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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov

Featured Condo Rentals in Upcountry Maui

Our top choices for Upcountry Maui condo rentals

The Whaler Resort Kaanapali Beach
Exterior

The Whaler Resort Kaanapali Beach

4.0 star property
9.6 out of 10, Exceptional, (221)
"Location was excellent "
The price is S$931
includes taxes & fees
20 Sept - 21 Sept
The Whaler Resort Kaanapali Beach
Aston at The Whaler on Kaanapali Beach
View from room

Aston at The Whaler on Kaanapali Beach

4.0 star property
9.2 out of 10, Wonderful, (1482)
"Concierge, was really nice and informative. Can't think of anything i didn't like. "
Aston at The Whaler on Kaanapali Beach
Castle Kama'ole Sands
Balcony

Castle Kama'ole Sands

3.0 star property
8.0 out of 10, Very good, (2254)
"Great location for beach with beautiful garden views and easy close parking."
Castle Kama'ole Sands
Castle Napili Surf Beach Resort
On the beach, white sand

Castle Napili Surf Beach Resort

3.5 star property
9.8 out of 10, Exceptional, (136)
"Beautiful place, great for vacation with kids "
Castle Napili Surf Beach Resort
Kahana Beach Vacation Club
Living area

Kahana Beach Vacation Club

3.0 star property
8.4 out of 10, Very good, (703)
"Great price and beautiful views from room"
Kahana Beach Vacation Club
Timeshare Oceanview Studio in Maui
Exterior

Timeshare Oceanview Studio in Maui

3.0 star property
10.0 out of 10, Exceptional, (1)
"Awesome location"
Timeshare Oceanview Studio in Maui
Maui Banyan Vacation Club
Exterior

Maui Banyan Vacation Club

3.0 star property
8.0 out of 10, Very good, (345)
"Friendly staff, excellent customer service, clean room with excellent accommodations, and great location. Ample parking. One of the side table lamps in our room was shorting in and out. We bought a replacement bulb ourselves, but that still didn’t fix it. We will definitely come again. "
Maui Banyan Vacation Club
The Gardens at West Maui
Iron/ironing board, free WiFi

The Gardens at West Maui

3.0 star property
8.4 out of 10, Very good, (493)
"The Gardens at West Maui is an excellent property! It was clean, spacious and walkable to beach, shopping, and restaurants. Staff were really nice at the property as well! "
The Gardens at West Maui
Honua Kai Konea Resort by KBM
Indoor pool, outdoor pool

Honua Kai Konea Resort by KBM

4.0 star property
9.6 out of 10, Exceptional, (54)
"Beautiful property, great location, condos are very nice and well-equipped, beach access is excellent with incredible snorkeling right off the beach. Easy access to Duke's for great food and poolside drinks. We definitely recommend the Honua Kai Resort."
Honua Kai Konea Resort by KBM
Wailea Grand Champions - CoralTree Residence Collection
TV, DVD player

Wailea Grand Champions - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (732)
"Great location, close to everything we wanted to do. We have a family of six, and it was a perfect size for us."
The price is S$872
includes taxes & fees
22 Aug - 23 Aug
Wailea Grand Champions - CoralTree Residence Collection
Wailea Ekahi - CoralTree Residence Collection
Exterior

Wailea Ekahi - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (561)
"We had a very amazing stay, it’s a very calm ,quiet area that makes it enjoyable for relaxation, we had a view of the ocean and about a 5 min walk to a beautiful beach , there’s lots of shops and eating places within a 5 min drive which made it very convenient, would 10/10 recommend. "
The price is S$1,054
includes taxes & fees
22 Aug - 23 Aug
Wailea Ekahi - CoralTree Residence Collection
Kihei Akahi by VTrips
Property amenity

Kihei Akahi by VTrips

4.0 star property
7.8 out of 10, Good, (47)
"Friendly and right on beach "
Kihei Akahi by VTrips
Maui Kamaole by VTrips
Property amenity

Maui Kamaole by VTrips

4.0 star property
9.2 out of 10, Wonderful, (43)
"wonderful "
Maui Kamaole by VTrips
Chic & Elegant Oceanfront Vistas
Private kitchen

Chic & Elegant Oceanfront Vistas

4.0 star property
9.8 out of 10, Exceptional, (25)
"Pretty standard condos. Nice beaches and restaurants nearby. "
Chic & Elegant Oceanfront Vistas
Kaanapali Maui at the Eldorado by OUTRIGGER
Beach nearby, free beach shuttle

Kaanapali Maui at the Eldorado by OUTRIGGER

3.0 star property
8.6 out of 10, Excellent, (863)
"Property was exactly as described. Great linens and towels and condo was nicely stocked. The project is quiet and perfect location"
Kaanapali Maui at the Eldorado by OUTRIGGER
Kahana Villa
Tennis court

Kahana Villa

3.0 star property
8.0 out of 10, Very good, (343)
"very clean and spacious. Great for families. Definitely recommend."
Kahana Villa
Maui Kamaole
Exterior

Maui Kamaole

3.5 star property
8.8 out of 10, Excellent, (841)
"Clean, close to beach and shopping, great amenities."
Maui Kamaole
Kamaole Sands by VTrips
Beach nearby

Kamaole Sands by VTrips

4.0 star property
8.6 out of 10, Excellent, (35)
"Awesome. Keep it up"
Kamaole Sands by VTrips
Kihei Akahi - Maui Condo & Home
Lanai

Kihei Akahi - Maui Condo & Home

2.5 star property
8.0 out of 10, Very good, (225)
"Communication was excellent, space was clean and taken care of, very quiet, nice pool and short walk to the beach. Would definitely go back and recommend them."
Kihei Akahi - Maui Condo & Home
Honua Kai Hokulani by KBM
Terrace/patio

Honua Kai Hokulani by KBM

4.0 star property
8.4 out of 10, Very good, (8)
"Excellent place to stay."
Honua Kai Hokulani by KBM
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

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

10/10 Excellent
"This resort is ideal for families with elementary and middle school kids. My kids were busy back and forth between the lazy river, beach, The Cave, snorkeling, shows, etc. Just the perfect spot for a family vacation."
Csaba 6-night trip
Posted 1 day ago
Grand Wailea Maui, A Waldorf Astoria Resort

Frequently asked questions

How much do condos in Upcountry Maui cost?
The price range for condos in Upcountry Maui is S$872 to S$1,054 per night. No matter your budget, you're sure to find a place that makes your wallet happy — as well as your entire squad! These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Upcountry Maui?
Take your pick of 128 condos in Upcountry Maui. Whether you're on a trip with the kids or a group of friends, and wherever you're going, Expedia makes it a breeze to find the perfect digs.
Why book your condo in Upcountry Maui with Expedia?
With Expedia, you'll have no trouble finding your dream condo in Upcountry Maui. Looking for a luxury stay? Make the most of our filters to search for properties that are 5-star rated. If you have a fixed budget, select how much you're willing to spend and then browse our amazing deals. We'll help you find the right place whatever your style of travel or plans.