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

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Top guest favourite
Apartment in Wailea
Ocean View! Pool! 'Ike Kai at Wailea Ekolu Village
1 bedroom, 1 bed, 2 private bathrooms
29 Oct – 3 Nov
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5.0 out of 5 average rating, 64 reviews
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Top 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, 50 reviews
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Top guest favourite
Flat in Kihei
Maui Kihei One Bedroom - Steps from Ocean & Beach
1 bedroom, 2 beds, 1 bathroom
2–7 Oct
4.96 out of 5 average rating, 23 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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Top guest favourite
Apartment in Wailea
Wailea Ekolu Village 2/2 with stunning ocean view!
2 bedrooms, 4 beds, 2 bathrooms
10–15 Oct
4.95 out of 5 average rating, 200 reviews
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Top guest favourite
Apartment in Wailea
21A Grand Champions 1 Bed - Ulua & Mokapu beaches
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
4.94 out of 5 average rating, 98 reviews
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Guest favourite
Flat in Kihei
Maui Kamaole in Kihei | Ocean View, Pool, Hot Tub
1 bedroom, 2 beds, 2 bathrooms
27 Nov – 2 Dec
4.89 out of 5 average rating, 19 reviews
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Top guest favourite
Apartment in Wailea
Aloha Moon - The Honeymoon Hideaway
1 bedroom, 1 king bed, 1 bathroom
13–18 Oct
4.94 out of 5 average rating, 68 reviews
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Guest favourite
Apartment in Kihei
Short Walk Keawakapu Beach*Full Remodel Oceanview
2 bedrooms, 2 beds, 1 bathroom
6–11 Oct
4.93 out of 5 average rating, 136 reviews
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Guest favourite
Apartment in Wailea
21B Grand Champions Studio -Ulua & Mokapu beaches
1 king bed, 1 bathroom
8–13 Nov
4.88 out of 5 average rating, 72 reviews
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Top guest favourite
Flat in Kihei
Wailea Ocean View Escape
1 bedroom, 2 beds, 2 bathrooms
18–23 Oct
4.98 out of 5 average rating, 63 reviews
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Top guest favourite
Room in Kihei
Garden Room, private bathroom, separate entrance
1 queen bed, 1 bathroom
22–27 Oct
4.96 out of 5 average rating, 467 reviews
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Luxe
Apartment in Wailea
Wailea Elua condo - Ocean Views | Gym | Pickleball
2 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 27 reviews
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Apartment in Wailea
RARE 3BR Wailea Condo | Beaches, Shops & Golf
3 bedrooms, 5 beds, 2 bathrooms
3–8 Oct
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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
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Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
2 bedrooms, 2 king beds, 2 bathrooms
12–17 Nov
4.94 out of 5 average rating, 335 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 Kihei
Tranquil Kihei Retreat | Walk to Beach & Dining
1 bedroom, 2 beds, 1 bathroom
14–19 Nov
5.0 out of 5 average rating, 6 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