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

Top guest favourite
Apartment in Wailea
Wailea Resort studio suite
1 bedroom, 1 bed, 1 private bathroom
10–15 Aug
,
4.96 out of 5 average rating, 673 reviews
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
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
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
Luxe 2bed Wailea, 5-min walk to beach, ocean view,
5.0 out of 5 average rating, 82 reviews, 2 bedrooms, 3 beds, 2 bathrooms
20–25 Aug
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
4.94 out of 5 average rating, 329 reviews, 2 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Superhost
Apartment in Kihei
Wailea Ekahi 12A | Ocean Views & Walk-Out Patio
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
14–19 Jul
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
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
Top guest favourite
Apartment in Kihei
Romantic, Luxury Retreat w/Ocean View-Couples Only
4.99 out of 5 average rating, 193 reviews, 1 bedroom, 1 bed, 2 bathrooms
28 Aug – 2 Sept
Guest favourite
Apartment in Wailea
Beach Front Wailea, Full Ocean View A/C, ELUA102
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 2 beds, 2 bathrooms
14–19 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
Superhost
Flat in Wailea
* Wailea Elua 806 *
3 bedrooms, 3 beds, 2 bathrooms
28 Jul – 2 Aug
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
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
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
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
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
19–24 Aug
Top guest favourite
Apartment in Kihei
Peggy's Place - Best Beachfront Condo for Families
4.98 out of 5 average rating, 83 reviews, 2 bedrooms, 3 beds, 2 bathrooms
14–19 Jul