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Check prices for these dates

Next weekend
23 May - 25 May
In two weeks
30 May - 1 Jun
In one month
13 Jun - 15 Jun
In two months
11 Jul - 13 Jul

Compare 1413 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, (667)
"Florante is great. "
Kahana Beach Vacation Club
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, (1468)
"A great place to stay! "
Aston at The Whaler on Kaanapali Beach
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, (709)
"We loved staying here and would definitely stay here again."
Wailea Grand Champions - CoralTree Residence Collection
Wailea Ekahi - CoralTree Residence Collection
Exterior

Wailea Ekahi - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (536)
"Beautiful property and beach is easily accessed from resort. "
Wailea Ekahi - 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, (2228)
"Safe, quiet, walkable, easy parking "
Castle Kama'ole Sands
Hono Koa Vacation Club
View from property

Hono Koa Vacation Club

3.0 star property
8.8 out of 10, Excellent, (185)
"Great location and beautiful view. "
Hono Koa Vacation Club
Wailea Ekolu - CoralTree Residence Collection
2 outdoor pools

Wailea Ekolu - CoralTree Residence Collection

3.5 star property
8.8 out of 10, Excellent, (253)
"Amazing place to stay! Great area, stunning views. Very walkable "
Wailea Ekolu - CoralTree Residence Collection
Kihei Akahi
Beach nearby

Kihei Akahi

3.0 star property
8.2 out of 10, Very Good, (591)
"Such great beach access! Definitely consider this place!"
Kihei Akahi
Kaanapali Maui at the Eldorado by OUTRIGGER
Beach nearby, free beach shuttle

Kaanapali Maui at the Eldorado by OUTRIGGER

3.0 star property
8.6 out of 10, Excellent, (849)
"Location canā€™t be beat :). Been to this property 3 times now."
Kaanapali Maui at the Eldorado by OUTRIGGER
The Whaler Resort Kaanapali Beach
Exterior

The Whaler Resort Kaanapali Beach

4.0 star property
9.4 out of 10, Exceptional, (178)
"Great room, great view, definitely planning to return!"
The price is AEDĀ 930
AEDĀ 2,499 total
includes taxes & fees
13 May - 14 May
The Whaler Resort Kaanapali Beach
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, (38)
"Loved our stay. Canā€™t wait to come back!! "
The price is AEDĀ 1,857
AEDĀ 4,213 total
includes taxes & fees
21 May - 22 May
Honua Kai Konea Resort by KBM
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
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, (120)
"Loved our stay and loved the yoga and breakfast etc "
Castle Napili Surf Beach Resort
1 BR/ 1 BA Ocean Front Lush Garden View Condo - Steps from the Beach
On the beach, sun loungers, beach towels

1 BR/ 1 BA Ocean Front Lush Garden View Condo - Steps from the Beach

9.4 out of 10, Exceptional, (192)
"Excellent stay, very clean and so close to all the things you want. "
1 BR/ 1 BA Ocean Front Lush Garden View Condo - Steps from the Beach
Kahana Villa
Tennis court

Kahana Villa

3.0 star property
8.0 out of 10, Very Good, (326)
"Enjoyed all the amenities and proximity to restaurants and stores. All the employees were very welcoming."
Kahana Villa
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
Spectacular Ocean Maui Sunset View
Outdoor pool

Spectacular Ocean Maui Sunset View

9.8 out of 10, Exceptional, (116)
"Had visited 13yrs ago, we stayed first near Lahaina, then to Kihei. The unit was just right, very comfy for our family. Loved the patio & table, pool was close & great, location was nice. Thank you for all the details you had in place, we hope to visit again soon."
Spectacular Ocean Maui Sunset View
Oceanfront Sugar Beach Resort Penthouse 34. Amazing Ocean Views! Remodeled!
Pool

Oceanfront Sugar Beach Resort Penthouse 34. Amazing Ocean Views! Remodeled!

9.8 out of 10, Exceptional, (188)
"Nice area to relax!"
Oceanfront Sugar Beach Resort Penthouse 34. Amazing Ocean Views! Remodeled!
Maui Kamaole
Exterior

Maui Kamaole

3.5 star property
8.8 out of 10, Excellent, (834)
"Great place for families - close to everything!"
Maui Kamaole
Hale Kamaole
2 outdoor pools, sun loungers

Hale Kamaole

3.0 star property
8.4 out of 10, Very Good, (337)
"Amazing 1 bedroom condo with cool tile floor for those hot summer days. Will definitely be returning in the future."
Hale Kamaole
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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Other property types in Upcountry Maui

Aston Maui Kaanapali Villas
Exterior

Aston Maui Kaanapali Villas

3.0 star property
8.6 out of 10, Excellent, (2394)
"We love staying here. Come every year and wouldnā€™t stay anywhere else. "
The price is AEDĀ 765
AEDĀ 1,227 total
includes taxes & fees
19 May - 20 May
Aston Maui Kaanapali Villas
Aston Kaanapali Shores
2 outdoor pools, pool umbrellas, sun loungers

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3571)
"Friendly staff, beautiful location."
The price is AEDĀ 921
AEDĀ 1,195 total
includes taxes & fees
14 May - 15 May
Aston Kaanapali Shores
Maui Beach Vacation Club
Suite, 2 Bedrooms | Living area | TV

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very Good, (743)
"Property is closed to restaurants and beaches. Quiet in the evening time. "
Maui Beach Vacation Club
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.

Frequently asked questions

How much do condos in Upcountry Maui cost?
The price range for condos in Upcountry Maui is AED 930 to AED 1,857 per night. No matter your budget, youā€™re sure to find a place that makes your wallet happy ā€” 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 1413 condos in Upcountry Maui. Whether youā€™re on a trip with the kids or a group of friends, and wherever youā€™re going, Expedia makes it a breeze to find the perfect digs.
Why book your condo in Upcountry Maui with Expedia?
With Expedia, youā€™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 youā€™re willing to spend and then browse our amazing deals. Weā€™ll help you find the right place whatever your style of travel or plans.