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Search results; Over 1,000 places
Over 1,000 places
Guest favorite
Guest favorite
Condo in Wailea-Makena
Maui Wailea Brand New Modern Spacious Condo
12 min walk
12 min walk
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-Makena
A.R.A Retreats: The Waterfall
12 min walk
12 min walk
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 Gem-Remodeled Ocean View
13 min walk
13 min walk
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
Stay at a Prestigious Tropical Resort in Wailea
13 min walk
13 min walk
May 27 – Jun 1
May 27 – Jun 1
$272
night
$272 per night
4.97 out of 5 average rating, 129 reviews
4.97 (129)
Guest favorite
Guest favorite
Condo in Kihei
Maui Retreat Ekahi 50F - All YOU Need!
3 min drive
3 min drive
Apr 28 – May 3
Apr 28 – May 3
$363
night
$363 per night
4.98 out of 5 average rating, 59 reviews
4.98 (59)
Guest favorite
Guest favorite
Condo in Kihei
Barefoot Luxury at its Finest! WBV PHJ206
8 min walk
8 min walk
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 Kihei
Romantic, Luxury Condo with Spectacular Ocean View
14 min walk
14 min walk
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 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)
Superhost
Superhost
Condo in Wailea-Makena
New Listing | Maui Oasis at The Grand Champions
12 min walk
12 min walk
May 2 – 7
May 2 – 7
$256
$224
night
$224 per night, originally $256
Guest favorite
Guest favorite
Condo in Wailea-Makena
Tiki Tiki - A Gorgeous Boho Beach Hideaway!
14 min walk
14 min walk
Apr 23 – 28
Apr 23 – 28
$387
night
$387 per night
5.0 out of 5 average rating, 25 reviews
5.0 (25)
Guest favorite
Guest favorite
Condo in Wailea
Wailea Elua 1101 - Beachfront Section - Ocean View
11 min walk
11 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
Apartment in Kihei
Wailea Luxury Resort Vista
14 min walk
14 min walk
Apr 20 – 25
Apr 20 – 25
$699
$319
night
$319 per night, originally $699
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Guest favorite
Guest favorite
Condo in Wailea-Makena
A.R.A Retreats: The Molokini
3 min drive
3 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
10 min walk
10 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 Wailea-Makena
A.R.A Retreats: The Townhouse
3 min drive
3 min drive
May 19 – 24
May 19 – 24
$649
$449
night
$449 per night, originally $649
4.88 out of 5 average rating, 280 reviews
4.88 (280)
Guest favorite
Guest favorite
Townhouse in Wailea
Beautiful Wailea Ekolu Townhouse-Perfect Get-Away
8 min walk
8 min walk
May 8 – 13
May 8 – 13
$550
night
$550 per night
4.98 out of 5 average rating, 92 reviews
4.98 (92)
Guest favorite
Guest favorite
Apartment in Kihei
Luxury Ocean View 3bd Wailea Beach Villa | E-201
7 min walk
7 min walk
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
Condo in Wailea-Makena
130K Hawaiian Reno on Wailea Blue Golf *Ocean View
12 min walk
12 min walk
Jul 26 – 31
Jul 26 – 31
$285
night
$285 per night
5.0 out of 5 average rating, 96 reviews
5.0 (96)
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