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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
21 Rab. I - 23 Rab. I
In two weeks
28 Rab. I - 30 Rab. I
In one month
11 Rab. II - 13 Rab. II
In two months
9 Jum. I - 11 Jum. I

Compare 1189 Condo Rentals in Upcountry Maui with updated reviews, rates, and availability.

Lumeria Maui Educational Retreat Center
Outdoor pool

Lumeria Maui Educational Retreat Center

3.5 star property
8.6 out of 10, Excellent, (197)
"Peaceful quiet and inviting away from busy town "
The price is SAR 1,583
SAR 2,178 total
includes taxes & fees
12 Mar - 13 Mar
Lumeria Maui Educational Retreat Center
Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.
Interior

Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.

9.4 out of 10, Exceptional, (8)
"This is a very nice property. The hosts were very helpful and communicative."
The price is SAR 675
SAR 1,396 total
includes taxes & fees
2 Apr - 3 Apr
Charming bed & breakfast on the slopes of Haleakala with AC, WiFi.
Bamboo Valley Inn
View from property

Bamboo Valley Inn

3.5 star property
9.4 out of 10, Exceptional, (55)
"Property was very clean and quiet. Owners were great."
Bamboo Valley Inn
Haleakala Sunrise Home, Kula, Maui, Hawaii
Interior

Haleakala Sunrise Home, Kula, Maui, Hawaii

9.8 out of 10, Exceptional, (78)
"Beautiful home, beautiful views of the island coasts and great place for access the Haleakala Sunrise. The hosts were outstanding, with great recommendations about the island. Every amenity was provided and we really appreciated that hospitality. This is a great stay and we would return again!"
The price is SAR 1,032
SAR 1,867 total
includes taxes & fees
10 Apr - 11 Apr
Haleakala Sunrise Home, Kula, Maui, Hawaii
Bed and Breakfast on the Slopes of Haleakala
Outdoor dining

Bed and Breakfast on the Slopes of Haleakala

10.0 out of 10, Exceptional, (51)
"So much to see and do up here. Winery, high quality coffee shops and restaurants are all within 15 mins. Not to mention a huge time savings driving to Haleakala and Hana. Many farms to tour from tequila to chocolate to honey and friendly people everywhere. Speaking of which, our host Lori left us wanting for nothing with laundry service and the best pantry we’ve seen hands down. The sunset walks down Thompson Road were our favourite with the island on full display below you. Much Aloha in...
Bed and Breakfast on the Slopes of Haleakala
Clear Bubble Tent w/Queen Size Bed, includes indoor bedroom and bathroom
Property grounds

Clear Bubble Tent w/Queen Size Bed, includes indoor bedroom and bathroom

10.0 out of 10, Exceptional, (17)
"Everything was great and I would give a five star except. For my age, , staying in the bubble overnight impossible without necessary bathroom facilities. Getting up two to three times a night not possible realistically.nbathroom "
The price is SAR 1,219
SAR 2,088 total
includes taxes & fees
11 Apr - 12 Apr
Clear Bubble Tent w/Queen Size Bed, includes indoor bedroom and bathroom
Relaxing Hawaiian Suite for a Exiting Getaway in the Upcountry of Maui!
Pool

Relaxing Hawaiian Suite for a Exiting Getaway in the Upcountry of Maui!

10.0 out of 10, Exceptional, (22)
"Natural beauty abounds!"
Relaxing Hawaiian Suite for a Exiting Getaway in the Upcountry of Maui!
Spacious Hawaiian Cottage Suite in the Upcountry of Maui!
Pool

Spacious Hawaiian Cottage Suite in the Upcountry of Maui!

10.0 out of 10, Exceptional, (9)
"I cannot say enough great things about this little gem. If you’re looking for a special place to celebrate anything - off the beaten path - but easy access to most of the best of Maui, look no further. Shannon and Josh have made this place truly magical. I cannot wait to return! "
Spacious Hawaiian Cottage Suite in the Upcountry of Maui!
Relaxing Hawaiian Suite for a Romantic Getaway in the Upcountry of Maui!
Pool

Relaxing Hawaiian Suite for a Romantic Getaway in the Upcountry of Maui!

10.0 out of 10, Exceptional, (2)
"Exceeded our expectations! From the easy check-in to the incredible breakfasts, the old-school pool and hanging garden, and an unexpected herd of deer running through the property, this was one of the most relaxing and tranquil escapes we’ve experienced. The town of Makawao gave us tasty afternoon meals (Satori!) and the beautiful mountain area provided plenty of scenic driving. Only advice I’d give is to plan to enjoy the space while you’re staying, as it would be a shame to not settle in....
Relaxing Hawaiian Suite for a Romantic Getaway in the Upcountry of Maui!
Modern Upcountry Hawaiian Suite for a Romantic Getaway in the Upcountry of Maui!
Terrace/patio

Modern Upcountry Hawaiian Suite for a Romantic Getaway in the Upcountry of Maui!

2.0 star property
10.0 out of 10, Exceptional, (1)
"We stayed 3 nights. This was the first time to stay upcountry and we were pleasantly surprised by the contrast of the slower pace from the beach areas. Greeted with a smile by Josh as we came to the entry door and he explained about check in. The house is newly renovated, welcoming and very clean all over. The suite is huge, comfortable and private. Shower has plenty of hot water and pressure. We had lovely and tasty breakfast with some items changed every day. Josh will make Latte on request....
Modern Upcountry Hawaiian Suite for a Romantic Getaway in the Upcountry of Maui!
Relaxing upcountry retreat on the slopes of Haleakalā. Ideal for families.
Property grounds

Relaxing upcountry retreat on the slopes of Haleakalā. Ideal for families.

Relaxing upcountry retreat on the slopes of Haleakalā. Ideal for families.
Spacious Hawaiian Suite for a Romatic Getaway in the Upcountry of Maui!
Terrace/patio

Spacious Hawaiian Suite for a Romatic Getaway in the Upcountry of Maui!

10.0 out of 10, Exceptional, (7)
"Better than the description or photos. Josh is an amazing host and makes you feel welcome and at ease immediately. Strongly recommended. "
Spacious Hawaiian Suite for a Romatic Getaway in the Upcountry of Maui!
Kalani
Fridge, oven, stovetop, dishwasher

Kalani

The price is SAR 1,309
SAR 2,699 total
includes taxes & fees
30 Mar - 31 Mar
Kalani
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
Sign in
Sign up, it's free

Other property types in Upcountry Maui

Aston Kaanapali Shores
2 outdoor pools, pool umbrellas, sun loungers

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3481)
"Thank you! Loved it!"
The price is SAR 938
SAR 1,217 total
includes taxes & fees
14 Mar - 15 Mar
Aston Kaanapali Shores
OUTRIGGER Honua Kai Resort & Spa
4 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2719)
"Great location. Easy access to multiple pools and beach. Outstanding for family. "
The price is SAR 1,242
SAR 3,452 total
includes taxes & fees
4 Apr - 5 Apr
OUTRIGGER Honua Kai Resort & Spa
Aston Maui Kaanapali Villas
Exterior

Aston Maui Kaanapali Villas

3.0 star property
8.6 out of 10, Excellent, (2360)
"It's a beautiful location, near easily walkable spots and perfect for people with small children. The pool could be bigger, but if you have a child younger than 3 years old, it's a perfect size. Lots of other wonderful guests to hang out with."
The price is SAR 919
SAR 1,416 total
includes taxes & fees
12 Mar - 13 Mar
Aston Maui Kaanapali Villas
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?
The price range for condos in Upcountry Maui is SAR 924 to SAR 1,339 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 1189 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.
How can I find cheap condos in Upcountry Maui?
A good way to uncover cheap condos in Upcountry Maui is with Expedia’s filter tool. Refine your search results by amenities, budget and star rating to take advantage of unbeatable prices in a couple of clicks.