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Holiday Rentals with Pools in Wailea

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328 rentals in Wailea.
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Wailea Luxurious Beachfront 2br,2ba on Polo Beach Unit #408
2 bedrooms
2 bathrooms
Sleeps 4
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Palms at Wailea #1101 Great Ocean Views! Large Sun Deck! 2/2 Great Rates!
2 bedrooms
2 bathrooms
Sleeps 6
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Wailea Ekahi Ocean View 50A
1 bedroom
2 bathrooms
Sleeps 4
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Royal Mauian 411: Direct Oceanfront, Total Privacy, Best Location!! With A/C!
2 bedrooms
2 bathrooms
Sleeps 4
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Grand Champions #51 is a 2Bd 2Ba is a large condo that sleeps 6. Great Rates!
2 bedrooms
2 bathrooms
Sleeps 6
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Palms at Wailea #1902 Garden View 2Bd/2Ba, Fully Air Conditioned, Sleeps 6
2 bedrooms
2 bathrooms
Sleeps 6
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Grand Champions #48: Stunning 180 Degree Ocean Views. Top Floor Paradise Home
2 bedrooms
2 bathrooms
Sleeps 6
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Palms at Wailea #1105 Lovely Ocean View, 2Bd 2Bath, Great Rates! Sleeps 4
2 bedrooms
2 bathrooms
Sleeps 4
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Beautiful Wailea Condo Wailea Ekolu # 401
2 bedrooms
2 bathrooms
Sleeps 6
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Wailea Ekolu #105 2Bd/2Ba Scenic Ocean View Great Location, Full A/C Sleeps 4
2 bedrooms
2 bathrooms
Sleeps 4
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MAKENA SURF RESORT, #C-102
2 bedrooms
0 bathrooms
Sleeps 6
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Stunningly Remodeled Ocean View Unit -Wailea Ekahi #22D
1 bedroom
2 bathrooms
Sleeps 4
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Elua Village # 701 - Luxury 2b/2b with Ocean View, and Newly Remodeled!
2 bedrooms
2 bathrooms
Sleeps 4
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Prime Wailea 2 BDRM Condo Wailea Elua Village # 801
2 bedrooms
2 bathrooms
Sleeps 6
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WAILEA ELUA, #0702
2 bedrooms
0 bathrooms
Sleeps 6
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Wailea Ekahi Village 29F Ocean Front
1 bedroom
2 bathrooms
Sleeps 4
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Luxury 2 Bedroom 2nd Floor Condo Wailea Elua #2204
2 bedrooms
2 bathrooms
Sleeps 4
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Beautiful 1 Bdrm Ocean Front Condo-Wailea Elua #1602
1 bedroom
2 bathrooms
Sleeps 4
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Spectacular Ground Floor Unit - Wailea Grand Champions #173
2 bedrooms
2 bathrooms
Sleeps 6
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Prime Oceanfront 3Bd/3Ba Condo Wailea Elua #1305
3 bedrooms
3 bathrooms
Sleeps 8
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Blue Horizons K308 Wailea Beach Villas
4 bedrooms
3 bathrooms
Sleeps 8
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Aloha Kai Suite at Wailea Beach Villas PH 205
3 bedrooms
3 bathrooms
Sleeps 8
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WOW ! WHAT A GREAT VIEW ! ---Great Reviews !
2 bedrooms
2 bathrooms
Sleeps 6
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OCEAN VIEW PRIVATE ROMANTIC COTTAGE ABOVE WAILEA
1 bedroom
2 bathrooms
Sleeps 3
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Wailea Ekahi 7G Luxury Ocean Front S Maui Condo
1 bedroom
2 bathrooms
Sleeps 2
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Wailea Ekahi 11f: Ocean View/Remodel 2 BR Condo
2 bedrooms
2 bathrooms
Sleeps 4
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Wailea Sunset Estate
5 bedrooms
6 bathrooms
Sleeps 10
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Amazing Wailea Surf Villa at Wailea Beach Villas
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
1 bedroom
2 bathrooms
Sleeps 4
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The Maui Escape - Spectacular 2.5 Bdr Penthouse -Oceanfront Resort-Owner Direct!
2 bedrooms
2 bathrooms
Sleeps 6
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Maui Rendezvous Wailea Ekahi 33A Luxury Resort, Beach-3 min walk, Remodeled
1 bedroom
2 bathrooms
Sleeps 5
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Luxurious Tropical Retreat Wailea Ekahi Unit - 31 D
1 bedroom
2 bathrooms
Sleeps 2
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Luxurious 2.5 Bedroom - Flexible Rebooking if Needed!
2 bedrooms
2 bathrooms
Sleeps 6
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Ekahi 40A - Walk to the Beach from a Quiet Private Garden Oasis
1 bedroom
2 bathrooms
Sleeps 4
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Enjoy the Amazing View and have a Mai Tai too!
1 bedroom
2 bathrooms
Sleeps 4
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Wow - Incredible Ocean Views - Beautifully Remodeled
1 bedroom
2 bathrooms
Sleeps 2
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Stunning Ocean/Sunset View in Gorgeous, Updated Wailea Grand Champions 166
2 bedrooms
2 bathrooms
Sleeps 6
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Wailea, Oceanfront, Luxury, Polo Beach Club Condo #403
2 bedrooms
2 bathrooms
Sleeps 5
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Azure Azul M212 at Wailea Beach Villas
3 bedrooms
3 bathrooms
Sleeps 6
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On the beach, totally renovated, 5 star everything
2 bedrooms
2 bathrooms
Sleeps 5
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Largest Two Bedroom/ Two Bath in the Village! Sleeps Eight. Close to the Beach.
2 bedrooms
2 bathrooms
Sleeps 8
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5D - One of the closest to the Beach, Recently remodeled and very well equipped.
1 bedroom
2 bathrooms
Sleeps 5
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The Perfect Location for a Relaxing Getaway
1 bedroom
2 bathrooms
Sleeps 4
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Amazing view, Closest to the beach, Wailea Ekahi, Unit 20i.
1 bedroom
2 bathrooms
Sleeps 4
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Luxury, Fully Remodeled! Ocean & Golf Views! NEW Split AC & Local Gym Pass Incl
2 bedrooms
2 bathrooms
Sleeps 4
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Luxury at its Best W/ Big Ocean Views!!
2 bedrooms
2 bathrooms
Sleeps 4
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New Contemporary Elegant: 4 Bd, 3Ba, 3811S.F. & Office: Wailea Beach Villas 208.
4 bedrooms
3 bathrooms
Sleeps 8
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1 BR Treetop Luxury from $150/nt
1 bedroom
1 bathroom
Sleeps 2
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14D Panoramic ocean view, beautiful sunset every night. Best in Ekahi!
1 bedroom
2 bathrooms
Sleeps 3
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Gorgeous Luxury Ocean View Top Floor Corner Unit w/A/C, Pool, Free Parking/Wifi
1 bedroom
2 bathrooms
Sleeps 4
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