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

Descriptions are based on details hosts provide
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,
5.0 out of 5 average rating, 84 reviews, 2 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Townhouse
4.9 out of 5 average rating, 356 reviews, 2 bedrooms, 4 beds, 2.5 bathrooms
2–7 Aug
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
Superhost
Apartment in Kihei
Ocean views and a walk to Keawakapu Beach
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
22–27 Jul
Top guest favourite
Apartment in Kihei
14-foot ceilings and two lanais in Wailea
5.0 out of 5 average rating, 21 reviews, 1 bedroom, 2 beds, 1 bathroom
17–22 Jul
Top guest favourite
Apartment in Wailea
Boathouse Studio Condo in Wailea, Hawaii
4.98 out of 5 average rating, 476 reviews, 1 bedroom, 1 bed, 1 bathroom
29 Jul – 3 Aug
Top guest favourite
Apartment in Wailea
Pacific Ocean views from a Wailea lanai
4.96 out of 5 average rating, 180 reviews, 2 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
Guest favourite
Flat in Kihei
Ocean views from your private lanai
5.0 out of 5 average rating, 10 reviews, 1 bedroom, 2 beds, 2 bathrooms
19–24 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
20–25 Aug
Guest favourite
Apartment in Wailea
Steps to Ocean View Pool, Walk to Beach
5.0 out of 5 average rating, 17 reviews, 1 bedroom, 2 beds, 2 bathrooms
24–29 Jul
Top guest favourite
Apartment in Kihei
Oceanfront lanai with Molokini views
4.96 out of 5 average rating, 49 reviews, 2 bedrooms, 2 beds, 2 bathrooms
6–11 Aug
Top guest favourite
Apartment in Kihei
Remodeled beachfront with pool and lanai
4.98 out of 5 average rating, 83 reviews, 2 bedrooms, 3 beds, 2 bathrooms
15–20 Jul
Top guest favourite
Apartment in Kihei
Ocean and sunset views from two lanais
4.99 out of 5 average rating, 193 reviews, 1 bedroom, 1 bed, 2 bathrooms
28 Aug – 2 Sept
Top guest favourite
Apartment in Kihei
Summer avail, oceanview, no stairs, super clean
5.0 out of 5 average rating, 38 reviews, 2 bedrooms, 3 beds, 2 bathrooms
15–20 Jul
Superhost
Apartment in Wailea
Wailea Elua 401 | Ocean Views | Pool | Hot Tub
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 4 beds, 2 bathrooms
14–19 Aug
Top guest favourite
Apartment in Kihei
Direct beach access in Wailea Ekahi
4.9 out of 5 average rating, 115 reviews, 1 bedroom, 2 beds, 2 bathrooms
11–16 Aug
Guest favourite
Flat in Wailea
A.R.A Retreats: Birds Eye View
4.97 out of 5 average rating, 102 reviews, 2 bedrooms, 3 beds, 2 bathrooms
29 Aug – 3 Sept
Guest favourite
Flat in Wailea
Wailea Ekahi 24C, Summer in Paradise in Style!
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 6 beds, 2 bathrooms
5–10 Aug