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

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Top guest favourite
Apartment in Wailea
A.R.A Retreats: Big Blue Pacific
2 bedrooms, 3 beds, 2 private bathrooms
11–16 Oct
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4.96 out of 5 average rating, 185 reviews
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Top guest favourite
Apartment in Wailea
Wailea Resort studio suite
1 bedroom, 1 bed
4–9 Nov
4.96 out of 5 average rating, 683 reviews
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Apartment in Kihei
Wailea Beachfront Direct Ocean Views 4 Bd/3 Ba
4 bedrooms, 4 beds
5–10 Oct
4.98 out of 5 average rating, 61 reviews
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Apartment in Kihei
Stunning Luxury Remodel I Wailea Beach Villas J206
2 bedrooms, 4 beds
17–22 Oct
4.98 out of 5 average rating, 144 reviews
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Apartment in Kihei
Luxe 2bed Wailea, 5-min walk to beach, ocean view,
2 bedrooms, 3 beds
28 Oct – 2 Nov
5.0 out of 5 average rating, 87 reviews
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Home in Kihei
Private S. Maui home w/ocean views, pool, hot tub
3 bedrooms, 4 beds
17–22 Oct
4.93 out of 5 average rating, 104 reviews
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Apartment in Kihei
Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!
2 bedrooms, 3 beds
24–29 Nov
4.99 out of 5 average rating, 233 reviews
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Villa in Kihei
Barefoot Luxury at it's Finest | 3bd Villa | E-201
3 bedrooms, 5 beds
2–7 Dec
5.0 out of 5 average rating, 16 reviews
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Apartment in Wailea
Ocean/Golf Course Views, Tropical Resort in Wailea
1 bedroom, 2 beds
27 Oct – 1 Nov
4.98 out of 5 average rating, 208 reviews
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Apartment in Kihei
Romantic, Luxury Retreat w/Ocean View-Couples Only
1 bedroom, 1 king bed
25–30 Apr
4.99 out of 5 average rating, 199 reviews
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Flat in Wailea
Fabulous Ocean Views - Luxury 2br/2ba Penthouse
2 bedrooms, 3 beds
16–21 Oct
5.0 out of 5 average rating, 9 reviews
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Apartment in Wailea
Oceanfront corner unit w/ sunset lanai
1 bedroom, 1 king bed
1–6 Oct
5.0 out of 5 average rating, 20 reviews
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Apartment in Wailea
Elua 1310 Oceanfront -Family Managed-Remodeled9/25
1 bedroom, 2 beds
1–6 Oct
5.0 out of 5 average rating, 24 reviews
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Flat in Wailea
A.R.A Retreats: Ocean Breeze
2 bedrooms, 3 beds
28 Oct – 2 Nov
5.0 out of 5 average rating, 53 reviews
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Apartment in Wailea
Aloha Moon - The Honeymoon Hideaway
1 bedroom, 1 king bed
13–18 Oct
4.94 out of 5 average rating, 67 reviews
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Flat in Kihei
The Best Condo in Wailea Ekahi Village!
2 bedrooms, 3 beds
10–15 Oct
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Apartment in Wailea
Best Location, Panoramic Ocean View Remodel WE1508
2 bedrooms, 3 beds
11–16 Nov
5.0 out of 5 average rating, 17 reviews
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Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
2 bedrooms, 2 beds
9–14 Nov
4.99 out of 5 average rating, 143 reviews
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Apartment in Wailea
Wailea Elua 1504 | Panoramic Ocean Views
2 bedrooms, 3 beds
8–13 Oct
5.0 out of 5 average rating, 13 reviews