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Our top choices for Upcountry Maui condo rentals

9.6 out of 10, Exceptional, (76)
"Nice easy check in. Easy access to black sand beach (not the State Park)."
United States
Brett
The price is €379
includes taxes & fees
17 Dec - 18 Dec
Oceanview #101 at Hana Kai Maui - 1 Bedroom Corner Unit, Amazing View!
9.4 out of 10, Exceptional, (196)
"Very quiet safe place. "
Canada
Monica
The price is €388
includes taxes & fees
15 Jan - 16 Jan 2026
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
9.6 out of 10, Exceptional, (111)
"Everything Good "
United States
Marc
The price is €469
includes taxes & fees
8 Jan - 9 Jan 2026
Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access
9.6 out of 10, Exceptional, (23)
"I would stay again "
United States
Bruce H.
Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!
9.0 out of 10, Wonderful, (18)
"Large place with everything you need. Very convenient parking spot, just a few minutes down the road from Paia"
United States
Annette M.
The price is €326
includes taxes & fees
21 Dec - 22 Dec
Kuau Surf 2.0 Maui North Shore Locally-Owned
10.0 out of 10, Exceptional, (267)
"Great stay"
United States
Noah C.
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
10.0 out of 10, Exceptional, (125)
"Very nice condo Nice furniture Comfortable and friendly "
United States
John
The price is €293
includes taxes & fees
21 Dec - 22 Dec
BEACHFRONT condo, ocean view, steps to sea, heated pool,hot tub, AC, Sugar Beach
4.0 star property
9.6 out of 10, Exceptional, (316)
"great time, great resort, helpful staff"
Canada
Prableen
The price is €647
includes taxes & fees
15 Jan - 16 Jan 2026
The Whaler Resort Kaanapali Beach
9.6 out of 10, Exceptional, (158)
"Everything was great. Kitchen well stocked, beautiful view. "
United States
Eric S.
The price is €362
includes taxes & fees
21 Dec - 22 Dec
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
9.4 out of 10, Exceptional, (84)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Beautiful condo, great views and location"
United States
Pam B.
The price is €518
includes taxes & fees
12 Jan - 13 Jan 2026
Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!
9.6 out of 10, Exceptional, (75)
"We absolutely loved Hana and this location! It was peaceful and calm"
United States
Rebecca Z.
The price is €370
includes taxes & fees
19 Dec - 20 Dec
Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!
9.6 out of 10, Exceptional, (287)
The price is €342
includes taxes & fees
31 Dec - 1 Jan 2026
AI Recommended! - Split AC, Clean, Free WiFi and Parking, Turtles!
9.4 out of 10, Exceptional, (62)
"Everything was perfect!!!! We even had ice cold water waiting on us in the fridge!!! The condo was gorgeous, loved the kitchen! We could see the black sand beach from our gorgeous deck!!! My only regret was not staying longer!!!! I recommend the restaurant in Hana for dinner, it was excellent! We will be back!"
United States
Brenda
The price is €445
includes taxes & fees
8 Jan - 9 Jan 2026
Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom, corner unit
9.4 out of 10, Exceptional, (56)
"Check in was very easy and this is a perfect location for ocean access. "
Canada
Tracy C.
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
9.4 out of 10, Exceptional, (131)
"The view is amazing"
United States
Carlos A.
The price is €564
includes taxes & fees
17 Dec - 18 Dec
Oceanfront condo with pool & balcony - walk to dining, activities, and more
8.6 out of 10, Excellent, (68)
"We had an excellent time! Everything was as advertised. Gorgeous location and very quiet and peaceful. Only downside is that while we were there the building was under construction for a new elevator so there was limited parking and quite a bit of space taken up by the construction "
United States
Dylan R.
The price is €437
includes taxes & fees
17 Dec - 18 Dec
Beachfront retreat with lanai, WiFi, pool, & hot tub - prime turtle spot
9.6 out of 10, Exceptional, (109)
"The condo was exactly as described and in a great location, we loved the grassy area right in front of the beach if we didn’t feel like sitting in the sand! Tim had all the essentials for us and was quick to respond if we had any questions- we would definitely stay here again in the future! "
United States
Bailey B.
The price is €383
includes taxes & fees
17 Dec - 18 Dec
Best Oceanfront Value in Kihei - Kealia Resort!
9.4 out of 10, Exceptional, (62)
"Great stay! Friendly staff and awesome view of the ocean and beach."
United States
Cindy H.
The price is €379
includes taxes & fees
17 Dec - 18 Dec
Oceanview #203 at Hana Kai Maui - 1 Bedroom Upper Floor, Stunning View!
9.6 out of 10, Exceptional, (112)
"Fully furnished kitchen, and beach accessories, from umbrellas, chairs, snorkel gear, beach towels, and great AC, beautiful view, no noise from pool. Will definitely stay here again if available on next trip. Centrally located to everything!!"
United States
Rachael R.
Sugar Beach Resort Oceanview 1 bed/1 bath
9.6 out of 10, Exceptional, (44)
"Island sands is my favorite Condos"
United States
michelle p.
The price is €581
includes taxes & fees
31 Dec - 1 Jan 2026
Island Sands 401 Oceanfront Condo with Ocean View. Enjoy the saltwater oceanfront swimming pool.
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

Find out more about Upcountry Maui

Upcountry Maui Condo Rentals information

Number of reviews
2,145
Accommodation
1422 Condo Rentals
Lowest Price
€293
Highest Price
€647

Frequently asked questions

How much do condos in Upcountry Maui cost?
The price range for condos in Upcountry Maui is €293 to €647 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 1422 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.