This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation
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Wailea Vacation Rentals Show this location only Back to top
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Fantastic 2bd on Golf Course with Partial Ocean Views
2BR+/2BA
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Sleeps 4-6
– Grand Champions #43771
From $135/nt
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5 Star Reviews!! Incredible Ocean Views & Location Wailea Ekolu
1BR/2BA
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Sleeps 4
– Wailea Ekolu #178034
$195 - $275 per night
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Ekahi 1BR/2BA in Building Nearest to the Beach!
1BR+/2BA
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Sleeps 4-5
– Ekahi Village #48330
From $250/nt
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Completely & Beautifully Remodeled End of June 2013! Will Be Wow!!
2BR/2BA
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Sleeps 4
– The Palms at Wailea #162000
From $245
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Ocean Front 2 BR/2 BA Condo at Wailea's Polo Beach Club #602
2BR/2BA
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Sleeps 6-8
– Polo Beach Club #94009
$365 to $675/nt
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Hoku at Ho'Olei - Includes Use of Grand Wailea Resort & Spa Facilities
3BR/3.5BA
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Sleeps 8
– Hoolei #241521
From $1095/nt
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Beautifully Renovated with Spectacular Oceanview 1BR, 2 Bath
1BR+/2BA
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Sleeps 2
– Other Wailea Properties #127961
$179- $319/nt
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May Sale, $179/Night! Ekolu 300 Bldg, 2b2b on Golf Crs.,Ac
2BR+/2BA
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Sleeps 4-6
– Wailea Ekolu #282466
$210- $299/nt
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Tropical Treasure
4BR+/3.5BA
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Sleeps 8-10
– Private Homes #124923
$1250- $1500/nt for 8-10 guests
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Tropical Island ~ Wailea Penthouse 202 ~ Sleeps 6
2BR+/2BA
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Sleeps 4-6
– Wailea Beach Villas #172756
From $924/nt
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Elua 401 ~ Rainbow and Ocean Views
2BR+/2BA
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Sleeps 4-6
– Elua Village #177319
From $494/nt
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Wailea Beauty - June Getaways Available 6/2 - 15 & 6/22 - Early July
1BR/1BA
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Sleeps 2
– Grand Champions #216641
$113 - $170 per night 2-3 night min stay
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Luxury Ocean View Condo, Just Updated!
1BR+/2BA
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Sleeps 4-5
– Ekahi Village #184640
From $290/night
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Affordable Luxury, Ultimate Relaxation
1BR+/2BA
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Sleeps 4
– The Palms at Wailea #229577
$185- $265/nt
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Wailea Beach Villa, Beautiful Ocean Views for $900/nt.
3BR+/3BA
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Sleeps 6-7
– Wailea Beach Villas #97945
$900-$1,800/nt - $6,300-$12,600/wk
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Ocean View 1BR/2BA **Views and Quiet Location'
1BR+/2BA
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Sleeps 2-4
– Wailea Ekolu #192896
$150- $200/nt
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Newly Remodeled Upper Level Wailea Condo Panoramic Ocean Views
2BR/2BA
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Sleeps 5
– Wailea Ekolu #119622
$250 - $315 per night
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Stay in the Top Ranked 2 Bedroom Condo in Wailea (Really!)
2BR+/2BA
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Sleeps 4-8
– Grand Champions #70449
$225- $250/nt
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Great Ocean Views & on the Greenbelt . Full 2011 Renovation !
1BR/2BA
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Sleeps 2
– Ekahi Village #125506
$270/nt
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125-$240/nt - June Special $119/nt
1BR+/2BA
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Sleeps 2-4
– Ekahi Village #48603
$125- $265/nt
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Ocean Views! Beach Gear, Remodel.,Tempur-Pedics. #166
2BR/2BA
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Sleeps 4-6
– Grand Champions #103752
$235- $310/nt
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Spectacular Ocean Views - Remodeled 1BR and 2BR Condos
1BR+/1BA
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Sleeps 2-4
– Other Wailea Properties #21787
$115- $245/nt
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Grand Ocean View-Grand Champions Condo #58 in Beautiful Wailea
1BR+/2BA
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Sleeps 4
– Grand Champions #67093
Off-season only $169/nt
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Beautiful 1BR on Greenbelt/Ocean View/Granite Kitchen/Sleeps 5!
1BR+/1BA
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Sleeps 5
– Ekahi Village #293806
$225 - $350 per night 2-10 night min stay
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Oceanview on the Greenbelt. Special Spring 2013 VRBO Rates !
2BR/2.5BA
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Sleeps 4
– Ekahi Village #97296
From $370/nt
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Modern Maui at Ho'Olei - Ocean Views & Use of Grand Wailea Resort
3BR/3.5BA
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Sleeps 8
– Hoolei #242267
From $1295/nt
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The Best of Maui... Elua Village Oceanfront in Wailea!
1BR+/1BA
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Sleeps 4
– Elua Village #42288
$399- $525/nt
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Enjoy Mother Natures Art Work from Our Lanai!
3BR/2BA
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Sleeps 4-6
– Grand Champions #30403
$265 TO $300 (DAY)HI TAX ID#W40873510-01
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Wailea Beach Hale Hana Penthouse 101
3BR/3BA
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Sleeps 7
– Wailea Beach Villas #171949
From $1196/nt
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Summer'S Here! Oceanfront Starting at $375/nt Wailea Elua #1402
1BR+/1BA
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Sleeps 2-4
– Elua Village #314628
$450 - $545 per night 5 night min stay
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Summer Special-June, July, Aug-Book 6 Nights, Get the 7th Night Free
2BR+/2BA
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Sleeps 4-6
– The Palms at Wailea #430588
$230 - $355 per night 5-7 night min stay
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Just Open!! April 24-May 5 32c Stunning Ocean Views on the Greenbelt
2BR+/2BA
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Sleeps 6
– Ekahi Village #53606
$385- $440/nt
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Free Sunsets! Exquisite Decor & Beautifully Upgraded!! Wow!!
2BR+/2BA
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Sleeps 4-6
– Grand Champions #251940
From $200/nt
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No Ka Oi ~ Penthouse 310 ~
2BR+/2BA
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Sleeps 4-6
– Wailea Beach Villas #176853
From $1149/night
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Polo Beach 303 Amazing Ocean Front Views - 4 Max
2BR/2BA
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Sleeps 2-4
– Polo Beach Club #256647
From $541/nt
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Wailea Ekahi 33c Ocean View Condo - 500 Feet from the Beach!
1BR+/1BA
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Sleeps 4
– Ekahi Village #40663
$210- $275/nt
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Penthouse 504 ~ Top Floor with Magnificent Ocean Views ~
2BR+/2BA
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Sleeps 6
– Wailea Beach Villas #170660
From $1163/nt
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Stay in the Best Reviewed 1 Bedroom/1 Bath in Wailea (Really!)
1BR+/1BA
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Sleeps 2-4
– Grand Champions #70450
$125- $150/nt
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Luxurious, Remodeled, Oceanfront Polo Beach Club Condo #307
2BR/2BA
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Sleeps 4
– Polo Beach Club #60042
$500- 750 night
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Sunrise, Sunset & Moon Views ~ Penthouse 512
3BR/3BA
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Sleeps 6
– Wailea Beach Villas #183428
From $1556/nt
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June 1-14, Only $109/Night! Hot Summer Deal, Call Now!
1BR+/2BA
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Sleeps 2-4
– Grand Champions #38686
$165- $185/nt
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Affordable Luxury in Beautiful Wailea, the Best Value You Can Find!
2BR+/2BA
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Sleeps 4-6
– Grand Champions #40215
From $180/nt
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Wailea Beach Villa F202 Hawaiian Splendor
3BR/3.5BA
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Sleeps 6
– Wailea Beach Villas #182494
From $2105/nt
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Gorgeous Wailea Beach Villa D301
3BR/3.5BA
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Sleeps 6
– Wailea Beach Villas #182212
From $1695/nt
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Penthouse 503 Expansive Ocean Views
3BR/3.5BA
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Sleeps 6
– Wailea Beach Villas #182207
From $1543/nt
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Villa C102 ~ Wailea Beach Villa Beauty ~ Steps to Wailea Beach
3BR/3BA
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Sleeps 7-8
– Wailea Beach Villas #183420
From $1805/nt
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Luxury Hauoli Villa G101
3BR/3.5BA
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Sleeps 6-8
– Wailea Beach Villas #183314
From $1805/nt
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U'I Hale Villa E102 ~ Luxurious & Breathtaking
3BR/3.5BA
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Sleeps 6-8
– Wailea Beach Villas #183320
From $1805/nt
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Ocean and Fairway Views! Upgraded, Quiet End-Unit
1BR+/2BA
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Sleeps 2-4
– Grand Champions #289812
$150- $230/nt
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Ekahi 36a - 1BR 2BA - Sleeps 4 - Stunning Renovation
1BR+/2BA
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Sleeps 4
– Ekahi Village #332640
From $190 / night (5 nights minimum)
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Panoramic Ocean View, 5-Star Condo, Spectacularly Outfitted
2BR+/2BA
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Sleeps 4-5
– Wailea Ekolu #196589
$275- $325/nt
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Exquisite Kitchen Remodel...Beautiful and Elegant Furnishings
2BR+/2BA
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Sleeps 4-5
– Wailea Ekolu #149262
$275 per night 5 night min stay
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Gorgeous Wailea Condo Close to Ulua Beach! - Wailea Elua #2306
2BR/2BA
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Sleeps 4
– Elua Village #343759
$500 - $595 per night 5 night min stay
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Ocean View, Top Floor, Two Bedroom Condo
2BR/2BA
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Sleeps 4
– Wailea Ekolu #318578
$250- $325/nt
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Pacific Panorama Penthouse 502 ~ Best Views
2BR+/2BA
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Sleeps 4-6
– Wailea Beach Villas #169857
From $1163/nt
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Special Offer 170 Per Night. for 2 People Until 10/31/2012
2BR/2BA
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Sleeps 4
– Grand Champions #62646
185- 250
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Wailea Beach Villas 3 Bedroom/3 Bath Oceanview Penthouse $900/Night
3BR/3BA
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Sleeps 6
– Wailea Beach Villas #122177
From $900/night
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Newly Remodeled! Great Location Near the Fairway Pool!
2BR+/2BA
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Sleeps 4-6
– Grand Champions #29816
From $170/nt
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Superior Mana Kai Condo : Full a/C and Oceanside View!
2BR+/2BA
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Sleeps 6
– Other Wailea Properties #176345
$295/nt - $450/nt
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Elua 1301 - Gorgeous Ocean Front Veiws
1BR+/1BA
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Sleeps 2-4
– Elua Village #256378
From $545/nt
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Elua 1604 ~ Beautifully Appointed
2BR+/2BA
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Sleeps 4-6
– Elua Village #256366
From $793/nt
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Ocean Front 2 BR/2 BA Condo at Wailea's Polo Beach Club #708
2BR/2BA
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Sleeps 6-8
– Polo Beach Club #94048
$365 to $675/nt
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Golf, Ocean & Neighbor Island Views from $207 - Wailea Ekolu #312
1BR+/2BA
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Sleeps 2-4
– Wailea Ekolu #280763
$220 - $260 per night 5 night min stay
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Magical Ocean View Wailea Beach Villa
2BR/2BA
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Sleeps 4
– Wailea Beach Villas #172319
Starting at $595/night
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Elua 708 - Modern and Open Design
2BR+/2BA
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Sleeps 4-6
– Elua Village #256368
From $564/nt
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200/nt 7/24-31 - Wailea Ekahi 33a, Luxury Beach Resort
1BR+/2BA
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Sleeps 5
– Ekahi Village #226762
$250 - $300/nt US Dollars - US bank
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Palms of Wailea Elegant 2 Bed,2 Bath Fully Air Conditioned
2BR+/2BA
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Sleeps 6
– The Palms at Wailea #117413
$220 - $300 per night 5-7 night min stay
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Exclusive Wailea Beachfront Condo!! - Elua Village #1603
2BR+/2BA
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Sleeps 4-5
– Elua Village #362200
$699 - $795 per night 5 night min stay
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Ocean Bliss at Ho'Olei-Ocean-View!
3BR/3.5BA
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Sleeps 6-8
– Hoolei #172778
$649/nt +
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Amazing Top Floor Penthouse - Vacation Resort Living Redefined
2BR+/2BA
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Sleeps 4-5
– Wailea Beach Villas #211694
$700 - $875/nt
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Wailea Ekolu, Fantastic Ocean View - Special Rate $175 nt
2BR+/2BA
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Sleeps 4-6
– Wailea Ekolu #52994
$175 per night 3 night min stay
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Elua 2502 ~ Recently Remodeled
2BR+/2BA
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Sleeps 4-6
– Elua Village #256642
From $564/nt
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Ekahi 7a ~ Seconds to Heavenly Keawakapu Beach
1BR+/2BA
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Sleeps 2-4
– Ekahi Village #256688
From $204/nt
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Penthouse 210 Serene Wailea Home
2BR+/2BA
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Sleeps 4-6
– Wailea Beach Villas #174403
From $924/nt
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Home 'O Ka'Ohanala'I' ~ Awesome Penthouse 402
2BR/2BA
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Sleeps 4-6
– Wailea Beach Villas #177304
From $1163/nt
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Ekahi Village Very Private, Garden and View Down to the Ocean.
1BR+/1BA
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Sleeps 2-4
– Ekahi Village #49977
$165 & $185 - $4455 & $4995 a mon
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180 Degree Panoramic Ocean View Plus View Down 15th Fairway
2BR+/2BA
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Sleeps 4-6
– Wailea Ekolu #188334
$285- $350/nt
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Luxury Ho'Olei Villa, Super 2013 VRBO Specials - Save $$ !
3BR/3.5BA
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Sleeps 6
– Hoolei #244980
$575 - $1300/nt
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Kona Kai ~ Wailea Penthouse 206 ~ Relaxing Garden View 2BR+/2BA – Sleeps 4-6 – Wailea Beach Villas #172759
Special offer Last Minute May Specials!!
May 11, 2013 to May 31, 2013
From $938/nt -
Breathtaking Ocean View in Upscale Wailea
1BR/2BA
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Sleeps 2
– Wailea Ekolu #326392
$250 - $325 per night 3-7 night min stay
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Luxury Getaway for Couples- Best Beaches and More- June Specials
1BR+/1BA
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Sleeps 2-3
– Ekahi Village #343904
From $150/night
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Luxurious Wailea Beach Penthouse 105
3BR/3BA
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Sleeps 6
– Wailea Beach Villas #180411
From $1186/nt
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'So Serene, So Scenic!!''So Spectacular! Ocean Views
2BR+/2BA
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Sleeps 4-6
– Wailea Ekolu #56254
$190- $265/Night
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Ocean View Penthouse 209
3BR+/3BA
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Sleeps 6-8
– Wailea Beach Villas #183426
From $1470/nt
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Elua 1502 Ocean Views
2BR+/2BA
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Sleeps 4-6
– Elua Village #290970
From $564/nt
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Luxury Ocean View Condo, August Special, Sleep Number Bed.
2BR+/2BA
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Sleeps 4-6
– The Palms at Wailea #306330
From $375
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Maui Dolphin House, Beautiful Estate, 4 Bedrooms, Pool, Views.
4BR+/3BA
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Sleeps 8
– Private Homes #96830
From $750/nt - $5,250/wk
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Beautiful & Spacious- Two Story Wailea Ocean View 2BR/2.5BA
2BR/2.5BA
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Sleeps 6-8
– Wailea Ekolu #357120
From $240/nt
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Not Currently Accepting Reservations.
1BR+/2BA
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Sleeps 2-4
– The Palms at Wailea #103614
$175- $210/nt
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Polo Beach 502 ~ Escape to a Wailea Paradise
2BR+/2BA
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Sleeps 2-6
– Polo Beach Club #256648
From $508/nt
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Elua 1103 ~ Perfect Maui Haven
2BR+/2BA
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Sleeps 4-6
– Elua Village #317833
From $564/nt
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Polo Beach 505 ~ Luxury with Panoramic Oceanfront Views
2BR+/2BA
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Sleeps 2-6
– Polo Beach Club #256671
From $613/nt
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Beautiful Family-Friendly Townhouse
2BR/2.5BA
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Sleeps 4-6
– Other Wailea Properties #3506190ha
$500 - $675 per night 5 night min stay
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Polo Beach 508 ~ Alluring Wailea Oceanfront Views
2BR+/2BA
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Sleeps 4-6
– Polo Beach Club #258592
From $541/nt
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Remodeled Oceanfront from $699 with Daily Maid - Elua #1204
2BR/2BA
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Sleeps 4-5
– Elua Village #309033
$699 - $795 per night 5 night min stay
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3BR Golf & Ocean Views at Condo Grand Champions #180 from $344
3BR/2BA
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Sleeps 6
– Grand Champions #307719
$365 - $425 per night 5 night min stay
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Wailea Ekolu #803 - Beautiful Ocean and Garden Views
1BR+/2BA
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Sleeps 2-4
– Wailea Ekolu #228163
$185- $255/nt
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Penthouse 307 ~ Magnificent Maui - Newly Refurnished
2BR+/2BA
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Sleeps 4-6
– Wailea Beach Villas #212219
From $1163/nt
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Treat Yourself from $470 with Daily Housekeeping - Elua 702
2BR+/2BA
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Sleeps 4-6
– Elua Village #309040
$379 - $450 per night 5 night min stay
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Elua #2107 Remodeled Luxury with Daily Housekeeping from $357/nt
2BR+/2BA
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Sleeps 6
– Elua Village #309050
$379 - $450 per night 5 night min stay
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Fantastic 2bd on Golf Course with Partial Ocean Views
2BR+/2BA
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Sleeps 4-6
– Grand Champions #43771
Overview of Wailea Vacation Rentals
Discover the Beauty of Nature Surrounding Wailea Vacation Rentals
Step away from your office and feel the stress leave you as you stay in Wailea vacation rentals. Feel the sun warm you and smell the tropical flowers surrounding you as you stroll along the boardwalk or on the beach. As you inhale, you can smell the salt water and listen to the waves crash onto the shoreline as you collect shells and driftwood. Feel anxiety slip away as you sit on your porch and watch the sun set over the beautiful southern Maui waters.
There's Something for Everyone When Staying in Wailea Condos
When you stay in Wailea condos, you are really adding dimension to a tropical vacation. Instead of crowding into a stuffy hotel room, you can spread out in a house with multiple bedrooms and bathrooms. If you want, you can pick up some fresh foods at the nearby shops at Wailea or walk over to some nearby restaurants. Catch a quick lunch at Ferraro's Bar e Ristorante or head over to Spago for a romantic dinner. Live like a local as you participate in holiday celebrations while staying at Wailea condos.
South Maui Beach Rentals Keep You Close to Popular Tourist Attractions
If you feel like taking a break from snorkeling, swimming, and sailing, consider spending a day at the Wailea Old Blue Golf Course. Top the day off with a luau celebration that your entire family can enjoy. Watch traditional dancers and listen to ukulele players as you eat tropical fruit and other local foods. Stretching your legs has never been quite so enjoyable as when you set out on a path through a tropical rainforest or on the Coastal Nature Trail. If you travel between December and April, gather your family and friends for some magnificent whale watching.