House vacation rentals in Wailea-Makena
Find and book unique houses on Airbnb
Top-rated house rentals in 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-Makena house rentals
House rentals with a pool
Home in Lahaina
4.91 out of 5 average rating, 127 reviewsKaanapali Cottage ICC 29 Indoor/Outdoor Living
Home in Kula
5.0 out of 5 average rating, 50 reviewsHike on Scenic Trails at a Luxury Home on 7 Acres
Home in Kihei
4.95 out of 5 average rating, 20 reviewsSouth Kihei Condo - steps to ocean and pool!
Home in Kihei
4.95 out of 5 average rating, 21 reviewsGORGEOUS PRIVATE HOME WITH POOL
Home in Maui County
4.71 out of 5 average rating, 28 reviewsWaterfall House with Ocean Views in Haiku, Maui
Home in Kihei
4.92 out of 5 average rating, 86 reviewsMaui Meadows Retreat B&B-3 BR-Ocean Views-AC-Pool
Home in Kihei
5.0 out of 5 average rating, 13 reviews*PANO EPIC OCEAN VIEW*RENOVATED*Dual AC*Owner MGMT
Home in Kihei
5.0 out of 5 average rating, 18 reviewsCentrally located and steps to the beach!
Weekly house rentals
Home in Haiku-Pauwela
4.91 out of 5 average rating, 157 reviewsBest Location! Very Clean 3 Bedroom Cottage
Home in Wailuku
4.92 out of 5 average rating, 134 reviewsGratitude Bed and Breakfast BBWK2022/0001
Home in Paia
4.89 out of 5 average rating, 158 reviewsVilla Parthenope in Paia bnb #3 *****
Home in Kihei
4.9 out of 5 average rating, 63 reviewsWhales and sunsets, front row seats every day!
Home in Kihei
4.97 out of 5 average rating, 66 reviewsExclusive Beachfront Cottage, Ocean Views, WiFi/AC
Home in Makawao
5.0 out of 5 average rating, 85 reviewsPrivate Luxurious Cottage
Home in Kihei
5.0 out of 5 average rating, 36 reviewsCute Cottage-Large Outdoor Deck
Home in Haiku-Pauwela
5.0 out of 5 average rating, 3 reviewsRomantic feel w/private bath & kitchen King bed
Private house rentals
Home in Paia
4.95 out of 5 average rating, 62 reviewsHale Ho'okipa Kai Cottage, County Licensed
Home in Paia
4.93 out of 5 average rating, 30 reviewsMilo Surf Cottage
Home in Kihei
4.83 out of 5 average rating, 41 reviewsTropical Getaway: Kihei's Best - Walk to Beach
Home in Haiku-Pauwela
5.0 out of 5 average rating, 61 reviewsHookipa Farm: County Legal 3 Bedroom Home in Haiku
Home in Haiku-Pauwela
4.9 out of 5 average rating, 10 reviewsViews and pool - escape reality
Home in Kihei
4.8 out of 5 average rating, 5 reviewsLuana Kai C209
Home in Haiku-Pauwela
4.87 out of 5 average rating, 70 reviewsQuaint 4-bedroom in Ha'iku, Maui
Home in Haiku-Pauwela
4.98 out of 5 average rating, 90 reviewsPineapple Cottage Haiku Maui Lic#BBPH2015/0011
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
1.9K reviews
Nightly prices starting at
$70 before taxes and fees
Destinations to explore
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