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Search resultsOver 1,000 places in Wailea-Makena

Display total price
Includes all fees, before taxes
Condo in Wailea
Wailea Gem-Remodeled Ocean View
2 beds
Jul 1 – 6
$399 per night
Superhost
Apartment in Wailea-Makena
Fabulous Ocean Views, Luxury 2 Bed 2 Bath
3 beds
Aug 17 – 22
$825 per night, originally $1,015
Condo in Wailea-Makena
NEW! Wailea Surf Shack: Golf, shopping & beaches!
1 king bed
Jul 11 – 17
$332 per night
Superhost
Condo in Wailea-Makena
Aloha Moon - The Honeymoon Hideaway
1 king bed
Jun 9 – 14
$487 per night
Camper/RV in Kihei
Mongoose the Adventure Van
1 bed
Jun 9 – 14
$108 per night, originally $135
Superhost
Condo in Kihei
Polo Beach Club 708 | 2bd Oceanfront Beach Access
3 beds
Aug 25 – 30
$669 per night, originally $869
Superhost
Condo in Wailea-Makena
Grand Champions - King Bed - Close to Wailea Beach
2 beds
Jul 17 – 22
$291 per night
Superhost
Apartment in Kihei
Wonderful Wailea Condo with Lanai Water Views
1 queen bed
Jun 11 – 16
$281 per night, originally $392
Condo in Wailea-Makena
Enchanting Modern Wailea Vistas
2 beds
Jun 18 – 24
$329 per night, originally $649
Superhost
Camper/RV in Kihei
Get in where you fit in Camper
1 bed
Jun 9 – 14
$103 per night, originally $129
Superhost
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
2 beds
Aug 21 – 28
$440 per night, originally $550
Superhost
Condo in Wailea-Makena
2BR Oceanview 1st-Floor | Balcony | Pool
2 king beds
Jul 30 – Aug 4
$252 per night
Condo in Wailea-Makena
BREATHTAKING*OCEAN VIEW Directly on Golf Course
5 beds
Sep 10 – 15
$599 per night
Superhost
Condo in Wailea-Makena
Luxury Condo w/wide Ocean View (Palms at Wailea)!
2 beds
Jul 28 – Aug 2
$401 per night
Superhost
Condo in Kihei
Romantic, Luxury Condo with Spectacular Ocean View
1 king bed
Jul 8 – 13
$385 per night
Superhost
Condo in Wailea
Wailea Ekolu 2/2 with Ocean View!
4 beds
Nov 8 – 13
$421 per night
Superhost
Condo in Kihei
Dream Suite Cut Rates During Resort Construction!
1 bed
Jun 9 – 14
$267 per night, originally $573
Condo in Wailea-Makena
#21B Grand Champions Studio -Ulua & Mokapu beaches
2 king beds
Jun 15 – 20
$185 per night, originally $286