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

Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
2 bedrooms, 3 beds, 2 private bathrooms
15–20 Aug
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4.94 out of 5 average rating, 331 reviews
Top guest favourite
Apartment in Wailea
A.R.A retreats: The OG
2 bedrooms, 3 beds
16–21 Aug
4.91 out of 5 average rating, 352 reviews
Top guest favourite
Apartment in Wailea
Wailea Resort studio suite
1 bedroom, 1 bed
24–29 Aug
4.96 out of 5 average rating, 676 reviews
Top guest favourite
Apartment in Kihei
Spacious 3bd on Golf Course I Grand Champions 105
3 bedrooms, 3 beds
1–6 Sept
4.93 out of 5 average rating, 124 reviews
Top guest favourite
Apartment in Wailea
Luxurious Tropical Retreat with Oceanview
1 bedroom, 2 beds
26–31 Oct
5.0 out of 5 average rating, 45 reviews
Luxe
Apartment in Wailea
Wailea Elua condo - Ocean Views | Gym | Pickleball
2 bedrooms, 4 beds
25–30 Aug
5.0 out of 5 average rating, 25 reviews
Guest favourite
Flat in Kihei
Maui Kamaole in Kihei | Ocean View, Pool, Hot Tub
1 bedroom, 2 beds
22–27 Oct
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Apartment in Wailea
Maui Oasis Retreat At The Grand Champions #53
1 bedroom, 2 beds
20–25 Sept
5.0 out of 5 average rating, 77 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
Superhost
Apartment in Wailea
Polo Beach Club 409 | Ocean View, Pool + Hot Tub
2 bedrooms, 3 beds
16–21 Aug
Top guest favourite
Flat in Kihei
Wailea Ocean View Escape
1 bedroom, 2 beds
25–30 Aug
4.98 out of 5 average rating, 61 reviews
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Townhouse
2 bedrooms, 4 beds
19–24 Aug
4.9 out of 5 average rating, 357 reviews
Top guest favourite
Apartment in Wailea
Aloha Moon - The Honeymoon Hideaway
1 bedroom, 1 king bed
21–26 Aug
4.94 out of 5 average rating, 66 reviews
Top guest favourite
Apartment in Wailea
Wailea Surf Shack: Beaches, Shops & Golf!
1 bedroom, 2 beds
25–30 Aug
5.0 out of 5 average rating, 141 reviews
Flat in Kihei
NEW Listing Renovated Ocean view -Kamaole Beach II
1 bedroom, 2 beds
20–25 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Wailea
Wailea Escape/Golf Views, Beaches & Family Comfort
2 bedrooms, 4 beds
15–20 Aug
5.0 out of 5 average rating, 27 reviews
Guest favourite
Home in Kihei
Private S. Maui home w/ocean views, pool, hot tub
3 bedrooms, 4 beds
12–17 Oct
4.93 out of 5 average rating, 102 reviews
Guest favourite
Apartment in Wailea
Stunning Wailea 2/2, AC, Upper Fl, walk to beach
2 bedrooms, 3 beds
2–7 Oct
4.94 out of 5 average rating, 65 reviews
Apartment in Kihei
Renovated Coastal Retreat- Steps from the Beach
1 bedroom, 2 beds
19–24 Sept
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