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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
8–13 Oct
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4.96 out of 5 average rating, 202 reviews
Top guest favourite
Apartment in Wailea
A.R.A Retreats: The Curved Slab
2 bedrooms, 3 beds, 2 bathrooms
25–30 Sept
4.95 out of 5 average rating, 363 reviews
Top guest favourite
Apartment in Kihei
Wailea Beachfront Direct Ocean Views 4 Bd/3 Ba
4 bedrooms, 4 beds, 3 bathrooms
27 Sept – 2 Oct
4.98 out of 5 average rating, 61 reviews
Top guest favourite
Apartment in Kihei
Groovy bright condo 2 bed / 2 bath South Kihei
2 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
4.93 out of 5 average rating, 205 reviews
Top guest favourite
Apartment in Wailea
21A Grand Champions 1 Bed - Ulua & Mokapu beaches
1 bedroom, 2 beds, 1 bathroom
10–15 Oct
4.94 out of 5 average rating, 98 reviews
Guest favourite
Apartment in Wailea
21B Grand Champions Studio -Ulua & Mokapu beaches
1 king bed, 1 bathroom
8–13 Nov
4.88 out of 5 average rating, 72 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, 86 reviews
Top guest favourite
Apartment in Kihei
Spacious 3bd on Golf Course I Grand Champions 105
3 bedrooms, 4 beds, 2 bathrooms
14–19 Nov
4.93 out of 5 average rating, 127 reviews
Guest favourite
Villa in Wailea
A bit of paradise - Ocean Views Villa 1 bedroom
1 bedroom, 2 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Apartment in Wailea
Grand Champions Villas in Wailea, Maui
2 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Apartment in Wailea
Aloha Moon - The Honeymoon Hideaway
1 bedroom, 1 king bed, 1 bathroom
29 Sept – 4 Oct
4.94 out of 5 average rating, 67 reviews
Guest favourite
Home in Kihei
Private S. Maui home w/ocean views, pool, hot tub
3 bedrooms, 4 beds, 3 bathrooms
17–22 Oct
4.93 out of 5 average rating, 104 reviews
Top guest favourite
Flat in Kihei
Wailea Ocean View Escape
1 bedroom, 2 beds, 2 bathrooms
26 Sept – 1 Oct
4.98 out of 5 average rating, 63 reviews
Guest favourite
Apartment in Wailea
Best Location, Panoramic Ocean View Remodel WE1508
2 bedrooms, 3 beds, 2 bathrooms
11–16 Nov
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Apartment in Kihei
Very Comfortable Kamaole Sands Condo Sleeps 4
1 bedroom, 2 beds, 2 bathrooms
17–22 Sept
4.99 out of 5 average rating, 150 reviews
Guest favourite
Flat in Kihei
Wailea Beachfront Escape — A One-of-a-Kind Retreat
1 bedroom, 1 king bed, 1 bathroom
11–16 Oct
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
2 bedrooms, 2 beds, 2 bathrooms
9–14 Nov
4.99 out of 5 average rating, 143 reviews
Guest favourite
Apartment in Kihei
Short Walk Keawakapu Beach*Full Remodel Oceanview
2 bedrooms, 2 beds, 1 bathroom
28 Sept – 3 Oct
4.93 out of 5 average rating, 135 reviews
Top guest favourite
Apartment in Kihei
Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!
2 bedrooms, 3 beds, 2 bathrooms
24–29 Nov
4.99 out of 5 average rating, 232 reviews