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House vacation rentals in Wailea, Wailea-Makena
Find and book unique houses on Airbnb
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
![](https://a0.muscache.com/im/pictures/e8ab5481-48c5-4d2d-8e88-54eb87262b38.jpg?im_w=720)
Home in Lahaina
4.91 out of 5 average rating, 127 reviewsKaanapali Cottage ICC 29 Indoor/Outdoor Living
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6NTczNDc0MjE3OTE2NjAxMDAy/original/f36a4855-ec48-41da-a8b3-44b5d789188a.jpeg?im_w=720)
Home in Kihei
4.95 out of 5 average rating, 21 reviewsSouth Kihei Condo w/AC - steps to pool and ocean!
![](https://a0.muscache.com/im/pictures/55643381/718c1c26_original.jpg?im_w=720)
Home in Kihei
4.95 out of 5 average rating, 21 reviewsGORGEOUS PRIVATE HOME WITH POOL
![](https://a0.muscache.com/im/pictures/67360274-d335-4254-9b62-3f3f79b0e8f9.jpg?im_w=720)
Home in Kihei
5 out of 5 average rating, 62 reviewsYour Own Private Resort with Breathtaking Ocean Views
![](https://a0.muscache.com/im/pictures/9bb2f23b-dcfb-4d3f-808f-3b1e1d3c36b5.jpg?im_w=720)
Home in Kihei
4.92 out of 5 average rating, 88 reviewsMaui Meadows Retreat B&B-3 BR-Ocean Views-AC-Pool
![](https://a0.muscache.com/im/pictures/miso/Hosting-944886584587500030/original/dceac3ed-e318-4ad1-a165-2a3aa9e307d0.jpeg?im_w=720)
Home in Kihei
5 out of 5 average rating, 22 reviewsCentrally located and steps to the beach!
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-19907898/original/3c231271-d8d3-4af8-85af-2f596ab762c8.jpeg?im_w=720)
Home in Kihei
4.97 out of 5 average rating, 29 reviewsAloha AKU Bamboo Suite - Beachfront, 1 BR/Bath, LR
![](https://a0.muscache.com/im/pictures/miso/Hosting-936372517711298229/original/2a4b1ed3-e170-4fbd-ac33-125f6e6ee0fa.jpeg?im_w=720)
Home in Lahaina
5 out of 5 average rating, 15 reviewsMahalo Pono @ Ka'anapali Royal
Weekly house rentals
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Home in Kihei
4.97 out of 5 average rating, 66 reviewsExclusive Beachfront Cottage, Ocean Views, WiFi/AC
![](https://a0.muscache.com/im/pictures/miso/Hosting-549531408301704637/original/fd99ae06-bcdf-4d7b-9482-ad6177f36cc6.jpeg?im_w=720)
Home in Makawao
5 out of 5 average rating, 91 reviewsPrivate Luxurious Cottage
![](https://a0.muscache.com/im/pictures/a76805b0-d64b-4403-b557-a13caaf2ca1a.jpg?im_w=720)
Home in Kihei
4.91 out of 5 average rating, 64 reviewsWhales and sunsets, front row seats every day!
![](https://a0.muscache.com/im/pictures/miso/Hosting-861146754058903912/original/6e7aee0b-fc58-43fe-879e-819bd757c381.jpeg?im_w=720)
Home in Kihei
5 out of 5 average rating, 37 reviewsCute Cottage-Large Outdoor Deck
![](https://a0.muscache.com/im/pictures/miso/Hosting-1013119828497618127/original/5969cb9a-c5eb-4078-b653-78eaead8b0d1.jpeg?im_w=720)
Home in Haiku-Pauwela
5 out of 5 average rating, 5 reviewsRomantic feel w/private bath & kitchen King bed
![](https://a0.muscache.com/im/pictures/miso/Hosting-773179801079258009/original/31c8053e-271b-4fed-ad3a-f6f247ac1ce4.jpeg?im_w=720)
Home in Haiku-Pauwela
4.99 out of 5 average rating, 81 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
![](https://a0.muscache.com/im/pictures/miso/Hosting-54047/original/99738a7f-bf19-409e-b1fd-f0d1fc7be5f2.jpeg?im_w=720)
Home in Kihei
4.73 out of 5 average rating, 128 reviewsKihei Bungalow w/tennis court steps from beach
Private house rentals
![](https://a0.muscache.com/im/pictures/08cbb413-e8bf-4838-8a89-257feb01557b.jpg?im_w=720)
Home in Paia
4.93 out of 5 average rating, 30 reviewsMilo Surf Cottage
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Home in Paia
4.94 out of 5 average rating, 34 reviewsPaia Family House
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Home in Haiku-Pauwela
4.98 out of 5 average rating, 91 reviewsPineapple Cottage Haiku Maui Lic#BBPH2015/0011
![](https://a0.muscache.com/im/pictures/ec016f5f-ee97-4855-af1e-a9c9385a3d67.jpg?im_w=720)
Home in Haiku-Pauwela
5 out of 5 average rating, 61 reviewsHookipa Farm: County Legal 3 Bedroom Home in Haiku
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Home in Paia
4.95 out of 5 average rating, 63 reviewsHale Ho'okipa Kai Cottage, County Licensed
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Home in Paia
4.82 out of 5 average rating, 33 reviewsHuge views, one minute to beach
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-912478156353027802/original/550842e7-81c9-431c-8bc0-8e55608a553e.jpeg?im_w=720)
Home in Kihei
4.9 out of 5 average rating, 10 reviewsLuana Kai C209
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-843666568503597377/original/6f46cb9c-608b-4254-891b-c3fd59e6dfd5.jpeg?im_w=720)
Home in Lahaina
5 out of 5 average rating, 3 reviewsLuxury, Spacious Family Friendly Oceanview Villa!
Quick stats about house rentals in Wailea, Wailea-Makena
Total rentals
50 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Rentals with a pool
30 properties have a pool
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
1.9K reviews
Nightly prices starting at
$70 before taxes and fees
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