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

Top guest favourite
Apartment in Wailea
A.R.A Retreats: Big Blue Pacific
2 bedrooms, 3 beds, 2 private bathrooms
8–13 Aug
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4.96 out of 5 average rating, 180 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
Top guest favourite
Apartment in Kihei
Luxe 2bed Wailea, 5-min walk to beach, ocean view,
2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 81 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
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
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
Apartment in Kihei
Romantic, Luxury Retreat w/Ocean View-Couples Only
1 bedroom, 1 king bed, 2 bathrooms
28 Aug – 2 Sept
4.99 out of 5 average rating, 193 reviews
Top guest favourite
Flat in Kihei
Ocean Front Vibes Maui
2 bedrooms, 4 beds, 2 bathrooms
4–9 Aug
4.95 out of 5 average rating, 192 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Curved Slab
2 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
4.95 out of 5 average rating, 355 reviews
Guest favourite
Flat in Kihei
Luxe Wailea Getaway | Stunning Ocean Views
1 bedroom, 1 bed, 2 bathrooms
7–12 Aug
4.84 out of 5 average rating, 19 reviews
Guest favourite
Apartment in Wailea
Beach Front Wailea, Full Ocean View A/C, ELUA102
2 bedrooms, 2 beds, 2 bathrooms
14–19 Jul
5.0 out of 5 average rating, 9 reviews
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Townhouse
2 bedrooms, 4 beds, 2.5 bathrooms
2–7 Aug
4.9 out of 5 average rating, 355 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
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
2 bedrooms, 2 beds, 2 bathrooms
3–8 Sept
4.99 out of 5 average rating, 142 reviews
Top guest favourite
Flat in Wailea
A.R.A Retreats: Ocean Breeze
2 bedrooms, 3 beds, 2 bathrooms
13–18 Aug
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Apartment in Wailea
Ocean/Golf Course Views, Tropical Resort in Wailea
1 bedroom, 2 beds, 2 bathrooms
1–6 Aug
4.98 out of 5 average rating, 203 reviews
Top guest favourite
Apartment in Wailea
Modern Renovated Palms at Wailea Condo!
1 bedroom, 2 beds, 2 bathrooms
26–31 Jul
4.97 out of 5 average rating, 109 reviews
Top guest favourite
Flat in Kihei
Luxurious Wailea Ocean Vistas
1 bedroom, 2 beds, 2 bathrooms
13–18 Jul
5.0 out of 5 average rating, 103 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, 61 reviews