
Condo vacation rentals in Wailea
Find and book unique condos on Airbnb
Top-rated condo rentals in Wailea
Guests agree: these condos 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 condo rentals
Weekly condo rentals

Grand Champions - King Bed - Close to Wailea Beach

Live, Love, Loft in Beautiful Maui

Renovated Penthouse Studio @ Maui Banyan (NICE!)

Maui Kamaole Retreat Modern Remodel, Close 2 Beach

☀Very Desirable South Kihei | Enlivening Getaway ☀

Grand Champions 169 Beautiful 3 BR on the Fairway!

Romantic One BR Condo (Remodeled)

Beachfront Maui Oasis- Fully Remodeled, Beautiful
Pet-friendly condo rentals

Amazing Oceanfront Apartment

Westin Kaanapali Ocean Resort Villas North Studio

Maui Tropical Sunset - First Floor with The Extras

Beautiful Views~

High-Floor Island Surf | AC | Walk to Beach

A jewel on Oceanfront & Breath Taking Views.

Breathtaking Location-Sugar Beach #129

Oceanfront renovated luxury-best location! SBR 404
Condo rentals with a pool

Tropical Escape to Wailea with Stunning Oceanview

Wailea Elua 1101 - Beachfront Section - Ocean View

Gorgeous Condo in Wailea Ekahi Village!

Amazing Ocean Views at Wailea Ekolu Village!

Maui Retreat Ekahi 50F -All YOU Need!

Modern Renovated Palms at Wailea Condo!

Luxe 2bed Wailea, 5-min walk to beach, ocean view,

Tropical Kihei Resort | 3 Min Walk to Beach | A/C
Quick stats about condo rentals in Wailea
Total rentals
1.3K properties
Nightly prices starting at
$14 CAD before taxes and fees
Total number of reviews
40K reviews
Family-friendly rentals
780 properties are a good fit for families
Rentals with a pool
1.3K properties have a pool
Rentals with dedicated workspaces
760 properties have a dedicated workspace
Destinations to explore
- Rentals with a washer and dryer Wailea
- Beachfront rentals Wailea
- Rentals with a hot tub Wailea
- Villa rentals Wailea
- Apartment rentals Wailea
- Serviced apartment rentals Wailea
- Fitness-friendly rentals Wailea
- Rentals with an EV charger Wailea
- Waterfront rentals Wailea
- Rentals with a patio Wailea
- Townhouse rentals Wailea
- Beach condo rentals Wailea
- Rentals with pools Wailea
- Rentals with a kayak Wailea
- House rentals Wailea
- Luxury rentals Wailea
- Rentals with a sauna Wailea
- Family-friendly rentals Wailea
- Hotel rentals Wailea
- Cottage rentals Wailea
- Rentals with beach access Wailea
- Rentals with outdoor seating Wailea
- Pet-friendly rentals Wailea
- Condo rentals Wailea
- Condo rentals Maui County
- Condo rentals Hawaii
- Condo rentals United States
- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Honolua Bay
- Kapalua Bay Beach
- Spreckelsville Beach
- Olowalu Beach
- Pahoa Beach
- Manele Golf Course
- Maui Ocean Center
- Wailea Beach
- Hāmoa Beach
- Kaipukaihina
- Oneloa Beach
- Puu Olai Beach
- Changs Beach
- Palauea Beach
- Old Lahaina Luau
- Wailau Valley
- Maui Golf & Sports Park
- Ka'anapali Golf Courses
- Wailea Golf Club