Holiday rentals in Wailea-Makena
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Top-rated holiday rentals in Wailea-Makena
Guests agree: these stays are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Wailea-Makena holiday rentals
Other great holiday rentals in Wailea-Makena
Apartment in Wailea-Makena
4.95 out of 5 average rating, 60 reviewsLuxury Condo w/wide Ocean View (Palms at Wailea)!
13–20 Sep
Apartment in Kihei
4.97 out of 5 average rating, 63 reviewsMaui Retreat Ekahi 50F - All YOU Need!
25 May – 1 Jun
Apartment in Wailea-Makena
5.0 out of 5 average rating, 28 reviewsAloha Moon - The Honeymoon Hideaway
20–27 Jul
Guest suite in Kihei
5.0 out of 5 average rating, 78 reviewsSweeping Panoramic Ocean Views - Private Ohana
27 Nov – 4 Dec
Apartment in Kihei
4.97 out of 5 average rating, 95 reviewsBarefoot Luxury at its Finest! WBV PHJ206
19–26 Oct
Apartment in Kihei
4.99 out of 5 average rating, 95 reviewsOceanfront Mana Kai Penthouse..Heaven meets Earth!
3–10 Mar
Home in Kula
5.0 out of 5 average rating, 50 reviewsHike on Scenic Trails at a Luxury Home on 7 Acres
2–9 Dec
Apartment in Kihei
5.0 out of 5 average rating, 48 reviewsLuxe 2bed Wailea, beach, ocean view, spa, golf
13–20 Apr
Quick stats about holiday rentals in Wailea-Makena
Total rentals
1.9K properties
Rentals with dedicated workspaces
960 properties have a dedicated workspace
Rentals with a pool
1.7K properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
1.1K properties are a good fit for families
Total number of reviews
43K reviews
Destinations to explore
- Serviced apartment rentals Wailea-Makena
- Family-friendly rentals Wailea-Makena
- Rentals with an EV charger Wailea-Makena
- Apartment rentals Wailea-Makena
- Pet-friendly rentals Wailea-Makena
- Rentals with a washing machine and dryer Wailea-Makena
- Rentals with outdoor seating Wailea-Makena
- Flat rentals Wailea-Makena
- Wheelchair-accessible rentals Wailea-Makena
- Waterfront rentals Wailea-Makena
- Rentals with a hot tub Wailea-Makena
- Villa rentals Wailea-Makena
- Rentals with pools Wailea-Makena
- Beachfront rentals Wailea-Makena
- Townhouse rentals Wailea-Makena
- Hotel rentals Wailea-Makena
- Fitness-friendly rentals Wailea-Makena
- Rentals with beach access Wailea-Makena
- House rentals Wailea-Makena
- Rentals with a patio Wailea-Makena
- Monthly Rentals Wailea-Makena
- Family-friendly rentals Wailea-Makena
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