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

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Top guest favourite
Apartment in Wailea
Hawaiian Reno on Wailea Blue Golf *Ocean View*Pool
1 bedroom, 1 bed, 2 private bathrooms
7–12 Mar
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4.97 out of 5 average rating, 168 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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Top guest favourite
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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Top 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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Guest favourite
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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Top guest favourite
Villa in Wailea
Luxury Oceanview Wailea Retreat with Sunset Views
3 bedrooms, 6 beds
8–13 Dec
4.98 out of 5 average rating, 51 reviews
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Top guest favourite
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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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
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
2 bedrooms, 2 beds
9–14 Nov
4.99 out of 5 average rating, 144 reviews
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Top guest favourite
Apartment in Kihei
Wailea Beachfront Direct Ocean Views 4 Bd/3 Ba
4 bedrooms, 4 beds
29 Nov – 4 Dec
4.98 out of 5 average rating, 61 reviews
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Superhost
Apartment in Kihei
Top Floor Oceanfront 2BR on Po'olenalena Beach
2 bedrooms, 4 beds
1–6 Dec
New place to stay
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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
Townhouse in Kihei
Wailea villa w/ private elevator and pool
3 bedrooms, 4 beds
16–21 Oct
4.95 out of 5 average rating, 59 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
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Top guest favourite
Apartment in Wailea
Wailea Surf Shack: Beaches, Shops & Golf!
1 bedroom, 2 beds
18–23 Oct
5.0 out of 5 average rating, 145 reviews
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Guest favourite
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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Top guest favourite
Apartment in Wailea
A.R.A Retreats: The OG
2 bedrooms, 3 beds
27 Oct – 1 Nov
4.91 out of 5 average rating, 356 reviews
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Top guest favourite
Apartment in Wailea
Tiki Tiki - A Gorgeous Boho Beach Hideaway!
1 bedroom, 1 king bed
23–28 Oct
4.98 out of 5 average rating, 55 reviews
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Guest favourite
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