Wailea Vacation Rentals
360 rentals with 3,804 photos.Flexible dates? Try the dateboard.
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Wailea Ekolu
Enjoy a spectacular Maui ocean sunset from the lanai as whales pass by. Located on the ground floor of the highly desired building 9 our Ekolu condo has been completely remodeled & includes granite countertops, cherry c...
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per night
2 beds
2 baths
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Ekahi Village
The layout of this one bedroom vacation suite provides large, open areas, spacious bathrooms and an oversized lanai draped with gorgeous flowers offering colorful seclusion. With interesting artwork and lots of space to...
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per night
1 bed
2 baths
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Ekahi Village
20B is a delightful, spacious condo in the Lower Village of Ekahi, at the bottom of the hill and closest to the beach. In fact it's only a two minute walk to world renowned Keawakapu Beach! And because the walkpath is n...
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per night
1 bed
2 baths
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Listings
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Elua Village
Brazilian blue granite countertops in the kitchen add a unique splash of color that compliments the rich wood cabinetry in this updated suite. Intricate artwork, including a mosaic surfboard, enhances the tasteful inter...
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per night
2 beds
2 baths
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Elua Village
Centrally located within the resort and close to the paddle tennis court, putting green and swimming pool, this suite features a sunken living area that is separated from the bedrooms by the foyer - making this suite pe...
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per night
2 beds
2 baths
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Elua Village
Situated near the center of the resort, this suite is siutated closeby the putting green and interior swimming pool. Just a short walk away is the oceanside Wailea Beach Walk where you can stroll along the shore and wat...
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per night
2 beds
2 baths
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Elua Village
This ocean view suite is an ideal tropical getaway featuring a comfortable open floor plan with new kitchen appliances, granite countertops with new cabinetry, newly tiled floors and showers, and bamboo vertical window ...
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per night
2 beds
2 baths
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Elua Village
Recently remodeled (2012) with updated appliances and fixtures, this prime oceanfront condo is ready to become home base for your Maui vacation. Spend a leisurely morning on the shaded lanai watching the gentle surf rol...
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per night
1 bed
1 bath
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Ekahi Village
Colorful flowers escort you along the walkway to this updated suite featuring ocean views from three private lanai. Borrow the beach chairs and cooler for a day at the beach, or spend an evening at home with a good book...
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per night
2 beds
2 baths
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Elua Village
A secluded tropical walkway leads to this ocean view Maui condo and sets the mood for the tranquility you will experience in this second floor suite. Enjoy the panoramic ocean views from the entire living area, expansiv...
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per night
1 bed
2 baths
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Elua Village
This suite's spacious lanai, surrounded by tropical blooms, provides a perfect spot to sip your morning coffee while contemplating the day's adventures or enjoy a sunset cookout after a day on the beach.
The recently u...
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per night
2 beds
2 baths
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Elua Village
A stone's throw from Maui's Ulua Beach - let the soothing waves gently awaken you. Take a postcard shot from the wrap-around lanai and enjoy the close proximity to tennis courts and the swimming pool - all the ingredien...
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per night
1 bed
1 bath
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Elua Village
The large ocean view lanai of this luxury vacation condo expands the living area so you'll enjoy Maui's year-round ideal tropical weather. Updated with granite countertops and tiled floors for a cool, clean look.
Waile...
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per night
1 bed
2 baths
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Elua Village
This recently remodeled Maui vacation condo is located higher up in the resort affording guests with sweeping ocean views. The updated design provides an airy, open floor plan with ocean views from the living area and t...
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per night
1 bed
2 baths
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Ekahi Village
This upgraded Maui vacation suite features a private courtyard, exquisite kitchen cabinetry, tile floors and stainless steel appliances along with modern electronics. A second floor master suite, with its own ocean-view...
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per night
1 bed
1 bath
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Wailea Ekolu
Stop and smell the flowers along the pathway to this two-bedroom, oceanview suite situated between green meadows and brilliant blue waters. Three lanais allow the balmy breezes and sweet fragrances to circulate througho...
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per night
2 beds
2 baths
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Wailea Ekolu
Enjoy the wide open feeling you get from this suite's open layout. Each bedroom has its own private lanai -- a perfect place to nap after a day in the surf or enjoy a good read from owner's book collection.
Wailea Ekol...
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per night
2 beds
2 baths
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Wailea Ekolu
A two-story suite with extra large bedrooms, two lanai, high ceilings, jalousie windows and extra wide sliding doors that all add to the spaciousness and invite the tropical breezes. Convenient, fully-equipped kitchen a...
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per night
2 beds
2 baths
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Wailea Ekolu
This two-story townhouse design features bedrooms and laundry downstairs with two full baths and the living area on the second level. A large lanai with barbeque overlooks the golf course with ocean views. High ceilings...
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per night
2 beds
3 baths
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Wailea Ekolu
Tastefully remodeled with a tropical feel, Wailea Ekolu Village 605 invites guests to relax in island-style comfort!
Stainless steel appliances, granite countertops and beautiful wooden cabinetry with under-counter lig...
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per night
2 beds
2 baths
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Wailea Ekolu
This comfortable suite is bright and airy with light colors and high ceilings and overlooks the Pacific Ocean with panoramic views from almost every room. The recently updated (2012) kitchen features all stainless steel...
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per night
2 beds
2 baths
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Elua Village
Whether you want to hit the beach, take a dip in the oceanfront swimming pool or hop on the Wailea Beach Walk for a stroll to neighboring restaurants and resorts, when you stay in this suite located in the lower section...
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per night
1 bed
1 bath
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Grand Champions
Enjoy nice furnishings and tasteful artwork, an extra large master shower, modern electronics and a small book collection in this second floor vacation condo overlooking the Wailea Blue Golf Course Hole #7 and the ocean...
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per night
2 beds
2 baths
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Blog Posts
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July 11, 2012
But the old shell of a building that caught our attention is what was the old Waiale’e Boys’ Industrial School that was established around 1906. It was a home for boys that had been convicted of anyth...
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May 06, 2012
We were in Maui for 9 days and spent most of our time on the South shore. This was our second trip to Maui as I’ve stated previously and our first stay in Wailea. I was a bit nervous about this as we ...
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May 02, 2012
Dana, Ben, Heidi, Sadie, and I all gathered together for a fun scuba diver at Wailea point. It was a beautiful, sunny day and we all felt quite warm in our 5mm wetsuits as we walked from the parking l...
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April 12, 2012
Today we decided was going to be a beach day! ... We decided to check out the Wailea Beach which is one of the top 15 beaches in Maui according to the book Maui Revealed...
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April 08, 2012
Friends always ask us about how people celebrate holidays on Maui. Being our first Easter here, we weren’t really sure what to expect. But we did quickly learn that there are a million Easter brunch...
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March 22, 2012
We woke up on March 10th with nothing planned. Hawaii beckoned us outdoors with its sweet scent and sunny skies, so we answered the calls by suiting up and heading to the beach....
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March 20, 2012
We're home and recovering from our big week in Maui.
Family, fun, beach, sun,
amazing food, sunsets,
kids, date night, pool, beautiful sights
luau, cocktails, relaxing, and humpback whales!
...
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March 01, 2012
Yikes, I’m at the halfway point of learning how to have fun – 26 days to go.
After a week of rain here in Haiku, I decided to head over to the sun and enjoy the Wailea side of the island. The ...
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February 17, 2012
It has finally come, and today I get to marry my best friend. I've heard a lot of women say they didn't sleep the night before, they didn't eat anything until their wedding dinner etc, etc. Well I'm h...
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January 20, 2012
This wedding video, called the short form film, is part of our Signature package.
The short form which is roughly a 20 minute cut of the wedding day.
It is the best balance of both content and enter...
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