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

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Top guest favourite
Apartment in Wailea
Large 1BR, Palms at Wailea, Pool, Walk to Beach
1 bedroom, 2 beds, 2 private bathrooms
11–16 Oct
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4.97 out of 5 average rating, 116 reviews
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Top guest favourite
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 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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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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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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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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Superhost
Apartment in Kihei
Remodeled 3bd Across From Beach I Koa Resort 2H
3 bedrooms, 5 beds, 2 bathrooms
24–29 Oct
New place to stay
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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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Top guest favourite
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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Top guest favourite
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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Top guest favourite
Apartment in Kihei
Mana Kai Resort, Luxury 2bd/2bath Beachfront # 511
2 bedrooms, 2 king beds, 2 bathrooms
20–26 Oct
5.0 out of 5 average rating, 61 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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Top guest favourite
Apartment in Kihei
Refined Resort Wailea Oceanview Vistas
2 bedrooms, 3 beds, 2 bathrooms
2–7 Oct
4.97 out of 5 average rating, 38 reviews
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Top guest favourite
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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Guest favourite
Flat in Wailea
Newly Remodeled-Quiet Location-Well Equipped-AC
3 bedrooms, 4 beds, 2 bathrooms
3–8 Oct
5.0 out of 5 average rating, 29 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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Guest favourite
Apartment in Wailea
Spacious Wailea Villa: Lush Views + Private Lanai
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
4.97 out of 5 average rating, 70 reviews
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Guest favourite
Flat in Wailea
Brand New Remodel-Ocean Views-AC-Quiet Location
2 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
4.95 out of 5 average rating, 38 reviews
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Top guest favourite
Apartment in Kihei
PURE ELEGANCE*OCEANVIEW Renovated Condo in WAILEA
2 bedrooms, 3 beds, 2 bathrooms
9–14 Oct
4.99 out of 5 average rating, 83 reviews