
Holiday houses in Wailea
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Top-rated holiday rentals in Wailea
Guests agree: these stays are highly rated for location, cleanliness and more.
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Popular amenities for Wailea holiday rentals
Other great holiday rentals in Wailea
Guest favourite

Condo in Wailea
4.96 out of 5 average rating, 73 reviewsGem near Keawakapu Beach - Privacy and Ocean Views
Top Guest favourite

Condo in Wailea
5 out of 5 average rating, 62 reviewsBeautiful Ocean Views and Aloha at Wailea Ekolu!
Guest favourite

Condo in Wailea
5 out of 5 average rating, 6 reviewsModern and Luxurious Property at Polo Beach
Top Guest favourite

Home in Kihei
5 out of 5 average rating, 14 reviewsBeautiful Beachfront Townhouse !
Luxe

Condo in Wailea
4.92 out of 5 average rating, 13 reviewsWailea Elua Village | 2108
Guest favourite

Condo in Wailea
4.94 out of 5 average rating, 66 reviewsWailea Hidden Gem
Top Guest favourite

Apartment in Wailea
4.97 out of 5 average rating, 39 reviews[fall/winter promotion]Chic Tropical Getaway
Guest favourite

Condo in Wailea
4.95 out of 5 average rating, 74 reviewsWailea Fall Special, AC, Walk 2 Beach, Lg Lanai
Quick stats about holiday rentals in Wailea
Total rentals
1.8K properties
Nightly prices starting at
$15 AUD before taxes and fees
Total number of reviews
50K reviews
Family-friendly rentals
1K properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
1.7K properties have a pool
Destinations to explore
- Honolulu Holiday rentals
- O‘ahu Holiday rentals
- Kauaʻi County Holiday rentals
- Island of Hawai'i Holiday rentals
- Waikiki Beach Holiday rentals
- Kailua-Kona Holiday rentals
- Kihei Holiday rentals
- Kona Holiday rentals
- Kaanapali Holiday rentals
- North Kona Holiday rentals
- Princeville Holiday rentals
- Hilo Holiday rentals
- Family-friendly rentals Wailea
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- Rentals with a washing machine and dryer Wailea
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- Rentals with an EV charger Wailea
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- Rentals with a kayak Wailea
- Rentals with a patio Wailea
- 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
- Changs Beach
- Puu Olai 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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- Food and drink Wailea
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