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

Top guest favourite
Apartment in Wailea
Ocean View! Pool! Ho'okipa @ Wailea Ekolu Village!
1 bedroom, 1 bed, 2 private bathrooms
1–6 Aug
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5.0 out of 5 average rating, 74 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: Big Blue Pacific
4.96 out of 5 average rating, 181 reviews, 2 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
Guest favourite
Flat in Kihei
Chic Coastal Living in the Heart of Wailea
5.0 out of 5 average rating, 15 reviews, 2 bedrooms, 3 beds, 2 bathrooms
31 Aug – 5 Sept
Top guest favourite
Home in Kihei
South Maui Guesthouse
4.97 out of 5 average rating, 313 reviews, 2 bedrooms, 2 beds, 1 bathroom
17–22 Aug
Luxe
Apartment in Kihei
Wailea Ekolu – Oceanview in the Heart of Wailea
4.98 out of 5 average rating, 64 reviews, 1 bedroom, 2 beds, 2 bathrooms
3–8 Aug
Top guest favourite
Apartment in Wailuku
Oceanfront Maalaea Harbor Condo with pool
5.0 out of 5 average rating, 74 reviews, 2 bedrooms, 3 beds, 2 bathrooms
17–22 Aug
Superhost
Apartment in Wailea
A bit of paradise - Ocean Views Villa 1 bedroom
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 2 beds, 3 bathrooms
1–6 Aug
Guest favourite
Apartment in Wailea
Gorgeous Condo in Wailea Ekahi Village!
4.94 out of 5 average rating, 81 reviews, 1 bedroom, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Apartment in Kihei
A little beachy, bohemian slice of paradise
4.93 out of 5 average rating, 183 reviews, 1 bedroom, 3 beds, 1 bathroom
2–7 Aug
Top guest favourite
Townhouse in Wailea
Beautiful Wailea Ekolu Townhouse-Perfect Get-Away
4.97 out of 5 average rating, 143 reviews, 2 bedrooms, 4 beds, 3 bathrooms
20–25 Aug
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
4.94 out of 5 average rating, 330 reviews, 2 bedrooms, 3 beds, 2 bathrooms
27 Aug – 1 Sept
Top guest favourite
Apartment in Wailea
21A Grand Champions 1 Bed - Ulua & Mokapu beaches
4.94 out of 5 average rating, 93 reviews, 1 bedroom, 2 beds, 1 bathroom
6–11 Sept
Top guest favourite
Flat in Wailea
Wailea Escape/Golf Views, Beaches & Family Comfort
5.0 out of 5 average rating, 26 reviews, 2 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Townhouse
4.9 out of 5 average rating, 357 reviews, 2 bedrooms, 4 beds, 2.5 bathrooms
19–24 Aug
Guest favourite
Flat in Kihei
Maui Hill 2BR | Ocean View, Pool & King Beds
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
Top guest favourite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
4.99 out of 5 average rating, 142 reviews, 2 bedrooms, 2 beds, 2 bathrooms
3–8 Sept
Top guest favourite
Apartment in Kihei
Luxury Vacationing Modern Condo Aug Specials $275
4.96 out of 5 average rating, 180 reviews, 2 bedrooms, 2 beds, 2 bathrooms
8–13 Aug
Top guest favourite
Townhouse in Kihei
Maui Resort Walk to Beach w/King, Pool, 2 Hot Tubs
5.0 out of 5 average rating, 37 reviews, 1 bedroom, 2 beds, 2 bathrooms
1–6 Aug
Guest favourite
Apartment in Wailea
Beach Front Wailea, Full Ocean View A/C, ELUA102
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 2 beds, 2 bathrooms
15–20 Aug