
Family-friendly holiday rentals in Wailea, Wailea-Makena
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Wailea, Wailea-Makena
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, Wailea-Makena family-friendly rentals
Family-friendly home rentals with a hot tub

Hawaiian Paradise Escape Across Street from Beach

Beautiful Ocean View Kamaole Sands

Luxury with a view at a reasonable price

Spectacular Oceanfront views!

Gorgeous New 1BR condo w Ocean View

Tropical Resort Across Beach With Turtles!

Ocean-view Maui Condo near Beach

Maui-Time! at Maui Sunset - 2 Q beds/2 full baths
Family- and pet-friendly home rentals

Beautiful Views~

WOW! Stunning Ocean Views, Large Deck &Luxury Beds

Pookela Paradise-Newly Renovated, Fantastic Views!

Hale Kamaole Maui's Hidden gem! Lower Condo~

Kula Jewel - Pool, Hot Tub & Awesome Views!

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

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

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

Beautiful Ocean Views and Aloha at Wailea Ekolu!

All New Beachy Chic Remodel, Ocean front with AC

Gaze out at Panoramic Ocean Views from an Airy Coastal Oasis

Oceanview and amazing kitchen Palms at Wailea #503

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

Cute one BR ground floor. Long & short term rates

Romantic Beachfront Getaway

Kamaole Beach Royale Entire 1 bedroom Aloha Apt
Quick stats about holiday rentals that are family-friendly in Wailea, Wailea-Makena
Total rentals
1K properties
Nightly prices starting at
$152 AUD before taxes and fees
Total number of reviews
25K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
1K properties have a pool
Rentals with dedicated workspaces
590 properties have a dedicated workspace
Destinations to explore
- Kid-friendly rentals Wailea
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- Rentals with a hot tub Wailea
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- Family-friendly rentals Wailea-Makena
- Family-friendly rentals Maui County
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- Family-friendly rentals United States
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Laie
- Honolua Bay
- Kapalua Bay Beach
- Olowalu Beach
- Manele Golf Course
- Wailea Beach
- Hāmoa Beach
- Kapua
- Oneloa Beach
- Kaipukaihina
- Maui Ocean Center
- Old Lahaina Luau
- Pōhakukāʻanapali
- Wailau Valley
- Papaloa Beach
- Kaulahao Beach
- Mokulau Beach
- Wailea Golf Club
- Palauea Beach