What are the top rated Pet Friendly Vacation Rentals in Wailea?

There are a lot of options in Wailea. If you plan on staying in the Wailea area, consider making a reservation for a few nights at one of these properties as these have been rated the top Pet Friendly Vacation Rentals in Wailea: <a href="/property/hawaiian-cottage-and-personal-paradise-bbkm-2013-0004/HA-1213617930" class="class="static-page-link"">Hawaiian Cottage and Personal Paradise/BBKM 2013/0004</a> <a href="/property/romantic-luxury-sensual-retreat-couples-only/HA-1213564788" class="class="static-page-link"">Romantic, Luxury, Sensual Retreat - Couples Only</a> <a href="/property/ekahi-34f-best-panoramic-ocean-view/HA-3211833116" class="class="static-page-link"">Ekahi 34F - Best Panoramic Ocean View!</a> <a href="/property/wailea-custom-home-pool-panoramic-ocean-view-waterfalls-maui-ocean-palms/HA-321502088" class="class="static-page-link"">Wailea Custom Home, Pool, Panoramic Ocean View, Waterfalls - Maui Ocean Palms</a> <a href="/property/luxury-cottage-w-private-pool-under-the-warm-maui-sun-pmt-bbkm20160004/HA-32192086" class="class="static-page-link"">Luxury Cottage w/Private Pool. Under The Warm Maui Sun Pmt #BBKM20160004</a> <a href="/property/aloha-kai-suite-at-wailea-beach-villas-penthouse-205-ocean-view-3-br-3-ba/HA-321122885" class="class="static-page-link"">Aloha Kai Suite at Wailea Beach Villas. Penthouse 205. Ocean View. 3 BR/3 BA</a> <a href="/property/owner-direct-check-our-160-reviews-elua-village-701-luxury-2br-ocean-view/HA-121212306" class="class="static-page-link"">Owner Direct - Check our 160 Reviews! - Elua Village 701, Luxury 2BR, Ocean View</a> <a href="/property/georgeous-5-star-wailea-retreat-tranquil-corner-unit-top-tier-upgrades/HA-3211746792" class="class="static-page-link"">🐬Georgeous 5-STAR Wailea Retreat!🏝Tranquil Corner unit, Top tier Upgrades🌈</a> <a href="/property/luxe-townhome-ocean-views-relax-by-the-pool/HA-321223642" class="class="static-page-link"">Luxe Townhome, Ocean Views, Relax by the Pool</a> <a href="/property/featured-on-a-e-s-vacation-rental-potential-luxury-family-condo-ac-and-pool/HA-3211331969" class="class="static-page-link"">Featured on A&amp;E&#39;s Vacation Rental Potential! Luxury Family Condo! AC and Pool!</a>

How many pet-friendly vacation rentals are available in Wailea on Bettertrips?

There are many pet-friendly rentals available on Bettertrips. Check prices and availability in Wailea and last updated on January 2026. Check an individual property if they have restrictions on the size or numbers of pets.

Which is the best dog-friendly place to stay in Wailea?

There are many dog-friendly vacation homes available in Wailea. Here are the most popular pet-friendly places, ranked by their guest rating as listed in Wailea: Wailea Ekahi Village 43B 1Bed/2Bath near quiet pool Hawaiian Cottage and Personal Paradise/BBKM 2013/0004 Ho'olei at Grand Wailea Luxurious Wailea Ocean Vistas Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted

Do you have any luxury vacation homes that allow pets in or near Wailea?

Most definitely! There are many luxury places to stay in Wailea. Use our search filter to discover all of our luxury accommodations where pets are welcome, then choose the one that matches your taste. Sorting by price is another way to find the most expensive dog-friendly home in Wailea. Though note, more expensive is not always better.