1600+ Pet Friendly Hotels and Vacation Rentals in Wailea |
  1. USA
  2. Hawaii
  3. Kihei
  4. Wailea

Wailea Pet Friendly Vacation Rentals

About Wailea Vacation Rentals

There are more than 1600 places to stay in Wailea and many that are available that welcome pets. These options include dog-friendly hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many pet-friendly places to stay in Wailea.

Are you seeking a last-minute pets-allowed hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With PetFriendly Wailea, you can quickly compare different options to find the hottest deals with a single click. Looking for pet travel at a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Wailea. Places to stay near Wailea are 1248.29 ft² on average, with prices averaging US $884 a night.

PetFriendly makes it easy to find and compare hotels, resorts, and holiday rentals in Wailea with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your pet-friendly place to stay today.

Show more
Show less

Top Dog Hotels, Pet-Friendly Vacation Rentals, and Places to Stay in Wailea

Type Count
Holiday Apartments 207
Vacation Homes 186
Villas 109
Cottages 6

Use these Quick Filters to Find a Vacation Rental in Wailea

★ Pro Tip: PetFriendly™ has the best results when it comes to finding places to stay that accept pets anywhere around the world. Travelers can find and compare over 10 million listings from all over the world. Use the intelligent Filter feature to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, inns, resorts, and more. Enjoy Pet Travel without Hassle in Wailea.

Weather in Wailea, HI

View the weather forecast for Wailea before booking your hotel or rental.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Other Places to Stay in Wailea, HI


South Maui 6,140 Properties
Keawakapu Beach 5,468 Properties
Mokapu Beach 5,461 Properties
Ulua Beach 5,457 Properties
Ulua Beach Park 5,452 Properties
Wailea Shopping Village Shopping Center 5,451 Properties
Shops at Wailea 5,439 Properties
Wailea Beach 5,293 Properties
Polo Beach 4,632 Properties
Wailea Blue Golf Course 4,422 Properties
Palauea Beach 3,644 Properties
Makena 1,388 Properties

Frequently Asked Questions About Wailea?

What are the top vacation rentals in Wailea?

Find the best options in or near Wailea for pet-friendly travel. If you are planning a trip or vacation in Wailea, consider a week or two at exciting pets-allowed hotels, resorts, or other suggested properties best known as Top Vacation Rentals and Places to Stay in Wailea:

How many PetFriendly vacation rentals are available in Wailea?

PetFriendly™ updates its properties regularly to bring you a great selection of places to stay with their pet policies clearly spelled out. At present, the total number of active properties listed by PetFriendly in 2025 is over 1600 in the Wailea area, and still growing every day. When we combine listings from multiple websites and travel providers, PetFriendly can provide you with a huge selection of the best places to stay that welcome pets in Wailea.


People Also Ask

There are 1600 Wailea, HI Vacation Rentals

Recently Booked Pet Friendly Hotels and Vacation Rentals in Wailea