
Holiday rentals 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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Holiday rentals for every style
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Popular amenities for Wailea holiday rentals
Other great holiday rentals in Wailea
Guest favourite

Apartment in Wailuku
4.99 out of 5 average rating, 94 reviewsCoastal Dream Oceanfront Condo!
Guest favourite

Apartment in Wailea
4.96 out of 5 average rating, 74 reviewsGem near Keawakapu Beach - Privacy and Ocean Views
Guest favourite

Apartment in Wailea
4.92 out of 5 average rating, 85 reviewsOceanfront Maui Ohana: Best Beach & Wow Sunsets
Top guest favourite

Home in Kihei
5 out of 5 average rating, 16 reviewsBeautiful Beachfront Townhouse !
Top guest favourite

Apartment in Wailea
5 out of 5 average rating, 54 reviewsAmazing Ocean Views at Wailea Ekolu Village!
Top guest favourite

Apartment in Wailea
4.96 out of 5 average rating, 70 reviewsMana Kai Palms: Beachfront Resort ~Keawakapu Beach
Guest favourite

Flat in Wailea
5 out of 5 average rating, 41 reviewsFully Remodeled Elegance in Wailea 2 Bed 2 Bath
Guest favourite

Apartment in Wailea
4.95 out of 5 average rating, 43 reviewsAloha Moon - The Honeymoon Hideaway
Quick stats about holiday rentals in Wailea
Total rentals
1.8K properties
Nightly prices starting at
€ 9 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
- Hilo Holiday rentals
- Princeville Holiday rentals
- North Kona Holiday rentals
- Hotel rentals Wailea
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- Flat rentals Wailea
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Honolua Bay
- Sandy Beach
- Kapalua Bay Beach
- Spreckelsville Beach
- Olowalu Beach
- Pahoa Beach
- Manele Golf Course
- Wailea Beach
- Maui Ocean Center
- Hāmoa Beach
- Oneloa Beach
- Kaipukaihina
- Puu Olai Beach
- Changs Beach
- Palauea Beach
- Old Lahaina Luau
- Wailau Valley
- Wailea Golf Club
- Maui Golf & Sports Park
- Ka'anapali Golf Courses
- Things to do Wailea
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