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

Top guest favourite
Apartment in Wailea
Wailea Ekolu Village 2/2 with stunning ocean view!
2 bedrooms, 4 beds, 2 private bathrooms
5–10 Sept
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4.94 out of 5 average rating, 196 reviews
Guest favourite
Flat in Kihei
Luxurious Wailea Ocean Vistas
1 bedroom, 2 beds, 2 bathrooms
7–12 Aug
4.98 out of 5 average rating, 105 reviews
Top guest favourite
Apartment in Kihei
Spacious garden oasis next to Maui's best beaches!
1 bedroom, 2 beds, 2 bathrooms
2–7 Sept
4.99 out of 5 average rating, 135 reviews
Guest favourite
Apartment in Kihei
Upscale and Elegant Vistas
1 bedroom, 2 beds, 2 bathrooms
3–8 Aug
4.95 out of 5 average rating, 128 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
2 bedrooms, 2 king beds, 2 bathrooms
27 Aug – 1 Sept
4.94 out of 5 average rating, 330 reviews
Top guest favourite
Flat in Kihei
Maui Kamaole in Kihei | Ocean View, Pool, Hot Tub
1 bedroom, 2 beds, 2 bathrooms
18–23 Oct
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Apartment in Wailea
21A Grand Champions 1 Bed - Ulua & Mokapu beaches
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
4.94 out of 5 average rating, 94 reviews
Top guest favourite
Home in Kihei
South Maui Guesthouse
2 bedrooms, 2 queen beds, 1 bathroom
17–22 Aug
4.97 out of 5 average rating, 313 reviews
Top guest favourite
Apartment in Kihei
A little beachy, bohemian slice of paradise
1 bedroom, 3 beds, 1 bathroom
2–7 Aug
4.93 out of 5 average rating, 183 reviews
Top guest favourite
Flat in Wailea
Amazing location! Chic Maui Getaway (ground floor)
1 bedroom, 2 beds, 2 bathrooms
7–12 Aug
4.98 out of 5 average rating, 57 reviews
Superhost
Apartment in Wailea
A bit of paradise - Ocean Views Villa 1 bedroom
1 bedroom, 2 beds, 3 bathrooms
1–6 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: Big Blue Pacific
2 bedrooms, 3 beds, 2 bathrooms
26–31 Aug
4.96 out of 5 average rating, 181 reviews
Top guest favourite
Apartment in Wailuku
Oceanfront Maalaea Harbor Condo with pool
2 bedrooms, 3 beds, 2 bathrooms
17–22 Aug
5.0 out of 5 average rating, 75 reviews
Top guest favourite
Apartment in Kihei
Luxury Vacationing Modern Condo Aug Specials $249
2 bedrooms, 2 king beds, 2 bathrooms
8–13 Aug
4.96 out of 5 average rating, 180 reviews
Apartment in Wailea
Beachfront 2BR condo w/ pool and ocean views
2 bedrooms, 2 bathrooms
7–12 Aug
Guest favourite
Apartment in Wailea
Beach Front Wailea, Full Ocean View A/C, ELUA102
2 bedrooms, 2 beds, 2 bathrooms
15–20 Aug
5.0 out of 5 average rating, 9 reviews
Superhost
Apartment in Wailea
Wailea Elua 401 | Ocean Views | Pool | Hot Tub
2 bedrooms, 4 beds, 2 bathrooms
19–24 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Apartment in Kihei
Luxury Oceanfront Condo by Maui's Best Beaches
2 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Townhouse
2 bedrooms, 4 beds, 2.5 bathrooms
19–24 Aug
4.9 out of 5 average rating, 357 reviews