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Search results; Over 1,000 homes in Wailea, Wailea-Makena

Guest favourite
Apartment in Wailea
Wailea Gem-Remodeled Ocean View
1 bedroom, 2 beds, 2 private bathrooms
9–14 Aug
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4.95 out of 5 average rating, 198 reviews
Top guest favourite
Apartment in Kihei
Luxe 2bed Wailea, 5-min walk to beach, ocean view,
2 bedrooms, 3 beds, 2 bathrooms
20–25 Aug
5.0 out of 5 average rating, 82 reviews
Top guest favourite
Apartment in Kihei
Wailea Hidden Gem
1 bedroom, 2 beds, 2 bathrooms
21–26 Jul
4.94 out of 5 average rating, 82 reviews
Superhost
Apartment in Kihei
Wailea Ekahi 12A | Ocean Views & Walk-Out Patio
1 bedroom, 2 beds, 1.5 bathrooms
22–27 Jul
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in Wailea
A.R.A Retreats: The Grand Pacific
2 bedrooms, 4 beds, 2.5 bathrooms
4–9 Aug
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Apartment in Kihei
Wailea Ekahi Getaway•Walk to Keawakapu Beach
1 bedroom, 2 beds, 1 bathroom
17–22 Jul
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Townhouse in Wailea
Beautiful Wailea Ekolu Townhouse-Perfect Get-Away
2 bedrooms, 4 beds, 3 bathrooms
20–25 Aug
4.97 out of 5 average rating, 143 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: Big Blue Pacific
2 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
4.96 out of 5 average rating, 180 reviews
Top guest favourite
Apartment in Wailea
Maui Oasis Retreat At The Grand Champions #53
1 bedroom, 1 king bed, 2 bathrooms
22–27 Jul
5.0 out of 5 average rating, 75 reviews
Top guest favourite
Apartment in Kihei
Peggy's Place - Best Beachfront Condo for Families
2 bedrooms, 3 beds, 2 bathrooms
14–19 Jul
4.98 out of 5 average rating, 83 reviews
Guest favourite
Apartment in Wailea
Beach Front Wailea, Full Ocean View A/C, ELUA102
2 bedrooms, 2 beds, 2 bathrooms
15–20 Jul
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
2 bedrooms, 2 king beds, 2 bathrooms
2–7 Aug
4.94 out of 5 average rating, 329 reviews
Guest favourite
Apartment in Wailea
Steps to Ocean View Pool, Walk to Beach
1 bedroom, 2 beds, 2 bathrooms
24–29 Jul
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Apartment in Kihei
Ekahi 22C Toes in the Sand in Under 2 Minutes
2 bedrooms, 4 beds, 2 bathrooms
19–24 Aug
4.95 out of 5 average rating, 99 reviews
Top guest favourite
Flat in Kihei
Go Golfing from a Peaceful Apartment in a Beach Community
2 bedrooms, 3 beds, 2 bathrooms
31 Jul – 5 Aug
4.88 out of 5 average rating, 168 reviews
Top guest favourite
Apartment in Kihei
Gem near Keawakapu Beach - Privacy and Ocean Views
1 bedroom, 1 king bed, 2 bathrooms
22–27 Aug
4.97 out of 5 average rating, 93 reviews
Luxe
Apartment in Kihei
Wailea Ekolu – Oceanview in the Heart of Wailea
1 bedroom, 2 beds, 2 bathrooms
27 Jul – 1 Aug
4.98 out of 5 average rating, 62 reviews
Top guest favourite
Apartment in Kihei
Luxury Condo in Wailea Ekahi w/Direct Beach Access
1 bedroom, 2 beds, 2 bathrooms
11–16 Aug
4.9 out of 5 average rating, 115 reviews
Top guest favourite
Apartment in Kihei
Summer avail, oceanview, no stairs, super clean
2 bedrooms, 3 beds, 2 bathrooms
15–20 Jul
5.0 out of 5 average rating, 38 reviews