
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

Newly Remodeled 1bed/1bath, Kihei/Wailea

Oceanfront Getaway, Brand New, Steps To Beach

Maui Condo Steps From Beach & Ocean (Hotel Zoned)

Sale! Gorgeous 3BR/2BA with Ocean & Sunset views

Luxury Cottage,Saltwater Spa-Close to Beach,Dining

☀Very Desirable South Kihei | Enlivening Getaway ☀

Maui is Open - Come Support the Locals

Grand Champions 169 Beautiful 3 BR on the Fairway!
Family- and pet-friendly home rentals

Mana Hale Vacation Rental

Maui Meadows Ocean View Cottage

Oceanview, Banana Bread, Hot Tub & Sauna near OGG

Beautiful Wailea Ekolu Townhouse-Perfect Get-Away

Grateful Casita

Maui Banyan Resort 2 Beds- Walk to Beach & Shops!

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

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

Live, Love, Loft in Beautiful Maui

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

Gorgeous Condo in Wailea Ekahi Village!

Wailea Ocean View Escape

Maui Retreat Ekahi 50F -All YOU Need!

Luxury condo • 180° Ocean Views • Steps to Beach

Modern Renovated Palms at Wailea Condo!

Makani A Kai A7 modern beachfront, pool, a/c, w/d
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
- Condo rentals Wailea
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- Hotel rentals Wailea
- Rentals with a washer and dryer Wailea
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- Fitness-friendly rentals Wailea
- Cottage rentals Wailea
- Rentals with a sauna Wailea
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- Waterfront rentals Wailea
- Beachfront rentals Wailea
- Rentals with a hot tub Wailea
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- Apartment rentals Wailea
- Villa rentals Wailea
- Luxury rentals Wailea
- Rentals with pools Wailea
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- Townhouse rentals Wailea
- Family-friendly rentals Wailea
- Family-friendly rentals Maui County
- Family-friendly rentals Hawaii
- Family-friendly rentals United States
- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Honolua Bay
- Sandy Beach
- Kapalua Bay Beach
- Spreckelsville Beach
- Olowalu Beach
- Pahoa Beach
- Manele Golf Course
- Wailea Beach
- Maui Ocean Center
- Hāmoa Beach
- Oneloa Beach
- Kaipukaihina
- Changs Beach
- Puu Olai Beach
- Palauea Beach
- Old Lahaina Luau
- Wailau Valley
- Wailea Golf Club
- Ka'anapali Golf Courses
- Maui Golf & Sports Park