
Holiday rentals in Wailea, Wailea-Makena
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Top-rated holiday rentals in Wailea, Wailea-Makena
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Holiday rentals for every style
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Popular amenities for Wailea, Wailea-Makena holiday rentals
Other great holiday rentals in Wailea, Wailea-Makena
Top guest favourite

Apartment in Wailea-Makena
5 out of 5 average rating, 86 reviewsWailea Surf Shack: Golf, shopping & beaches!
Guest favourite

Apartment in Kihei
4.96 out of 5 average rating, 51 reviewsNewly Remodeled-AC-Ocean Views-Modern Finishes
Guest favourite

Apartment in Wailea
5 out of 5 average rating, 59 reviewsBeautiful Ocean Views and Aloha at Wailea Ekolu!
Top guest favourite

Home in Kihei
5 out of 5 average rating, 12 reviewsBeautiful Beachfront Townhouse !
Top guest favourite

Villa in Kihei
5 out of 5 average rating, 6 reviewsOcean Front Cottage, 30 steps to the beach!
Guest favourite

Apartment in Kihei
4.92 out of 5 average rating, 64 reviewsOcean View Condo w/ King Bed & Steps to the Beach!
Superhost

Apartment in Wailea
4.66 out of 5 average rating, 199 reviewsBeachfront Wailea Condo with Private Lanai
Guest favourite

Apartment in Kihei
4.97 out of 5 average rating, 65 reviewsHot Deals! Limited Availability- Maui Getaway
Quick stats about holiday rentals in Wailea, Wailea-Makena
Total rentals
1.9K properties
Nightly prices starting at
$77 SGD before taxes and fees
Total number of reviews
49K reviews
Family-friendly rentals
1K properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
1.8K properties have a pool
Destinations to explore
- Rentals with an EV charger Wailea
- Rentals with a patio Wailea
- Townhouse rentals Wailea
- Villa rentals Wailea
- Rentals with pools Wailea
- Waterfront rentals Wailea
- Luxury rentals Wailea
- Fitness-friendly rentals Wailea
- Beach house rentals Wailea
- Beach apartment rentals Wailea
- Rentals with beach access Wailea
- Rentals with outdoor seating Wailea
- Family-friendly rentals Wailea
- House rentals Wailea
- Rentals with a washing machine and dryer Wailea
- Pet-friendly rentals Wailea
- Flat rentals Wailea
- Apartment rentals Wailea
- Hotel rentals Wailea
- Rentals with a sauna Wailea
- Serviced apartment rentals Wailea
- Family-friendly rentals Wailea
- Beachfront rentals Wailea
- Rentals with a hot tub Wailea
- Cottage rentals Wailea
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Kaipukaihina
- Laie
- Honolua Bay
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Wailea Beach
- Manele Golf Course
- Hāmoa Beach
- Kapua
- Oneloa Beach
- Maui Ocean Center
- Old Lahaina Luau
- Palauea Beach
- Wailea Golf Club
- Kaulahao Beach
- Papaloa Beach
- Wailau Valley
- Ka'anapali Golf Courses
- Kalepolepo