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

Top guest favourite
Apartment in Wailea
Boathouse Studio Condo in Wailea, Hawaii
1 bedroom, 1 bed, 1 private bathroom
29 Jul – 3 Aug
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4.98 out of 5 average rating, 476 reviews
Top guest favourite
Townhouse in Wailea
Beautiful Wailea Ekolu Townhouse-Perfect Get-Away
2 bedrooms, 4 beds
7–12 Jul
4.97 out of 5 average rating, 143 reviews
Flat in Wailea
* Wailea Elua 806 *
3 bedrooms, 3 beds
7–12 Jul
Top guest favourite
Apartment in Kihei
Wailea Hidden Gem
1 bedroom, 2 beds
21–26 Jul
4.94 out of 5 average rating, 81 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
2 bedrooms, 2 king beds
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
26–31 Jul
4.97 out of 5 average rating, 109 reviews
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Townhouse
2 bedrooms, 4 beds
2–7 Aug
4.9 out of 5 average rating, 355 reviews
Top guest favourite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
2 bedrooms, 2 beds
1–6 Sept
4.99 out of 5 average rating, 142 reviews
Superhost
Apartment in Kihei
3BD Wailea Villa - Great for Families
3 bedrooms, 3 beds
14–19 Aug
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Curved Slab
2 bedrooms, 3 beds
26–31 Jul
4.95 out of 5 average rating, 354 reviews
Guest favourite
Flat in Wailea
A.R.A Retreats: The Grand Pacific
2 bedrooms, 4 beds
4–9 Aug
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Apartment in Kihei
Romantic, Luxury Retreat w/Ocean View-Couples Only
1 bedroom, 1 king bed
28 Aug – 2 Sept
4.99 out of 5 average rating, 191 reviews
Top guest favourite
Apartment in Kihei
Luxe 2bed Wailea, 5-min walk to beach, ocean view,
2 bedrooms, 3 beds
22–27 Aug
5.0 out of 5 average rating, 81 reviews
Superhost
Flat in Wailea
Ocean View w/AC - Wailea Elua 306
2 bedrooms, 2 beds
7–12 Jul
5.0 out of 5 average rating, 4 reviews
Superhost
Apartment in Kihei
Beautifully Updated Oceanview Condo in Wailea
2 bedrooms, 4 beds
8–13 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Wailea
A.R.A Retreats: Ocean Breeze
2 bedrooms, 3 beds
13–18 Aug
5.0 out of 5 average rating, 41 reviews
Luxe
Apartment in Kihei
Wailea Ekolu – Oceanview in the Heart of Wailea
1 bedroom, 2 beds
27 Jul – 1 Aug
4.98 out of 5 average rating, 60 reviews
Top guest favourite
Apartment in Kihei
Wailea Ekahi Getaway•Walk to Keawakapu beach
1 bedroom, 2 beds
17–22 Jul
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Flat in Kihei
Go Golfing from a Peaceful Apartment in a Beach Community
2 bedrooms, 3 beds
31 Jul – 5 Aug
4.88 out of 5 average rating, 168 reviews