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

Guest favourite
Apartment in Wailea
Feel the Aloha at a Luxe Beach Chic Retreat
2 bedrooms, 3 beds, 2 private bathrooms
30 Jul – 4 Aug
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4.97 out of 5 average rating, 36 reviews
Top guest favourite
Apartment in Kihei
Luxe 2bed Wailea, 5-min walk to beach, ocean view,
2 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 84 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, 356 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
Top guest favourite
Apartment in Wailea
A.R.A Retreats: Big Blue Pacific
2 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
4.96 out of 5 average rating, 180 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, 6 reviews
Top guest favourite
Apartment in Kihei
Summer avail, oceanview, no stairs, super clean
2 bedrooms, 3 beds, 2 bathrooms
15–20 Jul
5.0 out of 5 average rating, 38 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 Kihei
Wailea Ekahi Getaway•Walk to Keawakapu Beach
1 bedroom, 2 beds, 1 bathroom
18–23 Jul
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
2 bedrooms, 2 beds, 2 bathrooms
3–8 Sept
4.99 out of 5 average rating, 142 reviews
Top guest favourite
Townhouse in Wailea
Beautiful Wailea Ekolu Townhouse-Perfect Get-Away
2 bedrooms, 4 beds, 3 bathrooms
20–25 Aug
4.97 out of 5 average rating, 143 reviews
Guest favourite
Apartment in Wailea
Steps to Ocean View Pool, Walk to Beach
1 bedroom, 2 beds, 2 bathrooms
24–29 Jul
5.0 out of 5 average rating, 17 reviews
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, 193 reviews
Guest favourite
Flat in Kihei
Tropical Beachfront Paradise
1 bedroom, 2 beds, 2 bathrooms
19–24 Jul
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Apartment in Kihei
Peggy's Place - Best Beachfront Condo for Families
2 bedrooms, 3 beds, 2 bathrooms
15–20 Jul
4.98 out of 5 average rating, 83 reviews
Guest favourite
Apartment in Kihei
2BD Breathtaking Ocean Views -Wailea Ekolu 907
2 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Flat in Kihei
Luxurious Wailea Ocean Vistas
1 bedroom, 2 beds, 2 bathrooms
15–20 Jul
5.0 out of 5 average rating, 103 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
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, 102 reviews