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

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Top guest favourite
Townhouse in Wailea
Beautiful Wailea Ekolu Townhouse-Perfect Get-Away
2 bedrooms, 4 beds, 3 private bathrooms
6–11 Oct
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4.96 out of 5 average rating, 146 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
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Apartment in Wailea
21A Grand Champions 1 Bed - Ulua & Mokapu beaches
1 bedroom, 2 beds, 1 bathroom
10–15 Oct
4.94 out of 5 average rating, 98 reviews
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Apartment in Wailea
21B Grand Champions Studio -Ulua & Mokapu beaches
1 king bed, 1 bathroom
8–13 Nov
4.88 out of 5 average rating, 72 reviews
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Top guest favourite
Apartment in Wailea
Wailea Ekolu Village 2/2 with stunning ocean view!
2 bedrooms, 4 beds, 2 bathrooms
10–15 Oct
4.94 out of 5 average rating, 199 reviews
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Apartment in Kihei
Wailea Ekolu 1204 - Modern, Ocean View, Split AC !
1 bedroom, 2 beds, 2 bathrooms
22–27 Sept
5.0 out of 5 average rating, 6 reviews
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Flat in Kihei
Wailea Ocean View Escape
1 bedroom, 2 beds, 2 bathrooms
26 Sept – 1 Oct
4.98 out of 5 average rating, 63 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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Flat in Wailea
Great Location! Chic Wailea Getaway (1st floor)
1 bedroom, 2 beds, 2 bathrooms
19–24 Sept
4.98 out of 5 average rating, 60 reviews
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Top guest favourite
Apartment in Wailea
Tiki Tiki - A Gorgeous Boho Beach Hideaway!
1 bedroom, 1 king bed, 1 bathroom
27 Sept – 2 Oct
4.98 out of 5 average rating, 55 reviews
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Apartment in Kihei
Groovy bright condo 2 bed / 2 bath South Kihei
2 bedrooms, 4 beds, 2 bathrooms
3–8 Oct
4.93 out of 5 average rating, 206 reviews
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Apartment in Kihei
Ground-floor 2BR, ocean view, beach across street
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.94 out of 5 average rating, 196 reviews
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Flat in Wailea
Wailea Escape/Golf Views, Beaches & Family Comfort
2 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 27 reviews
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Guest favourite
Apartment in Wailea
Relaxing Wailea Condo Near Beaches
2 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
4.96 out of 5 average rating, 56 reviews
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Top guest favourite
Apartment in Kihei
Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!
2 bedrooms, 3 beds, 2 bathrooms
24–29 Nov
4.99 out of 5 average rating, 232 reviews
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Flat in Wailea
A.R.A Retreats: The Grand Pacific
2 bedrooms, 4 beds, 2.5 bathrooms
18–23 Oct
5.0 out of 5 average rating, 33 reviews
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Apartment in Wailea
Wailea Resort studio suite
1 bedroom, 1 bed, 1 bathroom
4–9 Nov
4.96 out of 5 average rating, 682 reviews
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Top guest favourite
Apartment in Wailea
Grand Champions Villas in Wailea, Maui
2 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 15 reviews
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Guest favourite
Apartment in Kihei
Short Walk Keawakapu Beach*Full Remodel Oceanview
2 bedrooms, 2 beds, 1 bathroom
28 Sept – 3 Oct
4.93 out of 5 average rating, 135 reviews