Search Condo Rentals in Upcountry Maui

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Condo Rentals in Upcountry Maui

The Whaler Resort Kaanapali Beach

4.0 star property
9.6 out of 10, Exceptional, (211)
"Right on the beach! All the restaurants, shops and excursion pick ups right there too!"
The price is RM1,154
RM2,994 total
includes taxes & fees
31 Aug - 1 Sept
The Whaler Resort Kaanapali Beach

Castle Kama'ole Sands

3.0 star property
8.0 out of 10, Very good, (2249)
"Great location for beach with beautiful garden views and easy close parking."
Castle Kama'ole Sands

Kahana Beach Vacation Club

3.0 star property
8.4 out of 10, Very good, (695)
"Great price and beautiful views from room"
Kahana Beach Vacation Club

Castle Napili Surf Beach Resort

3.5 star property
10.0 out of 10, Exceptional, (131)
"Wonderful property.. clean, staff was consistently cleaning , walking distance from restaurants.. markets .. amazing snorkel right on Napili Bay .. we saw sea turtles right at the foot steps of the resort … can’t wait to book again "
Castle Napili Surf Beach Resort

Timeshare Oceanview Studio in Maui

3.0 star property
Timeshare Oceanview Studio in Maui

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

Aston at The Whaler on Kaanapali Beach

4.0 star property
9.2 out of 10, Wonderful, (1478)
"Concierge, was really nice and informative. Can't think of anything i didn't like. "
Aston at The Whaler on Kaanapali Beach

The Gardens at West Maui

3.0 star property
8.4 out of 10, Very good, (486)
"The location was great! Loved the restaurants & beaches near by. Calm & friendly neighborhood. The room was comfy, clean & had everything we needed. Staff was amazing & super helpful with things to do & restaurant recommendations. "
The Gardens at West Maui

Wailea Ekahi - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (558)
"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 RM1,511
RM3,480 total
includes taxes & fees
3 Aug - 4 Aug
Wailea Ekahi - CoralTree Residence Collection

Maui Banyan Vacation Club

3.0 star property
8.0 out of 10, Very good, (344)
"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

Maui Kamaole

3.5 star property
8.8 out of 10, Excellent, (839)
"Clean, close to beach and shopping, great amenities."
Maui Kamaole

Wailea Grand Champions - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (729)
"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 RM1,041
RM2,879 total
includes taxes & fees
4 Aug - 5 Aug
Wailea Grand Champions - CoralTree Residence Collection

Maui Kamaole by VTrips

4.0 star property
9.0 out of 10, Wonderful, (41)
"We loved our stay at the Maui Kamaole 100%! It was everything we could ask for in a guest experience. Beautiful condo! Privacy and relaxation were abundant! Staff were very helpful and knowledgeable with all questions and concerns. The grounds were very beautiful. It’s close to shopping, highways, beaches and restaurants. We would recommend it to anyone and will probably return again! "
Maui Kamaole by VTrips

Kihei Akahi by VTrips

4.0 star property
8.0 out of 10, Very good, (45)
"Friendly and right on beach "
Kihei Akahi by VTrips

Kaanapali Maui at the Eldorado by OUTRIGGER

3.0 star property
8.6 out of 10, Excellent, (861)
"The property was close by to many options including walking distance for excursions. "
Kaanapali Maui at the Eldorado by OUTRIGGER

Maui Banyan by VTrips

4.0 star property
8.4 out of 10, Very good, (77)
"It’s a lovely and quiet area the beach is right across the street. Restaurant and shopping center are within a 10 to 15 min walk. They also provide towels, chairs, an umbrella and a cooler to use to take with you to the beach. The place is very clean and I cannot wait to go back."
Maui Banyan by VTrips

Awesome Maui Vista Beach Suite

4.0 star property
9.0 out of 10, Wonderful, (17)
"Accommodations were great..would stay again! "
The price is RM987
RM2,160 total
includes taxes & fees
5 Aug - 6 Aug
Awesome Maui Vista Beach Suite

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

Kamaole Sands by VTrips

4.0 star property
8.6 out of 10, Excellent, (35)
"Awesome. Keep it up"
Kamaole Sands by VTrips

Wailea Ekahi

4.0 star property
8.6 out of 10, Excellent, (11)
"3rd stay and enjoyed it very much Only complaint we had wrong code for pool access. Had to get help from landscapers or other guest. Will definitely come again. "
Wailea Ekahi
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.
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

How much do condos in Upcountry Maui cost?
The price range for condos in Upcountry Maui is RM987 to RM1,511 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 126 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.