
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

Spectacular Ocean Front 1bd at Menehune Shores

Gorgeous Condo in Wailea Ekahi Village!

☀Very Desirable South Kihei | Enlivening Getaway ☀

Modern Renovated Palms at Wailea Condo!

Luxurious Tropical Retreat with Oceanview

*Charming OCEANVIEW*Fully Renovated*Ideal Location
Pet-friendly condo rentals

Amazing Oceanfront Apartment

Condo w/ Private Lanai, Ocean View & On-Site Pool!

Hale Kamaole 106: 1BR Oceanview | Pool

High-Floor Island Surf | AC | Walk to Beach

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

Breathtaking Location-Sugar Beach #129

2BR dog friendly condo with furnished lanai, W/D

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

Tiki Tiki - A Gorgeous Boho Beach Hideaway!

Stunning Wailea 2/2, AC, Upper Fl , walk to beach

Wailea Elua 1101 - Beachfront Section - Ocean View

Amazing Ocean Views at Wailea Ekolu Village!

Maui Retreat Ekahi 50F -All YOU Need!

Wailea Hidden Gem

Wailea Ekolu Village | 912

Luxe 2bed Wailea, 5-min walk to beach, ocean view,
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
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- Rentals with a washer and dryer Wailea
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Honolua Bay
- Kapalua Bay Beach
- Spreckelsville Beach
- Olowalu Beach
- Pahoa Beach
- Manele Golf Course
- Hāmoa Beach
- Maui Ocean Center
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- Wailea Beach
- Oneloa Beach
- Changs Beach
- Puu Olai Beach
- Palauea Beach
- Old Lahaina Luau
- Maui Golf & Sports Park
- Wailau Valley
- Wailea Golf Club
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