Search Condo Rentals in Upcountry Maui

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 1158 Condo Rentals in Upcountry Maui with updated reviews, rates, and availability.

The Whaler Resort Kaanapali Beach
4.0 star property
9.4 out of 10, Exceptional, (116)
"Great property. Not brand new but updated. Everything clean. We had two bedroom ocean front so the view was stunning. Great family vacation. "
The Whaler Resort Kaanapali Beach
Wailea Ekahi - CoralTree Residence Collection
3.0 star property
9.2 out of 10, Wonderful, (494)
"My friends got an upgrade room with full renovations and bigger spaces and facing the beach but we don’t. Overall it’s nice "
Wailea Ekahi - CoralTree Residence Collection
Castle Kama'ole Sands
3.0 star property
8.0 out of 10, Very Good, (2179)
"My wife and I stayed here for our honeymoon. To say I was disappointed to come home is an understatement. Such a lovely building. Amazing location. The gardens and green space was immaculately kept and groomed. The unit we stayed in was inviting and had all the amenities we needed for an 8 day stay. Honestly it was paradise. Thank you for the lovely trip and memories that were made. We will be back. "
Castle Kama'ole Sands
Castle Napili Surf Beach Resort
3.5 star property
10.0 out of 10, Exceptional, (76)
"Nice quiet area very laid back close to everything accept the Hana Highway "
Castle Napili Surf Beach Resort
Wailea Grand Champions - CoralTree Residence Collection
3.0 star property
9.0 out of 10, Wonderful, (677)
"We love the spaciousness of the condo and the small deck outside. It was extremely clean property! Thank you! "
Wailea Grand Champions - CoralTree Residence Collection
Kaanapali Maui at the Eldorado by OUTRIGGER
3.0 star property
8.6 out of 10, Excellent, (824)
"Beautiful place. Walking distance from the beach. Absolutely gorgeous."
The price is AED 622
AED 2,229 total
includes taxes & fees
28 Nov - 29 Nov
Kaanapali Maui at the Eldorado by OUTRIGGER
Aston at The Whaler on Kaanapali Beach
4.0 star property
9.2 out of 10, Wonderful, (1447)
"We loved our time at the Whaler however our room needed an upgrade as it looked like it was from the 80’s. Everything else perfect. Staff wonderful!!"
The price is AED 1,208
AED 2,812 total
includes taxes & fees
16 Nov - 17 Nov
Aston at The Whaler on Kaanapali Beach
The Gardens at West Maui
3.0 star property
8.4 out of 10, Very Good, (436)
"So convenient and great price "
The Gardens at West Maui
Kahana Villa
3.0 star property
8.0 out of 10, Very Good, (303)
"We love Kahana Villa especially for the price that we got it for compare to the other condo/apartment nearby. The place is very clean and spacious. Also, the staff members are very responsive and professional. Mahalo!"
Kahana Villa
Kahana Beach Vacation Club
3.0 star property
8.4 out of 10, Very Good, (605)
"Great hotel for the price. Nothing fancy. Big room with a well stocked kitchen. The beach on the property is small and so is the parking lot. But is only about 1.5 miles to better beaches. Great if you aren’t hoping to spend a lot of time in your room. We really enjoyed the balcony and the view of the ocean. And surprisingly, the pull out sofa was pretty comfortable. "
Kahana Beach Vacation Club
**Summer Specials!** Cozy Condo Across the Street from the Ocean!
9.6 out of 10, Exceptional, (29)
"Great place, nicely updated, comfortable and well air conditioned. Great value and have reserved it again in 2025"
**Summer Specials!** Cozy Condo Across the Street from the Ocean!
Maui Kamaole
3.5 star property
8.8 out of 10, Excellent, (818)
"Beautiful time as usual…"
Maui Kamaole
Maui Kai
3.0 star property
9.2 out of 10, Wonderful, (409)
"It was a clean and very quiet area. Loved the scenery."
Maui Kai
Completely remodeled 2 bedroom King bed AC Kauhale Makai on the top flood
10.0 out of 10, Exceptional, (58)
"This was perfect for our family! The neighborhood was quiet, the amenities were fantastic. It was clean, and very comfortable. We loved the short walk to the beach. The host was quick to update information when needed. Will definitely stay again if its available on our next teip. Defin Definitely recommend."
Completely remodeled 2 bedroom King bed AC Kauhale Makai on the top flood
Grandiose ocean views with a renovated kitchen
9.8 out of 10, Exceptional, (16)
"Place was quiet, clean and as advertised. Sea turtles are visible every day just looking out your balcony. We rented a car for the trip and spent most of the time on the West beaches but this is a great place to stay."
Grandiose ocean views with a renovated kitchen
Beachfront ,Groundfloor, Oceanfront Corner unit 114 - Steps to the Beach!!!
9.8 out of 10, Exceptional, (177)
"My partner and I spent a week at this property and couldn't be happier with the stay. The location was perfect and right on the beach. Being able to sit on the patio and listen to the ocean was amazing. AC worked great, space was great for 2 people, kitchen was well stocked with dishes, pots, pans, utensils, etc. Bed was very comfortable and check in process was very simple. Great communication from the owner. Would definitely stay here again! "
The price is AED 808
AED 1,825 total
includes taxes & fees
25 Nov - 26 Nov
Beachfront ,Groundfloor, Oceanfront Corner unit 114 - Steps to the Beach!!!
1608 The sky in Wailea's amazing 180 view
9.8 out of 10, Exceptional, (61)
"Beautiful property, excellent peaceful location, lovely views, close to golf course and local venues, unit provides everything you need for a great stay, lovely appliances and condition. Easy to park - free. Comfy bed, and in unit W&D. The owner provided excellent local recomms and was a joy to communicate with - anytime we reached out we received prompt replies. Would definitely recommend and will plan to stay again next time we visit 😃👍"
The price is AED 731
AED 1,940 total
includes taxes & fees
25 Nov - 26 Nov
1608 The sky in Wailea's amazing 180 view
Kihei Akahi
3.0 star property
8.2 out of 10, Very Good, (577)
"We’d definitely stay here again!"
Kihei Akahi
Cozy & Contemporary Ground Floor South Kihei Condo
9.8 out of 10, Exceptional, (41)
"Had everything we needed! Close to beach and peaceful. "
Cozy & Contemporary Ground Floor South Kihei Condo
BEACHFRONT condo, ocean view, steps to sea, heated pool,hot tub, AC, Sugar Beach
10.0 out of 10, Exceptional, (90)
"Sugar Beach resort is a well maintained, quiet property. I love that you can sit in lounge chairs right at the edge of the ocean. The property is within walking distance to several businesses like a bakery and a shave ice place. I loved walking on the beach every morning. You will see incredible sunsets right from your lanai! The owners of unit 504 have an immaculately clean, beautifully decorated and comfortable unit. They went above and beyond to provide everything that you could possibly...
The price is AED 731
AED 1,769 total
includes taxes & fees
27 Nov - 28 Nov
BEACHFRONT condo, ocean view, steps to sea, heated pool,hot tub, AC, Sugar Beach
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.
Don't see what you're looking for?
See all available properties in Upcountry Maui
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Upcountry Maui

Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3341)
"The view is excellent and the kitchen is great for a longer stay. The pool is big enough and not crowded. We can get our chairs easily. The hot pool is good after a warm swim. "
The price is AED 1,098
AED 1,404 total
includes taxes & fees
17 Nov - 18 Nov
Aston Kaanapali Shores
Aston Maui Kaanapali Villas
3.0 star property
8.6 out of 10, Excellent, (2294)
"Nice location, reasonable snorkeling rentals on site, premier snorkeling reefs at Kaanapali start only 200 yards away. Trolley (free) to Whaler's Village runs every half hour much of the day until about 9, which is a nice option. Minor drawbacks included no icemakers (?). Overall, nice impression, it compares quite well with nearby properties on value. "
The price is AED 1,098
AED 1,577 total
includes taxes & fees
15 Nov - 16 Nov
Aston Maui Kaanapali Villas
OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2625)
"A very very beautiful and clean place to stay. "
The price is AED 1,154
AED 3,307 total
includes taxes & fees
9 Dec - 10 Dec
OUTRIGGER Honua Kai Resort & Spa
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.

Frequently asked questions

How much do condos in Upcountry Maui cost?
Condos in Upcountry Maui range from AED 622 to AED 1,208 per night. This means extra space for the entire family at a price that’s friendly on the pocket. 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?
Select from 1158 condos in Upcountry Maui. Whether you’re traveling with the kids or a group of friends, and wherever your destination, Expedia makes it a cinch to find the perfect space.
Why book your condo in Upcountry Maui with Expedia?
Getting away should be stress-free, so if you’re after condos at the perfect price, Expedia is here to help. Save cash and pick something small and affordable, or splurge on a high-end condo and pamper your loved ones. Take advantage of our search filters to find a place in Upcountry Maui that suits you best.
How can I find cheap condos in Upcountry Maui?
Expedia can help you easily locate cheap condos in Upcountry Maui. To book a terrific stay in a few quick keystrokes, try out the filter tool to refine your search results by budget, amenities and star rating.