Upcountry Maui Pet-friendly Vacations
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Top Pet-friendly vacation packages in Upcountry Maui
Price found within the past 48 hours. Click for updated prices.
Royal Lahaina Resort & Bungalows
Save 100% on your flight
Price was $3,817, price is now $2,104 per person
$2,104
per person
Dec 28 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.4/10 Very Good! (1,500 reviews)
Very clean, great staff, will visit again...A++++
Reviewed on Oct 22, 2025
The Whaler Resort Kaanapali Beach
Save 100% on your flight
Price was $5,376, price is now $3,060 per person
$3,060
per person
Dec 28 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.6/10 Exceptional! (264 reviews)
the actual room was the weakest part of the stay- quite a hodgepodge of decor that didn't really flow. Only 2 bathtowels each for our 4 day stay. beach chairs would have been a lovely touch. the view from the deck was amazing!
Reviewed on Oct 22, 2025
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Save 100% on your flight
Price was $7,203, price is now $4,180 per person
$4,180
per person
Dec 28 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)
Great resort with great amenities! Very convenient to downtown wailea and the beaches and the staff are super friendly and attentive!
Reviewed on Aug 27, 2025
Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
Save 100% on your flight
Price was $3,385, price is now $2,198 per person
$2,198
per person
Dec 18 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.8/10 Excellent! (1,008 reviews)
Spa was amazing. Loved Carey! The hotel itself can be renovated. It’s showing its age. I use to stay here every year 25 years ago.
Reviewed on Oct 22, 2025
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View all trips5* Pet-friendly vacations in Upcountry Maui
Price found within the past 48 hours. Click for updated prices.
Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
Save 100% on your flight
Price was $3,385, price is now $2,198 per person
$2,198
per person
Dec 18 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.8/10 Excellent! (1,008 reviews)
Spa was amazing. Loved Carey! The hotel itself can be renovated. It’s showing its age. I use to stay here every year 25 years ago.
Reviewed on Oct 22, 2025
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Save 100% on your flight
Price was $7,203, price is now $4,180 per person
$4,180
per person
Dec 28 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)
Great resort with great amenities! Very convenient to downtown wailea and the beaches and the staff are super friendly and attentive!
Reviewed on Aug 27, 2025
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View all trips3 Night Pet-friendly vacations in Upcountry Maui
Price found within the past 48 hours. Click for updated prices.
Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
Save 100% on your flight
Price was $2,558, price is now $1,731 per person
$1,731
per person
Jan 1 - Jan 4
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
8.8/10 Excellent! (1,008 reviews)
Spa was amazing. Loved Carey! The hotel itself can be renovated. It’s showing its age. I use to stay here every year 25 years ago.
Reviewed on Oct 22, 2025
AEI at Kaanapali Shores
Price was $1,635, price is now $1,183 per person
$1,183
per person
Jan 1 - Jan 4
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
8.8/10 Excellent! (487 reviews)
Room was amazing and very spacious. Full kitchen. Staff was wonderful and answered every question. Will definitely return for future stays.
Reviewed on Oct 23, 2025
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View all trips4 Night Pet-friendly vacations in Upcountry Maui
Price found within the past 48 hours. Click for updated prices.
Royal Lahaina Resort & Bungalows
Save 100% on your flight
Price was $1,080, price is now $651 per person
$651
per person
Dec 4 - Dec 8
found 21 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.4/10 Very Good! (1,500 reviews)
Very clean, great staff, will visit again...A++++
Reviewed on Oct 22, 2025
Napili Shores Maui by OUTRIGGER
Save 100% on your flight
Price was $1,368, price is now $773 per person
$773
per person
Dec 4 - Dec 8
found 22 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9/10 Wonderful! (1,675 reviews)
Hot tub was good. The best thing was the proximity to stunning beaches.
Reviewed on Oct 22, 2025
OUTRIGGER Kaanapali Beach Resort
Save 100% on your flight
Price was $1,275, price is now $757 per person
$757
per person
Dec 4 - Dec 8
found 21 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9/10 Wonderful! (1,384 reviews)
The room was clean, the property was gorgeous. The breakfast staff was super great. Took 30 minutes to check in and the staff was rude. Parking & resort fees were added to our expedia total.
Reviewed on Oct 21, 2025
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View all tripsTop Pet-friendly Upcountry Maui Hotels
Gods Peace Of Maui
1290 Haliimaile Rd, Makawao, HI
This pet-friendly bed & breakfast welcomes dogs and cats for free.
9/10 Wonderful! (40 reviews)
Extremely hospitable and helpful folks :) The bathrooms were sufficiently numerous that my wife and I could use 2 different showers whenever we wanted to
Reviewed on Oct 18, 2025
Ocean View Cabin located on Organic Coffee Farm with Hiking Trails
Makawao
Book a stay at this family-friendly cottage in Haiku. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Hui Noʻeau Visual Arts Center and ...
10/10 Exceptional! (86 reviews)
Wonderful slice of upcountry Maui
The cottage was perfect for a couple. Kitchen was stocked with useful items to allow cooking and eating on site. Sydney was a great host and communicated with us through the tsunami scare in August 2025. She was even gracious enough to let us have additional family members over during the evacuation, ...
Reviewed on Aug 10, 2025
Upcountry Short Term Rental Home with Ocean and Mt Views, Close to Makawao Town.
Makawao
Stay at this vacation home in Makawao. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Makawao Park and Maui Spa Retreat are located ...
9.4/10 Exceptional! (75 reviews)
Perfect for our needs!
As local contracted workers in Hawaii, Mark is a gracious host and his place was completely accommodating for our needs.
Reviewed on Jan 3, 2025
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
