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

Top guest favourite
Apartment in Wailea
Ocean View! Pool! 'Ike Kai at Wailea Ekolu Village
1 bedroom, 1 bed, 2 private bathrooms
10–15 Oct
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5.0 out of 5 average rating, 64 reviews
Top guest favourite
Apartment in Kihei
Refined Resort Wailea Oceanview Vistas
2 bedrooms, 3 beds, 2 bathrooms
23–28 Sept
4.97 out of 5 average rating, 37 reviews
Top guest favourite
Apartment in Kihei
PURE ELEGANCE*OCEANVIEW Renovated Condo in WAILEA
2 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
4.99 out of 5 average rating, 83 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Curved Slab
2 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
4.95 out of 5 average rating, 362 reviews
Guest favourite
Apartment in Wailea
A.R.A Retreats: The Townhouse
2 bedrooms, 4 beds, 2.5 bathrooms
16–21 Oct
4.9 out of 5 average rating, 358 reviews
Top guest favourite
Apartment in Kihei
Romantic, Luxury Retreat - Couples Only
1 bedroom, 1 king bed, 2 bathrooms
11–16 Oct
4.98 out of 5 average rating, 239 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Molokini
2 bedrooms, 2 king beds, 2 bathrooms
12–17 Nov
4.94 out of 5 average rating, 334 reviews
Top guest favourite
Apartment in Wailea
Maui Oasis Retreat At The Grand Champions #53
1 bedroom, 2 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 80 reviews
Luxe
Apartment in Wailea
Wailea Elua: Huge Ocean Views, Pool, AC & Hot Tub
2 bedrooms, 4 beds, 2 bathrooms
12–17 Oct
4.97 out of 5 average rating, 37 reviews
Guest favourite
Apartment in Wailea
Gorgeous Condo in Wailea Ekahi Village!
1 bedroom, 2 beds, 1 bathroom
30 Nov – 5 Dec
4.94 out of 5 average rating, 85 reviews
Superhost
Apartment in Kihei
Wailea Elua 808 - Scenic Ocean Views, Wi-Fi, AC
2 bedrooms, 4 beds, 2 bathrooms
23–28 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Apartment in Kihei
Beautifully Updated Oceanview Condo in Wailea
2 bedrooms, 4 beds, 2 bathrooms
11–16 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Flat in Kihei
Luxe Wailea Getaway | Stunning Ocean Views
1 bedroom, 1 bed, 2 bathrooms
6–11 Oct
4.88 out of 5 average rating, 25 reviews
Guest favourite
Apartment in Kihei
Wailea Elua Village 803, Ocean Views, Modern Reno
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Flat in Wailea
Wailea Escape/Golf Views, Beaches & Family Comfort
2 bedrooms, 4 beds, 2 bathrooms
10–15 Sept
5.0 out of 5 average rating, 27 reviews
Guest favourite
Apartment in Kihei
Oceanfront Mana Kai Penthouse..Heaven meets Earth!
2 bedrooms, 2 king beds, 2 bathrooms
18–24 Sept
4.96 out of 5 average rating, 142 reviews
Top guest favourite
Apartment in Kihei
Your Maui Luxury Escape - Wailea Beach Villas K107
2 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 14 reviews
Guest favourite
Apartment in Kihei
Luxury Condo in Wailea Ekahi w/Direct Beach Access
1 bedroom, 2 beds, 2 bathrooms
1–6 Oct
4.91 out of 5 average rating, 119 reviews
Guest favourite
Flat in Kihei
Luxurious Wailea Ocean Vistas
1 bedroom, 2 beds, 2 bathrooms
3–8 Oct
4.98 out of 5 average rating, 108 reviews