Upcountry Maui Pet-friendly Holidays

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Top flight + Pet-friendly hotel deals in Upcountry Maui

Price found within the past 48 hours. Click for updated prices.
Chic & Elegant Oceanfront Vistas

Chic & Elegant Oceanfront Vistas

Central Kihei
£1,878
per person
13 Dec - 18 Dec
found 1 day ago
Return direct flight included
London (LHR) to Kahului (OGG)
9.6/10 Exceptional! (35 reviews)
Great condo in a good location with everything you need!

Reviewed on 7 Sept 2026

The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort

South Kihei
£2,742
per person
25 Dec - 1 Jan
found 1 day ago
Return direct flight included
London (LON) to Kahului (OGG)
10/10 Exceptional! (5 reviews)
Bonus was there were beach chairs, towels and an umbrella. We only used two chairs as our family were busy snorkeling or boarding away while 1-2 sat out and rested. Clean, right down from beach park 3...stocked pantry got some add-ons and pots and pans enough to allow us making most of our meals. Great times and great communication from host. Thanks! Lucas

Reviewed on 30 Aug 2026

Hana-Maui Resort, a Destination by Hyatt Residence

Hana-Maui Resort, a Destination by Hyatt Residence

Hana Town Center
£3,703
per person
25 Dec - 1 Jan
found 1 day ago
Return direct flight included
London (LON) to Kahului (OGG)
9.2/10 Wonderful! (1,001 reviews)
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

Wailea
£3,267
per person
15 Dec - 22 Dec
found 1 day ago
Return direct flight included
London (LON) to Kahului (OGG)
9.2/10 Wonderful! (1,001 reviews)
Extremely overpriced Additional resort fee with unavoidable valet parking are not conducive to a peaceful stay

Reviewed on 10 Oct 2026

Aloha Chic Penthouse Vistas

Aloha Chic Penthouse Vistas

Central Kihei
£2,886
per person
25 Dec - 1 Jan
found 1 day ago
Return direct flight included
London (LON) to Kahului (OGG)
10/10 Exceptional! (5 reviews)
The place was beautiful, clean, and well equipped with supplies. The location was perfect for us with amazing views and sunsets.

Reviewed on 3 Jul 2026

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5* Pet-friendly holidays in Upcountry Maui

Price found within the past 48 hours. Click for updated prices.
Aloha Chic Penthouse Vistas

Aloha Chic Penthouse Vistas

Central Kihei
£2,886
per person
25 Dec - 1 Jan
found 1 day ago
Return direct flight included
London (LON) to Kahului (OGG)
10/10 Exceptional! (5 reviews)
The place was beautiful, clean, and well equipped with supplies. The location was perfect for us with amazing views and sunsets.

Reviewed on 3 Jul 2026

Hotel Wailea Maui

Hotel Wailea Maui

Wailea
£2,968
per person
14 Dec - 18 Dec
found 1 day ago
Return flight included
London (LGW) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Wailea
£2,986
per person
14 Dec - 18 Dec
found 1 day ago
Return flight included
London (LGW) to Kahului (OGG)
9.6/10 Exceptional! (1,006 reviews)
$1440 for one night, way over priced. I will never come back.

Reviewed on 12 Oct 2026

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4 Night Pet-friendly holidays in Upcountry Maui

Price found within the past 48 hours. Click for updated prices.
Lahaina Shores Beach Resort By Castle

Lahaina Shores Beach Resort By Castle

£1,897
per person
14 Dec - 18 Dec
found 1 day ago
Return flight included
London (LGW) to Kahului (OGG)
9.6/10 Exceptional! (8 reviews)
Hotel Wailea Maui

Hotel Wailea Maui

Wailea
£2,968
per person
14 Dec - 18 Dec
found 1 day ago
Return flight included
London (LGW) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Wailea
£2,986
per person
14 Dec - 18 Dec
found 1 day ago
Return flight included
London (LGW) to Kahului (OGG)
9.6/10 Exceptional! (1,006 reviews)
$1440 for one night, way over priced. I will never come back.

Reviewed on 12 Oct 2026

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How to find a pet-friendly holiday in Upcountry Maui

How can I book the best pet-friendly holidays in Upcountry Maui?

As a pet parent, you want your best bud along for your Upcountry Maui holiday, right? So use our pet-friendly filter to find all the places that are purr-fect for cats, dogs or even well-trained rabbits. Think stacks of outside space, welcome treats and maybe something lovely that keeps the travel time to a minimum.

Can I book a cheap Upcountry Maui pet-friendly holiday?

pet-friendly package holidays start at £1,878, but prices and availability are subject to change, and additional terms may apply. To narrow down the best deals, sort by price and use the filters to find cheap places with tail-wag-worthy amenities.

How can I book holiday lets in Upcountry Maui that are pet friendly?

The space and seclusion of a holiday let is great for holidaying as a family or bigger group, and if your furry friends are with you, even better. Use both the private holiday home and pet-friendly filters to find all the options that tick both boxes.

How can I find pet-friendly holidays in Upcountry Maui with hot tubs?

Pet-friendly holidays aren’t just about the animals – you deserve to indulge yourself, too! Filter our Upcountry Maui properties using the hot-tub and pet-friendly holiday options and find somewhere you can relax while the pooches snooze.

Can I book a pet-friendly holiday in Upcountry Maui with a car?

For hassle-free pet-friendly travel, a car is a no-brainer. Book both your car hire and accommodation with Expedia and you’ll sniff out some great savings.

How can I book last-minute pet-friendly holidays in Upcountry Maui?

A spontaneous last-minute getaway to Upcountry Maui with your pet is what holiday dreams are made of. You might even dig up discounted rates on some hotels by booking close to the date.

Can I book a pet-friendly holiday in Upcountry Maui with free cancellation and/or flexible dates?

We offer several places to stay with free cancellation in Upcountry Maui, just use the fully refundable filter to find the ones available on your dates. Make sure you read the terms and conditions, too.

Why should I book Upcountry Maui pet-friendly travel with Expedia?

Thanks to our dedicated pet-friendly filter, it’s incredibly easy to find accommodation in Upcountry Maui that welcomes fur babies. Search, choose and book in just a few clicks. Purr-fect!

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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. Flight-inclusive packages are ATOL protected.