
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

Stunning Remodel I Maui Kamaole I 201

Luxury Cottage,Saltwater Spa-Close to Beach,Dining

☀Very Desirable South Kihei | Enlivening Getaway ☀

Modern Renovated Palms at Wailea Condo!

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

Summer Special! - One Bedroom, Closest to beach!

*Fully Remodeled* Modern Island Style*

Romantic One BR Condo (Remodeled)
Family- and pet-friendly home rentals

Mana Hale Vacation Rental

Maui Meadows Ocean View Cottage

Oceanside Ohana & Banana Bread Near Beach-OGG-MACC

High-Floor Island Surf | AC | Walk to Beach

Resort Studio – 2 Beds, AC, Walk Everywhere!

Breathtaking Location-Sugar Beach #129

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

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

Prime Location, in the HEART of it ALL!

Ohe'o || Wailea Ekahi Unit 28B || Lowered Rates

Beautiful Ocean Views and Aloha at Wailea Ekolu!

Wailea Ekahi 1BR | 2 Beds | Steps to Beach & Pools

Wailea Ocean View Escape

Maui Retreat Ekahi 50F -All YOU Need! 10% OFF WEEK

Ekahi 22C Toes in the Sand in Under 2 Minutes

Luxe 2bed Wailea, 5-min walk to beach, ocean view,
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
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Honolua Bay
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Changs Beach
- Pahoa Beach
- Manele Golf Course
- Kaipukaihina
- Wailea Beach
- Hāmoa Beach
- Maui Ocean Center
- Kapua
- Oneloa Beach
- Mokulau Beach
- Puu Olai Beach
- Wailea Golf Club
- Palauea Beach
- Maui Golf & Sports Park
- Old Lahaina Luau
- Things to do Wailea
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