
Pet-friendly vacation rentals in Wailea
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Wailea
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Wailea pet-friendly home rentals
Pet-friendly house rentals

Gingerbread House-Paia/North Shore Beaches

Pookela Paradise-Newly Renovated, Fantastic Views!

Paia Comfort One bedroom North Shore beach house

Kula Jewel - Pool, Hot Tub & Awesome Views!

Walk to Front St., ALOHA CABANA, "PEOPLES CHOICE"

3B2B w/HotTub FamilyComfort HawaiianaCharm Central

Ke Kīhāpai Bed and Breakfast

Two Bedroom Paia North Shore Beach House
Pet-friendly home rentals with a pool

Condo w/ Private Lanai, Ocean View & On-Site Pool!

2BR Comfortable Condo with private lanai

2 bd Maui Retreat - 5 miles of beach

Hale Kamaole 106: 1BR Oceanview | Pool

2 Room Resort Condo-Walkable Location, A/C & WIFI

Sugar Beach Resort

Beautiful Top Floor Oceanfront Condo with A/C!

Oceanfront Fun Kamaole Nalu 304
Private, pet-friendly home rentals

Mana Hale Vacation Rental

Maui Meadows Ocean View Cottage

Beautiful Wailea Ekolu Townhouse-Perfect Get-Away

3B/2B FamilyVacationComfort HawaiianaCharm Central

High-Floor Island Surf | AC | Walk to Beach

Resort Studio – 2 Beds, AC, Walk Everywhere!

2B/2B Cottage/Cozy/Central/Private/Historic town

Oceanfront renovated luxury-best location! SBR 404
Quick stats about vacation rentals that are pet-friendly in Wailea
Total rentals
20 properties
Nightly prices starting at
G$20,914 GYD before taxes and fees
Total number of reviews
450 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
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- Laie
- Kaipukaihina
- Changs Beach
- Old Lahaina Luau
- Honukanaenae
- Hallulu
- Polihua Beach
- Kahōkūnui
- Manele Golf Course
- Kāheʻa
- Halepalaoa Beach
- Ka'anapali Golf Courses
- Sand Box Beach
- Kaulana Beach
- Kailiili
- Awalua
- Maui Ocean Center
- Maui Arts & Cultural Center
- Polo Beach
- Palauea Beach
- Palalau
- Oneuli Beach
- Maui Golf & Sports Park
- Paukukalo Beach