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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
Top guest favourite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
2 bedrooms, 2 beds
3–8 Sept
4.99 out of 5 average rating, 142 reviews
Guest favourite
Flat in Kihei
Maui Kamaole in Kihei | Ocean View, Pool, Hot Tub
1 bedroom, 2 beds
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
19–24 Sept
5.0 out of 5 average rating, 84 reviews
Superhost
Apartment in Kihei
Luxury Oceanfront Condo by Maui's Best Beaches
2 bedrooms, 3 beds
16–21 Aug
New place to stay
Superhost
Apartment in Kihei
Wailea Ekahi 12A | Ocean Views & Walk-Out Patio
1 bedroom, 2 beds
22–27 Jul
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Kihei
Private S. Maui home w/ocean views, pool, hot tub
3 bedrooms, 4 beds
8–13 Aug
4.93 out of 5 average rating, 100 reviews
Top guest favourite
Apartment in Kihei
Spacious garden oasis next to Maui's best beaches!
1 bedroom, 2 beds
29 Jul – 3 Aug
4.99 out of 5 average rating, 135 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: Big Blue Pacific
2 bedrooms, 3 beds
8–13 Aug
4.96 out of 5 average rating, 181 reviews
Apartment in Wailea
Beachfront 2BR condo w/ pool and ocean views
2 bedrooms
7–12 Aug
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Townhouse
2 bedrooms, 4 beds
11–16 Aug
4.9 out of 5 average rating, 356 reviews
Superhost
Flat in Wailea
Wailea Oceanfront Luxury Front Row Escape
2 bedrooms, 3 beds
19–24 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Kihei
Ocean Front Vibes Maui
2 bedrooms, 4 beds
23–28 Sept
4.95 out of 5 average rating, 195 reviews
Top guest favourite
Townhouse in Wailea
Beautiful Wailea Ekolu Townhouse-Perfect Get-Away
2 bedrooms, 4 beds
20–25 Aug
4.97 out of 5 average rating, 143 reviews
Top guest favourite
Apartment in Wailea
Aloha Moon - The Honeymoon Hideaway
1 bedroom, 1 king bed
3–8 Aug
4.94 out of 5 average rating, 64 reviews
Top guest favourite
Apartment in Wailuku
Oceanfront Maalaea Harbor Condo with pool
2 bedrooms, 3 beds
17–22 Aug
5.0 out of 5 average rating, 73 reviews
Superhost
Apartment in Kihei
Direct Oceanfront 2BR w Sunset Views - KNL 604
2 bedrooms, 3 beds
9–14 Sept
New place to stay
Guest favourite
Apartment in Kihei
100KContemporaryHawaiian Reno in Wailea-Beach/Golf
1 bedroom, 3 beds
4–9 Aug
4.88 out of 5 average rating, 161 reviews
Top guest favourite
Flat in Kihei
Kihei Surfside 108 - Ground Floor - Oceanfront -AC
1 bedroom, 3 beds
24–29 Jul
5.0 out of 5 average rating, 15 reviews