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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Condo Rentals in Upcountry Maui

Living area
Oceanview #101 at Hana Kai Maui - 1 Bedroom Corner Unit, Amazing View!

Oceanview #101 at Hana Kai Maui - 1 Bedroom Corner Unit, Amazing View!

Hana Town Center
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 SAR 1,351
SAR 1,913 total
includes taxes & fees
18 Dec - 19 Dec
Oceanview #101 at Hana Kai Maui - 1 Bedroom Corner Unit, Amazing View!
Beach towels
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach

Kuau
9.4 out of 10, Exceptional, (196)
"Very quiet safe place. "
Canada
Monica
The price is SAR 694
SAR 1,669 total
includes taxes & fees
5 Jan - 6 January 2026
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
Outdoor dining
Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access

Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access

Hana Town Center
9.6 out of 10, Exceptional, (110)
"Everything Good "
United States
Marc
The price is SAR 1,130
SAR 1,608 total
includes taxes & fees
7 Dec - 8 Dec
Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access
On the beach
Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!

Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!

Hana Town Center
9.6 out of 10, Exceptional, (23)
"I would stay again "
United States
Bruce H.
The price is SAR 1,182
SAR 1,678 total
includes taxes & fees
8 Dec - 9 Dec
Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!
Outdoor pool, a heated pool
BEACHFRONT condo, ocean view, steps to sea, heated pool,hot tub, AC, Sugar Beach

BEACHFRONT condo, ocean view, steps to sea, heated pool,hot tub, AC, Sugar Beach

North Kihei
10.0 out of 10, Exceptional, (125)
"Very nice condo Nice furniture Comfortable and friendly "
United States
John
BEACHFRONT condo, ocean view, steps to sea, heated pool,hot tub, AC, Sugar Beach
Exterior
The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4.0 star property
Lahaina
9.6 out of 10, Exceptional, (309)
"great time, great resort, helpful staff"
Canada
Prableen
The price is SAR 1,274
SAR 2,884 total
includes taxes & fees
4 Jan - 5 January 2026
The Whaler Resort Kaanapali Beach
Property grounds
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

Wailuku
9.6 out of 10, Exceptional, (158)
"Everything was great. Kitchen well stocked, beautiful view. "
United States
Eric S.
The price is SAR 709
SAR 1,760 total
includes taxes & fees
21 Dec - 22 Dec
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Property grounds
Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!

Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!

Central Kihei
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 SAR 529
SAR 2,109 total
includes taxes & fees
21 Dec - 22 Dec
Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!
On the beach
Oceanside condo, full kitchen, ocean view. Fully renovated 2023

Oceanside condo, full kitchen, ocean view. Fully renovated 2023

Central Kihei
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 SAR 422
SAR 1,311 total
includes taxes & fees
12 Dec - 13 Dec
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Property grounds
Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!

Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!

Hana Town Center
9.6 out of 10, Exceptional, (75)
"Best Suite & view was excellent!!"
United States
Heidi
The price is SAR 1,130
SAR 1,608 total
includes taxes & fees
6 Dec - 7 Dec
Oceanview #204 at Hana Kai Maui - 1 Bedroom Upper Floor, Amazing View!
On the beach
Beachfront retreat with lanai, WiFi, pool, & hot tub - prime turtle spot

Beachfront retreat with lanai, WiFi, pool, & hot tub - prime turtle spot

Wailuku
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 SAR 563
SAR 1,732 total
includes taxes & fees
7 Dec - 8 Dec
Beachfront retreat with lanai, WiFi, pool, & hot tub - prime turtle spot
Exterior
AI Recommended! - Split AC, Clean, Free WiFi and Parking, Turtles!

AI Recommended! - Split AC, Clean, Free WiFi and Parking, Turtles!

North Kihei
9.6 out of 10, Exceptional, (286)
"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 SAR 372
SAR 1,451 total
includes taxes & fees
6 Dec - 7 Dec
AI Recommended! - Split AC, Clean, Free WiFi and Parking, Turtles!
On the beach
Best Oceanfront Value in Kihei - Kealia Resort!

Best Oceanfront Value in Kihei - Kealia Resort!

North Kihei
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 SAR 432
SAR 1,672 total
includes taxes & fees
9 Dec - 10 Dec
Best Oceanfront Value in Kihei - Kealia Resort!
Pool
Listen to the birds chirp!

Listen to the birds chirp!

Wailea
9.0 out of 10, Wonderful, (106)
"We enjoyed our stay- the property was quiet, quaint, and cozy. "
United States
David
The price is SAR 638
SAR 1,345 total
includes taxes & fees
23 Dec - 24 Dec
Listen to the birds chirp!
On the beach
OCEANFRONT RESORT- Winter's here+new rates - Kihei Sands Beachfront Condos-A3

OCEANFRONT RESORT- Winter's here+new rates - Kihei Sands Beachfront Condos-A3

North Kihei
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 SAR 559
SAR 1,989 total
includes taxes & fees
6 Dec - 7 Dec
OCEANFRONT RESORT- Winter's here+new rates - Kihei Sands Beachfront Condos-A3
Property grounds
Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom, corner unit

Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom, corner unit

Hana Town Center
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
Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom, corner unit
Property grounds
Maui Vista condo, in the heart of Kihei!

Maui Vista condo, in the heart of Kihei!

South Kihei
9.6 out of 10, Exceptional, (152)
"Comfortable, clean, short walk to the beach, very quiet, good AC. Third guest slept on an air mattress, small ocean view."
United States
Anonymous traveler
The price is SAR 503
SAR 1,611 total
includes taxes & fees
18 Dec - 19 Dec
Maui Vista condo, in the heart of Kihei!
Pool
Sugar Beach Resort Oceanview 1 bed/1 bath

Sugar Beach Resort Oceanview 1 bed/1 bath

North Kihei
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 SAR 554
SAR 1,609 total
includes taxes & fees
15 Dec - 16 Dec
Sugar Beach Resort Oceanview 1 bed/1 bath
Exterior
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

North Kihei
10.0 out of 10, Exceptional, (265)
"Great stay"
United States
Noah C.
The price is SAR 642
SAR 1,825 total
includes taxes & fees
28 Dec - 29 Dec
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
Property grounds
Top Floor Beachfront Condo with Ocean view

Top Floor Beachfront Condo with Ocean view

North Kihei
9.8 out of 10, Exceptional, (45)
"Great stay - I would definitely recommend it"
United States
Gretchen M.
The price is SAR 659
SAR 1,874 total
includes taxes & fees
9 Dec - 10 Dec
Top Floor Beachfront Condo with Ocean view
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

The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

10/10 Excellent
"The breakfast menus were fresh everyday. "
Mai Kieu 6-night trip
Posted 13 hours ago
The Ritz-Carlton Maui, Kapalua

Frequently asked questions

How much do condos in Upcountry Maui cost?
The price range for condos in Upcountry Maui is SAR 1,311 to SAR 2,884 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.