
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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Vacation 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, 84 reviewsCoastal Dream Oceanfront Condo!
Guest favourite

Apartment in Wailea-Makena
4.9 out of 5 average rating, 41 reviewsStunning Wailea 2/2, AC, Upper Fl , walk to beach
Guest favourite

Apartment in Kihei
4.98 out of 5 average rating, 86 reviewsMaui Retreat Ekahi 50F -All YOU Need! 10% OFF WEEK
Guest favourite

Apartment in Kihei
4.95 out of 5 average rating, 83 reviewsEkahi 22C Toes in the Sand in Under 2 Minutes
Top guest favourite

Apartment in Kihei
4.96 out of 5 average rating, 81 reviewsModern Renovated Palms at Wailea Condo!

Apartment in Kihei
4.95 out of 5 average rating, 37 reviewsTropical-themed condo with sweeping coastal views
Guest favourite

Apartment in Wailea
4.97 out of 5 average rating, 37 reviewsTropical Wailea Retreat
Guest favourite

Apartment in Kihei
4.89 out of 5 average rating, 90 reviewsLuxury Condo in Wailea Ekahi w/Direct Beach Access
Quick stats about holiday rentals in Wailea
Total rentals
1.8K properties
Nightly prices starting at
₹861 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
- Waikiki Beach Holiday rentals
- Kailua-Kona Holiday rentals
- Kona Holiday rentals
- Kihei Holiday rentals
- Kaanapali Holiday rentals
- North Kona Holiday rentals
- Kailua Holiday rentals
- Napili-Honokowai Holiday rentals
- Island of Hawai'i Holiday rentals
- Honolulu Holiday rentals
- Kauai Holiday rentals
- O‘ahu Holiday rentals
- Waterfront rentals Wailea-Makena
- Hotel rentals Wailea-Makena
- Rentals with a sauna Wailea-Makena
- Townhouse rentals Wailea-Makena
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- Rentals with a washing machine and dryer Wailea-Makena
- Rentals with a patio Wailea-Makena
- Rentals with an EV charger Wailea-Makena
- Beachfront rentals Wailea-Makena
- Luxury rentals Wailea-Makena
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- Family-friendly rentals Wailea-Makena
- Rentals with a hot tub Wailea-Makena
- Serviced apartment rentals Wailea-Makena
- House rentals Wailea-Makena
- Rentals with outdoor seating Wailea-Makena
- Pet-friendly rentals Wailea-Makena
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- Flat rentals Wailea-Makena
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Laie
- Honolua Bay
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Manele Golf Course
- Wailea Beach
- Hāmoa Beach
- Kaipukaihina
- Kapua
- Oneloa Beach
- Maui Ocean Center
- Hallulu
- Mokulau Beach
- Wailea Golf Club
- Palauea Beach
- Old Lahaina Luau
- Maui Golf & Sports Park
- Wailau Valley
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