Upcountry Maui Holiday Rentals

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Our top choices for Upcountry Maui holiday rentals

Aparthotel in Lahaina

Aston Kaanapali Shores
3.5 star property
8.8 out of 10, Excellent, (3932)
"Loved the 2 pools and 2 hot tub, staff is great…thank you!"
United States
Candida
The price is NZ$700
includes taxes & fees
17 Jan - 18 Jan
Aston Kaanapali Shores

Condo resort in Lahaina

OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2891)
"Property was great for our family."
United States
Cynthia
The price is NZ$1,691
includes taxes & fees
10 Jan - 11 Jan
OUTRIGGER Honua Kai Resort & Spa

Aparthotel in Lahaina

Aston Maui Kaanapali Villas
3.0 star property
8.8 out of 10, Excellent, (2528)
"Very helpful and friendly staff. Easy walk to other hotels and restaurants. Beautiful beach. "
United States
Sally
The price is NZ$901
includes taxes & fees
10 Jan - 11 Jan
Aston Maui Kaanapali Villas
4.0 star property
8.6 out of 10, Excellent, (1128)
"Perfect stay"
United States
hao
The price is NZ$998
includes taxes & fees
10 Jan - 11 Jan
The Westin Ka'anapali Ocean Resort Villas
4.0 star property
9.6 out of 10, Exceptional, (332)
"The room was perfect..perfect location..wonderful restaurants close by....staff at the front desk were kind.."
United States
Becki
The price is NZ$1,301
includes taxes & fees
31 Jan - 1 Feb
The Whaler Resort Kaanapali Beach

Aparthotel in Lahaina

Napili Sunset on the Beach
2.5 star property
9.2 out of 10, Wonderful, (647)
"Location was excellent"
United States
Polly
The price is NZ$576
includes taxes & fees
10 Jan - 11 Jan
Napili Sunset on the Beach

Aparthotel in Lahaina

Napili Village Hotel
3.0 star property
9.0 out of 10, Wonderful, (150)
"Exactly what we were looking for! Close walking distance to beach and dining!"
United States
Tessa
The price is NZ$526
includes taxes & fees
6 Jan - 7 Jan
Napili Village Hotel

Holiday Home in Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
9.0 out of 10, Wonderful, (16)
"It is a cozy place. It has all the amenities. It feels like home"
United States
Roberto
The price is NZ$487
includes taxes & fees
5 Jan - 6 Jan
Yonegan Maui Getaways - Haiku

Condo resort in South Kihei

Signature Residences at Maui Banyan
4.5 star property
9.6 out of 10, Exceptional, (4)
"Wonderful experience. Clean, convenient, great location, pool, hot tub, beautiful property, and safe. Had a great time."
United States
Melinda
The price is NZ$1,247
includes taxes & fees
20 Jan - 21 Jan
Signature Residences at Maui Banyan

Apartment in South Kihei

The Ocean View Residence
3.0 star property
10.0 out of 10, Exceptional, (1)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
The Ocean View Residence
4.0 star property
8.4 out of 10, Very good, (237)
"Room was clean. Hotel staff were pleasant and competent. Construction was a little inconvenient noise and no carpeting by elevators was weird."
United States
Ron
The price is NZ$1,037
includes taxes & fees
14 Jan - 15 Jan
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Aparthotel in Lahaina

Napili Shores Maui by OUTRIGGER
3.0 star property
9.0 out of 10, Wonderful, (1723)
"We really enjoyed the location for our 2nd stay at Napili Shores. "
United States
Mikael Christopher
The price is NZ$823
includes taxes & fees
4 Jan - 5 Jan
Napili Shores Maui by OUTRIGGER

Aparthotel in South Kihei

Aston Maui Hill
3.0 star property
9.0 out of 10, Wonderful, (860)
"Clean room, attentive staff, and tons of things for kids and adults alike to do! "
United States
Misty
The price is NZ$931
includes taxes & fees
10 Jan - 11 Jan
Aston Maui Hill
4.0 star property
9.4 out of 10, Exceptional, (477)
"Great accommodations, clean rooms, nice staff."
United States
Eric
The price is NZ$1,285
includes taxes & fees
14 Jan - 15 Jan
The Westin Nanea Ocean Villas, Ka'anapali
4.0 star property
9.0 out of 10, Wonderful, (21)
"I loved that it was a short walk to the beach and there were grocery stores nearby. Lots of options of places to eat and shop and explore the island!"
United States
Emma
Kihei Ali'i Kai Condos with Free Parking
4.5 star property
The price is NZ$1,416
includes taxes & fees
4 Jan - 5 Jan
The Residences at Kamaole Sands Resort
10.0 out of 10, Exceptional, (1)
"Beautiful place"
United States
Armando
The price is NZ$2,186
includes taxes & fees
4 Jan - 5 Jan
Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations

Aparthotel in Lahaina

Royal Lahaina Bungalows & Spa
5.0 star property
9.0 out of 10, Wonderful, (2)
"Clean room and staff is super friendly. Would stay here again "
United States
Rene
The price is NZ$994
includes taxes & fees
10 Jan - 11 Jan
Royal Lahaina Bungalows & Spa
3.5 star property
9.0 out of 10, Wonderful, (62)
"Looking forward to booking again"
United States
robert
The price is NZ$1,475
includes taxes & fees
14 Jan - 15 Jan
Polo Beach - CoralTree Residence Collection
3.0 star property
9.2 out of 10, Wonderful, (7)
"Room was perfect, staff extremely friendly and views were amazing!"
United States
Elizabeth
Timeshare Oceanview Studio in Maui
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

Find out more about Upcountry Maui

Everything you need to know about Upcountry Maui holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Upcountry Maui holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Upcountry Maui holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Upcountry Maui holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Upcountry Maui. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Upcountry Maui holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Upcountry Maui holiday rentals we have selected for you start as low as NZ$700 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Upcountry Maui rentals

At Expedia, we put the best Upcountry Maui holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Upcountry Maui rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Upcountry Maui holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Upcountry Maui. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.