
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
Price was ¥198,282, price is now ¥86,616 per person
¥86,616
per person
Oct 26 - Nov 1
found 22 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8.4/10 Very Good! (1,425 reviews)
Great getaway! We were able to relax and not be consumed by the crowds. The staff was friendly and helpful and there was plenty to do at the resort and the food was ok. Def recommend venturing to Whaler’s for more options and things to do.
Reviewed on Sep 5, 2025


OUTRIGGER Honua Kai Resort & Spa
Save 100% on your flight
Price was ¥276,831, price is now ¥173,980 per person
¥173,980
per person
Oct 26 - Nov 1
found 22 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
8.8/10 Excellent! (2,829 reviews)
Very clean and convenient, great location and great beaches
Reviewed on Sep 3, 2025

Aston at The Whaler on Kaanapali Beach
Save 100% on your flight
Price was ¥190,142, price is now ¥121,068 per person
¥121,068
per person
Oct 26 - Nov 1
found 22 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9.2/10 Wonderful! (1,484 reviews)
The staff was great, but our room was awesome. It had a full kitchen. The room was updated. It had everything we needed. We are already planning our next trip.
Reviewed on Sep 5, 2025

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
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Price was ¥955,756, price is now ¥648,561 per person
¥648,561
per person
Oct 26 - Nov 1
found 22 hours ago
Roundtrip flight included
Honolulu (HNL) 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 trips5* Pet-friendly vacations in Upcountry Maui
Price found within the past 48 hours. Click for updated prices.

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Save 100% on your flight
Price was ¥955,756, price is now ¥648,561 per person
¥648,561
per person
Oct 26 - Nov 1
found 22 hours ago
Roundtrip flight included
Honolulu (HNL) 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

Fairmont Kea Lani Maui Villa Experience
Wailea
Save 100% on your flight
Price was ¥1,573,119, price is now ¥1,205,574 per person
¥1,205,574
per person
Oct 26 - Nov 1
found 22 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9.6/10 Exceptional! (5 reviews)
It’s a decent hotel to stay for the family.
Reviewed on Aug 22, 2024

Ho‘olei Villas at Grand Wailea
Wailea
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Price was ¥1,145,880, price is now ¥879,651 per person
¥879,651
per person
Oct 26 - Nov 1
found 22 hours ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9.6/10 Exceptional! (42 reviews)
Perfect for Families. Quite spacious and great for a relaxing Family vacation.
Reviewed on Jun 15, 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.

Royal Lahaina Resort & Bungalows
Price was ¥249,083, price is now ¥219,657 per person
¥219,657
per person
Oct 7 - Oct 10
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
8.4/10 Very Good! (1,425 reviews)
Great getaway! We were able to relax and not be consumed by the crowds. The staff was friendly and helpful and there was plenty to do at the resort and the food was ok. Def recommend venturing to Whaler’s for more options and things to do.
Reviewed on Sep 5, 2025

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Price was ¥444,738, price is now ¥367,450 per person
¥367,450
per person
Oct 7 - Oct 10
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) 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 trips4 Night Pet-friendly vacations in Upcountry Maui
Price found within the past 48 hours. Click for updated prices.

Montage Kapalua Bay
Price was ¥579,144, price is now ¥435,058 per person
¥435,058
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
9.8/10 Exceptional! (201 reviews)
I liked everything except the dining service. The staff was unfriendly and rude. They should not work there.-
they kept us in the bar in excess of 15 minutes even after 4 tables had been open We had to walk over to tell them that tables had been open.
Reviewed on Mar 4, 2025

Ho‘olei Villas at Grand Wailea
Wailea
Save 100% on your flight
Price was ¥901,834, price is now ¥673,067 per person
¥673,067
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
9.6/10 Exceptional! (42 reviews)
Perfect for Families. Quite spacious and great for a relaxing Family vacation.
Reviewed on Jun 15, 2025

Fairmont Kea Lani Maui Villa Experience
Wailea
Save 100% on your flight
Price was ¥1,168,648, price is now ¥901,150 per person
¥901,150
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
9.6/10 Exceptional! (5 reviews)
It’s a decent hotel to stay for the family.
Reviewed on Aug 22, 2024
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View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.