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
4.92 out of 5 average rating, 86 reviewsMaui Meadows Retreat B&B-3 BR-Ocean Views-AC-Pool
Sep 4 – 11
Home in Kihei
4.95 out of 5 average rating, 21 reviewsGORGEOUS PRIVATE HOME WITH POOL
Apr 21 – 28
Home in Kihei
5.0 out of 5 average rating, 13 reviews*PANO EPIC OCEAN VIEW*RENOVATED*Dual AC*Owner MGMT
Aug 29 – Sep 5
Home in Kihei
5.0 out of 5 average rating, 19 reviewsCentrally located and steps to the beach!
Nov 29 – Dec 6
Home in Kihei
4.91 out of 5 average rating, 64 reviewsMaui Sunset Resort A102 - Aloha Mai, Remodel, Grou
Nov 3 – 10
Home in Kihei
4.64 out of 5 average rating, 11 reviewsChic Beachfront Condo— Newly Remodeled — 2024
Dec 3 – 10
Home in Haiku-Pauwela
4.9 out of 5 average rating, 10 reviewsViews and pool - escape reality
May 10 – 17
Home in Lahaina
5.0 out of 5 average rating, 9 reviews3BR Beach Bungalow w/ 1967 International Scout!
Nov 2 – 9
Weekly house rentals
Home in Kihei
4.9 out of 5 average rating, 63 reviewsWhales and sunsets, front row seats every day!
Feb 28 – Mar 7
Home in Kihei
5.0 out of 5 average rating, 36 reviewsCute Cottage-Large Outdoor Deck
Jan 13 – 20
Home in Kihei
4.73 out of 5 average rating, 128 reviewsKihei Bungalow w/tennis court steps from beach
Nov 8 – 15
Home in Kihei
4.8 out of 5 average rating, 75 reviewsModern Kihei Home by the Beach
Sep 8 – 15
Home in Haiku-Pauwela
4.97 out of 5 average rating, 35 reviewsHunter Hales Hoku cottage Haiku Maui
Aug 2 – 9
Home in Kihei
4.88 out of 5 average rating, 40 reviews3 Bedroom Private House Kihei /Wailea Maui
Mar 6 – 13
Home in Paia
4.95 out of 5 average rating, 62 reviewsHale Ho'okipa Kai Cottage, County Licensed
Oct 19 – 26
Home in Paia
4.93 out of 5 average rating, 30 reviewsMilo Surf Cottage
Oct 22 – 29
Private house rentals
Home in Paia
4.86 out of 5 average rating, 86 reviewsBeautiful ocean view home with central A/C
Feb 21 – 28
Home in Paia
4.88 out of 5 average rating, 77 reviewsPaia Town Plantation Home
Sep 28 – Oct 5
Home in Makawao
4.86 out of 5 average rating, 74 reviewsParadise Makani ~ Spacious Up Country Maui Home
Sep 6 – 13
Home in Wailuku
4.89 out of 5 average rating, 35 reviewsVineyard Village Villa in Historic Wailuku Town
Apr 23 – 30
Home in Haiku-Pauwela
4.61 out of 5 average rating, 31 reviewsNorth Shore Ocean View Luxury 1/1
Aug 5 – 12
Home in Kihei, Maui
4.67 out of 5 average rating, 3 reviewsBeautiful Ocean View Bliss Awaits! -Royal Mauian #
Oct 27 – Nov 3
Home in Wailuku
5.0 out of 5 average rating, 3 reviewsMaalaea Kai 307 - Maui Prime Oceanfront
Oct 31 – Nov 7
Home in Lahaina
4.84 out of 5 average rating, 19 reviewsSerene and Peaceful with Heated Pool
Aug 31 – Sep 7
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
€ 65 before taxes and fees
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