
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 Kihei
4.96 out of 5 average rating, 71 reviewsGem near Keawakapu Beach - Privacy and Ocean Views
Guest favourite

Apartment in Wailea-Makena
4.91 out of 5 average rating, 46 reviewsStunning Wailea 2/2, AC, Upper Fl , walk to beach
Guest favourite

Apartment in Wailea
4.92 out of 5 average rating, 77 reviewsWailea Elua 1101 - Beachfront Section - Ocean View
Guest favourite

Apartment in Kihei
5 out of 5 average rating, 11 reviewsWailea Ekahi 1BR | 2 Beds | Steps to Beach & Pools
Top guest favourite

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

Apartment in Kihei
4.95 out of 5 average rating, 85 reviewsEkahi 22C Toes in the Sand in Under 2 Minutes
Guest favourite

Apartment in Wailea
4.97 out of 5 average rating, 38 reviewsTropical Wailea Retreat
Guest favourite

Apartment in Wailea-Makena
4.95 out of 5 average rating, 42 reviewsAloha Moon - The Honeymoon Hideaway
Quick stats about holiday rentals in Wailea
Total rentals
1.8K properties
Nightly prices starting at
$13 SGD 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
- Luxury rentals Wailea
- Beachfront rentals Wailea
- Rentals with a hot tub Wailea
- Family-friendly rentals Wailea
- Apartment rentals Wailea
- Villa rentals Wailea
- Rentals with beach access Wailea
- Rentals with outdoor seating Wailea
- Pet-friendly rentals Wailea
- Rentals with a patio Wailea
- Townhouse rentals Wailea
- Flat rentals Wailea
- Beach apartment rentals Wailea
- Waterfront rentals Wailea
- Rentals with pools Wailea
- Rentals with a sauna Wailea
- Fitness-friendly rentals Wailea
- Rentals with an EV charger Wailea
- Serviced apartment rentals Wailea
- Cottage rentals Wailea
- House rentals Wailea
- Rentals with a washing machine and dryer Wailea
- Hotel rentals Wailea
- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Laie
- Honolua Bay
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Pahoa Beach
- Manele Golf Course
- Wailea Beach
- Hāmoa Beach
- Maui Ocean Center
- Kaipukaihina
- Kapua
- Oneloa Beach
- Old Lahaina Luau
- Puu Olai Beach
- Changs Beach
- Palauea Beach
- Maui Golf & Sports Park
- Ka'anapali Golf Courses