Search Condo Rentals in Upcountry Maui

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Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 1460 Condo Rentals in Upcountry Maui with updated reviews, rates, and availability.

Kahana Beach Vacation Club
Standard Room, 1 Bedroom | Living area | 55-inch flat-screen TV with cable channels

Kahana Beach Vacation Club

3.0 star property
8.4 out of 10, Very Good, (673)
"Great place!"
Kahana Beach Vacation Club
The Gardens at West Maui
Suite, 1 Bedroom | Iron/ironing board, free WiFi

The Gardens at West Maui

3.0 star property
8.4 out of 10, Very Good, (469)
"Nice place to stay"
The Gardens at West Maui
Honua Kai Konea Resort by KBM
Indoor pool, outdoor pool

Honua Kai Konea Resort by KBM

4.0 star property
9.6 out of 10, Exceptional, (42)
"Loved our stay. Can’t wait to come back!! "
The price is AED 1,503
AED 3,796 total
includes taxes & fees
31 May - 1 Jun
Honua Kai Konea Resort by KBM
The Whaler Resort Kaanapali Beach
Exterior

The Whaler Resort Kaanapali Beach

4.0 star property
9.4 out of 10, Exceptional, (182)
"Great room, great view, definitely planning to return!"
The price is AED 930
AED 2,499 total
includes taxes & fees
31 May - 1 Jun
The Whaler Resort Kaanapali Beach
Maui Banyan Vacation Club
Aerial view

Maui Banyan Vacation Club

3.0 star property
8.0 out of 10, Very Good, (340)
"Loved our stay here! "
Maui Banyan Vacation Club
Wailea Ekahi - CoralTree Residence Collection
Exterior

Wailea Ekahi - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (540)
"Very comfortable and easy access to the beach!"
Wailea Ekahi - CoralTree Residence Collection
Wailea Grand Champions - CoralTree Residence Collection
2 outdoor pools

Wailea Grand Champions - CoralTree Residence Collection

3.0 star property
9.0 out of 10, Wonderful, (717)
"We loved staying here and would definitely stay here again."
Wailea Grand Champions - CoralTree Residence Collection
Castle Kama'ole Sands
Deluxe Condo, 3 Bedrooms | Balcony

Castle Kama'ole Sands

3.0 star property
8.0 out of 10, Very Good, (2232)
"I recommend this hotel. Very nice and beautiful place "
Castle Kama'ole Sands
Aston at The Whaler on Kaanapali Beach
Outdoor pool, a heated pool, cabanas (surcharge), pool umbrellas

Aston at The Whaler on Kaanapali Beach

4.0 star property
9.2 out of 10, Wonderful, (1469)
"A great place to stay! "
Aston at The Whaler on Kaanapali Beach
Pohailani Paradise, AC, Ocean Views, Sunsets
Property grounds

Pohailani Paradise, AC, Ocean Views, Sunsets

10.0 out of 10, Exceptional, (3)
"We loved it here. Will stay again. "
Pohailani Paradise, AC, Ocean Views, Sunsets
Beautiful Studio Condo - Kaanapali Shores Resort-King Bed
Pool

Beautiful Studio Condo - Kaanapali Shores Resort-King Bed

9.6 out of 10, Exceptional, (4)
"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: We loved this condo. It had everything we needed. It was perfect for my husband and I. The resort itself is beautiful and has everything. The location was perfect for all the the things we wanted to do, snorkeling, golf, sunset walks. Food trucks...
The price is AED 408
AED 2,800 total
includes taxes & fees
19 Jun - 20 Jun
Beautiful Studio Condo - Kaanapali Shores Resort-King Bed
Castle Napili Surf Beach Resort
On the beach, white sand

Castle Napili Surf Beach Resort

3.5 star property
10.0 out of 10, Exceptional, (121)
"Loved our stay and loved the yoga and breakfast etc "
Castle Napili Surf Beach Resort
Beautiful 1 bedroom ocean front condo with a/c in Menehune Shores ,Kihei
View from property

Beautiful 1 bedroom ocean front condo with a/c in Menehune Shores ,Kihei

8.6 out of 10, Excellent, (127)
"Have always enjoyed staying here favorite place "
Beautiful 1 bedroom ocean front condo with a/c in Menehune Shores ,Kihei
2-bedroom condo just a short walk to Kamaole Beach Park
Beach nearby, sun loungers, beach towels

2-bedroom condo just a short walk to Kamaole Beach Park

9.8 out of 10, Exceptional, (52)
"Great place to stay!"
2-bedroom condo just a short walk to Kamaole Beach Park
Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access (no steps), Great View!
Property grounds

Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access (no steps), Great View!

9.6 out of 10, Exceptional, (69)
"Clean, roomy unit with a great view of the bay. The covered porch was fantastic. Thank you for the easy late check in. "
The price is AED 981
AED 1,407 total
includes taxes & fees
31 May - 1 Jun
Oceanview #104 at Hana Kai Maui - 1 Bedroom, Easy Access (no steps), Great View!
Dazzling Ocean View, Modern, Whole house AC. Upgraded Glass for a quiet setting
Aerial view

Dazzling Ocean View, Modern, Whole house AC. Upgraded Glass for a quiet setting

10.0 out of 10, Exceptional, (256)
"The place was clean and nice, in an excellent location with a great view."
Dazzling Ocean View, Modern, Whole house AC. Upgraded Glass for a quiet setting
Amazing Value-Cold AC-Resort Pools-Large One Bedroom One Bath-Discounted Rate
Outdoor dining

Amazing Value-Cold AC-Resort Pools-Large One Bedroom One Bath-Discounted Rate

9.8 out of 10, Exceptional, (209)
"Great location and property managers were incredibly communicative."
Amazing Value-Cold AC-Resort Pools-Large One Bedroom One Bath-Discounted Rate
ANY CLOSER U'D BE WET, OCEANFRONT, GROUND FLOOR! ~25 FT 2 OCEAN, STEPS TO BEACH
Property grounds

ANY CLOSER U'D BE WET, OCEANFRONT, GROUND FLOOR! ~25 FT 2 OCEAN, STEPS TO BEACH

10.0 out of 10, Exceptional, (177)
"Great view and location; well equiped condo!"
ANY CLOSER U'D BE WET, OCEANFRONT, GROUND FLOOR! ~25 FT 2 OCEAN, STEPS TO BEACH
Direct Ocean Front~Kaanapali Beach~West Maui Paradise Welcomes You!
On the beach, sun loungers, beach towels

Direct Ocean Front~Kaanapali Beach~West Maui Paradise Welcomes You!

9.8 out of 10, Exceptional, (136)
"Lovely property."
The price is AED 731
AED 1,814 total
includes taxes & fees
10 Jun - 11 Jun
Direct Ocean Front~Kaanapali Beach~West Maui Paradise Welcomes You!
Exceptionally Remodeled Oceanfront, Sunsets, A/C, King bed Hale Kai O Kihei
Property grounds

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

10.0 out of 10, Exceptional, (133)
"Right on the ocean. Miles of beaches in either direction."
The price is AED 569
AED 1,683 total
includes taxes & fees
2 Jun - 3 Jun
Exceptionally Remodeled Oceanfront, Sunsets, A/C, King bed Hale Kai O Kihei
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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Frequently asked questions

How much do condos in Upcountry Maui cost?
The price range for condos in Upcountry Maui is AED 408 to AED 1,503 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 1460 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.