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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
Guest favourite
Flat in Wailea
Fabulous Ocean Views- Luxury 2 Bed 2 Bath
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 2 bathrooms
10–15 Jul
Top guest favourite
Apartment in Kihei
Wailea Hidden Gem
4.94 out of 5 average rating, 82 reviews, 1 bedroom, 2 beds, 2 bathrooms
21–26 Jul
Top guest favourite
Townhouse in Wailea
Beautiful Wailea Ekolu Townhouse-Perfect Get-Away
4.97 out of 5 average rating, 143 reviews, 2 bedrooms, 4 beds, 3 bathrooms
9–14 Aug
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Curved Slab
4.95 out of 5 average rating, 355 reviews, 2 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
Superhost
Flat in Wailea
* Wailea Elua 806 *
3 bedrooms, 3 beds, 2 bathrooms
28 Jul – 2 Aug
Superhost
Apartment in Kihei
Wailea Ekahi 12A | Ocean Views & Walk-Out Patio
5.0 out of 5 average rating, 5 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
22–27 Jul
Guest favourite
Flat in Kihei
Luxe Wailea Getaway | Stunning Ocean Views
4.84 out of 5 average rating, 19 reviews, 1 bedroom, 1 bed, 2 bathrooms
7–12 Aug
Guest favourite
Flat in Wailea
A.R.A Retreats: Birds Eye View
4.97 out of 5 average rating, 101 reviews, 2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
Top guest favourite
Flat in Kihei
Luxurious Wailea Ocean Vistas
5.0 out of 5 average rating, 103 reviews, 1 bedroom, 2 beds, 2 bathrooms
13–18 Jul
Top guest favourite
Apartment in Kihei
Luxe 2bed Wailea, 5-min walk to beach, ocean view,
5.0 out of 5 average rating, 81 reviews, 2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
Top guest favourite
Apartment in Kihei
Wailea Ekahi Getaway•Walk to Keawakapu beach
5.0 out of 5 average rating, 21 reviews, 1 bedroom, 2 beds, 1 bathroom
17–22 Jul
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Townhouse
4.9 out of 5 average rating, 355 reviews, 2 bedrooms, 4 beds, 2.5 bathrooms
2–7 Aug
Top guest favourite
Apartment in Kihei
Ekahi 22C Toes in the Sand in Under 2 Minutes
4.95 out of 5 average rating, 99 reviews, 2 bedrooms, 4 beds, 2 bathrooms
13–18 Jul
Top guest favourite
Apartment in Wailea
Ocean/Golf Course Views, Tropical Resort in Wailea
4.98 out of 5 average rating, 203 reviews, 1 bedroom, 2 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
4.99 out of 5 average rating, 142 reviews, 2 bedrooms, 2 beds, 2 bathrooms
1–6 Sept
Luxe
Apartment in Kihei
Wailea Ekolu – Oceanview in the Heart of Wailea
4.98 out of 5 average rating, 61 reviews, 1 bedroom, 2 beds, 2 bathrooms
27 Jul – 1 Aug
Guest favourite
Apartment in Wailea
The BEST Condo in Wailea: Elua Resort 1002
5.0 out of 5 average rating, 16 reviews, 2 bedrooms, 2 beds, 2 bathrooms
21–26 Jul
Top guest favourite
Flat in Kihei
Go Golfing from a Peaceful Apartment in a Beach Community
4.88 out of 5 average rating, 168 reviews, 2 bedrooms, 3 beds, 2 bathrooms
31 Jul – 5 Aug