Search Condos Rentals in Upcountry Maui from CA $463

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Upcountry Maui condo rentals

Property grounds

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, (29 reviews)
"This place was perfect. Enjoyed 2 days of big surf and stormy weather from the lanai. A true vacation. My favorite place to stay on Maui. Hana town is da best. "
United States
Kimo B.
The price is CA $516
CA $734 total
includes taxes & fees
Jun 20 - Jun 21
Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!
Property grounds

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, (80 reviews)
"Great beach view lovely gardens"
United States
Dianne
The price is CA $535
CA $761 total
includes taxes & fees
Jun 23 - Jun 24
Oceanview #101 at Hana Kai Maui - 1 Bedroom Corner Unit, Amazing View!
Travel crib, free WiFi, bed sheets

Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly

Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly
North Kihei
9.0 out of 10, Wonderful, (9 reviews)
"Great stay, clean place. Close walk to the beach. The pool and hot tub were great and well taken care of"
United States
Danniella
The price is CA $139
CA $463 total
includes taxes & fees
Jun 20 - Jun 21
Kihei · Pool / Hot Tub / Beach access / AC / Baby friendly
Property grounds

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, (118 reviews)
"Beautiful place to stay in Hana and super nice people. "
United States
Tanya L.
The price is CA $505
CA $719 total
includes taxes & fees
Jun 19 - Jun 20
Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access
Beach nearby

OCEAN VIEW!! Across Charley Young Beach

OCEAN VIEW!! Across Charley Young Beach
South Kihei
9.6 out of 10, Exceptional, (188 reviews)
"What a beautiful view! Whales from the couch, steps to Charley Young beach, quiet neighbors. We enjoyed our stay so very much!"
United States
Anonymous traveller
The price is CA $245
CA $1,047 total
includes taxes & fees
Jun 30 - Jul 1
OCEAN VIEW!! Across Charley Young Beach
Outdoor dining

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
9.0 out of 10, Wonderful, (150 reviews)
"We really enjoyed our stay "
United States
Samantha T.
The price is CA $128
CA $513 total
includes taxes & fees
Jun 24 - Jun 25
Beautiful OCEAN View! Across from BEACH! AC IN BEDROOM! Last Minute Discounts!
On the beach

Direct Beachfront Newly Remodeled!

Direct Beachfront Newly Remodeled!
North Kihei
9.2 out of 10, Wonderful, (31 reviews)
"Very clean and comfortable. Loved the grassy area with lounge chairs to watch the sunset. Appreciated the cooler for day use to keep drinks cold. "
United States
Joleen B.
The price is CA $417
CA $517 total
includes taxes & fees
Jun 23 - Jun 24
Direct Beachfront Newly Remodeled!
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, (76 reviews)
"We loved our stay! Great location"
United States
Madison
The price is CA $151
CA $481 total
includes taxes & fees
Jun 18 - Jun 19
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
On the beach, sun loungers, beach towels

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 CA $164
CA $612 total
includes taxes & fees
Jun 22 - Jun 23
Steps to the Beach, Affordable w/Free Parking
On the beach

Warm Winter Getaway w/ a View - BEACHFRONT PROPERTY A13 at Kihei Sands

Warm Winter Getaway w/ a View - BEACHFRONT PROPERTY A13 at Kihei Sands
North Kihei
9.8 out of 10, Exceptional, (72 reviews)
"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: It was an amazing stay and a great place! I will be back!"
United States
Lauree M.
The price is CA $264
CA $836 total
includes taxes & fees
Jun 18 - Jun 19
Warm Winter Getaway w/ a View - BEACHFRONT PROPERTY A13 at Kihei Sands
Outdoor dining

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, (278 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 CA $153
CA $570 total
includes taxes & fees
Jun 23 - Jun 24
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
Property grounds

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 CA $258
CA $1,165 total
includes taxes & fees
Jun 24 - Jun 25
Bright, Beautiful, Remodeled Island Sands 505 Condo
Outdoor dining

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, (302 reviews)
"Exceptional host, comfy beds and pillows, great location!"
United States
Brenda C.
The price is CA $144
CA $557 total
includes taxes & fees
Jul 6 - Jul 7
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
On the beach, sun loungers, beach towels

Sugar Beach Resort Oceanview 1 bed/1 bath

Sugar Beach Resort Oceanview 1 bed/1 bath
North Kihei
9.6 out of 10, Exceptional, (118 reviews)
"Great location, great property and great condo. "
Canada
DIANNE V.
The price is CA $237
CA $644 total
includes taxes & fees
Jun 30 - Jul 1
Sugar Beach Resort Oceanview 1 bed/1 bath
Fridge, microwave, oven, stovetop

Paia 2 Bedroom 2 Bathroom

Paia 2 Bedroom 2 Bathroom
Paia
9.2 out of 10, Wonderful, (12 reviews)
"The house was perfect for the 6 of us and near a beautiful cove. "
United States
Vanessa C.
The price is CA $294
CA $745 total
includes taxes & fees
Jun 18 - Jun 19
Paia 2 Bedroom 2 Bathroom
Suite, Multiple Beds, Garden View (2 Baths) | Garden view

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.4 out of 10, Exceptional, (421 reviews)
"The location is simply outstanding with easy access to public transit, shopping food, and it’s literally on the beach. The views from our balcony were fabulous."
United States
Mackenzie
The price is CA $427
CA $1,019 total
includes taxes & fees
Jun 20 - Jun 21
The Whaler Resort Kaanapali Beach
Outdoor dining

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, (171 reviews)
"Great location on the island, nice accommodations. "
United States
Chris P.
The price is CA $167
CA $532 total
includes taxes & fees
Jun 23 - Jun 24
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
TV

Direct Beachfront with Spectacular Oceanviews!

Direct Beachfront with Spectacular Oceanviews!
Wailuke
9.6 out of 10, Exceptional, (58 reviews)
"The heated pool is great for kids!"
United States
RACHEAL
The price is CA $431
CA $540 total
includes taxes & fees
Jun 29 - Jun 30
Direct Beachfront with Spectacular Oceanviews!
Outdoor dining

🤙 June-July-August SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE

🤙 June-July-August SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE
North Kihei
10.0 out of 10, Exceptional, (141 reviews)
"This is the perfect getaway spot. Great direct view of the ocean and beach. "
United States
Mike H.
The price is CA $292
CA $842 total
includes taxes & fees
Jun 24 - Jun 25
🤙 June-July-August SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE
On the beach, sun loungers, beach towels

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 CA $173
CA $594 total
includes taxes & fees
Jun 18 - Jun 19
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

Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

10/10 Excellent
"Beautiful, clean, relaxing, great service and location -- but very expensive!"
Michael 7-night trip
Posted 1 hour ago
Hyatt Regency Maui Resort & Spa

Find out more about Upcountry Maui

Upcountry Maui Condo Rentals information

Number of reviews
1,568
Accommodation
1480 Condo Rentals
Lowest Price
CA $463
Highest Price
CA $1,165

Frequently asked questions

How much do condos in Upcountry Maui cost?
The price range for condos in Upcountry Maui is CA $463 to CA $1,165 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 1480 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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