
Family-friendly holiday 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.
Holiday 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

Renovated Condo | 3 Min Walk to Toes in the Sand!

Maui Kamaole Retreat Modern Remodel, Close 2 Beach

Boho Beach Retreat *OCEAN VIEWS*

Maui Banyan 1BR With View Across from Beach
Family- and pet-friendly home rentals

Mana Hale Vacation Rental

Maui Meadows Ocean View Cottage

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

Grateful Casita

Maui Banyan Resort 2 Beds- Beach, Pool, AC, Wifi

A New Piece of Paradise in Kihei # BBKM20150003

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

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

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 Elua Village | 2108

Aloha Moon - The Honeymoon Hideaway

Wailea Hidden Gem
Quick stats about holiday rentals that are family-friendly in Wailea
Total rentals
1K properties
Nightly prices starting at
$15 AUD 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
- Rentals with a patio Wailea
- Townhouse rentals Wailea
- Beachfront rentals Wailea
- Rentals with a hot tub Wailea
- Fitness-friendly rentals Wailea
- Cottage rentals Wailea
- Rentals with a washing machine and dryer Wailea
- Rentals with a sauna Wailea
- Villa rentals Wailea
- Pet-friendly rentals Wailea
- Rentals with an EV charger Wailea
- Beach condo rentals Wailea
- Condo rentals Wailea
- Apartment rentals Wailea
- Hotel rentals Wailea
- Luxury rentals Wailea
- Waterfront rentals Wailea
- House rentals Wailea
- Rentals with pools Wailea
- Rentals with beach access Wailea
- Rentals with outdoor seating Wailea
- Rentals with a kayak Wailea
- Serviced apartment 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
- 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