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

Top guest favourite
Apartment in Wailea
A.R.A Retreats: Big Blue Pacific
2 bedrooms, 3 beds, 2 private bathrooms
8–13 Aug
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4.96 out of 5 average rating, 180 reviews
Top guest favourite
Townhouse in Wailea
Beautiful Wailea Ekolu Townhouse-Perfect Get-Away
2 bedrooms, 4 beds, 3 bathrooms
8–13 Jul
4.97 out of 5 average rating, 143 reviews
Guest favourite
Flat in Wailea
Wailea Ekahi 24C, Summer in Paradise in Style!
2 bedrooms, 6 beds, 2 bathrooms
5–10 Aug
5.0 out of 5 average rating, 8 reviews
Flat in Wailea
* Wailea Elua 806 *
3 bedrooms, 3 beds, 2 bathrooms
8–13 Jul
Top guest favourite
Apartment in Wailea
Modern Renovated Palms at Wailea Condo!
1 bedroom, 2 beds, 2 bathrooms
26–31 Jul
4.97 out of 5 average rating, 109 reviews
Guest favourite
Apartment in Kihei
Keawakapu Beach luxury w/tropical garden view
2 bedrooms, 3 beds, 2 bathrooms
10–15 Jul
4.92 out of 5 average rating, 13 reviews
Guest favourite
Flat in Wailea
A.R.A Retreats: Birds Eye View
2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
4.97 out of 5 average rating, 101 reviews
Top guest favourite
Apartment in Kihei
Ekahi 22C Toes in the Sand in Under 2 Minutes
2 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
4.95 out of 5 average rating, 99 reviews
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Townhouse
2 bedrooms, 4 beds, 2.5 bathrooms
2–7 Aug
4.9 out of 5 average rating, 355 reviews
Guest favourite
Apartment in Wailea
The BEST Condo in Wailea: Elua Resort 1002
2 bedrooms, 2 king beds, 2 bathrooms
21–26 Jul
5.0 out of 5 average rating, 16 reviews
Guest favourite
Apartment in Wailea
Garden View, Fully Air Conditioned, PA1902
2 bedrooms, 4 beds, 2 bathrooms
8–13 Jul
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Kihei
Go Golfing from a Peaceful Apartment in a Beach Community
2 bedrooms, 3 beds, 2 bathrooms
31 Jul – 5 Aug
4.88 out of 5 average rating, 168 reviews
Luxe
Apartment in Kihei
Wailea Ekolu – Oceanview in the Heart of Wailea
1 bedroom, 2 beds, 2 bathrooms
27 Jul – 1 Aug
4.98 out of 5 average rating, 60 reviews
Guest favourite
Flat in Wailea
A.R.A Retreats: The Grand Pacific
2 bedrooms, 4 beds, 2.5 bathrooms
4–9 Aug
5.0 out of 5 average rating, 27 reviews
Guest favourite
Flat in Kihei
Chic Coastal Living in the Heart of Wailea
2 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 14 reviews
Superhost
Apartment in Kihei
Wailea Ekahi 12A | Ocean Views & Walk-Out Patio
1 bedroom, 2 beds, 1.5 bathrooms
22–27 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Apartment in Kihei
Spacious garden oasis next to Maui's best beaches!
1 bedroom, 2 beds, 2 bathrooms
9–14 Jul
4.98 out of 5 average rating, 133 reviews
Top guest favourite
Apartment in Kihei
Luxe 2bed Wailea, 5-min walk to beach, ocean view,
2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 81 reviews
Top guest favourite
Apartment in Kihei
Romantic, Luxury Condo with Spectacular Ocean View
1 bedroom, 1 king bed, 2 bathrooms
2–7 Aug
4.99 out of 5 average rating, 180 reviews