A barren volcanic landscape with rugged terrain and distant mountains.

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Upcountry Maui condo rentals

Outdoor dining

1. 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, (305 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 £300
includes taxes & fees
8 Aug - 9 Aug
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
On the beach, sun-loungers, beach towels

2. 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, (16 reviews)
"Perfect ocean views for morning coffee. Close to all the restaurants and good beaches "
United States
Michael A.
The price is £310
includes taxes & fees
9 Aug - 10 Aug
New Central AC! Oceanfront Steps from the Beach, with Pool, Jacuzzi, & BBQ.
Outdoor dining

3. 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, (279 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 £300
includes taxes & fees
8 Aug - 9 Aug
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
Smart TV, DVD player, books, streaming services

4. 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, (43 reviews)
"Had lots of great and useful amenities "
United States
Rochelle P.
The price is £345
includes taxes & fees
12 Aug - 13 Aug
Tracy’s Tropical Treasure #4 "Best in Kihei" 4 times and “#1 in Maui” Ocean View
On the beach, sun-loungers, beach towels

5. Sugar Beach Resort Oceanview 1 bed/1 bath

Sugar Beach Resort Oceanview 1 bed/1 bath
North Kihei
9.6 out of 10, Exceptional, (120 reviews)
"Great location, great property and great condo. "
Canada
DIANNE V.
The price is £306
includes taxes & fees
19 Aug - 20 Aug
Sugar Beach Resort Oceanview 1 bed/1 bath
On the beach, sun-loungers, beach towels

6. Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023

Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023
Central Kihei
10.0 out of 10, Exceptional, (120 reviews)
"Beautiful views, lovely beach, convenient parking and good amenities nearby. "
United States
Tesha T.
The price is £344
includes taxes & fees
6 Aug - 7 Aug
Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023
Beach nearby, sun-loungers, beach towels

7. LOWEST Rates in Wailea right now! Spacious 5-STAR Wailea Retreat🏝Corner unit

LOWEST Rates in Wailea right now! Spacious 5-STAR Wailea Retreat🏝Corner unit
Wailea
10.0 out of 10, Exceptional, (163 reviews)
"Beautiful area and great location with walking distance to dining and shopping."
United States
Teri S.
The price is £418
includes taxes & fees
7 Aug - 8 Aug
LOWEST Rates in Wailea right now! Spacious 5-STAR Wailea Retreat🏝Corner unit
Exterior

8. 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, (314 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 £304
includes taxes & fees
16 Aug - 17 Aug
10% 7 Day Discount! Kihei 1Br Top Floor - Split AC, Clean, Free WiFi, Turtles!
On the beach, sun-loungers, beach towels

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

Steps to the Beach, Affordable w/Free Parking
North Kihei
9.6 out of 10, Exceptional, (171 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 £323
includes taxes & fees
12 Aug - 13 Aug
Steps to the Beach, Affordable w/Free Parking
Beach nearby, sun-loungers, beach towels

10. #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 £414
includes taxes & fees
6 Aug - 7 Aug
#239 Steps to Kamaole III Beach, New Kitchen 'Solid Gold Value' Maui Revealed
Outdoor dining

11. 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, (173 reviews)
"Nice place and conviently located"
United States
Mike M.
The price is £285
includes taxes & fees
12 Aug - 13 Aug
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Beach towels

12. 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, (214 reviews)
"We had a great time! Everything was perfect. "
United States
Samantha S.
The price is £336
includes taxes & fees
11 Aug - 12 Aug
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
Outdoor dining

13. Exceptionally Remodeled Oceanfront, Sunsets, A/C, King bed Hale Kai O Kihei

Exceptionally Remodeled Oceanfront, Sunsets, A/C, King bed Hale Kai O Kihei
Central Kihei
10.0 out of 10, Exceptional, (174 reviews)
"Everything was perfect! Would gladly stay again."
United States
Julie F.
Exceptionally Remodeled Oceanfront, Sunsets, A/C, King bed Hale Kai O Kihei
Beach nearby

14. SUMMER SPECIAL! Walk to Beach! Cute Beachy Ground Floor Getaway! Pool Access

SUMMER SPECIAL! Walk to Beach! Cute Beachy Ground Floor Getaway! Pool Access
South Kihei
9.8 out of 10, Exceptional, (133 reviews)
"Location; proximity to beach and stores/restaurants"
United States
Sharon O.
The price is £389
includes taxes & fees
20 Aug - 21 Aug
SUMMER SPECIAL! Walk to Beach! Cute Beachy Ground Floor Getaway! Pool Access
On the beach

15. 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, (79 reviews)
"We loved our stay! Great location"
United States
Madison
The price is £254
includes taxes & fees
13 Aug - 14 Aug
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Outdoor dining

16. Beautiful, Renovated, Hale Kamaole 159

Beautiful, Renovated, Hale Kamaole 159
South Kihei
10.0 out of 10, Exceptional, (110 reviews)
"Excellent room"
United States
Rene
The price is £270
includes taxes & fees
16 Aug - 17 Aug
Beautiful, Renovated, Hale Kamaole 159
Beach nearby

17. Across from Kamaole 2 Beach, concrete building, well maintained.

Across from Kamaole 2 Beach, concrete building, well maintained.
South Kihei
10.0 out of 10, Exceptional, (165 reviews)
"Great location!"
United States
Tyler B.
The price is £246
includes taxes & fees
8 Aug - 9 Aug
Across from Kamaole 2 Beach, concrete building, well maintained.
Beach

18. Steps to beach! Beautiful renovated 1 bedroom

Steps to beach! Beautiful renovated 1 bedroom
South Kihei
9.8 out of 10, Exceptional, (79 reviews)
"everything was as it should be"
United States
Doug B.
The price is £344
includes taxes & fees
27 Aug - 28 Aug
Steps to beach! Beautiful renovated 1 bedroom
Beach nearby, sun-loungers, beach towels

19. Bingo! Maui Vista Favorite 170 reviews, pool front w/central split A/C.

Bingo! Maui Vista Favorite 170 reviews, pool front w/central split A/C.
South Kihei
9.8 out of 10, Exceptional, (197 reviews)
"The owners were lovely and great communicators, I would recommend this stay for anyone! The beach is just across the street and lots of food options that are walkable from the property. "
United States
Cassy C.
The price is £295
includes taxes & fees
6 Aug - 7 Aug
Bingo! Maui Vista Favorite 170 reviews, pool front w/central split A/C.
Property grounds

20. Bright, Beautiful, Remodeled Island Sands 505 Condo

Bright, Beautiful, Remodeled Island Sands 505 Condo
Wailuku
9.4 out of 10, Exceptional, (58 reviews)
"The property was very clean and well maintained! We enjoyed our stay. "
United States
Cindy B.
The price is £621
includes taxes & fees
8 Aug - 9 Aug
Bright, Beautiful, Remodeled Island Sands 505 Condo
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 Seaside Hotel

Maui Seaside Hotel

10/10 Excellent
"The ocean-side elevator in the three-story building had a musty smell. Other than that, the room was beautifully renovated, clean, spacious, and very comfortable."
Yachiyo Okuhara 2-night trip
Posted 6 hours ago
Maui Seaside Hotel

Find out more about Upcountry Maui

Upcountry Maui Condo Rentals information

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Frequently asked questions

How much do condos in Upcountry Maui cost?
The price range for condos in Upcountry Maui is to 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 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?
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How can I find cheap condos in Upcountry Maui?
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