House vacation 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.
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
Sep 20 – 27
Home in Kihei
4.95 out of 5 average rating, 21 reviewsGORGEOUS PRIVATE HOME WITH POOL
Oct 25 – Nov 1
Home in Kihei
4.95 out of 5 average rating, 20 reviewsSouth Kihei Condo - steps to ocean and pool!
Jul 28 – Aug 4
Home in Maui County
4.83 out of 5 average rating, 52 reviewsCliff House with Ocean Views in Haiku, Maui jungle
Jul 31 – Aug 7
Home in Kihei
4.92 out of 5 average rating, 86 reviewsMaui Meadows Retreat B&B-3 BR-Ocean Views-AC-Pool
Aug 18 – 25
Home in Kihei
5.0 out of 5 average rating, 13 reviews*PANO EPIC OCEAN VIEW*RENOVATED*Dual AC*Owner MGMT
Sep 11 – 18
Home in Kihei
5.0 out of 5 average rating, 18 reviewsCentrally located and steps to the beach!
Oct 2 – 9
Home in Kihei
4.97 out of 5 average rating, 29 reviewsAloha AKU Bamboo Suite - Beachfront, 1 BR/Bath, LR
May 29 – Jun 5
Weekly house rentals
Home in Wailuku
4.92 out of 5 average rating, 134 reviewsGratitude Bed and Breakfast BBWK2022/0001
Dec 8 – 15
Home in Haiku-Pauwela
4.91 out of 5 average rating, 157 reviewsBest Location! Very Clean 3 Bedroom Cottage
Apr 9 – 16
Home in Paia
4.89 out of 5 average rating, 158 reviewsVilla Parthenope in Paia bnb #3 *****
Feb 19 – 26
Home in Kihei
4.9 out of 5 average rating, 63 reviewsWhales and sunsets, front row seats every day!
Apr 20 – 27
Home in Kihei
4.97 out of 5 average rating, 66 reviewsExclusive Beachfront Cottage, Ocean Views, WiFi/AC
Oct 25 – Nov 1
Home in Makawao
5.0 out of 5 average rating, 84 reviewsPrivate Luxurious Cottage
Nov 29 – Dec 6
Home in Kihei
5.0 out of 5 average rating, 35 reviewsCute Cottage-Large Outdoor Deck
Nov 2 – 9
Home in Kihei
4.72 out of 5 average rating, 127 reviewsKihei Bungalow w/tennis court steps from beach
May 24 – 31
Private house rentals
Home in Paia
4.95 out of 5 average rating, 62 reviewsHale Ho'okipa Kai Cottage, County Licensed
Feb 21 – 28
Home in Kihei
4.88 out of 5 average rating, 40 reviews3 Bedroom Private House Kihei /Wailea Maui
Feb 24 – Mar 3
Home in Paia
4.93 out of 5 average rating, 30 reviewsMilo Maui County permit STPH 20130018
Oct 27 – Nov 3
Home in Haiku-Pauwela
5.0 out of 5 average rating, 61 reviewsHookipa Farm: County Legal 3 Bedroom Home in Haiku
Sep 7 – 14
Home in Kihei
4.8 out of 5 average rating, 5 reviewsLuana Kai C209
Oct 23 – 30
Home in Haiku-Pauwela
4.98 out of 5 average rating, 90 reviewsPineapple Cottage Haiku Maui Lic#BBPH2015/0011
Dec 3 – 10
Home in Kihei
4.69 out of 5 average rating, 35 reviewsHale Luana 4B Pool, Hot Tub, A/C, STKM2023/00001
Nov 10 – 17
Home in Haiku-Pauwela
4.87 out of 5 average rating, 70 reviewsQuaint 4-bedroom in Ha'iku, Maui
May 18 – 25
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
€ 65 before taxes and fees
Destinations to explore
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