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

Top guest favourite
Apartment in Wailea
Ocean/Golf Course Views, Tropical Resort in Wailea
1 bedroom, 2 beds, 2 private bathrooms
1–6 Aug
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4.98 out of 5 average rating, 203 reviews
Guest favourite
Flat in Wailea
Fabulous Ocean Views- Luxury 2 Bed 2 Bath
2 bedrooms, 3 beds, 2 bathrooms
10–15 Jul
5.0 out of 5 average rating, 7 reviews
Superhost
Flat in Wailea
* Wailea Elua 806 *
3 bedrooms, 3 beds, 2 bathrooms
8–13 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, 82 reviews
Guest favourite
Flat in Kihei
Luxe Wailea Getaway | Stunning Ocean Views
1 bedroom, 1 bed, 2 bathrooms
7–12 Aug
4.84 out of 5 average rating, 19 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 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, 476 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, 355 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
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
Maui Oasis Retreat At The Grand Champions #53
1 bedroom, 1 king bed, 2 bathrooms
22–27 Jul
5.0 out of 5 average rating, 75 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
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
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, 61 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
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
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
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
Top guest favourite
Flat in Kihei
Luxurious Wailea Ocean Vistas
1 bedroom, 2 beds, 2 bathrooms
13–18 Jul
5.0 out of 5 average rating, 103 reviews