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

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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, 1 bathroom
4–9 Nov
4.96 out of 5 average rating, 685 reviews
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Guest favourite
Apartment in Wailea
Tropical Escape to Wailea with Stunning Oceanview
1 bedroom, 2 beds, 1 bathroom
10–15 Oct
4.98 out of 5 average rating, 51 reviews
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Top guest favourite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
2 bedrooms, 2 beds, 2 bathrooms
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, 3 bathrooms
5–10 Oct
4.98 out of 5 average rating, 61 reviews
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Guest favourite
Flat in Wailea
Fabulous Ocean Views - Luxury 2br/2ba Penthouse
2 bedrooms, 3 beds, 2 bathrooms
16–21 Oct
5.0 out of 5 average rating, 9 reviews
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Top guest favourite
Apartment in Kihei
Stunning Luxury Remodel I Wailea Beach Villas J206
2 bedrooms, 4 beds, 2 bathrooms
17–22 Oct
4.98 out of 5 average rating, 145 reviews
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Top guest favourite
Flat in Wailea
A.R.A Retreats: Ocean Breeze
2 bedrooms, 3 beds, 2 bathrooms
28 Oct – 2 Nov
5.0 out of 5 average rating, 53 reviews
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Top guest favourite
Apartment in Wailea
A.R.A Retreats: The OG
2 bedrooms, 3 beds, 2 bathrooms
27 Oct – 1 Nov
4.91 out of 5 average rating, 356 reviews
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Guest favourite
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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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, 199 reviews
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Top guest favourite
Villa in Wailea
Luxury Oceanview Wailea Retreat with Sunset Views
3 bedrooms, 6 beds, 2 bathrooms
15–20 Jan
4.98 out of 5 average rating, 52 reviews
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Top guest favourite
Apartment in Wailea
Wailea Surf Shack: Beaches, Shops & Golf!
1 bedroom, 2 beds, 2 bathrooms
28 Oct – 2 Nov
5.0 out of 5 average rating, 146 reviews
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Top guest favourite
Apartment in Wailea
Elua 1310 Oceanfront -Family Managed-Remodeled9/25
1 bedroom, 2 beds, 1 bathroom
23–28 Nov
5.0 out of 5 average rating, 24 reviews
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Top guest favourite
Apartment in Wailea
Large 1BR, Palms at Wailea, Pool, Walk to Beach
1 bedroom, 2 beds, 2 bathrooms
11–16 Oct
4.97 out of 5 average rating, 116 reviews
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Top guest favourite
Apartment in Wailea
Ocean/Golf Course Views, Tropical Resort in Wailea
1 bedroom, 2 beds, 2 bathrooms
31 Oct – 5 Nov
4.98 out of 5 average rating, 208 reviews
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Luxe
Apartment in Wailea
*Fully Remodeled* Modern Island Style*
2 bedrooms, 3 beds, 2 bathrooms
3–8 Nov
4.99 out of 5 average rating, 155 reviews
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Guest favourite
Villa in Wailea
Wailea Grand Champions- Ocean View 1 Bedroom Villa
1 bedroom, 2 beds, 3 bathrooms
1–6 Oct
5.0 out of 5 average rating, 8 reviews
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Guest favourite
Apartment in Wailea
A.R.A Retreats: The Townhouse
2 bedrooms, 4 beds, 2.5 bathrooms
16–21 Oct
4.9 out of 5 average rating, 358 reviews