
Condo holiday 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.
Holiday 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

Gorgeous Condo in Wailea Ekahi Village!

Maui Kamaole Retreat Modern Remodel, Close 2 Beach

Modern Renovated Palms at Wailea Condo!

Wailea Elua: Huge Ocean Views, Pool, AC & Hot Tub

Wailea Ekolu Village | 1205

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

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

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

A jewel on Oceanfront & Breath Taking Views.

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

Beautiful Ocean Views and Aloha at Wailea Ekolu!

Wailea Elua 1101 - Beachfront Section - Ocean View

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

Maui Retreat Ekahi 50F -All YOU Need!

Mana Kai Palms: Beachfront Resort ~Keawakapu Beach

Aloha Moon - The Honeymoon Hideaway

Wailea Hidden Gem

Wailea Ekolu Ocean Suite 207 AC and Ocean Views
Quick stats about condo rentals in Wailea
Total rentals
1.3K properties
Nightly prices starting at
$17Â NZD 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
- Honolulu Holiday rentals
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- Waterfront rentals Wailea
- House rentals Wailea
- Rentals with a hot tub Wailea
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- Pet-friendly rentals Wailea
- Villa rentals Wailea
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- Serviced apartment rentals Wailea
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- Beach condo rentals Wailea
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- Condo rentals Maui County
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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
- HÄmoa Beach
- Maui Ocean Center
- Kaipukaihina
- Wailea Beach
- Oneloa Beach
- Puu Olai Beach
- Changs Beach
- Palauea Beach
- Old Lahaina Luau
- Maui Golf & Sports Park
- Wailau Valley
- Wailea Golf Club
- Ka'anapali Golf Courses
- Things to do Wailea
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- Tours United States