House holiday rentals in Wailea-Makena
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Top-rated house rentals in 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-Makena
House rentals with a pool
Home in Lahaina
4.91 out of 5 average rating, 127 reviewsKaanapali Cottage ICC 29 Indoor/Outdoor Living
20–27 Sep
Home in Kihei
4.95 out of 5 average rating, 21 reviewsGORGEOUS PRIVATE HOME WITH POOL
29 Oct – 5 Nov
Home in Kihei
4.95 out of 5 average rating, 20 reviewsSouth Kihei Condo - steps to ocean and pool!
28 Jul – 4 Aug
Home in Maui County
4.83 out of 5 average rating, 52 reviewsCliff House with Ocean Views in Haiku, Maui jungle
9–16 Jul
Home in Kihei
4.93 out of 5 average rating, 58 reviewsHo'olei #93-2-Beautifully Appointed-Well Equipped
3–10 Sep
Home in Kihei
5.0 out of 5 average rating, 18 reviewsCentrally located and steps to the beach!
1–8 Aug
Home in Kihei
5.0 out of 5 average rating, 12 reviews*PANO EPIC OCEAN VIEW*RENOVATED*Dual AC*Owner MGMT
22–29 Mar
Home in Kihei
4.97 out of 5 average rating, 29 reviewsAloha AKU Bamboo Suite - Beachfront, 1 BR/Bath, LR
28 May – 4 Jun
Weekly house rentals
Home in Lahaina
4.98 out of 5 average rating, 122 reviewsPrivate 4bd Home, Walk to Beach
31 Mar – 7 Apr
Home in Wailuku
4.92 out of 5 average rating, 134 reviewsGratitude Bed and Breakfast BBWK2022/0001
26 Jan – 2 Feb
Home in Haiku-Pauwela
4.91 out of 5 average rating, 157 reviewsBest Location! Very Clean 3 Bedroom Cottage
14–21 Aug
Home in Paia
4.89 out of 5 average rating, 158 reviewsVilla Parthenope in Paia bnb #3 *****
17–24 Feb
Home in Kihei
4.9 out of 5 average rating, 62 reviewsWhales and sunsets, front row seats every day!
23–30 Apr
Home in Kihei
4.97 out of 5 average rating, 66 reviewsExclusive Beachfront Cottage, Ocean Views, WiFi/AC
25 Nov – 2 Dec
Home in Makawao
5.0 out of 5 average rating, 84 reviewsPrivate Luxurious Cottage
19–26 Apr
Home in Kihei
5.0 out of 5 average rating, 34 reviewsCute Cottage-Large Outdoor Deck
10–17 Sep
Private house rentals
Home in Kihei
4.8 out of 5 average rating, 75 reviewsModern Kihei Home by the Beach
3–10 Nov
Home in Paia
4.95 out of 5 average rating, 62 reviewsHale Ho'okipa Kai Cottage, County Licensed
21–28 Feb
Home in Kihei
4.88 out of 5 average rating, 40 reviews3 Bedroom Private House Kihei /Wailea Maui
23 Feb – 2 Mar
Home in Haiku-Pauwela
5.0 out of 5 average rating, 61 reviewsHookipa Farm: County Legal 3 Bedroom Home in Haiku
12–19 Nov
Home in Paia
4.93 out of 5 average rating, 30 reviewsMilo Maui County permit STPH 20130018
26 Aug – 2 Sep
Home in Kihei
4.83 out of 5 average rating, 41 reviewsTropical Getaway: Kihei's Best - Walk to Beach
27 Jun – 4 Jul
Home in Kihei
4.86 out of 5 average rating, 36 reviewsPrivate Cottage on an acre at Keawakapu Beach-MMC1
11–18 Oct
Home in Kihei
4.69 out of 5 average rating, 35 reviewsHale Luana 4B Pool, Hot Tub, A/C, STKM2023/00001
9–16 Nov
Quick stats about house rentals in 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
1.9T reviews
Nightly prices starting at
₹5,839 before taxes and fees
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