House vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Wailea, Wailea-Makena house rentals
House rentals with a pool
Home in Kihei
4.95 out of 5 average rating, 21 reviewsGORGEOUS PRIVATE HOME WITH POOL
Home in Maui County
4.74 out of 5 average rating, 31 reviewsWaterfall House with Ocean Views in Haiku, Maui
Home in Kihei
4.95 out of 5 average rating, 22 reviewsSouth Kihei Condo w/AC - steps to pool and ocean!
Home in Kihei
5 out of 5 average rating, 24 reviewsCentrally located and steps to the beach!
Home in Lahaina
5 out of 5 average rating, 16 reviewsMahalo Pono @ Ka'anapali Royal
Home in Makawao
4.96 out of 5 average rating, 76 reviewsLuxury Upcountry Villa with breathtaking views!
Home in Kihei
4.9 out of 5 average rating, 10 reviewsLuana Kai C209
Home in Kihei
4.71 out of 5 average rating, 38 reviewsHale Luana 4B Pool, Hot Tub, A/C, STKM2023/00001
Weekly house rentals
Home in Haiku-Pauwela
4.91 out of 5 average rating, 161 reviewsBest Location! Very Clean 3 Bedroom Cottage
Home in Kihei
4.97 out of 5 average rating, 67 reviewsExclusive Beachfront Cottage, Ocean Views, WiFi/AC
Home in Makawao
5 out of 5 average rating, 91 reviewsPrivate Luxurious Cottage
Home in Kihei
4.91 out of 5 average rating, 64 reviewsWhales and sunsets, front row seats every day!
Home in Kihei
5 out of 5 average rating, 38 reviewsCute Cottage-Large Outdoor Deck
Home in Haiku-Pauwela
5 out of 5 average rating, 5 reviewsRomantic feel w/private bath & kitchen King bed
Home in Haiku-Pauwela
4.99 out of 5 average rating, 82 reviewsPeaceful and Spacious; North Shore Maui
Home in Kihei
4.97 out of 5 average rating, 93 reviewsPrivate, Family House, Hot Tub-Close to Beach, Cafés, Shops
Private house rentals
Home in Kihei
4.81 out of 5 average rating, 77 reviewsModern Kihei Home by the Beach
Home in Paia
4.94 out of 5 average rating, 34 reviewsPaia Family House
Home in Paia
4.95 out of 5 average rating, 63 reviewsHale Ho'okipa Kai Cottage, County Licensed
Home in Paia
4.94 out of 5 average rating, 31 reviewsMilo Surf Cottage
Home in Haiku-Pauwela
5 out of 5 average rating, 61 reviewsHookipa Farm: County Legal 3 Bedroom Home in Haiku
Home in Kihei
4.86 out of 5 average rating, 36 reviewsPrivate Cottage on an acre at Keawakapu Beach-MMC1
Home in Haiku-Pauwela
4.98 out of 5 average rating, 92 reviewsPineapple Cottage Haiku Maui Lic#BBPH2015/0011
Home in Lahaina
5 out of 5 average rating, 14 reviews3BR Loft Beach Bungalow w/1967 International Scout
Quick stats about house rentals in Wailea, Wailea-Makena
Total rentals
50 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
1.9K 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
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