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Search results; Over 1,000 places
Over 1,000 places
Guest favorite
Guest favorite
Condo in Kihei
Maui's Best - Wailea Ekahi 47A
3 min drive
3 min drive
May 6 – 11
May 6 – 11
$429
$329
night
$329 per night, originally $429
4.95 out of 5 average rating, 182 reviews
4.95 (182)
Guest favorite
Guest favorite
Condo in Wailea-Makena
Maui Wailea Brand New Modern Spacious Condo
2 min drive
2 min drive
May 7 – 12
May 7 – 12
$269
$239
night
$239 per night, originally $269
4.98 out of 5 average rating, 42 reviews
4.98 (42)
Guest favorite
Guest favorite
Condo in Wailea
Wailea Gem-Remodeled Ocean View
2 min drive
2 min drive
Apr 29 – May 4
Apr 29 – May 4
$300
night
$300 per night
4.97 out of 5 average rating, 137 reviews
4.97 (137)
Guest favorite
Guest favorite
Condo in Wailea-Makena
130K Hawaiian Reno on Wailea Blue Golf *Ocean View
2 min drive
2 min drive
Jul 26 – 31
Jul 26 – 31
$285
night
$285 per night
5.0 out of 5 average rating, 96 reviews
5.0 (96)
Guest favorite
Guest favorite
Apartment in Kihei
Wonderful Wailea Condo with Lanai Water Views
2 min drive
2 min drive
May 14 – 19
May 14 – 19
$296
night
$296 per night
4.97 out of 5 average rating, 61 reviews
4.97 (61)
Guest favorite
Guest favorite
Condo in Wailea-Makena
A.R.A Retreats: The Molokini
2 min drive
2 min drive
May 15 – 20
May 15 – 20
$499
$399
night
$399 per night, originally $499
4.94 out of 5 average rating, 235 reviews
4.94 (235)
Guest favorite
Guest favorite
Condo in Kihei
Luxe 2bed Wailea, beach, ocean view, spa, golf
14 min walk
14 min walk
May 8 – 13
May 8 – 13
$700
night
$700 per night
5.0 out of 5 average rating, 46 reviews
5.0 (46)
Guest favorite
Guest favorite
Condo in Kihei
Romantic, Luxury Condo with Spectacular Ocean View
2 min drive
2 min drive
Jun 1 – 6
Jun 1 – 6
$395
night
$395 per night
5.0 out of 5 average rating, 105 reviews
5.0 (105)
Guest favorite
Guest favorite
Condo in Wailea-Makena
Luxury Condo w/wide Ocean View (Palms at Wailea)!
4 min drive
4 min drive
May 19 – 24
May 19 – 24
$399
$339
night
$339 per night, originally $399
4.95 out of 5 average rating, 58 reviews
4.95 (58)
Guest favorite
Guest favorite
Condo in Wailea-Makena
A.R.A Retreats: The Waterfall
2 min drive
2 min drive
May 5 – 10
May 5 – 10
$415
$299
night
$299 per night, originally $415
4.95 out of 5 average rating, 169 reviews
4.95 (169)
Guest favorite
Guest favorite
Condo in Wailea
Wailea Elua 1101 - Beachfront Section - Ocean View
14 min walk
14 min walk
May 11 – 16
May 11 – 16
$597
night
$597 per night
4.91 out of 5 average rating, 64 reviews
4.91 (64)
Guest favorite
Guest favorite
Condo in Kihei
Barefoot Luxury at its Finest! WBV PHJ206
1 min drive
1 min drive
Jun 14 – 19
Jun 14 – 19
$1,195
$849
night
$849 per night, originally $1,195
4.97 out of 5 average rating, 93 reviews
4.97 (93)
Guest favorite
Guest favorite
Condo in Wailea
Stunning ocean view! 2/2 in the heart of Wailea
2 min drive
2 min drive
May 10 – 15
May 10 – 15
$401
$321
night
$321 per night, originally $401
4.93 out of 5 average rating, 143 reviews
4.93 (143)
Guest favorite
Guest favorite
Condo in Wailea-Makena
Aloha Moon - The Honeymoon Hideaway
2 min drive
2 min drive
Apr 20 – 25
Apr 20 – 25
$490
night
$490 per night
5.0 out of 5 average rating, 28 reviews
5.0 (28)
Guest favorite
Guest favorite
Condo in Kihei
Mana Kai Palms: Oceanfront Resort ~Keawakapu Beach
5 min drive
5 min drive
Apr 26 – May 1
Apr 26 – May 1
$479
night
$479 per night
5.0 out of 5 average rating, 22 reviews
5.0 (22)
Guest favorite
Guest favorite
Villa in Kihei
Hoolei Wailea Beach Villa with amazing views! 31-6
8 min walk
8 min walk
Apr 20 – 25
Apr 20 – 25
$1,000
night
$1,000 per night
4.93 out of 5 average rating, 30 reviews
4.93 (30)
Guest favorite
Guest favorite
Apartment in Kihei
Luxury Ocean View 3bd Wailea Beach Villa | E-201
1 min drive
1 min drive
Jul 11 – 16
Jul 11 – 16
$1,495
$1,349
night
$1,349 per night, originally $1,495
5.0 out of 5 average rating, 19 reviews
5.0 (19)
Guest favorite
Guest favorite
Villa in Kihei
HO'OLEI DESIGNER VILLA24-4 AC WIFI BEACH POOL WALK
9 min walk
9 min walk
Jul 14 – 19
Jul 14 – 19
$1,340
$1,208
night
$1,208 per night, originally $1,340
4.95 out of 5 average rating, 77 reviews
4.95 (77)
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