
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

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

Wailea Elua 1101 - Beachfront Section - Ocean View

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

Amazing Ocean Views at Wailea Ekolu Village!

Maui Retreat Ekahi 50F -All YOU Need!

Modern Renovated Palms at Wailea Condo!

Wailea Elua Village | 1504

Wailea Hidden Gem
Pet-friendly condo rentals

Amazing Oceanfront Apartment

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

Maui Tropical Sunset - First Floor with The Extras

Beautiful Views~

High-Floor Island Surf | AC | Walk to Beach

Resort Studio w/ 2 Beds-Walk to Beach and Dining!

A jewel on Oceanfront & Breath Taking Views.

Breathtaking Location-Sugar Beach #129
Condo rentals with a pool

Oceanfront Maui Ohana: Best Beach & Wow Sunsets

Tiki Tiki - A Gorgeous Boho Beach Hideaway!

Steps to the Beach! Ocean View Condo w/ King Bed

Beachfront Penthouse #25 at Sugar Beach Resort

Mana Kai Palms: Beachfront Resort ~Keawakapu Beach

Gorgeous Remodel! Two King Suites & Huge Ocean Vie

Tropical Wailea Retreat

Waiilea Fall Specials, AC, Walk 2 Beach, Lg Lanai
Quick stats about condo rentals in Wailea
Total rentals
1.3K properties
Nightly prices starting at
ﺩ.ﺇ37 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
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- Maui
- Kaanapali Beach
- Kahului Beach
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- Laie
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- Pahoa Beach
- Manele Golf Course
- Hāmoa Beach
- Maui Ocean Center
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- Maui Golf & Sports Park
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