Upcountry Maui Vacation Rentals

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Check prices for these dates

Tonight
Dec 16 - Dec 17
Tomorrow
Dec 17 - Dec 18
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

Our top choices for Upcountry Maui vacation rentals

Exterior
Signature Residences at Maui Banyan

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
4.5 star property
South Kihei
9.6 out of 10, Exceptional, (5)
"Wonderful experience. Clean, convenient, great location, pool, hot tub, beautiful property, and safe. Had a great time."
United States
Melinda
The price is P6,827
P38,885 total
includes taxes & fees
Dec 22 - Dec 23
Signature Residences at Maui Banyan
4 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)
OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.0 star property
Lahaina
8.8 out of 10, Excellent, (2881)
"Wonderful stay! "
United States
Quiauna
The price is P17,438
P47,830 total
includes taxes & fees
Dec 18 - Dec 19
OUTRIGGER Honua Kai Resort & Spa
In-room safe, iron/ironing board, free WiFi, bed sheets
Napili Sunset on the Beach

Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (647)
"Location was excellent"
United States
Polly
The price is P16,609
P19,593 total
includes taxes & fees
Dec 19 - Dec 20
Napili Sunset on the Beach
Beach nearby, white sand, beach towels
Napili Village Hotel

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (142)
"Exactly what we were looking for! Close walking distance to beach and dining!"
United States
Tessa
The price is P13,055
P15,400 total
includes taxes & fees
Dec 17 - Dec 18
Napili Village Hotel
Outdoor pool, open 8:00 AM to 9:30 PM, sun loungers
Aston Maui Hill

Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (854)
"Clean room, attentive staff, and tons of things for kids and adults alike to do! "
United States
Misty
The price is P22,388
P26,409 total
includes taxes & fees
Dec 24 - Dec 25
Aston Maui Hill
Garden view
The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (316)
"great time, great resort, helpful staff"
Canada
Prableen
The price is P19,687
P44,953 total
includes taxes & fees
Jan 15 - Jan 16, 2026
The Whaler Resort Kaanapali Beach
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

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

10/10 Excellent
"It is in good place and good location. Everything was fine and fantastic. We will stay again definitely. "
Hossein 7-night trip
Posted 10 hours ago
The Whaler Resort Kaanapali Beach

Find out more about Upcountry Maui

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