
Condo vacation rentals in Wailea
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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

Gem near Keawakapu Beach - Privacy and Ocean Views

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

Wailea Elua 1101 - Beachfront Section - Ocean View

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

Amazing Ocean Views at Wailea Ekolu Village!

Ekahi 22C Toes in the Sand in Under 2 Minutes

Tropical Wailea Retreat

Wailea Grand Champions | 52
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
Condo rentals with a pool

Oceanfront Maui Ohana: Best Beach & Wow Sunsets

Newly Remodeled-AC-Ocean Views-Modern Finishes

Luxury Wailea Beach Condo

Gaze out at Panoramic Ocean Views from an Airy Coastal Oasis

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

Gorgeous Elua 1 Bd+2Ba Executive Vacation Condomin

Summer Sale Wailea, AC, Walk 2 Beach, Lg Lanai

1206 The Palms, Wailea-Kihei - Full A/C Sleeps 4
Quick stats about condo rentals in Wailea
Total rentals
1.3K properties
Nightly prices starting at
G$2,091 GYD 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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- 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
- Mokulau Beach
- Puu Olai Beach
- Wailea Golf Club
- Palauea Beach
- Maui Golf & Sports Park
- Old Lahaina Luau