
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

Maui Condo Steps From Beach & Ocean (Hotel Zoned)

Wailea Elua 1101 - Beachfront Section - Ocean View

Gorgeous Condo in Wailea Ekahi Village!

Maui Retreat Ekahi 50F -All YOU Need!

Modern Renovated Palms at Wailea Condo!

Wailea Ekolu Village | 1205

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

Gem near Keawakapu Beach - Privacy and Ocean Views

Tiki Tiki - A Gorgeous Boho Beach Hideaway!

Beautiful Ocean Views and Aloha at Wailea Ekolu!

Ma'alaea Surf Oceanfront 2 Bedroom Condo on 2nd Fr

Maui Kamaole Retreat Modern Remodel, Close 2 Beach

Mana Kai Palms: Beachfront Resort ~Keawakapu Beach

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

Wailea Hidden Gem
Quick stats about condo rentals in Wailea
Total rentals
1.3K properties
Nightly prices starting at
$17 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
- Rentals with a patio Wailea
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- Luxury rentals Wailea
- Rentals with an EV charger Wailea
- Rentals with pools Wailea
- Serviced apartment rentals Wailea
- Villa rentals Wailea
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- Hotel rentals Wailea
- Rentals with a kayak Wailea
- Beach condo rentals Wailea
- Rentals with beach access Wailea
- Rentals with outdoor seating Wailea
- Pet-friendly rentals Wailea
- Beachfront rentals Wailea
- Rentals with a hot tub Wailea
- House rentals Wailea
- Family-friendly rentals Wailea
- Rentals with a sauna Wailea
- Cottage rentals Wailea
- Rentals with a washing machine and dryer Wailea
- Fitness-friendly rentals Wailea
- Condo rentals Wailea
- 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
- Hāmoa 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