House holiday rentals in Wailea, Wailea-Makena
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Top-rated house rentals in Wailea, Wailea-Makena
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Wailea, Wailea-Makena
House rentals with a pool
Home in Kihei
4.95 out of 5 average rating, 22 reviewsLuana Kai C209
Home in Kihei
4.9 out of 5 average rating, 80 reviewsMaui Sunset Resort A102 - Aloha Mai, Remodel, Grou
Home in Kihei
4.95 out of 5 average rating, 77 reviewsIsland Retreat Spacious 3B/3B Wailea Home Ocean Vi
Home in Kihei
5 out of 5 average rating, 7 reviewsPrivate Home, Saltwater Pool in Kihei!
Home in Wailuku
4.94 out of 5 average rating, 16 reviewsMaalaea Kai 307 - Maui Prime Oceanfront
Home in Kihei
5 out of 5 average rating, 44 reviewsCentrally located and steps to the beach!
Home in Lahaina
5 out of 5 average rating, 3 reviewsPualei Beach House
Home in Lahaina
New place to stayPuamana Retreat by Gather: Oceanfront Luxury
Weekly house rentals
Home in Wailuku
4.62 out of 5 average rating, 213 reviewsCharming Direct Oceanfront North Shore Beach House
Home in Kihei
4.84 out of 5 average rating, 25 reviewsOceanfront Koa Lagoon Condo w/ Sunset Views
Home in Kihei
New place to stayHale Ma Ke Kai house by the sea
Home in Kihei
4.86 out of 5 average rating, 36 reviewsAvailable Christmas Week Cottage Keawakapu Beach
Home in Kihei
5 out of 5 average rating, 8 reviews5 Star 4 Bdrm Private Home in Kihei! 2 K 2 Q
Private house rentals
Home in Paia
4.74 out of 5 average rating, 295 reviewsGingerbread House-Paia/North Shore Beaches
Home in Kihei
5 out of 5 average rating, 5 reviewsAloha Aku Ohana2 Suite – Relaxing Garden Views
Home in Wailuku
4.89 out of 5 average rating, 28 reviewsVineyard Village Maui House of Aloha
Home in Paia
4.91 out of 5 average rating, 196 reviewsPaia cottage walk to town and beach
Home in Lahaina
New place to stayCome Back to Puamana Nani
Home in Kihei
5 out of 5 average rating, 14 reviewsPrivate Tropical Home, Locally owned and operated!
Home in Paia
4.95 out of 5 average rating, 65 reviewsHale Ho'okipa Kai Cottage, County Licensed
Home in Kihei
4.88 out of 5 average rating, 16 reviewsAloha Aku Ohana Suite – Spacious Garden View Oasis
Quick stats about house rentals in Wailea, Wailea-Makena
Total rentals
50 properties
Nightly prices starting at
₹5,947 before taxes and fees
Total number of reviews
2.1K reviews
Family-friendly rentals
40 properties are a good fit for families
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
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