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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
19–24 Sept
4.95 out of 5 average rating, 362 reviews
Luxe
Apartment in Wailea
*Fully Remodeled* Modern Island Style*
2 bedrooms, 3 beds, 2 bathrooms
5–10 Oct
4.99 out of 5 average rating, 152 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
Room in Kihei
Garden Room, private bathroom, separate entrance
1 queen bed, 1 bathroom
20–25 Sept
4.95 out of 5 average rating, 465 reviews
Top guest favourite
Flat in Wailea
Amazing location! Chic Maui Getaway (ground floor)
1 bedroom, 2 beds, 2 bathrooms
19–24 Sept
4.98 out of 5 average rating, 60 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
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
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
Flat in Kihei
Kihei Maui Getaway
1 bedroom, 1 bed, 1 bathroom
13–18 Oct
4.99 out of 5 average rating, 93 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, 81 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
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, 97 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
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
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
2 bedrooms, 2 beds, 2 bathrooms
26 Nov – 1 Dec
4.99 out of 5 average rating, 143 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
Guest favourite
Flat in Wailea
Spacious 3BR/2BA Condo in Wailea
3 bedrooms, 3 beds, 2 bathrooms
22–27 Sept
4.92 out of 5 average rating, 13 reviews
Luxe
Apartment in Wailea
Wailea Elua condo - Ocean Views | Gym | Pickleball
2 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 27 reviews