
Family-friendly vacation rentals in Wailea
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Wailea
Guests agree: these family-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 family-friendly rentals
Family-friendly home rentals with a hot tub

Oceanfront Getaway, Brand New, Steps To Beach

Maui Condo Steps From Beach & Ocean (Hotel Zoned)

Luxury Cottage,Saltwater Spa-Close to Beach,Dining

Remodeled,Ground Level,King Bed,Walk To Beach

Maui is Open - Come Support the Locals

Oceanfront Condo with Pool and Jacuzzi

Romantic One BR Condo (Remodeled)

Boho Beach Retreat *OCEAN VIEWS*
Family- and pet-friendly home rentals

Mana Hale Vacation Rental

Maui Meadows Ocean View Cottage

Beautiful Views~

Oceanview & Banana Bread Near Beach-Iao-OGG-MACC

Resort Studio w/ 2 Beds-Walk to Beach and Dining!

A jewel on Oceanfront & Breath Taking Views.

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

Oceanfront renovated luxury-best location! SBR 404
Family-friendly home rentals with a pool

Stunning Wailea 2/2, AC, Upper Fl , walk to beach

Wailea Elua 1101 - Beachfront Section - Ocean View

Gorgeous Condo in Wailea Ekahi Village!

Wailea Ocean View Escape

Maui Retreat Ekahi 50F -All YOU Need!

Modern Renovated Palms at Wailea Condo!

Wailea Hidden Gem

Luxurious Tropical Retreat with Oceanview
Quick stats about vacation rentals that are family-friendly in Wailea
Total rentals
1K properties
Nightly prices starting at
ﺩ.ﺇ37 before taxes and fees
Total number of reviews
26K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
990 properties have a pool
Rentals with dedicated workspaces
570 properties have a dedicated workspace
Destinations to explore
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- Rentals with a hot tub Wailea
- Hotel rentals Wailea
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- Serviced apartment rentals Wailea
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- Family-friendly rentals Maui County
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- Family-friendly rentals United States
- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Laie
- Honolua Bay
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Pahoa Beach
- Manele Golf Course
- Hāmoa Beach
- Maui Ocean Center
- Kaipukaihina
- Wailea Beach
- Oneloa Beach
- Puu Olai Beach
- Changs Beach
- Palauea Beach
- Maui Golf & Sports Park
- Old Lahaina Luau
- Wailau Valley
- Ka'anapali Golf Courses
- Wailea Golf Club
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