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Vacation Rentals in Wailea, HI

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$695
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1 / 30
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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$125
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1 / 7
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1 Bedroom, 1 Bathroom, Sleeps 2
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$895
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1 / 42
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3 Bedrooms, 3 Bathrooms, Sleeps 8
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$210
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1 Bedroom, 2 Bathrooms, Sleeps 4
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  • Refrigerator
  • Microwave
  • Grill
  • Parking
  • DVD Player
  • Washer
  • Dryer
  • Stereo System
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Renovated 1 bedroom / 2 bathroom upstairs end unit with high-end furnishings and decorations. View is towards the island of Lanai, the West Maui coastline, and Ma'alaea Bay. Oversized master bedroom has a King size bed with study and sitting area. Large living/dining room area that harbors a... View all property information
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4 of 5 stars Reviewed November 9, 2014
We had a great week at Wailea Ekahi, enjoying both the unit we rented and the location of the Ekahi resort. Would highly recommend for a couple or a family with young children...
4 of 5 stars Reviewed August 17, 2014
Skip and Mickey were fantastic from the beginning. They have taken special care to stock the condo with everything you might need for a relaxing, fun trip to the beach. From...
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$995
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1 / 32
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3 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Parking
  • TV
  • DVD Player
  • Microwave
  • Hot Tub
  • Safe
  • Dishwasher
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
'Wailea Beach Villas is the #1 Specialty Lodging in Wailea' - Trip Advisor 'Wailea Beach Villas is one of the top 100 hotels in the USA' - Conde Nast Readers Choice Award The Wailea Orchid is an amazing 3 bedroom / 3 full baths penthouse villa located in the prestigious Wailea Beach Villas.... View all property information
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$685
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1 / 22
3 Bedrooms, 4 Bathrooms, Sleeps 8
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Amenities & Details
  • DVD Player
  • Hot Tub
  • Gym
  • Wi-Fi
  • Ceiling Fans
  • Satellite TV
  • Refrigerator
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Relax and spread out in more than 3300 interior feet of custom home with designer furnishings. The tropically furnished living area with vaulted ceiling offers HD TV, DVD, IPod dock, and wireless internet, all in an intimate yet spacious room. The gourmet kitchen is outfitted with a Wolf 30'gas... View all property information
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4 of 5 stars Reviewed January 26, 2014
Had a great stay at 24-6 Ho'olei and on Maui. The condo was very large, clean, and well appointed, everything we needed for a base of our stay. A 5 minute walk to the beach...
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$290
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1 / 17
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Hot Tub
  • TV
  • Washer
  • Dryer
  • Microwave
  • Stereo System
  • DVD Player
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Live luxuriously while on vacation! Beautiful Hawaiian art, travertine floors, granite countertops, tall bath vanities, and elegant new furniture make this condo a place of comfort and serenity. The two bedrooms are private, each with an en suite bathroom. The master bedroom offers a California... View all property information
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$139
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1 / 25
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1 Bedroom, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Stove
  • Grill
  • DVD Player
  • Patio
  • Microwave
  • Dryer
  • TV
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Beautiful 1 BR/2 bath 908 square foot interior + 200 square foot lanai overlooking thed7th fairway of the Blue Golf Course in exclusive Wailea Maui. Maui's best beaches, top notch dining, golf and tennis are 5-10 minutes walking distance. Enjoy sunsets and ocean views from lanai! Our completely... View all property information
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$215
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1 / 17
2 Bedrooms, 2 Bathrooms, Sleeps 5
Details Reviews (13) Make Inquiry
Amenities & Details
  • Satellite TV
  • Grill
  • Ceiling Fans
  • Air Conditioning
  • Wi-Fi
  • DVD Player
  • Hot Tub
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Special Spring 2015 Rates - Please ask ! 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, CD stereo, and DVD player. The newly updated kitchen has granite counters, new tile floor and full... View all property information
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$170
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1 / 23
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1 Bedroom, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Microwave
  • Refrigerator
  • Washer
  • Dishwasher
  • Dryer
  • Stove
  • VCR
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Wailea Ekahi is a wonderful beachfront complex. It boasts 4 pools, a great beach side pavilion . It is part of the Wailea Golf association, so you can enjoy a discount at all the famous Wailea golf courses, or join the Wailea tennis club nearby. 43 B is a single-level, ground floor condominium... View all property information
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1 of 5 stars Reviewed September 27, 2014
I booked this condo in July as 3 of us are attending a conference. I was notified that my final payment was due, which I paid promptly. On Mon. I received a notification that my...
5 of 5 stars Reviewed April 3, 2014
We ran across this particular condo because we needed to fill in 3 additional days on our recent stay in Maui. The only regret is we didn't know about it earlier. The condo itself...
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From
$200
Per Night
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1 / 23
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1 Bedroom, 1 Bathroom, Sleeps 2
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Details Reviews (1) Make Inquiry
Amenities & Details
  • VCR
  • Microwave
  • Dishwasher
  • Stove
  • Washer
  • Patio
  • Grill
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
We are pleased to offer our new 1 bedroom,1 bath upper level condo for rental. It has been redecorated throughout, is newly furnished and equipped to high standards, is very comfortable and located in well maintained lush Ekahi Village. The condo is close to the best of everything we enjoy, 3+... View all property information
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5 of 5 stars Reviewed September 15, 2014
I thoroughly enjoyed my time at the condo, a few little issues which were actually my fault but these were seen to immediately. All the facilities that you would want, Weather...
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$695
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1 / 44
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3 Bedrooms, 4 Bathrooms, Sleeps 10
Details Reviews (27) Make Inquiry
Amenities & Details
  • TV
  • Gym
  • Hot Tub
  • Dishwasher
  • Refrigerator
  • Safe
  • Parking
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Our luxury ocean view town home is located in the gated community of Ho'olei, across the street from the Grand Wailea Resort. Our 3 bedroom/3bath home comfortably accommodates up to 10 guests. Our home features a finely appointed interior, private elevator, and attached garage. Built in 2007,... View all property information
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5 of 5 stars Reviewed April 12, 2014
Our first trip to Maui, Hawaii for our Daughters wedding. We were a family of 8 (including grandparents).Plenty of room,Condo is immaculate, amazing, beautiful, photo's were...
5 of 5 stars Reviewed December 30, 2013
Upon our arrival, we immediately knew we hit the jackpot! The spacious condo was beautiful and full of every necessity needed for our vacation. The views from the lanai were...
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$250
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1 / 23
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2 Bedrooms, 2 Bathrooms, Sleeps 5
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Amenities & Details
  • Parking
  • Dryer
  • Stove
  • DVD Player
  • Patio
  • Dishwasher
  • Refrigerator
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Aloha Maui vacation planners, Welcome to beautiful Wailea, a Master Planned Community which ensures good community planning and utilizes design guidelines to help preserve Maui's sophisticated island environment. Grand Champions Villas is located in the heart of Wailea and nestled between The... View all property information
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$190
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1 / 11
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2 Bedrooms, 3 Bathrooms, Sleeps 8
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  • # Of Bathrooms
  • Guest Count
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Our spacious Wailea Ekolu Condominium is fully appointed and includes phone, radio, CD/DVD player, cable TV, and WiFi Internet connection. Three flat screen TVs have been installed. Personal touches for your enjoyment and convenience. This unit is a 2,000-square-foot townhouse, occupying both the... View all property information
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$440
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1 / 16
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (6) Make Inquiry
Amenities & Details
  • Guest Count
  • Hot Tub
  • Wi-Fi
  • Grill
  • Number Of Bedrooms
  • DVD Player
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping. Beautiful Ulua Beach fronting the property is a... View all property information
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From
$199
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1 / 21
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1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • TV
  • DVD Player
  • Washer
  • Dryer
  • Grill
  • Patio
  • Refrigerator
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Enjoy sitting on your lanai enjoying spectacular ocean views in a peaceful, private 1 bedroom, 1 bath, 500 sq. ft. completely furnished cottage with full kitchen This cottage has it all. Spectacular furnishings and ocean views! Completely remodeled 1 bedroom cottage in Maui Meadows (Maui Meadows... View all property information
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5 of 5 stars Reviewed December 28, 2014
My husband and I stayed at this beautiful ohana for almost 3 weeks. Dennis and Cynthia thought of everything to make our stay comfortable and enjoyable. First, the cottage was...
5 of 5 stars Reviewed December 22, 2014
This beautiful cottage was very well kept (clean and modern) in a great location close to the beach and just a short drive from amenities, shops and restaurants. We had a...
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$275
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1 / 21
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1 Bedroom, 2 Bathrooms, Sleeps 5
Details Reviews (14) Make Inquiry
Amenities & Details
  • Hot Tub
  • TV
  • Stove
  • Safe
  • Dishwasher
  • Patio
  • DVD Player
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Maui Rendezvous, Wailea Ekahi 33A, is a luxury (beautiful, romantic, and family friendly) 1,100 square-foot 1 bedroom 2 bath condo that sleeps 5. It is in a magnificent, lush tropical paradise resort on spectacular Keawakapu beach. Views are of a tropical garden with partial ocean and mountain... View all property information
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5 of 5 stars Reviewed September 13, 2014
We loved the condo and the owners are great. We also loved it as a base camp for exploring the island. Very convenient to other resorts and highways. They provide everything you...
5 of 5 stars Reviewed July 24, 2014
My husband and I stayed at 33a in Ekahi for a week long vacation. The condo and surroundings exceeded all of our expectations. It is very tastefully decorated, extremely clean...
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From
$625
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1 / 24
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2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (11) Make Inquiry
Amenities & Details
  • Grill
  • Washer
  • Safe
  • Hot Tub
  • Parking
  • Microwave
  • TV
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Polo Beach Club sits on quiet Polo Beach. It is a unique building located within feet of the beach. Our home is a completely remodeled 2 bedroom 2 bath unit. We always provide daily maid service and upon arrival you will receive a complimentary fruit basket. When you first enter our home look... View all property information
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5 of 5 stars Reviewed December 10, 2014
My wife and I have stayed in many locations in Hawaii in general and Maui in particular, but, overall, none can compare to the Polo Beach Club and in particular THIS unit. While...
5 of 5 stars Reviewed November 28, 2014
We had seen positive reviews for #408 Polo Beach Club and really loved the pictures of the unit, so we had high expectations when we arrived at the unit. I'll have to say that...
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From
$240
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1 / 35
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1 Bedroom, 3 Bathrooms, Sleeps 4
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Amenities & Details
  • Refrigerator
  • Microwave
  • Grill
  • Dishwasher
  • Stove
  • Dryer
  • TV
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
We recently remodeled our condo with all new upgraded tumbled travertine-style flooring, new window shades and new furniture. Why stay in a resort hotel like the Four Season or the Grand Wailea when you can save 2/3 of the cost and not have to purchase every meal in a resort hotel? You'll have a... View all property information
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From
$440
Per Night
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1 / 16
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • DVD Player
  • Guest Count
  • Stereo System
  • Grill
  • Wi-Fi
  • # Of Bathrooms
  • Hot Tub
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
About this condo: Wailea Elua Village #1510 is a spacious two-bedroom, two-bath oceanview condo in located just a short walk away from the property's central pool, Jacuzzi and paddle tennis courts. Newly replaced carpet, living room furniture, granite counter tops and refrigerator help make this... View all property information
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From
$250
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1 / 8
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1 Bedroom, 2 Bathrooms, Sleeps 5
Details Reviews (17) Make Inquiry
Amenities & Details
  • Dishwasher
  • DVD Player
  • Parking
  • Dryer
  • Refrigerator
  • VCR
  • Patio
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Located on world famous Keawakapu Beach in Wailea, Ekahi Village is one of the most sought after locations. Our totally renovated condo offers complete privacy, but is only steps to the beach. Unwind after a day at the beach or pool by watching our 46' Sony Bravia flat screen with surround sound... View all property information
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4 of 5 stars Reviewed February 27, 2013
My husband and I stayed in this unit for 3 weeks another couple joined us for 2 weeks. The owner was easy to work with and provided all the needed information to make our stay...
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$410
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1 / 19
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (15) Make Inquiry
Amenities & Details
  • Stove
  • Dishwasher
  • Safe
  • Microwave
  • Washer
  • Grill
  • Patio
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
DIRECT PANORAMIC OCEAN VIEWS. IF OTHERS DON'T SHOW IT, CHANCES ARE THEY DON'T HAVE IT. THE PHOTO TO THE LEFT TAKEN IN THE DINING ROOM. Stunning Ocean Views from recently renovated, lower village condominium. Two Master Suites, one with a King bed, the other with a King and twin brd, also a Queen... View all property information
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5 of 5 stars Reviewed December 22, 2014
This was our 4th stay in Ekahi 2A. This year family from Rhode Island, Southern CA, Montana and Oregon all met in Kiehi and Wailea, but we had the best condo out of everyone...
5 of 5 stars Reviewed September 30, 2014
This is a well maintained, spacious two bedroom unit that was ideal for our family of four, with two girls aged 10 and 13. There was a short walk to the beach and pool, and the...
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From
$300
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1 / 20
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3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (23) Make Inquiry
Amenities & Details
  • Hot Tub
  • Stove
  • Washer
  • Stereo System
  • Refrigerator
  • Dryer
  • Dishwasher
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Our second story 3 bedroom villa with 1383 feet, is located in the beautiful Grand Champion Complex, located in the resort area of Wailea. Our corner villa offers a panoramic view of the West Maui Mountains as well as the ocean. The villa also overlooks the seventh farway of the Wailea Blue... View all property information
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5 of 5 stars Reviewed June 15, 2014
This is one of the best condos we have ever had the pleasure to stay in while visiting Maui. I read numerous reviews which had stated how well stocked the condo was. I would...
5 of 5 stars Reviewed October 14, 2011
Just ended our 9-day vacation on Maui. The condo was perfect for our group of 4 adults and two girls under 10. Everyone thought the condo was very nicely decorated, nice...
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From
$750
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1 / 18
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4 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Washer
  • TV
  • Parking
  • Stove
  • Grill
  • Hot Tub
  • Refrigerator
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Trip Advisor Guests Describe L409 as 'Perfect & Well Worth the Money'. Visit our website for additional pictures to see why this villa is the most popular unit there based on travelers reviews. Luxurious 3000' Panoramic Oceanview Villa Available at Owner Direct Low Prices. This breath taking... View all property information
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From
$216
Per Night
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1 / 16
1 Bedroom, 2 Bathrooms, Sleeps 4
Details Reviews (9) Make Inquiry
Amenities & Details
  • Guest Count
  • Number Of Bedrooms
  • Grill
  • DVD Player
  • # Of Bathrooms
  • Stereo System
  • Wi-Fi
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Wailea Ekahi Village is a beautifully terraced property located at the entrance to the resort community of Wailea. This relaxing low-density property consists of 54 two-story buildings spread out over thirty-four acres of immaculate tropical landscaping. Keawakapu Beach fronting the property is... View all property information
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5 of 5 stars Reviewed February 15, 2013
We stayed at 24B in Ekahi in October and had a great stay. It is about a 200 yard walk from the condo down to what I would have to say is one of the best beaches on Maui. We...
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From
$220
Per Night
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1 / 17
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1 Bedroom, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Dryer
  • DVD Player
  • Safe
  • Microwave
  • Patio
  • Stove
  • Grill
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Total renovation with high end finishes. All amenities: AC, HDTVs, free phone calls to US & Canada, free WIFI, Stainless Steel appliances, granite counters. Located in the upper part of Ekahi Village, an Ocean-Front community located on Keawakapu Beach, Wailea, South Maui. Non-Smoking ground floor... View all property information
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5 of 5 stars Reviewed November 14, 2014
This condo was clean, well-equipped, and a five minute walk from the beach. The grounds were magnificent and even had an orchid garden. There was great snorkeling right off the...
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From
$390
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1 / 14
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1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Number Of Bedrooms
  • Guest Count
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Welcome to Paradise. This 1 Bedroom /1 Bathroom condo up on the second floor is in the heart of the luxurious Wailea Ekahi beachfront resort surrounded by tropical gardens overlooking the Keawakapu Beach. With four separate swimming pools, lush grounds and beachfront pavilion, Wailea Ekahi is hard... View all property information
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From
$575
Per Night
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1 / 20
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2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (34) Make Inquiry
Amenities & Details
  • Dryer
  • Microwave
  • Grill
  • Stove
  • DVD Player
  • Washer
  • Hot Tub
  • Safe
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Our Prime Oceanfront 2 bedroom, 2 bathroom Makena Surf F304 condo in the Wailea area provides Unsurpassed Ocean Views from Molikini to West Maui Mountains. A major designer coordinated remodel and upgrade was completed June 2008 resulting in a home away from home with only highest quality finishes.... View all property information
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5 of 5 stars Reviewed October 27, 2014
What can I not say about this Condo? Being from the UK, I did have some worries about booking directly via TripAdvisor with Jim and making payments to what could potentially be...
5 of 5 stars Reviewed October 2, 2012
We booked this condo through the web site www.makenasurf.com and dealt with Jim Osgood during the booking process. Mr. Osgood was quickly responsive to my initial inquiry about...
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From
$240
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1 / 25
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Patio
  • Grill
  • Refrigerator
  • TV
  • Safe
  • Stove
  • Hot Tub
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Deluxe Gorgeous 2 bdrm 2ba luxury condo in Wailea, World's Best award-winning island of Maui Excellent condition and location. Minutes from everything; beaches, golf, tennis, shopping, restaurants, beach-side walks, luxurious pool and park-like grounds * IMPORTANT* Please check link for website at... View all property information
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From
$185
Per Night
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1 / 13
1 Bedroom, 2 Bathrooms, Sleeps 2
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Amenities & Details
  • Grill
  • Terrace
  • DVD Player
  • VCR
  • Hot Tub
  • Refrigerator
  • Gym
  • Satellite TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
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  • Smoking allowed
  • Elder access
  • ?
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About this property
Spring 2015 Specials - Please ask ! Grand Champions 122 offers a large flat screen TV, DVD Player and CD Player. The living room has air conditioning, ceiling fan and vaulted ceiling. There is a separate dining area. The lanai also has a table and chairs to enjoy the outside view. The kitchen is... View all property information
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$725
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Microwave
  • Safe
  • Dishwasher
  • Grill
  • Dryer
  • DVD Player
  • Sauna
  • Gym
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
WAILEA BEACH VILLA PENTHOUSE #306 (LUXURY 2 BR + DEN + 2 BA) PANORAMIC OCEAN VIEWS!!! LUXURY AND EXCLUSIVE 2 BR + DEN. NOW OFFERED AT AN AMAZING RATE!!! LOOK NO FURTHER! THIS IS THE NEWEST EXCLUSIVE, LUXURY WAILEA BEACHFRONT CONDO OFFERED AT AN AMAZING RATE!!! OVER 1900 SQ. FT + LANAI + BBQ... View all property information
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$245
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Refrigerator
  • DVD Player
  • Grill
  • Dishwasher
  • Hot Tub
  • Stove
  • Ceiling Fans
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
WE MANAGE OTHER SIMILAR BEAUTIFUL CONDOS IN WAILEA. IF THIS IS NOT AVAILABLE PLEASE CALL OR EMAIL FOR AVAILABILITY! 808-385-1140 OR EMAIL: Info@MakenaWaileaVacations.com If you are looking for a perfect get away in paradise, this is it! This luxury Palms at Wailea unit is located near the... View all property information
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From
$225
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1 / 15
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1 Bedroom, Sleeps 2
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  • Parking
  • Dishwasher
  • Stove
  • Hot Tub
  • Grill
  • Microwave
  • Washer
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Looking for a completely remodeled, gorgeous condo? Experience one of Wailea's finest........... EVERYTHING in this beautifully appointed unit is BRAND NEW and is professionally decorated. The ground floor condo features high end finishes and furnishings which include: beautiful custom walnut... View all property information
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5 of 5 stars Reviewed May 14, 2014
We travelled to Maui in March, stayed for two weeks in a lovely condo at Grand Champions, Wailea. We went with 10 other friends, who also rented condos there. The manager...
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$1,350
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4 Bedrooms, 3 Bathrooms, Sleeps 10
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  • Parking
  • DVD Player
  • Hot Tub
  • Microwave
  • Patio
  • Safe
  • Dishwasher
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
** $$$ DISCOUNTS for SPRING 2015! Rate is based on number of guests and nights. Please inquire now! Great for family vacation/reunions and adult getaways! Welcome to Nani Pulelehua ('Beautiful Butterfly'), a luxurious panoramic ocean view estate. 1.5 miles from beaches, dining and shopping. A... View all property information
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$255
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1 / 24
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Washer
  • Dishwasher
  • Satellite TV
  • Microwave
  • Grill
  • Terrace
  • DVD Player
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Wailea Ekolu is one of most sought after properties in Wailea as it is nestled on the Wailea Golf Course. The property has a quiet and private atmosphere as the buildings are spread out across the lush tropical foliage. Wailea Ekolu has two lovely pool areas as well as a large pavilion area for... View all property information
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5 of 5 stars Reviewed November 21, 2014
What a find. Everything that was promised was delivered. Beautiful view of the ocean and neighboring islands. Quiet and relaxing. Very comfortable furnishings and beds...
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$265
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1 / 26
1 Bedroom, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • TV
  • DVD Player
  • Microwave
  • Grill
  • Dishwasher
  • Patio
  • Washer
  • Safe
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Beautifully remodeled 1 bedroom 1.5 bath Ekahi Townhouse Condo. Enjoy outdoor living on our large ground floor lanai with peaceful ocean views just 20 seconds from a quiet pool or take breakfast or year round sunset breaks on the upstairs lanai with sweeping ocean views. Completely remodeled in... View all property information
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5 of 5 stars Reviewed December 18, 2014
The condo was everything we hoped it would be. It was very spacious, well maintained and equipped. We didn't even need the air conditioning! It tended to be a little noisy...
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From
$3,500
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1 / 35
4 Bedrooms, 5 Bathrooms, Sleeps 8
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Amenities & Details
  • TV
  • DVD Player
  • Ceiling Fans
  • Grill
  • Dishwasher
  • Stereo System
  • Microwave
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Designed by world-renowned architect Tan Hock Beng, Hale Kumulani is a magnificent home built around a grass courtyard. Boundaries between indoors and out are blurred, with walkways connecting bedroom suites to the main living areas. Located directly across the street from the exquisite white sand... View all property information
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From
$140
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1 / 27
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Washer
  • Dishwasher
  • DVD Player
  • Hot Tub
  • Stove
  • TV
  • Patio
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
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 local couple intent on providing you with the ultimate vacation rental... View all property information
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From
$175
Per Night
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1 / 29
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • OGG - Kahului: 14.9...
  • Cycling Trips
  • There Is A Golf...
  • Good Nightlife
  • Fishing Nearby
  • Beach Or Lakeside...
  • Number Of Bedrooms
  • There Are Tennis...
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Can't find a better location - in the lower tier near the beach but far enough from the road for peaceful dreams. Immediately across from Kamaole III Beach park, this lovingly cared for condo has been upgraded and offers a semi-private 3rd sleeping area in the loft. Perfect for two couples (you... View all property information
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From
$320
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1 / 16
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Stereo System
  • DVD Player
  • Grill
  • Satellite TV
  • Wi-Fi
  • Ceiling Fans
  • Air Conditioning
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Beautifully decorated three bedroom two bath condominium on the golf course with wrap around deck and ocean/golf views. Totally renovated the summer of 2011 with granite throughout, stainless appliances, new carpet, paint and furniture. The living area is an open floor plan with ceiling fans and... View all property information
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1 of 5 stars Reviewed January 15, 2015
Overall first impression looked good, until we started to unpack. We went to turn up the ceiling fan in the Master, and the fan was about to fly off the ceiling with the noise...
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$195
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1 / 14
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • DVD Player
  • Dishwasher
  • Stereo System
  • Dryer
  • Stove
  • Washer
  • Parking
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Located on the second floor, this studio offers stunning ocean views! It is furnished with a queen size bed, new flat screen TV and DVD, full kitchen, washer/dryer, air conditioning and ceiling fan, and a gas grill on the lanai. A fully remodeled kitchen, bath and dressing area sets our Ekahi... View all property information
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5 of 5 stars Reviewed December 11, 2013
Wonderful, wonderful studio condo on second floor. Super clean, and newly refurnished and redecorated including the lanai which was fabulous for BBQing in the evening and...
5 of 5 stars Reviewed August 2, 2013
Gorgeous condo with walking distance to gorgeous beaches with great snorkeling, newly renovated kitchen including everything from soy sauce to Tupperware, a small gas BBQ grill...
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From
$115
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1 / 26
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Grill
  • TV
  • Washer
  • Microwave
  • Dryer
  • DVD Player
  • Parking
  • Hot Tub
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
FREE HIGH SPEED WIRELESS INTERNET AND UNLIMITED PHONE CALLS TO US MAINLAND AND CANADA!! NEWLY RENOVATED BATHROOM Enjoy sunny South Maui in one of our lovely and affordable Wailea studio units at the award-winning Wailea Grand Champions Villas. Both studios have been upgraded. Unit #22A has dark... View all property information
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5 of 5 stars Reviewed June 13, 2013
My boyfriend and I stayed at Wailea Grand Champions for a couple of nights and we loved it. The property is beautifully maintained and it is located very close to several great...
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From
$320
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1 / 15
1 Bedroom, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Safe
  • Parking
  • Refrigerator
  • Stove
  • Grill
  • Microwave
  • DVD Player
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Completely remodeled, this is the spot you dream of when you think ocean front island luxury. Fall asleep listening to the waves. Sweeping, close in ocean views from every room- even the shower! Our exceptional 1090 sf 1+ bedroom, 2 bath condo is unique at Wailea Ekahi Village offering premier... View all property information
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5 of 5 stars Reviewed November 27, 2014
We finished a five week vacation in Australia & New Zealand and were looking for a condo we can rest & relax for a week,before going home to New York. Well we found it in 11E .It...
5 of 5 stars Reviewed July 1, 2014
Beautiful 1 bedroom 2 Bath condo. Fully stocked with everything needed from Beach Chairs and towels to all linens and appliances. Super clean and comfortable. The master bedroom...
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$345
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • TV
  • Hot Tub
  • DVD Player
  • Microwave
  • Washer
  • Dishwasher
  • Garage
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
2-5 Bedroom, on the sand in front of the Fairmont Kea Lani in Wailea / Makena Maui, Hawaii. Features: Beach Front - On the Sand! Snorkeling. Central Air conditioning We have correct HOTEL ZONING for Maui vacation rentals Sleeps 6 Two elevators By Owner Beachfront Pool and Spa On the Wailea... View all property information
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5 of 5 stars Reviewed November 30, 2014
The highlight of the stay for me was the back lanai. It was large enough for me to do my yoga in the morning and it had a wonderful breeze and an incredible view! The four of...
5 of 5 stars Reviewed July 25, 2014
Beautiful ocean view from balcony, living room and kitchen. My family loved unit # 306. Condo was better than photos. Very comfortable for a family of 5. Beds were comfortable...
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$199
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1 / 32
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Washer
  • Dishwasher
  • Stereo System
  • DVD Player
  • Hot Tub
  • TV
  • Refrigerator
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
The nearby Ulua and Mokapu Beaches are a quick drive down the hill from the The Grand Champions Villas in Wailea. The complex is surrounded by lovely tropical gardens. It is located in the exclusive Wailea Resort. The complex offers two swimming pools, sundecks, spa tubs, restrooms, showers and... View all property information
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5 of 5 stars Reviewed October 6, 2014
We stayed in unit 48 for 9 nights in mid-September. We were extremely pleased with our stay, and I'm hoping that this post is helpful for others. This unit was in much better...
3 of 5 stars Reviewed April 2, 2012
We've stayed in units in the Grand Champions complex before. Not on the beach, but an easy 3 minute walk to the Shops at Wailea....and easy beach access from the adjoining...
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From
$295
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1 / 16
1 Bedroom, 2 Bathrooms, Sleeps 2
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Amenities & Details
  • Stove
  • DVD Player
  • Refrigerator
  • Parking
  • Stereo System
  • Safe
  • Grill
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Live large outdoors in this beautifully remodeled, lovingly cared for 1 bedroom, 2 bath condo with huge lanai. One of Ekahi's larger 1 bedroom floor plans, 10E features soaring Cathedral ceilings, tropical garden setting with good ocean and West Maui Mountain views a nearly level 2 minute walk from... View all property information
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5 of 5 stars Reviewed July 2, 2014
This was a beautiful Condo with all the amenities. It had a beautiful view of the garden an ocean. Great lanai to sit and have breakfast and dinner at. Even had a gas grill to...
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From
$265
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1 Bedroom, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Dryer
  • Grill
  • Microwave
  • Safe
  • Stove
  • Washer
  • TV
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • x
About this property
Welcome to our piece of Maui Paradise. We are the new (December 2010) proud owners of this wonderfully remodeled 1 bed 2 bath Ekahi Village Condo. Living on the U.S. East Coast, Maui is our Tropical escape from the cold winters and hot humid summers, we have fallen in love with South Maui's sun,... View all property information
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4 of 5 stars Reviewed September 8, 2014
The condo was very nice , well maintained with quality renovations. The BQ was electric and I am a chef so that was one thing I didn't like and the towels were not very clean. The...
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From
$410
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Refrigerator
  • Parking
  • Patio
  • Stove
  • Grill
  • Dishwasher
  • Safe
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
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 to the sounds of the surf . We are about a 5 iron (level 1-2 min walk) from the beach and Ekahi’s... View all property information
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5 of 5 stars Reviewed November 16, 2014
Very nicely maintained and equipped, right down to the candles. No complaints - only compliments. The TV went out in one of the bedrooms and it was replaced the next day with a...
4 of 5 stars Reviewed August 19, 2014
Highly recommend this condo unit. would have given it an "excellent" if it had a good ocean view-- which it once did, until some new construction between it and the ocean...
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$1,795
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1 / 31
3 Bedrooms, 4 Bathrooms, Sleeps 6
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Amenities & Details
  • DVD Player
  • Microwave
  • Satellite TV
  • Terrace
  • TV
  • Ceiling Fans
  • Dryer
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Ocean Bliss is a stunning beachfront estate that provides the best of all worlds...Privacy and ocean access as the house borders South Maui's Polo Beach with it's golden sands and shallow swimming area on one side of the villa and a dramatic lava rock beach on the other side. The vistas of the sea... View all property information
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From
$440
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1 / 16
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • DVD Player
  • # Of Bathrooms
  • Hot Tub
  • Wi-Fi
  • Number Of Bedrooms
  • Stereo System
  • Guest Count
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
NEW TO OUR PROGRAM! UPDATES & IMPROVEMENTS ... Wailea Elua Village #2010 is located on one of the buildings corners, giving you ocean views and property from the master lanai and the main lanai which may also be accessed via the guest bedroom. Recently added to the condo area large new flat screen... View all property information
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Wailea Vacation Rentals

Wailea is a great destination if you are looking to relax, unwind, and soak up some sun. With its amazing beaches and luxurious spas, it is a pampering and refreshing vacation that you will never want to return from. Why go back to a simple hotel room when your accommodations can make you continue feeling like royalty even after the activities of the day are done? With a wide variety of vacation rentals, from cozy condos to large beachside villas, you can experience Wailea like one of the locals in your very own rental home no matter what your budget or space needs are.

A Wailea Vacation

No matter how you like to relax, there is sure to be a great place to do it in Wailea. From an indulgent day at the Spa Grande to tee time at Wailea Old Blue Course, it is full of ways to treat yourself and have a great time. If you're feeling adventurous, Hawaiian Sailing Canoe Adventures allows small groups to enjoy sailing in an outrigger canoe, or if you just want to relax on the beach, Keawakapu is a perfect choice for everything from sunning to snorkeling. Whatever the day's adventures bring, choosing a vacation rental to stay in means you can go back to the privacy and comfort of your very own rental home away from home for a truly authentic experience.

Family-Friendly Wailea

From exploring the beaches to catching a dinner show at Honua'ula Luau, there are a variety of great experiences for children when vacationing to Wailea. With vacation rentals, you can rent a property to accommodate nearly any size family, and it is a fantastic excuse to bring everyone along. Without having to pay for extra hotel rooms, it can also be a great money saver when traveling with a large group. Enjoying a Wailea vacation with the entire family at your very own rental home will be sure to create wonderful memories for years to come.