Upcountry Maui Vacation Rentals

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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Upcountry Maui vacation rentals

Garden

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,123 reviews)
"Amazing views and very spacious for family. Nice beach and pools!"
United States
Nicole
The price is NT$13,196
NT$16,600 total
includes taxes & fees
Jun 8 - Jun 9
Aston Kaanapali Shores
Beach nearby, white sand, beach towels

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (184 reviews)
"The property is beautiful and located just steps away from the beach."
United States
Patricia
The price is NT$5,996
NT$7,118 total
includes taxes & fees
Jun 9 - Jun 10
Napili Village Hotel
Premium Room, 1 King Bed, Oceanfront | View from room

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,576 reviews)
"Great location for beach lovers and family vacation. "
United States
meryem
The price is NT$10,875
NT$15,711 total
includes taxes & fees
Jun 14 - Jun 15
Aston Maui Kaanapali Villas
On the beach

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,812 reviews)
"very nice would love to stay again just beautful."
United States
Steven L
The price is NT$8,289
NT$9,841 total
includes taxes & fees
Jun 9 - Jun 10
Napili Shores Maui by OUTRIGGER
Suite, Multiple Beds, Garden View (2 Baths) | Garden view

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (414 reviews)
"We love staying at The Whaler Resort! I like that it’s right next to all the shops and restaurants at Whaler Village. It’s a really nice combination of hotel amenities and condo living. The staff is super friendly and the property is very well maintained. We’ll definitely be staying here again."
United States
Dustin
The price is NT$9,610
NT$22,905 total
includes taxes & fees
Jun 7 - Jun 8
The Whaler Resort Kaanapali Beach
Property grounds

The Westin Ka'anapali Ocean Resort Villas

The Westin Ka'anapali Ocean Resort Villas
4.0 star property
Lahaina
8.6 out of 10, Excellent, (1,139 reviews)
"Never a bad stay here!! "
United States
Michele
The price is NT$18,094
NT$21,479 total
includes taxes & fees
Jun 19 - Jun 20
The Westin Ka'anapali Ocean Resort Villas
Beachfront Two Bedrooms | In-room safe, iron/ironing board, free WiFi, bed sheets

Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (654 reviews)
"Clean room amd friendly staff."
United States
Chris
The price is NT$8,848
NT$10,503 total
includes taxes & fees
Jun 17 - Jun 18
Napili Sunset on the Beach
BBQ/picnic area

Kuleana Club - 509

Kuleana Club - 509
3.5 star property
Lahaina
Kuleana Club - 509
View from property

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
4.0 star property
Lahaina
8.4 out of 10, Very Good, (248 reviews)
"Great hotel and perfect location"
United States
Sevelina Georgieva
The price is NT$18,614
NT$22,097 total
includes taxes & fees
Jun 20 - Jun 21
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Family Apartment, 2 Bedrooms, Balcony, Mountain View (1012) | In-room dining

Kihei Ali'i Kai Condos with Free Parking

Kihei Ali'i Kai Condos with Free Parking
4.0 star property
South Kihei
9.4 out of 10, Exceptional, (37 reviews)
"Everything was set up to be an amazing experience and we would definitely stay again."
Canada
Tamara
The price is NT$8,472
NT$16,600 total
includes taxes & fees
Jun 9 - Jun 10
Kihei Ali'i Kai Condos with Free Parking
BBQ/picnic area

Kuleana Club - 715

Kuleana Club - 715
3.5 star property
Lahaina
The price is NT$8,346
NT$16,451 total
includes taxes & fees
Jun 13 - Jun 14
Kuleana Club - 715
Studio | Beach | On the beach

Whaler 518 Oceanview Studio Condo Condo by RedAwning

Whaler 518 Oceanview Studio Condo Condo by RedAwning
3.5 star property
Lahaina
The price is NT$9,369
NT$46,125 total
includes taxes & fees
Jun 7 - Jun 8
Whaler 518 Oceanview Studio Condo Condo by RedAwning
Outdoor pool, open 8:00 AM to 9:30 PM, sun loungers

Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (918 reviews)
"This is an excellent location from which to explore Maui. We would take the quick walk to the beach in the morning, explore the island in the afternoon and walk or drive to Kihei or Wailea for dinner. Pros: location, size of unit, kitchenette, free and ample parking, laundry, housekeeping, availability of host, clean pool, family atmosphere. As things get updated, it will be even better. We will be staying here again."
United States
Isabelle
The price is NT$12,441
NT$14,768 total
includes taxes & fees
Jun 29 - Jun 30
Aston Maui Hill
4 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (2,976 reviews)
"Everything about this place was great!"
United States
Jag
The price is NT$13,135
NT$30,127 total
includes taxes & fees
Jun 9 - Jun 10
OUTRIGGER Honua Kai Resort & Spa
Studio, Garden View (Haiku #6) | Terrace/patio

Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
8.8 out of 10, Excellent, (31 reviews)
"Good location for the Road to Hana and exploring Paia, hot tub was enjoyable."
United States
Matt
The price is NT$4,445
NT$10,001 total
includes taxes & fees
Jun 21 - Jun 22
Yonegan Maui Getaways - Haiku
Exterior

The Westin Ka'anapali Ocean Resort Villas North

The Westin Ka'anapali Ocean Resort Villas North
4.0 star property
Lahaina
8.2 out of 10, Very Good, (47 reviews)
"Staff was great, rooms were clean, pools were warm. The ocean right outside the hotel is clean and allows you do do activities without leaving the area like snorkeling, swimming, boogie boarding, floating, etc)"
United States
Clinton
The price is NT$18,094
NT$21,479 total
includes taxes & fees
Jun 19 - Jun 20
The Westin Ka'anapali Ocean Resort Villas North
Villa, 5 Bedrooms (Oceanfront, Sleeps 14 (ML-3616)) | View from room

Napili Point Resort by KBM

Napili Point Resort by KBM
4.0 star property
Napili-Honokowai
8.8 out of 10, Excellent, (20 reviews)
"Good place and location! Room has everything and host is responsive! Very close to the pool and steps away from snorkeling with plenty of turtles!"
United States
Vitaly
The price is NT$42,848
NT$66,307 total
includes taxes & fees
Jun 12 - Jun 13
Napili Point Resort by KBM
Deluxe Apartment, Partial Ocean View | Balcony

The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort
4.5 star property
South Kihei
10.0 out of 10, Exceptional, (2 reviews)
"Upscale and incredibly comfortable. This felt like a true upgrade from standard condos. The memory foam beds were heavenly, and the AC kept the place perfectly cool. We really appreciated the fast WiFi and having Netflix on the TV for relaxing evenings. Great gym onsite, too. We’ll definitely be back!"
United States
Sophie
The price is NT$1,911
NT$17,169 total
includes taxes & fees
Jun 7 - Jun 8
The Residences at Kamaole Sands Resort
View from property

Marriott's Maui Ocean Club - Lahaina & Napili Towers

Marriott's Maui Ocean Club - Lahaina & Napili Towers
4.0 star property
Lahaina
8.8 out of 10, Excellent, (212 reviews)
"Marriott always offers top notch accommodations. Lahaina was on the beach, near shopping and restaurants."
United States
Mary S
The price is NT$18,094
NT$21,479 total
includes taxes & fees
Jul 1 - Jul 2
Marriott's Maui Ocean Club - Lahaina & Napili Towers
Exterior

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
3.5 star property
South Kihei
8.8 out of 10, Excellent, (26 reviews)
"Thank you for hosting us! The place was very clean and the location was fantastic, close to the beach, shops and restaurants!"
United States
Julie
The price is NT$2,056
NT$17,467 total
includes taxes & fees
Jun 7 - Jun 8
Signature Residences at Maui Banyan
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

Aston Kaanapali Shores

Aston Kaanapali Shores

10/10 Excellent
"We loved our two bedroom stay! Our view of the ocean was lovely and we were very comfortable. Our room was clean and had what we needed. It is a bit dated but not unreasonably so and we felt it was a great value. The pools were heated and never overcrowded. The beach is lovely to look at but wasn't really swimmable due to rocks and there was a strong southern swell. There are plenty of other nearby beaches though. The grocery store and a few restaurants are within easy walking distance. The staff was great, check in and our was a breeze, we even had a wonderful grounds person who went out of his way Thursday morning to discuss the outrigger on the property and the history of outrigger on the islands. One thing, make sure your balcony doors are closed correctly or the AC will not come on and the room will get very hot. It will say balcony in the thermostat if not closed correctly."
Misty 6-night trip
Posted 8 hours ago
Aston Kaanapali Shores

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