A barren volcanic landscape with rugged terrain and distant mountains.

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Upcountry Maui condo rentals

Exterior

1. Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (37 reviews)
"Wonderful location, a short walk to restaurants, shops and beaches. The condo and property grounds were VERY well taken care of and groomed. Beautiful gardens and waterfalls. The pools were very relaxing and our experience was definitely one we will remember. A++"
United States
Patrick
The price is ￥7,297
￥79,417 total
includes taxes & fees
Sep 17 - Sep 18
Signature Residences at Maui Banyan
Beach

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

Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Central Kihei
9.6 out of 10, Exceptional, (83 reviews)
"We loved our stay! Great location"
United States
Madison
The price is ￥16,590
￥52,999 total
includes taxes & fees
Sep 23 - Sep 24
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Beach

3. Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!

Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!
Wailuku
9.4 out of 10, Exceptional, (68 reviews)
"Great location to harbor for whale watching and good distance between airport and beaches. "
United States
Kellie B.
The price is ￥15,069
￥76,464 total
includes taxes & fees
Sep 20 - Sep 21
Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!
Beach

4. Condo w/ Lanai at Beginning of Road to Hana!

Condo w/ Lanai at Beginning of Road to Hana!
Paia
9.2 out of 10, Wonderful, (45 reviews)
"This was the perfect stay to start the Road to Hana and the town of Paia is so lovely and had a lot of food options. The beaches around this area were some of our favorite. If you can, make a reservation at Mamas Fishhouse or try and walk in around lunch time-it’s worth every penny! "
United States
Kiana C.
The price is ￥19,355
￥64,541 total
includes taxes & fees
Sep 18 - Sep 19
Condo w/ Lanai at Beginning of Road to Hana!
Beach

5. 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, (218 reviews)
"Great location for our last night. Walk to the beach and close enough to the airport for an early flight."
United States
jeff s.
The price is ￥26,882
￥64,091 total
includes taxes & fees
Sep 15 - Sep 16
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
Living area

6. Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View

Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View
North Kihei
10.0 out of 10, Exceptional, (44 reviews)
"Had lots of great and useful amenities "
United States
Rochelle P.
The price is ￥16,452
￥67,477 total
includes taxes & fees
Sep 15 - Sep 16
Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View
Exterior

7. 10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!

10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
North Kihei
10.0 out of 10, Exceptional, (317 reviews)
"Kevin was a great host! Communication was prompt and he gave wonderful suggestions on places to eat, things to do.The condo was beautiful, very cozy and clean.We would definitely stay here again"
United States
Janet M.
The price is ￥16,198
￥61,703 total
includes taxes & fees
Sep 15 - Sep 16
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
Beach

8. Ocean View 2-bedroom condo with pool and AC in wonderful Kihei

Ocean View 2-bedroom condo with pool and AC in wonderful Kihei
North Kihei
9.8 out of 10, Exceptional, (33 reviews)
"Property was clean and great location to do everything we wanted to do. Was very pleased for the price!!"
United States
Rachel
The price is ￥23,364
￥71,444 total
includes taxes & fees
Sep 19 - Sep 20
Ocean View 2-bedroom condo with pool and AC in wonderful Kihei
Pool

9. Romantic 1 BR Condo with King Tempurpedic

Romantic 1 BR Condo with King Tempurpedic
Wailea
9.6 out of 10, Exceptional, (63 reviews)
"The condo property was beautiful and in a great location. We had to book last minute due to storms affecting our initial booking and host was very responsive. "
United States
Kathryn R.
The price is ￥24,194
￥57,467 total
includes taxes & fees
Sep 20 - Sep 21
Romantic 1 BR Condo with King Tempurpedic
Outdoor dining

10. Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well

Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well
South Kihei
10.0 out of 10, Exceptional, (173 reviews)
"Perfect location, great parking. Excellent value and manager was wonderful. "
United States
Cheyenne M.
The price is ￥21,982
￥58,971 total
includes taxes & fees
Sep 15 - Sep 16
Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well
Outdoor dining

11. 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
9.8 out of 10, Exceptional, (307 reviews)
"Awesome stay, all you need around there, very quiet place, good neighbors, excellent Host and amazing commons area."
United States
pablo
The price is ￥15,906
￥58,944 total
includes taxes & fees
Oct 7 - Oct 8
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
Pool

12. Sunny Top Floor Studio 10 Minute Walk from Wailea Beaches

Sunny Top Floor Studio 10 Minute Walk from Wailea Beaches
Wailea
9.0 out of 10, Wonderful, (113 reviews)
"Would absolutely rent again! Great property!"
United States
taylor m.
The price is ￥20,737
￥49,823 total
includes taxes & fees
Sep 22 - Sep 23
Sunny Top Floor Studio 10 Minute Walk from Wailea Beaches
Beach

13. Steps to the Beach, Affordable w/Free Parking

Steps to the Beach, Affordable w/Free Parking
North Kihei
9.6 out of 10, Exceptional, (174 reviews)
"Clean, across the street from beach and whale center. Great location to get to other places on the island. "
Canada
wayneiversonphotosk
The price is ￥17,972
￥66,385 total
includes taxes & fees
Sep 15 - Sep 16
Steps to the Beach, Affordable w/Free Parking
Beach

14. 1 B/R Sleeps 4 Condo across from Kamaole II Beach - KKN252 - HOTEL Zone

1 B/R Sleeps 4 Condo across from Kamaole II Beach - KKN252 - HOTEL Zone
South Kihei
9.4 out of 10, Exceptional, (61 reviews)
"great place for walking to the beach"
United States
Kim & Tom C.
The price is ￥19,355
￥59,177 total
includes taxes & fees
Sep 15 - Sep 16
1 B/R Sleeps 4 Condo across from Kamaole II Beach - KKN252 - HOTEL Zone
Outdoor dining

15. 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
9.8 out of 10, Exceptional, (280 reviews)
"Absolutely perfect stay! Kevin was very kind and very communicative. I highly recommend staying here when visiting Kīhei."
United States
Sylvia
The price is ￥15,906
￥61,358 total
includes taxes & fees
Sep 24 - Sep 25
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
Beach

16. #239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed

#239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed
South Kihei
9.8 out of 10, Exceptional, (97 reviews)
"Kitchen was fully equipped. Condo was very clean and host was promt with replys. Loved our stay "
Canada
Lori D.
The price is ￥16,014
￥86,102 total
includes taxes & fees
Sep 17 - Sep 18
#239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed
Terrace/patio

17. Oceanfront Unit in a Gorgeous Tropical Complex with Beachfront Pool

Oceanfront Unit in a Gorgeous Tropical Complex with Beachfront Pool
Central Kihei
9.6 out of 10, Exceptional, (86 reviews)
"Great place right on the beach."
United States
Phet S.
The price is ￥32,565
￥100,745 total
includes taxes & fees
Oct 9 - Oct 10
Oceanfront Unit in a Gorgeous Tropical Complex with Beachfront Pool
Beach

18. Experience the Magic of Maui: Your Perfect Kihei Getaway, steps from the beach!

Experience the Magic of Maui: Your Perfect Kihei Getaway, steps from the beach!
South Kihei
9.2 out of 10, Wonderful, (91 reviews)
"Location was perfect. We were there right after all of the flooding and the road was damaged but did not affect our stay at all. Our host was always responsive and made sure we were comfortable! Would surely stay again.:)"
United States
Melissa P.
The price is ￥14,447
￥65,579 total
includes taxes & fees
Sep 16 - Sep 17
Experience the Magic of Maui: Your Perfect Kihei Getaway, steps from the beach!
Outdoor dining

19. Beautiful OCEAN View! Across from BEACH! AC IN BEDROOM! Last Minute Discounts!

Beautiful OCEAN View! Across from BEACH! AC IN BEDROOM! Last Minute Discounts!
South Kihei
9.2 out of 10, Wonderful, (152 reviews)
"We really enjoyed our stay "
United States
Samantha T.
The price is ￥14,654
￥57,565 total
includes taxes & fees
Sep 22 - Sep 23
Beautiful OCEAN View! Across from BEACH! AC IN BEDROOM! Last Minute Discounts!
Beach

20. New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.

New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.
North Kihei
9.6 out of 10, Exceptional, (19 reviews)
"Perfect ocean views for morning coffee. Close to all the restaurants and good beaches "
United States
Michael A.
The price is ￥18,241
￥64,129 total
includes taxes & fees
Sep 17 - Sep 18
New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.
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

Maui Coast Hotel

Maui Coast Hotel

10/10 Excellent
"Loved it!! Will come back."
Norma 6-night trip
Posted 2 hours ago
Maui Coast Hotel

Find out more about Upcountry Maui

Upcountry Maui Condo Rentals information

Number of reviews
1,921
Accommodation
1490 Condo Rentals
Lowest Price
￥49,823
Highest Price
￥100,745

Frequently asked questions

How much do condos in Upcountry Maui cost?
The price range for condos in Upcountry Maui is ￥49,823 to ￥100,745 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 1490 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.

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