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Wailea, HI Villas, Condos and Holiday Rentals
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Kid friendly (360)
Business Travel (124)
Elder access (41)
Wheelchair access (31)
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Internet (377)
All pools (359)
Air Conditioning (352)
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Condominium/Apartment (280)
Holiday Rental House (112)
Cabin Holiday Rental (0)
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Water Views (69)
Ocean Views (41)
Mountain Views (31)
Boat Available (24)
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Neighbourhood
392 rentals
in Wailea.
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Wailea Ekahi Ocean View 50A
19 reviews
1 bedroom
2 bathrooms
Sleeps 4
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New Listing! Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei
1 review
3 bedrooms
4 bathrooms
Sleeps 8
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Grand Champions #151 is a1 Bd 2 Ba fronting the Wailea Golf Course. Sleeps 4.
3 reviews
1 bedroom
2 bathrooms
Sleeps 4
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Beautiful Wailea Condo Wailea Ekolu # 401
12 reviews
2 bedrooms
2 bathrooms
Sleeps 6
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Stunning Beach Front Condo Makena Surf Resort # E-204
17 reviews
2 bedrooms
2 bathrooms
Sleeps 6
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Elua Village # 701 - Luxury 2b/2b with Ocean View, and Newly Remodeled!
24 reviews
2 bedrooms
2 bathrooms
Sleeps 4
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Wailea Ekahi Village 29F Ocean Front
6 reviews
1 bedroom
2 bathrooms
Sleeps 4
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Beautiful Oceanfront Ground Floor Unit MAKENA SURF RESORT, #G-101
2 reviews
2 bedrooms
2 bathrooms
Sleeps 6
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One-of-a-Kind Maui Getaway!
7 reviews
4 bedrooms
4 bathrooms
Sleeps 10
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Prime Wailea 2 BDRM Condo Wailea Elua Village # 801
17 reviews
2 bedrooms
2 bathrooms
Sleeps 6
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Best Kihei Location; Oceanfront with Stunning Views; Spacious 2BR on the Beach!
2 bedrooms
2 bathrooms
Sleeps 6
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Lovely Ground Floor 2 BDRM Condo Wailea Elua Village # 105
10 reviews
2 bedrooms
2 bathrooms
Sleeps 6
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WAILEA ELUA, #0702
2 bedrooms
0 bathrooms
Sleeps 6
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Sweeping Ocean Views; Private High End Condo!
1 review
1 bedroom
2 bathrooms
Sleeps 4
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Aloha Kai Suite at Wailea Beach Villas PH 205
101 reviews
3 bedrooms
3 bathrooms
Sleeps 8
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WOW ! WHAT A GREAT VIEW ! ---Great Reviews !
48 reviews
2 bedrooms
2 bathrooms
Sleeps 6
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OCEAN VIEW PRIVATE ROMANTIC COTTAGE ABOVE WAILEA
37 reviews
1 bedroom
2 bathrooms
Sleeps 3
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Wailea Ekahi 7G Luxury Ocean Front S Maui Condo
37 reviews
1 bedroom
2 bathrooms
Sleeps 2
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Wailea Ekahi 11f: Ocean View/Remodel 2 BR Condo
26 reviews
2 bedrooms
2 bathrooms
Sleeps 4
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Amazing Wailea Surf Villa at Wailea Beach Villas
18 reviews
2 bedrooms
2 bathrooms
Sleeps 6
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NEW REMODEL 2020-65”SONY 4K UHD LED LCD TV & BOSE SURROUND SOUND- GORGEOUS GEM
19 reviews
1 bedroom
2 bathrooms
Sleeps 4
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The Maui Escape - Spectacular 2.5 Bdr Penthouse -Oceanfront Resort-Owner Direct!
75 reviews
2 bedrooms
2 bathrooms
Sleeps 6
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Luxurious Tropical Retreat Wailea Ekahi Unit - 31 D
78 reviews
1 bedroom
2 bathrooms
Sleeps 2
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Palms at Wailea #1105 Lovely Ocean View, 2Bd 2Bath, Great Rates! Sleeps 4
19 reviews
2 bedrooms
2 bathrooms
Sleeps 4
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Luxurious 2.5 Bedroom - Flexible Rebooking if Needed!
74 reviews
2 bedrooms
2 bathrooms
Sleeps 6
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SPECIAL $300/nt 1/30-5/18/21 Wailea Ekahi33A LuxResort, Beach-3 min walk,Remodel
14 reviews
1 bedroom
2 bathrooms
Sleeps 5
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Ekahi 40A - Walk to the Beach from a Quiet Private Garden Oasis
80 reviews
1 bedroom
2 bathrooms
Sleeps 4
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Wailea Luxurious Beachfront 2br,2ba on Polo Beach Unit #408
13 reviews
2 bedrooms
2 bathrooms
Sleeps 4
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Wow - Incredible Ocean Views - Beautifully Remodeled
71 reviews
1 bedroom
2 bathrooms
Sleeps 2
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Enjoy the Amazing View and have a Mai Tai too!
65 reviews
1 bedroom
2 bathrooms
Sleeps 4
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Stunning Ocean/Sunset View in Gorgeous, Updated Wailea Grand Champions 166
82 reviews
2 bedrooms
2 bathrooms
Sleeps 6
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Gorgeous 2 Bdrm Ocean Front - Makena Surf Resort #G-201
16 reviews
2 bedrooms
2 bathrooms
Sleeps 6
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Wailea, Oceanfront, Luxury, Polo Beach Club Condo #403
41 reviews
2 bedrooms
2 bathrooms
Sleeps 5
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Palms at Wailea #1101 Great Ocean Views! Large Sun Deck! 2/2 Great Rates!
26 reviews
2 bedrooms
2 bathrooms
Sleeps 6
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On the beach, totally renovated, 5 star everything
35 reviews
2 bedrooms
2 bathrooms
Sleeps 5
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Updated Spacious 3 Bdrm. Wailea Ocean View Condo
12 reviews
3 bedrooms
2 bathrooms
Sleeps 6
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Grand Champions #48: Stunning 180 Degree Ocean Views. Top Floor Paradise Home
31 reviews
2 bedrooms
2 bathrooms
Sleeps 6
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5D - One of the closest to the Beach, Recently remodeled and very well equipped.
54 reviews
1 bedroom
2 bathrooms
Sleeps 5
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Amazing view, Closest to the beach, Wailea Ekahi, Unit 20i.
60 reviews
1 bedroom
2 bathrooms
Sleeps 4
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Largest Two Bedroom/ Two Bath in the Village! Sleeps Eight. Close to the Beach.
88 reviews
2 bedrooms
2 bathrooms
Sleeps 8
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Privacy in Paradise! Ocean View 3 Bedrooms,. Completely Remodeled.
40 reviews
3 bedrooms
2 bathrooms
Sleeps 5
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Luxury at its Best W/ Big Ocean Views!!
36 reviews
2 bedrooms
2 bathrooms
Sleeps 4
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The Perfect Location for a Relaxing Getaway
53 reviews
1 bedroom
2 bathrooms
Sleeps 4
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Luxury, Fully Remodeled! Ocean & Golf Views! NEW Split AC & Local Gym Pass Incl
44 reviews
2 bedrooms
2 bathrooms
Sleeps 4
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1 BR Treetop Luxury from $150/nt
62 reviews
1 bedroom
1 bathroom
Sleeps 2
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Gorgeous Luxury Ocean View Top Floor Corner Unit w/A/C, Pool, Free Parking/Wifi
28 reviews
1 bedroom
2 bathrooms
Sleeps 4
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14D Panoramic ocean view, beautiful sunset every night. Best in Ekahi!
30 reviews
1 bedroom
2 bathrooms
Sleeps 3
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Hawaiian Escape -Blue Golf Course
32 reviews
1 bedroom
2 bathrooms
Sleeps 4
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Mer Et Soleil K408 Wailea Beach Villas
9 reviews
4 bedrooms
3 bathrooms
Sleeps 8
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New Contemporary Elegant: 4 Bd, 3Ba, 3811S.F. & Office: Wailea Beach Villas 208.
26 reviews
4 bedrooms
3 bathrooms
Sleeps 8
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