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

Guest favourite
Apartment in Wailea
MAUI BLISS! RARE Wailea 3-bedroom...sleeps 10!
3 bedrooms, 5 beds, 2 private bathrooms
7–12 Sept
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4.95 out of 5 average rating, 150 reviews
Flat in Wailea
* Wailea Elua 806 *
3 bedrooms, 3 beds, 2 bathrooms
6–11 Jul
Guest favourite
Flat in Wailea
Wailea Ekahi 24C, Summer in Paradise in Style!
2 bedrooms, 6 beds, 2 bathrooms
6–11 Jul
5.0 out of 5 average rating, 8 reviews
Superhost
Apartment in Kihei
3BD Wailea Villa - Great for Families
3 bedrooms, 3 beds, 3 bathrooms
7–12 Jul
Top guest favourite
Apartment in Kihei
Wailea Hidden Gem
1 bedroom, 2 beds, 2 bathrooms
21–26 Jul
4.94 out of 5 average rating, 81 reviews
Top guest favourite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
2 bedrooms, 2 beds, 2 bathrooms
1–6 Sept
4.99 out of 5 average rating, 142 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
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Curved Slab
2 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
4.95 out of 5 average rating, 354 reviews
Top guest favourite
Townhouse in Wailea
Beautiful Wailea Ekolu Townhouse-Perfect Get-Away
2 bedrooms, 4 beds, 3 bathrooms
6–11 Jul
4.96 out of 5 average rating, 142 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
2 bedrooms, 2 king beds, 2 bathrooms
2–7 Aug
4.94 out of 5 average rating, 327 reviews
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
Top guest favourite
Apartment in Wailea
Boathouse Studio Condo in Wailea, Hawaii
1 bedroom, 1 queen bed, 1 bathroom
29 Jul – 3 Aug
4.98 out of 5 average rating, 475 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
Superhost
Apartment in Kihei
Beautifully Updated Oceanview Condo in Wailea
2 bedrooms, 4 beds, 2 bathrooms
8–13 Jul
5.0 out of 5 average rating, 4 reviews
Superhost
Apartment in Kihei
3BR Luxury Villa w/ AC Superb Views - HLR 23-3
3 bedrooms, 3 king beds, 3.5 bathrooms
6–11 Jul
Top guest favourite
Apartment in Kihei
Romantic, Luxury Retreat w/Ocean View-Couples Only
1 bedroom, 1 king bed, 2 bathrooms
28 Aug – 2 Sept
4.99 out of 5 average rating, 191 reviews
Top guest favourite
Apartment in Wailea
Ocean View! Pool! 'Ike Kai at Wailea Ekolu Village
1 bedroom, 1 king bed, 2 bathrooms
9–14 Jul
5.0 out of 5 average rating, 63 reviews
Top guest favourite
Flat in Wailea
A.R.A Retreats: Ocean Breeze
2 bedrooms, 3 beds, 2 bathrooms
13–18 Aug
5.0 out of 5 average rating, 41 reviews
Top guest favourite
Apartment in Kihei
Wailea Ekahi Getaway•Walk to Keawakapu beach
1 bedroom, 2 beds, 1 bathroom
17–22 Jul
5.0 out of 5 average rating, 21 reviews