Wailea Vacation Rentals
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Wailea
Managed by Verified Owner
Luxury awaits in this exquisite three bedroom, three full baths, 2500 square feet Penthouse Villa J205 with gorgeous ocean view. The Aloha Kai Suite is elegant and refined to the last detail--... Learn more about Aloha Kai Suite at Wailea Beach Villas PH 205
Rates*
Nightly: $895 - $1,995
- Bedrooms: 3
- Sleeps: 8
- Calendar Updated: Mar 11, 2010
- Guest Rating: (20 reviews)
Wailea
Managed by Verified Owner
Flooded with light and filled with birdsong, this second/top floor apartment has everything including privacy. At 750 sq ft with cathedral ceilings, it offers open living space, remodeled, gourmet ... Learn more about Elegant and Economical Tree Top Apartment Wailea
Rates*
Nightly: $140 - $165
Weekly: $875 - $1,120
- Bedrooms: 1
- Sleeps: 3
- Calendar Updated: Mar 7, 2010
- Guest Rating: (13 reviews)
Wailea
Managed by Verified Owner
Special rate of $850 per night April 7&8; April 18-May 27, 2010!!
Our luxury ocean view town home is located in the gated community of Ho'olei, across the street from the Grand Wailea Resort. Our... Learn more about Ho'olei Home w/all Grand Wailea Resort Amenities
Rates*
Nightly: $1,095 - $2,495
- Bedrooms: 3
- Sleeps: 10
- Calendar Updated: Mar 19, 2010
- Guest Rating: (14 reviews)
Wailea
Managed by Verified Owner
Fall asleep listening to the waves. Sweeping, close in ocean views from every room- even the shower! This is the spot you dream of when you think ocean front island luxury. Our 1090 sf newly ... Learn more about Premier Wailea Ekahi Ocean Front South Maui Condo
Rates*
Nightly: $305 - $370
- Bedrooms: 1
- Sleeps: 4
- Calendar Updated: Mar 11, 2010
- Guest Rating: (9 reviews)
Wailea
Managed by Verified Owner
You will "LOVE OUR MAUI CONDO!" Unit 166...
Completely remodeled and redecorated, our unit is CLEAN & QUIET!
Our 2 bedroom/ 2 bath Ocean & Fairway View Condo at Wailea Grand Champions Villas ... Learn more about Amazing Wailea Grand Champions #166, Ocean Views!
Rates*
Nightly: $235 - $299
Weekly: $1,645 - $2,093
- Bedrooms: 2
- Sleeps: 6
- Calendar Updated: Mar 10, 2010
- Guest Rating: (12 reviews)
Wailea
Managed by Verified Owner
Come enjoy our "PEACEFUL MAUI CONDO," unit 164...
Our Family-Friendly 2 Bedroom, 2 Bath Ocean & Fairway View condo awaits you. Perfect for families, or two couples!
Fully Air-Conditioned
Top ... Learn more about Awesome! Wailea Grand Champions #164, Ocean Views
Rates*
Nightly: $235 - $295
- Bedrooms: 2
- Sleeps: 6
- Calendar Updated: Mar 17, 2010
- Guest Rating: (6 reviews)
Wailea
Managed by Verified Owner
The TreeHouse Studio/Suite is a 2nd/top floor corner suite in the treetops. Surrounded by flowering tropical trees filled with birdsong, it feels more like a cottage than a condo.
SPECIAL $105./... Learn more about Wailea TreeHouse StudioSuite
Rates*
Nightly: $115 - $130
Weekly: $800 - $875
- Bedrooms: 1
- Sleeps: 2
- Calendar Updated: Mar 19, 2010
- Guest Rating: (9 reviews)
Wailea
Managed by Verified Owner
Beautifully remodeled and updated, our 1500 sf 2-Bedroom luxury condo in Wailea Resort's popular ocean front Wailea Ekahi Village is a few steps from gorgeous Keawakapu Beach. Fall asleep listening... Learn more about Ekahi 20A Ground Floor Ocean view Lower Village
Rates*
Nightly: $405 - $500
- Bedrooms: 2
- Sleeps: 6
- Calendar Updated: Mar 11, 2010
- Guest Rating: (6 reviews)
Wailea
Managed by Hawaii Five-Star Rentals
Virtual Tour YouTube Video Our Magical Makena Surf Condo is perfect for you ocean-front Maui vacation. Family-owned. This Condo is perfect for your Hawaiian getaway. Breathtaking views !! ... Learn more about ab: Azure Dreams at Makena Surf - Maui, HI
Rates*
Nightly: $545 - $645
Weekly: $3,815 - $5,250
- Bedrooms: 2
- Sleeps: 6
- Calendar Updated: Mar 19, 2010
- Guest Rating: (15 reviews)
Wailea
Managed by Verified Owner
Spacious, elegant tropical modern apartment located in architecturally pleasing, low rise, individual buildings scattered amidst 12 tropical acres.
Designer furnishings, unique king bed, plasma tv... Learn more about Tropical Modern Secret Garden Apartment in Wailea
Rates*
Nightly: $139 - $169
Weekly: $1,120 - $1,120
- Bedrooms: 1
- Sleeps: 3
- Calendar Updated: Mar 16, 2010
- Guest Rating: (7 reviews)
Wailea
Managed by Verified Owner
Located "down in front" on the water at Wailea Elua Village, this Second Floor AIR CONDITIONED Condominium recently received a TOTAL Custom-Designed Interior Renovation. Everything is new - flooring... Learn more about Wailea Elua Village - Prime Oceanfront - Renovated
Rates*
Nightly: $595 - $1,095
- Bedrooms: 2
- Sleeps: 6
- Calendar Updated: Mar 16, 2010
- Guest Rating: (4 reviews)
Wailea
Managed by Verified Owner
Located in a tropical garden oasis in the center of Wailea premiere resort area.
Bamboo floors, new, vintage-style teak and rattan furnishings, comfortable queen bed, cable tv, granite topped '... Learn more about Secret Studio in Tropical Oasis
Rates*
Nightly: $105 - $120
Weekly: $735 - $840
- Bedrooms: 1
- Sleeps: 2
- Calendar Updated: Feb 24, 2010
- Guest Rating: (4 reviews)
Wailea
Managed by Hawaii Five-Star Rentals
Virtual Tour Ho'olei is located in the center of the best resort on the best island in the world. With its sunny, temperate climate, variety of activities, upscale amenities and excellent design, Ho'... Learn more about aa: Ho'olei - Maui, HI
Rates*
Nightly: $675 - $675
Weekly: $4,725 - $4,725
- Bedrooms: 3
- Sleeps: 6
- Calendar Updated: Mar 19, 2010
- Guest Rating: (6 reviews)
Wailea
Managed by Hawaii Five-Star Rentals
YouTube Video Virtual Tour Wailea Beach Villas is an elite luxury retreat situated on the famous Wailea coastline on the island of Maui. Contact us about Summer and Last minute Specials!! Golf ... Learn more about ac: Wailea Beach Villas - Maui, HI
Rates*
Nightly: $625 - $675
Weekly: $4,375 - $8,750
- Bedrooms: 2
- Sleeps: 6
- Calendar Updated: Mar 19, 2010
- Guest Rating: (6 reviews)
Wailea
Managed by Verified Owner
FREE HIGH SPEED WIRELESS INTERNET AND UNLIMITED PHONE CALLS TO US MAINLAND AND CANADA!!
Experience island life in our luxury, spacious, one bedroom. This rental is offered to you directly from a ... Learn more about Beautiful Wailea Gem
Rates*
Nightly: $140 - $165
Weekly: $980 - $1,155
- Bedrooms: 1
- Sleeps: 4
- Calendar Updated: Mar 17, 2010
- Guest Rating: (3 reviews)













