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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 AED 1,432
AED 2,002 total
includes taxes & fees
24 Dec - 25 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 AED 679
AED 1,617 total
includes taxes & fees
28 Dec - 29 Dec
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
Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access
10.0 out of 10, Exceptional, (265)
"Great stay"
United States
Noah C.
The price is AED 364
AED 1,443 total
includes taxes & fees
9 Jan - 10 January 2026
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
9.6 out of 10, Exceptional, (75)
"Loved it!"
United States
Shon P.
The price is AED 1,105
AED 1,574 total
includes taxes & fees
13 Dec - 14 Dec
Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!
10.0 out of 10, Exceptional, (125)
"Very nice condo Nice furniture Comfortable and friendly "
United States
John
The price is AED 327
AED 1,235 total
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, (314)
"great time, great resort, helpful staff"
Canada
Prableen
The price is AED 1,178
AED 2,740 total
includes taxes & fees
11 Jan - 12 January 2026
The Whaler Resort Kaanapali Beach
9.8 out of 10, Exceptional, (75)
"Great location. Central to everything. We’ve been here around 20 times and love the little spots like this on the beach. Best sunset ever!!"
United States
Eric F.
The price is AED 547
AED 1,946 total
includes taxes & fees
13 Dec - 14 Dec
OCEANFRONT RESORT- Winter's here+new rates - Kihei Sands Beachfront Condos-A3
9.4 out of 10, Exceptional, (56)
"Check in was very easy and this is a perfect location for ocean access. "
Canada
Tracy C.
The price is AED 477
AED 1,375 total
includes taxes & fees
10 Jan - 11 January 2026
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
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 AED 551
AED 1,695 total
includes taxes & fees
14 Dec - 15 Dec
Beachfront retreat with lanai, WiFi, pool, & hot tub - prime turtle spot
9.4 out of 10, Exceptional, (131)
"The view is amazing"
United States
Carlos A.
The price is AED 617
AED 2,097 total
includes taxes & fees
14 Dec - 15 Dec
Oceanfront condo with pool & balcony - walk to dining, activities, and more
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 AED 423
AED 1,637 total
includes taxes & fees
15 Dec - 16 Dec
Best Oceanfront Value in Kihei - Kealia Resort!
9.6 out of 10, Exceptional, (158)
"Everything was great. Kitchen well stocked, beautiful view. "
United States
Eric S.
The price is AED 657
AED 1,675 total
includes taxes & fees
22 Dec - 23 Dec
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
9.4 out of 10, Exceptional, (61)
"Very cute place with ocean views!"
United States
Heather B.
Oceanview #201 at Hana Kai Maui - 1 Bedroom Upper Floor Corner, Panoramic View!
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 AED 650
AED 2,240 total
includes taxes & fees
6 Jan - 7 January 2026
Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!
9.6 out of 10, Exceptional, (111)
"Nice view of the ocean from the balcony. Clean unit with just about everything you will need for a short vacation."
United States
Ron R.
The price is AED 549
AED 1,586 total
includes taxes & fees
15 Dec - 16 Dec
Sugar Beach Resort Oceanview 1 bed/1 bath
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 AED 1,106
AED 1,574 total
includes taxes & fees
14 Dec - 15 Dec
Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom, corner unit
9.6 out of 10, Exceptional, (287)
"Had a great experience here it was close to everything in town and near alot of cool beaches! Would definitely return"
United States
morgan J.
The price is AED 400
AED 1,486 total
includes taxes & fees
24 Dec - 25 Dec
AI Recommended! - Split AC, Clean, Free WiFi and Parking, Turtles!
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 AED 1,414
AED 1,980 total
includes taxes & fees
24 Dec - 25 Dec
Oceanview #203 at Hana Kai Maui - 1 Bedroom Upper Floor, Stunning View!
9.6 out of 10, Exceptional, (44)
"Island sands is my favorite Condos"
United States
michelle p.
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

Frequently asked questions

How much do condos in Upcountry Maui cost?
The price range for condos in Upcountry Maui is AED 1,235 to AED 2,740 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.