Upcountry Maui Vacation Rentals

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Check prices for these dates

In two weeks
10 Oct - 12 Oct
In one month
24 Oct - 26 Oct
In two months
21 Nov - 23 Nov
In three months
19 Dec - 21 Dec

Vacation Rentals in Upcountry Maui

Our top choices for Upcountry Maui holiday rentals

Aston Kaanapali Shores
Exterior

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3751)
"We had an amazing stay and cannot wait to book our next vacation with them!!"
The price is RM1,109
RM1,433 total
includes taxes & fees
29 Sept - 30 Sept
Aston Kaanapali Shores
Aston Maui Kaanapali Villas
Exterior

Aston Maui Kaanapali Villas

3.0 star property
8.8 out of 10, Excellent, (2460)
"Great family resort! Huge room that was perfect for our family of 5. 2 bedrooms and a huge kitchen/living room made for the perfect staycation on Island. "
The price is RM954
RM1,497 total
includes taxes & fees
30 Sept - 1 Oct
Aston Maui Kaanapali Villas
The Whaler Resort Kaanapali Beach
Exterior

The Whaler Resort Kaanapali Beach

4.0 star property
9.6 out of 10, Exceptional, (246)
"We had a lovely stay! I would recommend this place especially for honeymooners. "
The price is RM1,139
RM2,956 total
includes taxes & fees
25 Oct - 26 Oct
The Whaler Resort Kaanapali Beach
Kahana Falls Maui by VRI Americas
Living area

Kahana Falls Maui by VRI Americas

3.5 star property
8.0 out of 10, Very good, (927)
"Great place! The staff was very nice and the property was very cute! Loved the waterfall pool "
Kahana Falls Maui by VRI Americas
OUTRIGGER Honua Kai Resort & Spa
4 outdoor pools, open 8:00 AM to 10:00 PM, pool cabanas (surcharge)

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2838)
"Very clean and convenient, great location and great beaches"
The price is RM1,339
RM3,506 total
includes taxes & fees
23 Oct - 24 Oct
OUTRIGGER Honua Kai Resort & Spa
Aston Maui Hill
Outdoor pool, open 8:00 AM to 9:30 PM, pool loungers

Aston Maui Hill

3.0 star property
9.0 out of 10, Wonderful, (828)
"Very nice and budget friendly."
The price is RM1,260
RM1,486 total
includes taxes & fees
26 Sept - 27 Sept
Aston Maui Hill
Napili Shores Maui by OUTRIGGER
On the beach

Napili Shores Maui by OUTRIGGER

3.0 star property
9.0 out of 10, Wonderful, (1667)
"The location was great to restaurants and the beach."
The price is RM1,130
RM1,333 total
includes taxes & fees
8 Oct - 9 Oct
Napili Shores Maui by OUTRIGGER
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, (1489)
"Clean with a beach view nice gym and pool "
Aston at The Whaler on Kaanapali Beach
Maui Beach Vacation Club
Living area

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very good, (798)
"Just a great stay! "
Maui Beach Vacation Club
Aston at Papakea Resort
Surfing/boogie boarding

Aston at Papakea Resort

3.0 star property
8.2 out of 10, Very good, (1383)
"Everything was excellent "
Aston at Papakea Resort
Kapalua Villas Maui
1 bedroom, in-room safe, individually decorated, individually furnished

Kapalua Villas Maui

4.0 star property
8.8 out of 10, Excellent, (953)
"The view of the ocean was great and I was happy just to be there. It was old and a little poorly built, windows or doors were hard to open, etc. Some renovated parts were comfortable. The dryer was broken, which was inconvenient, but housekeeping provided new towels daily and offered to do laundry for free. Cooking utensils were very well stocked"
The price is RM967
RM3,368 total
includes taxes & fees
23 Oct - 24 Oct
Kapalua Villas Maui
The Westin Ka'anapali Ocean Resort Villas
2 outdoor pools, pool cabanas (surcharge), pool umbrellas

The Westin Ka'anapali Ocean Resort Villas

4.0 star property
8.6 out of 10, Excellent, (1114)
"The resort was beautiful. The hospitality in all seas was top notch. "
The price is RM1,877
RM2,214 total
includes taxes & fees
30 Sept - 1 Oct
The Westin Ka'anapali Ocean Resort Villas
Castle Kama'ole Sands
Balcony

Castle Kama'ole Sands

3.0 star property
8.0 out of 10, Very good, (2257)
" Loved the grounds, full of beautiful tropical plantings. Nice pool area and places to grill outdoors. All building have lanais with tables. Only a short walk to the beach and the Pacific ocean. Great sunsets!"
Castle Kama'ole Sands
Maui Sunset
Terrace/patio

Maui Sunset

3.5 star property
8.8 out of 10, Excellent, (473)
"Good place to spend your vacation "
Maui Sunset
The Westin Nanea Ocean Villas, Ka'anapali
2 outdoor pools, pool cabanas (surcharge), pool umbrellas

The Westin Nanea Ocean Villas, Ka'anapali

4.0 star property
9.2 out of 10, Wonderful, (468)
"Very nice place to stay"
The price is RM2,348
RM2,770 total
includes taxes & fees
8 Oct - 9 Oct
The Westin Nanea Ocean Villas, Ka'anapali
Honua Kai Konea Resort by KBM
View from room

Honua Kai Konea Resort by KBM

4.5 star property
9.6 out of 10, Exceptional, (60)
"Beautiful views, ambiance’s, pool, rooms everything what we needed."
Honua Kai Konea Resort by KBM
Kahana Beach Vacation Club
Living area

Kahana Beach Vacation Club

3.0 star property
8.4 out of 10, Very good, (719)
"Great place to stay "
Kahana Beach Vacation Club
Aston Mahana at Kaanapali
Outdoor pool

Aston Mahana at Kaanapali

3.5 star property
9.0 out of 10, Wonderful, (1658)
"The whole property was awesome "
Aston Mahana at Kaanapali
Marriott's Maui Ocean Club - Lahaina & Napili Towers
3 outdoor pools, pool cabanas (surcharge), pool loungers

Marriott's Maui Ocean Club - Lahaina & Napili Towers

4.0 star property
8.8 out of 10, Excellent, (192)
"It was a great place to spend a vacation for the whole family. "
The price is RM1,877
RM2,214 total
includes taxes & fees
8 Oct - 9 Oct
Marriott's Maui Ocean Club - Lahaina & Napili Towers
The Gardens at West Maui
Iron/ironing board, free WiFi

The Gardens at West Maui

3.0 star property
8.4 out of 10, Very good, (499)
"Great for family! "
The Gardens at West 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

Maui Coast Hotel

Maui Coast Hotel

10/10 Excellent
"Kai building is new and amenities are great"
Kwok 2-night trip
Posted 3 days ago
Maui Coast Hotel

Find out more about Upcountry Maui

Find out more about Upcountry Maui

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