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

Guest favourite
Apartment in Wailea
Wailea Gem-Remodeled Ocean View
1 bedroom, 2 beds, 2 private bathrooms
9–14 Aug
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4.95 out of 5 average rating, 198 reviews
Guest favourite
Flat in Kihei
Maui Kamaole in Kihei | Ocean View, Pool, Hot Tub
1 bedroom, 2 beds, 2 bathrooms
31 Jul – 5 Aug
4.92 out of 5 average rating, 12 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
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
Guest favourite
Home in Kihei
Private S. Maui home w/ocean views, pool, hot tub
3 bedrooms, 4 beds, 3 bathrooms
8–13 Aug
4.93 out of 5 average rating, 100 reviews
Apartment in Wailea
Beachfront 2BR condo w/ pool and ocean views
2 bedrooms, 2 bathrooms
7–12 Aug
Superhost
Apartment in Kihei
Luxury Oceanfront Condo by Maui's Best Beaches
2 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
New place to stay
Superhost
Flat in Wailea
Wailea Oceanfront Luxury Front Row Escape
2 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
5.0 out of 5 average rating, 4 reviews
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Townhouse
2 bedrooms, 4 beds, 2.5 bathrooms
11–16 Aug
4.9 out of 5 average rating, 356 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, 181 reviews
Top guest favourite
Flat in Kihei
Ocean Front Vibes Maui
2 bedrooms, 4 beds, 2 bathrooms
23–28 Sept
4.95 out of 5 average rating, 195 reviews
Top guest favourite
Apartment in Wailuku
Oceanfront Maalaea Harbor Condo with pool
2 bedrooms, 3 beds, 2 bathrooms
17–22 Aug
5.0 out of 5 average rating, 72 reviews
Top guest favourite
Apartment in Kihei
Spacious garden oasis next to Maui's best beaches!
1 bedroom, 2 beds, 2 bathrooms
29 Jul – 3 Aug
4.99 out of 5 average rating, 135 reviews
Top guest favourite
Apartment in Wailea
Aloha Moon - The Honeymoon Hideaway
1 bedroom, 1 king bed, 1 bathroom
3–8 Aug
4.94 out of 5 average rating, 64 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
Superhost
Apartment in Kihei
Direct Oceanfront 2BR w Sunset Views - KNL 604
2 bedrooms, 3 beds, 2 bathrooms
9–14 Sept
New place to stay
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 Kihei
Honalua || Wailea Ekahi Unit 2D || Lowered Rates
2 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
4.95 out of 5 average rating, 55 reviews
Top guest favourite
Apartment in Kihei
Ocean-Sunset View - Steps to Beach, Cafes & Shops
2 bedrooms, 3 beds, 2 bathrooms
22–27 Jul
4.94 out of 5 average rating, 68 reviews