
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

Maui Condo Steps From Beach & Ocean (Hotel Zoned)

Maui Kamaole Retreat Modern Remodel, Close 2 Beach

☀Very Desirable South Kihei | Enlivening Getaway ☀

Grand Champions 169 Beautiful 3 BR on the Fairway!

Beautiful Palms At Wailea #608-July/Aug. Discount

Oceanfront Condo with Pool and Jacuzzi

Romantic One BR Condo (Remodeled)

Beautiful Ocean Views In Maui Kamaole.
Family- and pet-friendly home rentals

Mana Hale Vacation Rental

Maui Meadows Ocean View Cottage

High-Floor Island Surf | AC | Walk to Beach

Resort Studio w/ 2 Beds-Walk to Beach Shops Dining

Breathtaking Location-Sugar Beach #129

Mermaid Bungalow

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

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

Tropical Escape to Wailea with Stunning Oceanview

Gorgeous Getaway on the Beach

Wailea Elua 1101 - Beachfront Section - Ocean View

Honalua || Wailea Ekahi Unit 2D || Lowered Rates

Wailea Ocean View Escape

Maui Retreat Ekahi 50F -All YOU Need!

Ekahi 22C Toes in the Sand in Under 2 Minutes

Wailea Elua Village | 1504
Quick stats about vacation rentals that are family-friendly in Wailea
Total rentals
1K properties
Nightly prices starting at
R178 ZAR 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
- Luxury rentals Wailea
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- Condo rentals Wailea
- Cottage rentals Wailea
- Rentals with beach access Wailea
- Rentals with outdoor seating 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
- Kapalua Bay Beach
- Olowalu Beach
- Manele Golf Course
- Hāmoa Beach
- Maui Ocean Center
- Kaipukaihina
- Wailea Beach
- Kapua
- Oneloa Beach
- Puu Olai Beach
- Changs Beach
- Palauea Beach
- Maui Golf & Sports Park
- Old Lahaina Luau
- Ka'anapali Golf Courses
- Wailau Valley
- Wailea Golf Club
- Mokulau Beach
- Paukukalo Beach