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

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Top guest favourite
Apartment in Wailea
Gorgeous 2 Story Townhouse in Wailea w/ Ocean View
2 bedrooms, 4 beds, 3 private bathrooms
3–8 Oct
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4.94 out of 5 average rating, 181 reviews
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Top guest favourite
Flat in Kihei
Maui Kihei One Bedroom - Steps from Ocean & Beach
1 bedroom, 2 beds
2–7 Oct
4.96 out of 5 average rating, 23 reviews
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Guest favourite
Apartment in Wailea
Tropical Escape to Wailea with Stunning Oceanview
1 bedroom, 2 beds
10–15 Oct
4.98 out of 5 average rating, 50 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, 685 reviews
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Top guest favourite
Apartment in Wailea
Wailea Ekolu Village 2/2 with stunning ocean view!
2 bedrooms, 4 beds
10–15 Oct
4.95 out of 5 average rating, 200 reviews
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Top guest favourite
Apartment in Wailea
Ocean/Golf Course Views, Tropical Resort in Wailea
1 bedroom, 2 beds
31 Oct – 5 Nov
4.98 out of 5 average rating, 208 reviews
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Guest favourite
Flat in Kihei
Maui Kamaole in Kihei | Ocean View, Pool, Hot Tub
1 bedroom, 2 beds
27 Nov – 2 Dec
4.89 out of 5 average rating, 19 reviews
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Top guest favourite
Apartment in Wailea
21A Grand Champions 1 Bed - Ulua & Mokapu beaches
1 bedroom, 2 beds
4–9 Oct
4.94 out of 5 average rating, 98 reviews
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Top guest favourite
Room in Kihei
Garden Room, private bathroom, separate entrance
1 queen bed
22–27 Oct
4.96 out of 5 average rating, 467 reviews
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Apartment in Wailea
RARE 3BR Wailea Condo | Beaches, Shops & Golf
3 bedrooms, 5 beds
3–8 Oct
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Top guest favourite
Apartment in Wailea
Aloha Moon - The Honeymoon Hideaway
1 bedroom, 1 king bed
13–18 Oct
4.94 out of 5 average rating, 68 reviews
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Guest favourite
Apartment in Kihei
Wailea Ekolu 1204 - Modern, Ocean View, Split AC !
1 bedroom, 2 beds
9–14 Oct
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Apartment in Kihei
PURE ELEGANCE*OCEANVIEW Renovated Condo in WAILEA
2 bedrooms, 3 beds
9–14 Oct
4.99 out of 5 average rating, 83 reviews
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Guest favourite
Apartment in Wailea
A.R.A Retreats: The Townhouse
2 bedrooms, 4 beds
16–21 Oct
4.9 out of 5 average rating, 358 reviews
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Top guest favourite
Flat in Kihei
Wailea Ocean View Escape
1 bedroom, 2 beds
18–23 Oct
4.98 out of 5 average rating, 63 reviews
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Luxe
Apartment in Wailea
Wailea Elua condo - Ocean Views | Gym | Pickleball
2 bedrooms, 4 beds
4–9 Oct
5.0 out of 5 average rating, 27 reviews
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Guest favourite
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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Guest favourite
Apartment in Wailea
21B Grand Champions Studio -Ulua & Mokapu beaches
1 king bed
8–13 Nov
4.88 out of 5 average rating, 72 reviews
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Top guest favourite
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, 145 reviews