort-Kaanapali-Beach.h95034061.Hotel-Information)

Lahaina

9.6/10

Exceptional

(327)

"great time, great resort, helpful staff"

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

Prableen

CA $397

CA $971 total

includes taxes & fees

Jan 16 - Jan 17, 2026

[](https://www.expedia.ca/Kaanapali-Hotels-The-Whaler-Resort-Kaanapali-Beach.h95034061.Hotel-Information)

![Sundeck](https://images.trvl-media.com/lodging/1000000/120000/117900/117871/5ccd0b52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beachfront Two Bedrooms | Living area](https://images.trvl-media.com/lodging/1000000/120000/117900/117871/1ac7478b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Basic Studio, Kitchenette, Garden/Poolside View (No Ocean View) | Private kitchen](https://images.trvl-media.com/lodging/1000000/120000/117900/117871/de817031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/120000/117900/117871/8474cfac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Napili Sunset on the Beach

[](https://www.expedia.ca/Lahaina-Hotels-Napili-Sunset-On-The-Beach.h117871.Hotel-Information)

Lahaina

9.2/10

Wonderful

(647)

"Location was excellent"

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

Polly

CA $385

CA $456 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Lahaina-Hotels-Napili-Sunset-On-The-Beach.h117871.Hotel-Information)

![Garden](https://images.trvl-media.com/lodging/118000000/117920000/117920000/117919946/ced36266.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)

![Exterior](https://images.trvl-media.com/lodging/118000000/117920000/117920000/117919946/f9c6c56b.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)

### Yonegan Maui Getaways - Haiku 

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

Haiku

9.0/10

Wonderful

(12)

"Loved having the hot tub to come home to!!"

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

Pedro

CA $209

CA $383 total

includes taxes & fees

Jan 5 - Jan 6, 2026

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

![2 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/920000/917000/916906/49407e85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/920000/917000/916906/e2d7c19d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/920000/917000/916906/c8fddd50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bars/lounges, 2 poolside bars](https://images.trvl-media.com/lodging/1000000/920000/917000/916906/890f2a9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Westin Ka'anapali Ocean Resort Villas

[](https://www.expedia.ca/Lahaina-Hotels-The-Westin-Kaanapali-Ocean-Resort-Villas.h916906.Hotel-Information)

Lahaina

8.6/10

Excellent

(1126)

"Perfect stay"

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

hao

CA $666

CA $791 total

includes taxes & fees

Jan 2 - Jan 3, 2026

[](https://www.expedia.ca/Lahaina-Hotels-The-Westin-Kaanapali-Ocean-Resort-Villas.h916906.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)

![Standard Studio, Garden View | Living area](https://images.trvl-media.com/lodging/104000000/103030000/103028100/103028003/34a4b10b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Apartment, Partial Ocean View | Terrace/patio](https://images.trvl-media.com/lodging/104000000/103030000/103028100/103028003/c9719f65.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)

### Napili Village Hotel

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

Lahaina

9.0/10

Wonderful

(145)

"Exactly what we were looking for! Close walking distance to beach and dining!"

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

Tessa

CA $363

CA $431 total

includes taxes & fees

Jan 21 - Jan 22, 2026

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

![Exterior](https://images.trvl-media.com/lodging/120000000/119810000/119804800/119804724/5d185f36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, memory foam beds](https://images.trvl-media.com/lodging/120000000/119810000/119804800/119804724/be0e51c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/120000000/119810000/119804800/119804724/0d333320.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![55-inch Smart TV with digital channels](https://images.trvl-media.com/lodging/120000000/119810000/119804800/119804724/88e4e20a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Signature Residences at Maui Banyan

[](https://www.expedia.ca/Kihei-Hotels-Signature-Residences-At-Maui-Banyan.h119804724.Hotel-Information)

South Kihei

9.6/10

Exceptional

(4)

"Wonderful experience. Clean, convenient, great location, pool, hot tub, beautiful property, and safe. Had a great time."

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

Melinda

CA $114

CA $807 total

includes taxes & fees

Dec 31 - Jan 1, 2026

[](https://www.expedia.ca/Kihei-Hotels-Signature-Residences-At-Maui-Banyan.h119804724.Hotel-Information)

![3 outdoor pools, cabanas (surcharge), sun loungers](https://images.trvl-media.com/lodging/3000000/2300000/2290700/2290629/c37b9bca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![DVD player, pay movies](https://images.trvl-media.com/lodging/3000000/2300000/2290700/2290629/390a0741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/3000000/2300000/2290700/2290629/2fa97dd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/3000000/2300000/2290700/2290629/7700a278.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Lahaina-Hotels-Marriotts-Maui-Ocean-Club-Molokai.h2290629.Hotel-Information)

Lahaina

8.4/10

Very good

(237)

"Room was clean. Hotel staff were pleasant and competent. Construction was a little inconvenient noise and no carpeting by elevators was weird."

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

Ron

CA $688

CA $817 total

includes taxes & fees

Jan 12 - Jan 13, 2026

[](https://www.expedia.ca/Lahaina-Hotels-Marriotts-Maui-Ocean-Club-Molokai.h2290629.Hotel-Information)

![On the beach](https://images.trvl-media.com/lodging/1000000/30000/27100/27045/222e71f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio, Oceanfront | View from room](https://images.trvl-media.com/lodging/1000000/30000/27100/27045/d7cad1b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/1000000/30000/27100/27045/beab4669.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/1000000/30000/27100/27045/3f3a315b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Napili Shores Maui by OUTRIGGER

[](https://www.expedia.ca/Lahaina-Hotels-Napili-Shores-Maui-By-Outrigger.h27045.Hotel-Information)

Lahaina

9.0/10

Wonderful

(1719)

"Excellent stay. "

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

casey william

CA $524

CA $622 total

includes taxes & fees

Jan 8 - Jan 9, 2026

[](https://www.expedia.ca/Lahaina-Hotels-Napili-Shores-Maui-By-Outrigger.h27045.Hotel-Information)

![Outdoor pool, open 8:00 AM to 9:30 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/24600/24554/abca45f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Tennis court](https://images.trvl-media.com/lodging/1000000/30000/24600/24554/1a64b291.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom, Ocean View | View from room](https://images.trvl-media.com/lodging/1000000/30000/24600/24554/6918496a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom, Ocean View | Private kitchenette](https://images.trvl-media.com/lodging/1000000/30000/24600/24554/48af28ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aston Maui Hill

[](https://www.expedia.ca/Kihei-Hotels-Aston-Maui-Hill.h24554.Hotel-Information)

South Kihei

9.0/10

Wonderful

(854)

"Clean room, attentive staff, and tons of things for kids and adults alike to do! "

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

Misty

CA $491

CA $579 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Kihei-Hotels-Aston-Maui-Hill.h24554.Hotel-Information)

![Beach/ocean view](https://images.trvl-media.com/lodging/118000000/117150000/117148400/117148343/43e22e11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117150000/117148400/117148343/297d080b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 2 Bedrooms, Ocean View | Living area](https://images.trvl-media.com/lodging/118000000/117150000/117148400/117148343/f93377ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/118000000/117150000/117148400/117148343/d44030ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Paki Maui 103

[](https://www.expedia.ca/Honokowai-Hotels-Paki-Maui-103.h117148343.Hotel-Information)

Lahaina

[](https://www.expedia.ca/Honokowai-Hotels-Paki-Maui-103.h117148343.Hotel-Information)

![Elite Apartment, Balcony, Ocean View](https://images.trvl-media.com/lodging/120000000/119870000/119867800/119867796/f8941427.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Elite Apartment, Balcony, Ocean View | Private kitchen](https://images.trvl-media.com/lodging/120000000/119870000/119867800/119867796/b37411e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/120000000/119870000/119867800/119867796/3924a193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, white sand, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/120000000/119870000/119867800/119867796/w3000h1913x0y87-fbeec201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Ocean View Residence

[](https://www.expedia.ca/Kihei-Hotels-The-Ocean-View-Residence.h119867796.Hotel-Information)

South Kihei

10/10

Exceptional

(1)

"Very nice condo for a longer-term stay. We loved being able to cook. "

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

John

CA $317

CA $1,237 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Kihei-Hotels-The-Ocean-View-Residence.h119867796.Hotel-Information)

![Beach nearby, white sand, beach towels](https://images.trvl-media.com/lodging/111000000/110440000/110438900/110438855/05f0293f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 1 Bedroom, Lanai, Garden View (1 Bedroom (1013)) | Private kitchen](https://images.trvl-media.com/lodging/111000000/110440000/110438900/110438855/1dd409d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Apartment, 1 King Bed with Sofa bed, Garden View (1 BR 1011) | Living area](https://images.trvl-media.com/lodging/111000000/110440000/110438900/110438855/570e42e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 1 Bedroom, Lanai, Garden View (1 Bedroom (1013)) | Living area](https://images.trvl-media.com/lodging/111000000/110440000/110438900/110438855/be937f04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  Kihei Ali'i Kai Condos with Free Parking

[](https://www.expedia.ca/Kihei-Hotels-Kihei-Alii-Kai-Condos-With-Ocean-View-And-Parking.h110438855.Hotel-Information)

South Kihei

9.0/10

Wonderful

(21)

"I loved that it was a short walk to the beach and there were grocery stores nearby. Lots of options of places to eat and shop and explore the island!"

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

Emma

[](https://www.expedia.ca/Kihei-Hotels-Kihei-Alii-Kai-Condos-With-Ocean-View-And-Parking.h110438855.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/116000000/115800000/115794200/115794140/w5464h3630x0y5-53069acf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/116000000/115800000/115794200/115794140/231f7809.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/116000000/115800000/115794200/115794140/4021aaef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/116000000/115800000/115794200/115794140/732f839b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Royal Lahaina Bungalows & Spa

[](https://www.expedia.ca/Lahaina-Hotels-Royal-Lahaina-Bungalows-Spa.h115794140.Hotel-Information)

Lahaina

9.0/10

Wonderful

(2)

"Clean room and staff is super friendly. Would stay here again "

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

Rene

CA $479

CA $641 total

includes taxes & fees

Jan 9 - Jan 10, 2026

[](https://www.expedia.ca/Lahaina-Hotels-Royal-Lahaina-Bungalows-Spa.h115794140.Hotel-Information)

![2 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/17000000/16710000/16700700/16700689/3738ec4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/17000000/16710000/16700700/16700689/6b7c1eb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/17000000/16710000/16700700/16700689/78ae7ff5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, 3 Bedrooms, Balcony (Oceanfront) | Living area](https://images.trvl-media.com/lodging/17000000/16710000/16700700/16700689/4fb32c2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Westin Nanea Ocean Villas, Ka'anapali

[](https://www.expedia.ca/Lahaina-Hotels-The-Westin-Nanea-Ocean-Villas.h16700689.Hotel-Information)

Lahaina

9.4/10

Exceptional

(474)

"Spacious rooms and fun pools"

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

Vanessa

CA $852

CA $1,012 total

includes taxes & fees

Jan 9 - Jan 10, 2026

[](https://www.expedia.ca/Lahaina-Hotels-The-Westin-Nanea-Ocean-Villas.h16700689.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/92000000/91650000/91649700/91649664/a8c241a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/92000000/91650000/91649700/91649664/15fa85ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/92000000/91650000/91649700/91649664/75225e1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Studio Suite](https://images.trvl-media.com/lodging/92000000/91650000/91649700/91649664/5756c99e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Timeshare Oceanview Studio in Maui

[](https://www.expedia.ca/Kahana-Hotels-Timeshare-Oceanview-Studio-In-Maui.h91649664.Hotel-Information)

Lahaina

9.2/10

Wonderful

(7)

"Room was perfect, staff extremely friendly and views were amazing!"

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

Elizabeth

[](https://www.expedia.ca/Kahana-Hotels-Timeshare-Oceanview-Studio-In-Maui.h91649664.Hotel-Information)

![Condo, 1 Bedroom | Pool](https://images.trvl-media.com/lodging/93000000/92500000/92491600/92491512/b9f4b795.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 1 Bedroom | Property grounds](https://images.trvl-media.com/lodging/93000000/92500000/92491600/92491512/a91bb43c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 1 Bedroom | Aerial view](https://images.trvl-media.com/lodging/93000000/92500000/92491600/92491512/d65cdd04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 1 Bedroom | Property grounds](https://images.trvl-media.com/lodging/93000000/92500000/92491600/92491512/0a2c4cd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations

[](https://www.expedia.ca/Kihei-Hotels-Wailea-Ekahi-One-Bedrooms-Garden-View-By-Coldwell-Banker-Island-Vacations.h92491512.Hotel-Information)

Wailea

10/10

Exceptional

(1)

"Beautiful place"

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

Armando

CA $503

CA $1,792 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Kihei-Hotels-Wailea-Ekahi-One-Bedrooms-Garden-View-By-Coldwell-Banker-Island-Vacations.h92491512.Hotel-Information)

![3 outdoor pools, cabanas (surcharge), sun loungers](https://images.trvl-media.com/lodging/1000000/20000/15900/15864/28146d03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Facials, massage/treatment rooms, massages](https://images.trvl-media.com/lodging/1000000/20000/15900/15864/b3c1eaf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/15900/15864/f26e2a3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/15900/15864/8ab4b745.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Marriott's Maui Ocean Club - Lahaina & Napili Towers

[](https://www.expedia.ca/Lahaina-Hotels-Marriotts-Maui-Ocean-Club-Lahaina-Napili-Towers.h15864.Hotel-Information)

Lahaina

8.8/10

Excellent

(198)

"It was a great place to spend a vacation for the whole family. "

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

Melanie

CA $666

CA $791 total

includes taxes & fees

Jan 8 - Jan 9, 2026

[](https://www.expedia.ca/Lahaina-Hotels-Marriotts-Maui-Ocean-Club-Lahaina-Napili-Towers.h15864.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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-08&endDate=2026-01-09&regionId=553248621593965869&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cottages

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Aparthotels

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Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Upcountry+Maui%2C+Hawaii%2C+United+States+of+America&regionId=553248621593965869&latLong=20.754365%2C-156.241192&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-28&d2=2026-03-28&lodging=APARTMENT)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Upcountry+Maui%2C+Hawaii%2C+United+States+of+America&regionId=553248621593965869&latLong=20.754365%2C-156.241192&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-28&d2=2026-03-28&lodging=CABIN)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Upcountry+Maui%2C+Hawaii%2C+United+States+of+America&regionId=553248621593965869&latLong=20.754365%2C-156.241192&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-28&d2=2026-03-28&lodging=CONDO)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Upcountry+Maui%2C+Hawaii%2C+United+States+of+America&regionId=553248621593965869&latLong=20.754365%2C-156.241192&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-28&d2=2026-03-28&lodging=VACATION_HOME)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Upcountry+Maui%2C+Hawaii%2C+United+States+of+America&regionId=553248621593965869&latLong=20.754365%2C-156.241192&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-28&d2=2026-03-28&lodging=VILLA)

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## Top Upcountry Maui Hotel Reviews

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

### Royal Lahaina Resort & Bungalows

10/10 Excellent

"Excellent in every way! Stacy at the front desk did an especially great job and goes above and beyond for every guest. Perfect location and very clean hotel! Friendly staff! Will be back many times and recommend to all :) We have been here multiple times now and every time is excellent!"

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

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

### Maui Seaside Hotel

10/10 Excellent

"The view was absolutely amazing! Walking right to the beach is a great plus!"

[](https://expedia.ca/Kahului-Hotels-Maui-Seaside-Hotel.h19630.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 hotel clean rooms and good customer service "

[](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

"Great property all around (great pools, restaurants, location, stores, and flamingos). Surprisingly, they have a few exclusive bourbon bottles, with my favorite being the Knob Creek single barrel pick Westin exclusive at 120 proof, highly recommend for any bourbon aficionados (take advantageof their whiskey Wednesdays in their arcade)."

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

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

### Fairmont Kea Lani Maui

10/10 Excellent

"Room setup was great, pools and beach were excellent. Everyone had a great time"

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

![The Ritz-Carlton Maui, Kapalua](https://images.trvl-media.com/lodging/1000000/10000/3400/3390/w3996h2667x0y0-f44bed53_y.jpg)

### The Ritz-Carlton Maui, Kapalua

10/10 Excellent

"Top notch property with amazing service and staff"

[](https://expedia.ca/Lahaina-Hotels-The-Ritz-Carlton-Maui.h3390.Hotel-Information)

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

### OUTRIGGER Kaanapali Beach Resort

10/10 Excellent

"Was an amazing resort "

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

![Hilton Vacation Club Ka'anapali Beach Maui](https://images.trvl-media.com/lodging/1000000/30000/23100/23042/7a9e8592_y.jpg)

### Hilton Vacation Club Ka'anapali Beach Maui

10/10 Excellent

"The room was amazing, very clean "

[](https://expedia.ca/Lahaina-Hotels-Kaanapali-Beach-Club.h23042.Hotel-Information)

![Wailea Beach Resort - Marriott, Maui](https://images.trvl-media.com/lodging/1000000/30000/20400/20303/b323b293_y.jpg)

### Wailea Beach Resort - Marriott, Maui

10/10 Excellent

"Yes"

[](https://expedia.ca/Kihei-Hotels-Wailea-Beach-Resort-Marriott.h20303.Hotel-Information)

## Find out more about Upcountry Maui

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Upcountry Maui. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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Cars

- [Car rentals in Kauai](https://expedia.ca/Car-Rentals-In-Kauai.d180075.Car-Rental-Guide)
- [Car rentals in Oahu](https://expedia.ca/Car-Rentals-In-Oahu.d180077.Car-Rental-Guide)
- [Car rentals in Maui](https://expedia.ca/Car-Rentals-In-Maui.d180073.Car-Rental-Guide)

Activities

- [Things to do in Oahu](https://expedia.ca/Things-To-Do-In-Oahu.d180077.Travel-Guide-Activities)
- [Things to do in Kauai](https://expedia.ca/Things-To-Do-In-Kauai.d180075.Travel-Guide-Activities)
- [Things to do in Maui](https://expedia.ca/Things-To-Do-In-Maui.d180073.Travel-Guide-Activities)

Packages

- [Maui All-inclusive Vacation Packages](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations/180073/Maui)
- [Oahu Vacations](https://expedia.ca/Oahu.d180077.Destination-Travel-Guides)
- [Hawaii Island Vacations](https://expedia.ca/Hawaii-Island.d180074.Destination-Travel-Guides)
- [Kauai Vacations](https://expedia.ca/Kauai.d180075.Destination-Travel-Guides)
- [Maui Vacations](https://expedia.ca/Maui.d180073.Destination-Travel-Guides)

Vacation Rentals

- [Kauai Vacation Rentals](https://expedia.ca/Kauai-Vacation-Rentals.d180075.Travel-Guide-VacationRentals)
- [Oahu Vacation Rentals](https://expedia.ca/Oahu-Vacation-Rentals.d180077.Travel-Guide-VacationRentals)
- [Maui Vacation Rentals](https://expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals)

General

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

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