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

Beautiful Ocean View Kamaole Sands

Cajudoy's Hale - STKM 2O13-OO18/TA-081-709-8752-01

Luxury with a view at a reasonable price

Spectacular Oceanfront views!

Incomparable Maui Sunset condo, includes all taxes

Sugar Beach Resort #532 - Maui HI

Gorgeous New 1BR condo w Ocean View

Ocean-view Maui Condo near Beach
Family- and pet-friendly home rentals

Beautiful Views~

Pookela Paradise-Newly Renovated, Fantastic Views!

Hale Kamaole Maui's Hidden gem! Lower Condo~

The Artists House

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

WAILEA GEM!NEAR SHOPS, BEACHES,5 STAR HOTELS

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

Wailea Elua Top Floor 2 Bdrm/2 Bath Oceanview Unit

Luxury Wailea Beach Condo

Beautiful Ocean Views and Aloha at Wailea Ekolu!

Walk to the beach! Beautiful remodel! King bed!

Gaze out at Panoramic Ocean Views from an Airy Coastal Oasis

Oceanview and amazing kitchen Palms at Wailea #503
Quick stats about vacation rentals that are family-friendly in Wailea-Makena
Total rentals
1K properties
Nightly prices starting at
R1,774 ZAR 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
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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
- Kaulahao Beach
- Mokulau Beach
- Wailea Golf Club
- Palauea Beach
- Ka'anapali Golf Courses
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