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

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Guest favourite
Apartment in Wailea
Stunning Wailea 2/2, AC, Upper Fl, walk to beach
2 bedrooms, 3 beds, 2 private bathrooms
2–7 Oct
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4.94 out of 5 average rating, 65 reviews
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Flat in Kihei
The Best Condo in Wailea Ekahi Village!
2 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
New place to stay
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Superhost
Apartment in Kihei
3BR Luxury Villa w/ AC Superb Views - HLR 23-3
3 bedrooms, 3 king beds, 3.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 4 reviews
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Luxe
Apartment in Wailea
Wailea Elua condo - Ocean Views | Gym | Pickleball
2 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 26 reviews
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Top guest favourite
Flat in Kihei
Wailea Ocean View Escape
1 bedroom, 2 beds, 2 bathrooms
1–6 Sept
4.98 out of 5 average rating, 62 reviews
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Superhost
Flat in Wailea
* Wailea Elua 806 *
3 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 3 reviews
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Superhost
Home in Kihei
Summer Sale OceanView21-6
3 bedrooms, 4 beds, 3.5 bathrooms
2–7 Sept
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Flat in Wailea
Wailea Escape/Golf Views, Beaches & Family Comfort
2 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 27 reviews
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Top guest favourite
Apartment in Kihei
Wailea Hidden Gem
1 bedroom, 2 beds, 2 bathrooms
1–6 Sept
4.94 out of 5 average rating, 86 reviews
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Top guest favourite
Flat in Wailea
A.R.A Retreats: The Grand Pacific
2 bedrooms, 4 beds, 2.5 bathrooms
19–24 Sept
5.0 out of 5 average rating, 32 reviews
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Top guest favourite
Flat in Wailea
A.R.A Retreats: Ocean Breeze
2 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 50 reviews
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Superhost
Apartment in Wailea
Modern Renovated Palms at Wailea Condo!
1 bedroom, 2 beds, 2 bathrooms
11–16 Sept
4.97 out of 5 average rating, 114 reviews
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Top guest favourite
Apartment in Kihei
PURE ELEGANCE*OCEANVIEW Renovated Condo in WAILEA
2 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.99 out of 5 average rating, 82 reviews
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Top guest favourite
Townhouse in Wailea
Beautiful Wailea Ekolu Townhouse-Perfect Get-Away
2 bedrooms, 4 beds, 3 bathrooms
17–22 Sept
4.97 out of 5 average rating, 145 reviews
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Top guest favourite
Apartment in Wailea
A.R.A retreats: The OG
2 bedrooms, 3 beds, 2 bathrooms
4–9 Sept
4.91 out of 5 average rating, 354 reviews
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Superhost
Apartment in Kihei
Refined Resort Wailea Oceanview Vistas
2 bedrooms, 3 beds, 2 bathrooms
4–9 Sept
4.97 out of 5 average rating, 35 reviews
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Top guest favourite
Apartment in Kihei
Romantic, Luxury Retreat w/Ocean View-Couples Only
1 bedroom, 1 king bed, 2 bathrooms
25–30 Apr
4.99 out of 5 average rating, 197 reviews
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Top guest favourite
Flat in Kihei
Go Golfing from a Peaceful Apartment in a Beach Community
2 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
4.88 out of 5 average rating, 172 reviews
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Top guest favourite
Apartment in Kihei
Mana Kai Palms Oceanfront Condo: Keawakapu Beach
2 bedrooms, 2 king beds, 2 bathrooms
7–12 Sept
4.97 out of 5 average rating, 104 reviews