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Condos and Vacation Rentals in Wailea, HI
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Internet or Wifi (351)
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Air Conditioning (337)
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Kid friendly (336)
Smoking allowed (3)
Pet friendly (1)
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Condominium/Apartment (319)
Vacation Rental House (32)
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Waterfront (43)
Boat Available (21)
Private Chef (0)
Private Beach (0)
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Distance from
5 km
Wailea Beach
Little Beach
Makena Beach
Keawakapu Beach
Ulua Beach
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351 rentals
in Wailea.
Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well
61
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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COMPLETE REMODEL! BRAND NEW EVERYTHING!!! AC and POOL!
25
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
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5 Star Reviews! Wailea Ekolu with Ocean Views & Great Location!
26
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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Grand Champions #48 is a 2bd 2ba Ocean View condo that Sleeps 6 Great Rates!
32
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
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Fall 2024 Remodel! Brand New Luxury! Unbelievable Ocean View! Sleeps 5!
4
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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Wailea Ekahi 36E! One of the best locations in Wailea.
19
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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Luxury Wailea Family Condo. NEW EVERYTHING! Complete Remodel! AC and Pool.
25
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
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Wailea Ekolu #105 Partial Ocean view, Sleeps 4
22
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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Wailea Ekahi #25-C Near Keawakapu Beach, Garden View, A/C, Pool Access
17
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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Stunning Ocean View Wailea Beach Villa- Book & Save
16
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 9
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Ocean View, Close to Beach&Pool Sleeps 10
20
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 10
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Great for families and couples. Next to a tropical pool in Hawaiian landscape.
27
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
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�Georgeous 5-STAR Wailea Retreat!Tranquil Corner unit, Top tier Upgrades�
57
Condo/Apartment
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1 bedroom
2 bathrooms
Sleeps 4
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Wailea Elua 102 Remodeled, Central A/C, Full Ocean View, Near Ulua Beach
19
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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Palms at Wailea 303 will be your new favorite! Clean & beautifully remodeled
29
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
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Ocean View, Steps away from the pool
7
Condo/Apartment
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1 bedroom
2 bathrooms
Sleeps 4
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Top Floor One Bedroom at Wailea Ekolu 208
21
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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Just Steps to Kamaole III Beach!!!
30
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
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Wailea Ekahi Studio #52-E Beautifully Renovated Studio on Keawakapu Beach
21
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Incredible Ocean Views! Premier Building at Makena Surf B305
10
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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Get Spoiled in deluxe unit-Kihei Kai Nani /best location!/Jan.18-23, Mar
17
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 5
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Wailea Elua 803 - Ocean Views, Modern Renovation, Central AC, Wi-Fi, BBQ Grill
21
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
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Direct Ocean Front Polo Beach 805!
10
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
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Beautifully decorated! Very private! Partial Ocean View! Palms at Wailea 2202
45
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
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2 bedroom, 2 bath family friendly Grand Champions 130!
10
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
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Beautifully Designed Villa! Steps From the Pool! Ho'olei 12-4
12
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 8
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Wailea Townhome, Perfect for Families! Wailea Ekahi 25B
3
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 7
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New! Luxurious 3bd Villa at Wailea Beach Villas unit E201
6
Condo/Apartment
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3 bedrooms
4 bathrooms
Sleeps 8
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Palms at Wailea #1903 Luxe Remodel, Ground Floor, Walk to Beach and Shops!
23
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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Wailea Beach Villas Luxury Four Bedroom Condo L109 Ginger And Palms
10
Condo/Apartment
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4 bedrooms
3 bathrooms
Sleeps 8
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Gorgeous Luxury Ocean View Top Floor Corner Unit, AC, Pool, Free Parking, Wifi
17
Condo/Apartment
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1 bedroom
2 bathrooms
Sleeps 4
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Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area
15
Holiday Rental House
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4 bedrooms
5 bathrooms
Sleeps 10
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WE OWN FIVE HOOLEI VILLAS ! WE SHOULD BE ABLE TO ACCOMODATE YOUR DATES!
9
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 8
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Wailea Ekahi 51E, Amazing Ocean Views, Walk to Beach, Sunset View, Large Lanai
20
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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14D Panoramic ocean view, beautiful sunset every night. Best in Ekahi!
27
Condo/Apartment
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1 bedroom
2 bathrooms
Sleeps 2
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Lush Tropical Views! GC 136
7
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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Wailea Ekahi 14F - Best Views - 3 Minutes Walk to Beach
19
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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Kihei Surfside #609: Oceanfront Gem with Stunning Views and Comfort
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Incredibly Large Polynesian Style Villa in Wailea
21
Condo/Apartment
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3 bedrooms
3 bathrooms
Sleeps 6
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Private and Sweet Wailea 1 BD+2 BA Grand Champions Villa
19
Condo/Apartment
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1 bedroom
2 bathrooms
Sleeps 4
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COMPLETELY REMODELED-AC THROUGHOUT-GROUND FLOOR-METICULOUS CLEANING
17
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
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Luxurious Ocean View Villa at Ho'olei! Experience Hoolei 17-3
14
Holiday Rental House
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3 bedrooms
4 bathrooms
Sleeps 8
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Wailea Ekahi6D NEWLY UPDATED 2nd Floor, Part Ocean View,1 min walk to Beach&Pool
21
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
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Listen to the birds chirp!
20
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Palms at Wailea #1803 Large Private Lanai, Spacious, Great Location, Sleeps 4
8
Condo/Apartment
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1 bedroom
2 bathrooms
Sleeps 4
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Grand Champions #45 is a 2bd 2ba Ocean view condo that Sleeps 6 Great Rates!
15
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
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Direct ocean front, Polo Beach Club 705!
7
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
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Stunning unit! Beautiful Remodel! Ocean Views! Ekahi 5E
9
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 3
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Beachfront, Polo Beach Wailea/Makena #103, Ground Floor
7
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
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Panoramic Ocean Views! - * Luxury Villa! * - 3 Bed/3 Bath - Owner Direct Savings
18
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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