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12 Sep - 14 Sep
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19 Sep - 21 Sep
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3 Oct - 5 Oct
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Condo Rentals in Upcountry Maui

Our top choices for Upcountry Maui condo rentals

The Whaler Resort Kaanapali Beach
Exterior

The Whaler Resort Kaanapali Beach

4.0 star property
9.6 out of 10, Exceptional, (226)
"Perfect location right on the beach. Shopping and restaurants next door."
The price is AED 993
AED 2,576 total
includes taxes & fees
2 Oct - 3 Oct
The Whaler Resort Kaanapali Beach
Aston at The Whaler on Kaanapali Beach
View from room

Aston at The Whaler on Kaanapali Beach

4.0 star property
9.2 out of 10, Wonderful, (1484)
"It was a nice place to stay"
Aston at The Whaler on Kaanapali Beach
Castle Kama'ole Sands
Deluxe Condo, 3 Bedrooms | Balcony

Castle Kama'ole Sands

3.0 star property
8.0 out of 10, Very Good, (2255)
"Great location for beach with beautiful garden views and easy close parking."
Castle Kama'ole Sands
Castle Napili Surf Beach Resort
On the beach, white sand

Castle Napili Surf Beach Resort

3.5 star property
9.8 out of 10, Exceptional, (138)
"Beautiful place, great for vacation with kids "
Castle Napili Surf Beach Resort
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, (710)
"Great place to stay "
Kahana Beach Vacation Club
Honua Kai Konea Resort by KBM
Indoor pool, outdoor pool

Honua Kai Konea Resort by KBM

4.0 star property
9.8 out of 10, Exceptional, (56)
"Great! "
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, (494)
"Kapalua Beach is just walking distance from the hotel. Staff are very friendly and nice. Would recommend staying there for a couple of days. "
The Gardens at West Maui
Maui Banyan Vacation Club
Exterior

Maui Banyan Vacation Club

3.0 star property
8.0 out of 10, Very Good, (346)
"Friendly staff, excellent customer service, clean room with excellent accommodations, and great location. Ample parking. One of the side table lamps in our room was shorting in and out. We bought a replacement bulb ourselves, but that still didn’t fix it. We will definitely come again. "
Maui Banyan Vacation Club
Wailea Grand Champions - CoralTree Residence Collection
TV, DVD player

Wailea Grand Champions - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (736)
"Great location, close to everything we wanted to do. We have a family of six, and it was a perfect size for us."
The price is AED 901
AED 2,492 total
includes taxes & fees
3 Sep - 4 Sep
Wailea Grand Champions - CoralTree Residence Collection
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, (864)
"Property was exactly as described. Great linens and towels and condo was nicely stocked. The project is quiet and perfect location"
Kaanapali Maui at the Eldorado by OUTRIGGER
Wailea Ekahi - CoralTree Residence Collection
Exterior

Wailea Ekahi - CoralTree Residence Collection

3.0 star property
9.2 out of 10, Wonderful, (566)
"We attended a wedding in Wailea and this was a great alternative to staying in a large hotel."
The price is AED 1,308
AED 3,012 total
includes taxes & fees
1 Oct - 2 Oct
Wailea Ekahi - CoralTree Residence Collection
Kihei Akahi by VTrips
Property amenity

Kihei Akahi by VTrips

4.0 star property
7.8 out of 10, Good, (47)
"Friendly and right on beach "
Kihei Akahi by VTrips
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, (200)
"This is our third time staying at this unit, and everything went smoothly. It was clean, comfortable, and perfect for our needs. Mahalo for another great stay!:)"
1 BR/ 1 BA Ocean Front Lush Garden View Condo - Steps from the Beach
Vacation Retreat at Kamaole Sands, Steps from Kamaole Beach III!
On the beach

Vacation Retreat at Kamaole Sands, Steps from Kamaole Beach III!

8.8 out of 10, Excellent, (6)
"Condo was clean and comfortable. Good bed. Nice to have beach chairs and towels. Beach umbrella would have been a plus. Loved the bbq area. Kitchen had everything we needed. A grill pan for fish and vegetables on tubby would be a suggestion. Dishwasher needs replacing soon. Very old and interior is falling apart. Sliding screen on lanai is not working and some concern about birds coming in. Otherwise I would highly recommend this rental"
Vacation Retreat at Kamaole Sands, Steps from Kamaole Beach III!
ON SALE NOW! Partial Ocean View + Short Walk to Everywhere You Want to Go
Beach nearby, sun loungers, beach towels

ON SALE NOW! Partial Ocean View + Short Walk to Everywhere You Want to Go

9.4 out of 10, Exceptional, (128)
"Great location. Close to Kamaole Beach 2. Good restaurants close by."
ON SALE NOW! Partial Ocean View + Short Walk to Everywhere You Want to Go
Oceanfront, Split A/C, incredible sunsets, king bed, remodeled October 2023
Property grounds

Oceanfront, Split A/C, incredible sunsets, king bed, remodeled October 2023

10.0 out of 10, Exceptional, (76)
"Really enjoyed the condo and the great beach access!"
The price is AED 808
AED 2,003 total
includes taxes & fees
9 Sep - 10 Sep
Oceanfront, Split A/C, incredible sunsets, king bed, remodeled October 2023
DIRECT BEACHFRONT 3BR 2BA! INCREDIBLE VIEWS! Sleeps up to 10! AC!
Outdoor pool, a heated pool

DIRECT BEACHFRONT 3BR 2BA! INCREDIBLE VIEWS! Sleeps up to 10! AC!

9.8 out of 10, Exceptional, (92)
"The place was amazing. I would recommend this place to anyone who is going to Maui. "
DIRECT BEACHFRONT 3BR 2BA! INCREDIBLE VIEWS! Sleeps up to 10! AC!
SO CLOSE YOU CAN HEAR THE OCEAN-Oceanfront-Unobstructed View-Quiet Top Floor
Outdoor dining

SO CLOSE YOU CAN HEAR THE OCEAN-Oceanfront-Unobstructed View-Quiet Top Floor

9.8 out of 10, Exceptional, (136)
"Our 10 days stay was terrific and we hope to be able return soon. The folks in the office were great getting us settled. The condo was as represented and very comfortable. It's nicely set up with everything we needed. The location is near some great beaches, snorkeling reefs and good restaurants. What more would you want? "
SO CLOSE YOU CAN HEAR THE OCEAN-Oceanfront-Unobstructed View-Quiet Top Floor
Maui Sunset B120 Beachfront, Ground Floor, Ocean-View, Families! Amenities! Pool
On the beach, sun loungers, beach towels

Maui Sunset B120 Beachfront, Ground Floor, Ocean-View, Families! Amenities! Pool

10.0 out of 10, Exceptional, (71)
"Great condo. Great location. Could not have asked for a better place to stay with my family (two kids under 5). The grounds are well kept and staff are friendly. "
Maui Sunset B120 Beachfront, Ground Floor, Ocean-View, Families! Amenities! Pool
Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014
On the beach, sun loungers, beach towels

Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014

10.0 out of 10, Exceptional, (263)
"We loved our stay! The views are breathtaking, we felt like we were on our own little private beach, and the condo had everything we needed for a wonderful vacation. We saw turtles everyday and loved sitting on the lanai/patio and looking at the ocean. "
Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014
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

Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

10/10 Excellent
"Wonderful stay and views, Staff was very helpful, beach right out the hotel, Great breakfast every morning."
Carl 7-night trip
Posted 3 days ago
Royal Lahaina Resort & Bungalows

Frequently asked questions

How much do condos in Upcountry Maui cost?
The price range for condos in Upcountry Maui is AED 808 to AED 1,308 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 1469 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.