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

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Guest favourite
Apartment in Wailea
Wailea Gem-Remodeled Ocean View
1 bedroom, 2 beds, 2 private bathrooms
8–13 Oct
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4.96 out of 5 average rating, 202 reviews
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Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Curved Slab
2 bedrooms, 3 beds
25–30 Sept
4.95 out of 5 average rating, 363 reviews
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Top guest favourite
Flat in Wailea
Wailea Escape/Golf Views, Beaches & Family Comfort
2 bedrooms, 4 beds
20–25 Sept
5.0 out of 5 average rating, 27 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 Wailea
21A Grand Champions 1 Bed - Ulua & Mokapu beaches
1 bedroom, 2 beds
10–15 Oct
4.94 out of 5 average rating, 98 reviews
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Top guest favourite
Apartment in Kihei
Very Comfortable Kamaole Sands Condo Sleeps 4
1 bedroom, 2 beds
12–17 Oct
4.99 out of 5 average rating, 150 reviews
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Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
2 bedrooms, 2 king beds
12–17 Nov
4.94 out of 5 average rating, 335 reviews
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Top guest favourite
Apartment in Kihei
Groovy bright condo 2 bed / 2 bath South Kihei
2 bedrooms, 4 beds
21–26 Sept
4.93 out of 5 average rating, 205 reviews
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Top guest favourite
Apartment in Wailea
Aloha Moon - The Honeymoon Hideaway
1 bedroom, 1 king bed
29 Sept – 4 Oct
4.94 out of 5 average rating, 67 reviews
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Guest favourite
Villa in Wailea
A bit of paradise - Ocean Views Villa 1 bedroom
1 bedroom, 2 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Apartment in Kihei
Mana Kai Palms Oceanfront Condo: Keawakapu Beach
2 bedrooms, 2 king beds
19–24 Sept
4.97 out of 5 average rating, 106 reviews
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Top guest favourite
Flat in Wailea
Great Location! Chic Wailea Getaway (1st floor)
1 bedroom, 2 beds
19–24 Sept
4.98 out of 5 average rating, 60 reviews
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Guest favourite
Apartment in Kihei
Short Walk Keawakapu Beach*Full Remodel Oceanview
2 bedrooms, 2 beds
28 Sept – 3 Oct
4.93 out of 5 average rating, 135 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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Top guest favourite
Apartment in Wailea
Wailea Resort studio suite
1 bedroom, 1 bed
4–9 Nov
4.96 out of 5 average rating, 682 reviews
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Top guest favourite
Apartment in Kihei
Spacious 3bd on Golf Course I Grand Champions 105
3 bedrooms, 4 beds
14–19 Nov
4.93 out of 5 average rating, 127 reviews
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Top guest favourite
Flat in Kihei
Wailea Ocean View Escape
1 bedroom, 2 beds
26 Sept – 1 Oct
4.98 out of 5 average rating, 63 reviews
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Guest favourite
Flat in Wailea
Fabulous Ocean Views - Luxury 2br/2ba Penthouse
2 bedrooms, 3 beds
20–25 Sept
5.0 out of 5 average rating, 9 reviews
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Top guest favourite
Room in Kihei
Garden Room, private bathroom, separate entrance
1 queen bed
20–25 Sept
4.95 out of 5 average rating, 466 reviews