
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
Condo rentals with a pool

Beautiful Ocean Views and Aloha at Wailea Ekolu!

Wailea Ekahi 1BR | 2 Beds | Steps to Beach & Pools

Maui Retreat Ekahi 50F -All YOU Need! 10% OFF WEEK

Ekahi 22C Toes in the Sand in Under 2 Minutes

Modern Renovated Palms at Wailea Condo!

Wailea Elua Village | 2108

Tropical Wailea Retreat

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

Wailea Surf Shack: Golf, shopping & beaches!

Gem near Keawakapu Beach - Privacy and Ocean Views

Oceanfront Maui Ohana: Best Beach & Wow Sunsets

Ohe'o || Wailea Ekahi Unit 28B || Lowered Rates

Wailea Elua 1101 - Beachfront Section - Ocean View

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

Gorgeous Elua 1 Bd+2Ba Executive Vacation Condomin

Wailea Hidden Gem
Pet-friendly condo rentals

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

Hale Kamaole 106: 1BR Oceanview | Pool

Maui Tropical Sunset - First Floor with The Extras

Beautiful Views~

High-Floor Island Surf | AC | Walk to Beach

Entire Villa at Nanea Ocean Villas, Maui

Resort Studio – 2 Beds, AC, Walk Everywhere!

Breathtaking Location-Sugar Beach #129
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
- Lahaina Beach
- Sandy Beach
- Honolua Bay
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Changs Beach
- Pahoa Beach
- Manele Golf Course
- Kaipukaihina
- Wailea Beach
- Hāmoa Beach
- Maui Ocean Center
- Kapua
- Oneloa Beach
- Puu Olai Beach
- Wailea Golf Club
- Mokulau Beach
- Palauea Beach
- Maui Golf & Sports Park
- Old Lahaina Luau
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