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

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Top guest favourite
Apartment in Wailea
Wailea Ekolu Village 2/2 with stunning ocean view!
2 bedrooms, 4 beds, 2 private bathrooms
10–15 Oct
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4.95 out of 5 average rating, 200 reviews
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Apartment in Kihei
Wailea Beachfront Direct Ocean Views 4 Bd/3 Ba
4 bedrooms, 4 beds, 3 bathrooms
29 Nov – 4 Dec
4.98 out of 5 average rating, 61 reviews
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Apartment in Wailea
Maui Oasis Retreat At The Grand Champions #53
1 bedroom, 2 beds, 2 bathrooms
1–7 Oct
5.0 out of 5 average rating, 81 reviews
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Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
2 bedrooms, 2 beds, 2 bathrooms
9–14 Nov
4.99 out of 5 average rating, 144 reviews
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Flat in Kihei
Last Minute Deal! Modern Across Best Beach NEW AC!
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 68 reviews
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Top guest favourite
Apartment in Kihei
Spacious 3bd on Golf Course I Grand Champions 105
3 bedrooms, 4 beds, 2 bathrooms
14–19 Nov
4.93 out of 5 average rating, 127 reviews
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Apartment in Wailea
Best Location, Panoramic Ocean View Remodel WE1508
2 bedrooms, 3 beds, 2 bathrooms
11–16 Nov
5.0 out of 5 average rating, 17 reviews
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Apartment in Kihei
Rare-Size 3BR Penthouse ALL En Suites Central Gem
3 bedrooms, 5 beds, 3 bathrooms
10–15 Oct
4.73 out of 5 average rating, 81 reviews
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Apartment in Wailea
A.R.A Retreats: The Townhouse
2 bedrooms, 4 beds, 2.5 bathrooms
16–21 Oct
4.9 out of 5 average rating, 358 reviews
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Apartment in Kihei
Stunning Luxury Remodel I Wailea Beach Villas J206
2 bedrooms, 4 beds, 2 bathrooms
17–22 Oct
4.98 out of 5 average rating, 145 reviews
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Apartment in Kihei
Large 2 Bedroom 2 Bath Ground Unit Maui Parkshore
2 bedrooms, 4 beds, 2 bathrooms
6–11 Oct
4.85 out of 5 average rating, 168 reviews
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Apartment in Wailea
Ocean/Golf Course Views, Tropical Resort in Wailea
1 bedroom, 2 beds, 2 bathrooms
1–6 Nov
4.98 out of 5 average rating, 208 reviews
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Guest favourite
Flat in Kihei
Maui Banyan condo w/ BBQ grill and pool
2 bedrooms, 4 beds, 1 bathroom
26–31 Oct
4.88 out of 5 average rating, 8 reviews
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Apartment in Wailea
Relaxing Wailea Condo Near Beaches
2 bedrooms, 4 beds, 2 bathrooms
23–28 Oct
4.96 out of 5 average rating, 56 reviews
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Flat in Kihei
Palms at Wailea 406 Sunset Lanai Views
1 bedroom, 2 beds, 2 bathrooms
12–17 Nov
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Guest favourite
Flat in Wailea
Spacious 3BR/2BA Condo in Wailea
3 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
4.93 out of 5 average rating, 14 reviews
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Apartment in Wailea
A.R.A Retreats: The Molokini
2 bedrooms, 2 king beds, 2 bathrooms
12–17 Nov
4.94 out of 5 average rating, 335 reviews
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Home in Kihei
Private S. Maui home w/ocean views, pool, hot tub
3 bedrooms, 4 beds, 3 bathrooms
17–22 Oct
4.93 out of 5 average rating, 104 reviews
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Apartment in Wailea
Wailea Gem-Remodeled Ocean View
1 bedroom, 2 beds, 2 bathrooms
8–13 Oct
4.96 out of 5 average rating, 202 reviews