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Hawaii Vacation Rentals: Wailea, Maui —The luxurious Wailea resort community is known for its upscale but informal lifestyle, crescent-shaped Maui beaches and challenging Maui golf courses. One of the finest planned communities in Hawaii, the world class 1,500 acre resort is only minutes from Kihei. Stroll the famous Wailea Beach Walk next to one of the best beaches in America. Pick from favorite designers at The Shops at Wailea. Experience our fine selection of Maui condos and more.
Hawaii Vacation Rentals: Wailea, Maui —The luxurious Wailea resort community is known for its upscale but informal lifestyle, crescent-shaped Maui beaches and challenging Maui golf courses. One of the finest planned communities in Hawaii, the world class 1,500 acre resort is only minutes from Kihei. Stroll the famous Wailea Beach Walk next to one of the best beaches in America. Pick from favorite designers at The Shops at Wailea. Experience our fine selection of Maui condos and more.

WAILEA VACATION RENTALS ON THE ISLAND OF MAUI, HAWAII

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Grand Champions #138
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Enjoy lush tropical views and all the perks of a resort just a mile from the beach! Boasting high ceilings, a charming balcony, bright decor, and top-flight electronics, this condo is a must-stay! more info
• City: Wailea
• View: Garden View
• Sleeps: 5
Wailea Ekahi 17E
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This condominium home has been beautifully upgraded throughout and boasts a wonderful kitchen, dining room and living room. Please note there is a 5 night minimum stay requirement for this condo. more info
• City: Wailea
• View: Ocean View
• Sleeps: 2
Grand Champions #8
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Grand Champions 8 is a top floor tropical delight with lush foliage surrounding the lanai for privacy. There is a spacious airy feeling with vaulted ceilings and ceiling fans in the living area. more info
• City: Wailea
• View: Garden View
• Sleeps: 4
Wailea Ekolu 1604
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A Second Floor, Two bedroom Two bath condo with garden and peek-a-boo ocean views. Our guests are welcomed with cool tile flooring throughout, vaulted ceilings, spectacular kitchen and tasteful decor. more info
• City: Wailea
• View: Limited Ocean View
• Sleeps: 4
Wailea Ekahi 53C
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Wailea Ekahi Village 53C is a fully renovated, 2 bedroom / 2.5 bath townhouse with Ocean views from the upstairs bedrooms and private Garden views from the downstairs lanai. more info
• City: Wailea
• View: Ocean View
• Sleeps: 6
Wailea Ekahi #41B
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Wailea Ekahi 41B is a lovely ground floor condominium furnished with a King bed in the master bedroom as well as air conditioning in both the living room and bedroom. Please note there is a 5 night minimum stay requirement for this condo. more info
• City: Wailea
• View: Garden View
• Sleeps: 2
Wailea Ekahi #33E
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This modern condo is located on the Second floor with Ocean and Greenbelt views. It is furnished with a King bed, fully stocked kitchen, air conditioning and ceiling fans throughout. more info
• City: Wailea
• View: Ocean View
• Sleeps: 2
Wailea Ekahi 35B
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Wailea Ekahi Village 35B is where you want to be. It is the paradise you have been looking for. more info
• City: Wailea
• View: Limited Ocean View
• Sleeps: 4
Grand Champions 27
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A cool clean atmosphere greets you as you enter the front door of Grand Champions 27. A beautifully decorated two bedroom, two bath condominium overlooking the Wailea Blue Course. more info
• City: Wailea
• View: Mountain View
• Sleeps: 4
Wailea Ekolu 1606
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Wailea Ekolu 1606 is a top floor two bedroom two bath condo with a wonderful ocean view. Beautiful wood flooring throughout, vaulted ceilings, spectacular kitchen and classy island decor. more info
• City: Wailea
• View: Ocean View
• Sleeps: 4
Ho'olei 93-5
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Only $300 to
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Relax in this spectacular three bedroom deluxe accommodation. Beautifully decorated, many exquisite art pieces and special touches create a warm inviting atmosphere. more info
• City: Wailea
• View: Resort View
• Sleeps: 8
Grand Champions 122
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Made just for 2, this beautiful condo with views of the Haleakala Mountains is the ideal place for your Maui vacation. Bask on the sunny balcony and enjoy luxurious decor just minutes from the beach. more info
• City: Wailea
• View: Resort View
• Sleeps: 2
Ho'olei 81-5
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Unwind in this spectacular three bedroom deluxe accommodation. Beautiful decorations, many of which are fine Asian antiques, creates a warm and inviting atmosphere. more info
• City: Wailea
• View: Pool View
• Sleeps: 8
Grand Champions #35
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Grand Champions 35 is an inviting third floor, two bedroom, two bath, Ocean View condo. The living room has sofa and love seat, A/C, Large Flat Screen TV, and Blu-Ray player. more info
• City: Wailea
• View: Ocean View
• Sleeps: 5
Wailea Ekolu 310
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Wailea Ekolu #310 is a Second Floor, Two bedroom Two bath, Ocean View Condo on the 'Old Blue' Wailea Golf Course. An easy walk to the new Wailea Blue Clubhouse and 1st tee. more info
• City: Wailea
• View: Ocean View
• Sleeps: 4
Wailea Ekahi #38B
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Wailea Ekahi 38B is a charming condominium furnished with a King bed in the master bedroom, Queen pull out sofa sleeper in the living room, is fully air conditioned and has Free parking and wireless internet access. Please note there is a 5 night minimum ... more info
• City: Wailea
• View: Ocean View
• Sleeps: 4
Grand Champions #118
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The ocean peeks out at you from the lush tropical landscaping just beyond your balcony at Grand Champions 118. Featuring top-of-the-line appliances and furnishings, this condo is a unique treasure! more info
• City: Wailea
• View: Limited Ocean View
• Sleeps: 6
Wailea Ekahi 17D
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Come enjoy condominium living at its finest at Wailea Ekahi #17D. Located in the heart of Wailea, Maui - is a One bedroom, Two bathroom deluxe condominium on the 2nd floor with panoramic ocean views. more info
• City: Wailea
• View: Ocean View
• Sleeps: 4
Ho'olei 39-3
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Enjoy more than 2700 feet of comfortable yet lavish, uniquely and professionally decorated living space. The great room is aptly named with vaulted ceiling, HD TV, DVD, wireless internet and formal dining area. more info
• City: Wailea
• View: Ocean View
• Sleeps: 8
Wailea Ekolu 1106
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Only $300 to
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Enjoy views of Kahoolawe, Molokini and Lana’i all from this condo’s wonderful location. Vaulted ceilings, fresh paint, and brand new furnishings throughout entire condo. more info
• City: Wailea
• View: Ocean View
• Sleeps: 4
Grand Champions 75
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Only $300 to
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Relax on your lanai, enjoying the radiant blue waters to your west, and the stunning sights of Haleakala to your east. Overlooking the pristine fairway, beyond which the ocean shimmers, you'll find your stay in Grand Champions 75 to be a welcome ... more info
• City: Wailea
• View: Ocean View
• Sleeps: 4
Guest Rating: 4.83/5
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