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

Guest favorite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
Ocean views
Apr 9 – 15
$468 per night, originally $585
5.0 out of 5 average rating, 75 reviews
Guest favorite
Condo in Wailea
Wailea Gem-Remodeled Ocean View
Ocean views
May 8 – 13
$300 per night, originally $349
4.97 out of 5 average rating, 134 reviews
Guest favorite
Condo in Kihei
Luxury Condo in Wailea Ekahi w/Direct Beach Access
Ocean views
Apr 13 – 18
$251 per night, originally $401
4.92 out of 5 average rating, 38 reviews
Guest favorite
Apartment in Kihei
Luxury Ocean View 3bd Wailea Beach Villa | E-201
Ocean views
Apr 26 – May 1
$1,249 per night, originally $1,495
5.0 out of 5 average rating, 18 reviews
Guest favorite
Condo in Kihei
Luxe 2bed Wailea, beach, ocean view, spa, golf
Ocean views
Apr 11 – 16
$661 per night
5.0 out of 5 average rating, 45 reviews
Guest favorite
Condo in Kihei
Romantic, Luxury Condo with Spectacular Ocean View
Ocean views
Mar 30 – Apr 4
$415 per night
5.0 out of 5 average rating, 102 reviews
Guest favorite
Condo in Wailea
Stunning ocean view! 2/2 in the heart of Wailea
Ocean views
May 10 – 15
$321 per night, originally $401
4.93 out of 5 average rating, 140 reviews
Guest favorite
Condo in Wailea-Makena
A.R.A Retreats: The Townhouse
Ocean views
Apr 5 – 10
$449 per night, originally $675
4.88 out of 5 average rating, 277 reviews
Guest favorite
Condo in Wailea-Makena
A.R.A Retreats: The Molokini
Ocean views
Apr 6 – 11
$349 per night, originally $449
4.94 out of 5 average rating, 232 reviews
Guest favorite
Condo in Kihei
Romantic, Luxury Maui Getaway with Ocean View
Ocean views
Jul 1 – 6
$350 per night
4.99 out of 5 average rating, 110 reviews
Guest favorite
Home in Kihei
Stunning ocean view, heated pool at home by Wailea
Ocean views
Jul 4 – 9
$525 per night
4.96 out of 5 average rating, 382 reviews
Guest favorite
Villa in Kihei
HO'OLEI DESIGNER VILLA24-4 AC WIFI BEACH POOL WALK
3 king beds
Apr 27 – May 2
$1,067 per night, originally $1,184
4.95 out of 5 average rating, 77 reviews
Guest favorite
Condo in Kihei
Mana Kai Palms: Oceanfront Resort ~Keawakapu Beach
On the beachSea views,
Apr 26 – May 1
$478 per night, originally $657
5.0 out of 5 average rating, 16 reviews
Guest favorite
Condo in Wailea
A.R.A Retreats: Big Blue Pacific
Ocean views
May 20 – 25
$515 per night
4.99 out of 5 average rating, 84 reviews
Guest favorite
Condo in Kihei
Barefoot Luxury at its Finest! WBV PHJ206
On the beachOcean views,
Apr 14 – 19
$849 per night, originally $995
4.97 out of 5 average rating, 92 reviews
Guest favorite
Townhouse in Wailea
Beautiful Wailea Ekolu Townhouse-Perfect Get-Away
Ocean views
Apr 28 – May 3
$550 per night
4.98 out of 5 average rating, 89 reviews
Guest favorite
Condo in Wailea-Makena
Maui Wailea Brand New Modern Spacious Condo
2 beds
May 7 – 12
$269 per night, originally $329
5.0 out of 5 average rating, 38 reviews
Guest favorite
Home in Kihei
Hale Alana
4 beds
Apr 10 – 15
$769 per night
4.94 out of 5 average rating, 65 reviews