Wailea

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Three Bedroom Home in Wailea - Ho'olei S (12) 2 - Wailea vacation rentals
1 / 25

$750

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Three Bedroom Home in Wailea - Ho'olei S (12) 2

Wailea resort
3 BR / 4 BA / Sleeps 8 | Quick view

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Maui > Wailea resort
This spacious, professionally decorated town home has all the comforts you expect from a five star experience. The world renowned Grand Wailea resort located across the street, offers a world class spa, shopping and beach. Whether you group has many children, adults or seniors, this home is recommended for all age …
  • Ocean or water views
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible

$495

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Makena Surf Resort - 5 star 2 BR Oceanfront Condo

Wailea condo
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent36 Reviews

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Reviews

(36)

Maui > Wailea condo
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. Right in front of…
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children - ask
  • Suitable for the elderly - ask

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Reviews

(36)

"Simply the Best"

Left on Oct 22, 2009 for a stay in April 2009

Going to Maui? Jim Osgood's Makena Surf Condo is as he claims "Simply the Best". After our first visit almost 20 years ago we tried a few other places, including upscale hotels. Believe us nothing compares to this ocean front property! The recent remodel insured this unit remains a five stars property. This is the perfect place for a honeymoon or a family vacation. Watch the whales and sun-set …

$1,188

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Hoku at Ho'olei - Grand Wailea Resort Privileges

Wailea villa
3 BR / 4 BA / Sleeps 8 | Quick view
Excellent5 Reviews

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Reviews

(5)

Maui > Wailea villa
GRAND WAILEA RENTAL PROGRAM BENEFITS FOR OUR GUESTS: * Complimentary on-demand transportation to and from The Grand Wailea Resort * Enjoy the use of all the pools, water slides, spa and restaurants at The Grand Wailea Resort * Exclusive charging privileges at The Grand Wailea Resort * Complimentary beach chair …
  • Ocean or water views
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible

Details

Reviews

(5)

Travelers from Madison, WI

Left on Dec 10, 2011 for a stay in October 2011

Wow! That was my first impression when we pulled into Ho'Olei and checked in, which is located right by the amazing pool/jacuzzi/waterfall! As we have traveled and stayed at many resort type places throughout the us, this place truly was an experience, and we have not even gotten to our condo yet! Upon arriving there, we were all truly speechless. The pictures and descriptions that you see online…

$1,288

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Ho'olei with Grand Wailea Resort Access & Views

Wailea villa
3 BR / 4 BA / Sleeps 8 | Quick view
Excellent1 Reviews

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Reviews

(1)

Maui > Wailea villa
Modern Maui, our ocean view villa located in the heart of beautiful Wailea, combines all the best elements of a premium vacation home: Location, space, amenities and Grand Wailea Resort access. EXCLUSIVE GRAND WAILEA RESORT BENEFITS FOR OUR GUESTS: * On-demand, free transportation to and from The Grand Wailea …
  • Ocean or water views
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible

Details

Reviews

(1)

A topnotch family vacation

Left on Sep 03, 2012 for a stay in August 2012

What an incredible vacation we had. Our family just returned from 9 nights at the Modern Maui Ho'Olei. After reading the other reviews and looking at the pictures I wasnt sure the Modern Maui would live up to our expectations...and it didnt - it was even better. The condo/townhouse was beautiful. The space was perfect, plenty of room and ammenities for a true 5 star stay. Our children, ages 13, …

Ho'olei Haven - Wailea vacation rentals
1 / 24

$1,620

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Ho'olei Haven

Wailea house
3 BR / 4 BA / Sleeps 8 | Quick view

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Maui > Wailea house
Description TAKE ADVANTAGE OF THE BEST DEAL IN HOOLEI. Check availability and BOOK before its gone! Hoolei Haven is a newly built state-of-the-art luxury townhome with beautiful three bedrooms, three and one-half baths, 3363 square foot villa with large lanais located across from the Grand Wailea Resort and Spa on …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

$800

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Wailea Luxury Villas, 6-8 Occupancy, Beach Pool

Wailea condo
3 BR / 4 BA / Sleeps 8 | Quick view
Excellent2 Reviews

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Reviews

(2)

Maui > Wailea condo
HO'OLEI VILLAS: 3-bedroom 3.5-bath luxury vacation villas Gated residential condo resort w/ maximum privacy and security in the Wailea area, Wailea Beach walking distance away Fully equipped gourmet kitchens Spacious living area with sliding doors that lead out to a large lanai Large deck area with lounge chairs, …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Sauna
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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Reviews

(2)

Ho'olei on Maui is perfect!

Left on Jul 27, 2011 for a stay in February 2011

We traveled with friends -- 4 adults and 4 children. The Ho'olei condo was beautiful and spacious. Fantastic pool close by, and the beach a short walk through the Grand Wailea. Restaurants at Shops of Wailea are close by as well. I enjoyed these short walks (< 10 min) and also having a quieter resort to go back to. A perfect combination.

$700

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Makena Surf Resort - 3-BR Beachfront Wailea Condos

Wailea condo
2 BR / 3 BA / Sleeps 6 | Quick view
Very Good1 Reviews

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Reviews

(1)

Maui > Wailea condo
There's no doubt this is the best beachfront choice on Maui if you have 6-8 persons, This long-time favorite condo resort on Maui, Makena Surf, is now better than ever with recently renovated units and wonderful "semi-private" kid-friendly beaches. Please be sure to tell us how many are in your party, how many …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(1)

Great property!

Left on Nov 19, 2013 for a stay in November 2013

I recently stayed at Makena Surf and was very happy with the overall experience. I would recommend it to anyone. The condo was roomy and very comfortable. The property was beautifully landscaped. We had awesome views of other islands, a very nice cove just feet away from the condo with great snorkeling right offshore. The reef was full of fish and large sea Turtles. I hope to return soon. Mike …

$299

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See/HEAR ocean Experience Old Hawaii Furnishd Home

Wailea house
1 BR / 2 BA / Sleeps 5 | Quick view
Excellent2 Reviews

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Reviews

(2)

Maui > Wailea house
Experience the REAL 'Old Hawaii' in our private unattached HOUSE, NOT a noisy condo, ohana or part of a house. You will feel the ocean breeze, see it and clearly HEAR the ocean on this culdesac. From deck to ocean is about 200 yards in which you can walk to the beautiful Maluaka beach in about 1 minute or walk about 4…
  • Ocean or water views
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

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Reviews

(2)

Unbelievable experience!!!

Left on Mar 14, 2014 for a stay in March 2014

My husband and I stayed in Rebecca and Sam's romantic cottage for our wedding/honeymoon. It was the experience of a lifetime! They were so extremely accommodating. When we arrived there was fresh fruit awaiting us and when I say fresh... most of it was actually picked from the trees outside. The house is in an extremely private tropically oasis only a few feet from the beach. It was private, but …

$429

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Amazing OCEAN & CINDER CONE view Makena HOUSE Maui

Wailea house
1 BR / 2 BA / Sleeps 3 | Quick view
Excellent6 Reviews

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Reviews

(6)

Maui > Wailea house
This house is not available until possibly this Fall however we have a guest house which is available for Easter etc. You can see & hear the ocean only 200 yards away. It's on this site as well with the heading Experience Old Hawaii. We are offering our personal house while away this Autumn. We will consider other …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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Reviews

(6)

Old Fashioned Hawaiian aloha abounds

Left on Sep 03, 2013 for a stay in July 2013

The owners go out of their way to make you feel welcome. They truly express the aloha of Hawaii. The grounds are beautifully landscaped and yours to explore. You are invited to pick fruits which are right outside your door. Watch the sunset from your lanai while enjoying dinner you've prepared yourself with fresh ingredients found locally. The outdoor shower is a treat but there is one inside …

$265

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Grand Champion Villas, Where Happiness Lives!!

Wailea condo
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent23 Reviews

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Reviews

(23)

Maui > Wailea condo
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 Course, with a short walk…
  • Ocean or water views
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly

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Reviews

(23)

A Magnificent Place to Stay

Left on May 22, 2010 for a stay in March 2010

This is our favorite place to stay in Maui, and we stay there whenever we can! The condo sits right above the golf course, (with the ocean in view). We watched a herd of deer run right up the greenway last year. The condo itself couldn't be equipped better or more comfortably. Lush and ample linens, bedding, comfy sofas, videos and games for the kids, a beautiful and big lanai, a gorgeous, fully…

$625

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Wailea - Beachfront Luxury Polo Beach Club #408

Wailea condo
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent11 Reviews

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Reviews

(11)

Maui > Wailea condo
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 up and you will see …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Suitable for children

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Reviews

(11)

A fabulous retreat from the ordinary

Left on Apr 05, 2010 for a stay in December 2009

The owners thought of everything you could possibly need--short of a butler! The unit was spotless, and the kitchen was designed for people who love to cook. The views of the ocean are fabulous. Everything was exactly as described; phone numbers were provided for all our needs, and there was someone on sight to call if we had any problems. We had fun playing with the remote-controlled blinds…

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$245

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Beautifully remodeled 2 bedroom!Near pool and spa!

Wailea condo
2 BR / 2 BA / Sleeps 6 | Quick view

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Maui > Wailea condo
WE MANAGE OTHER SIMILAR BEAUTIFUL CONDOS IN WAILEA. IF THIS IS NOT AVAILABLE PLEASE CALL OR EMAIL FOR AVAILABILITY! If you are looking for a perfect get away in paradise, this is it! This luxury Palms at Wailea unit is located near the spectacular pool and Jacuzzi and all the amenities this popular complex affords…
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children - over five
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
1 / 42

$725

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Luxury Wailea Beach Villa great price! From $725!

Wailea villa
2 BR / 2 BA / Sleeps 6 | Quick view

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Maui > Wailea villa
Look no further!!!! Luxurious and exclusive 2 bedroom + den, penthouse unit, now offered at an AMAZING RATE!!!!!! Over 1900 sq. Ft + lanai! Panoramic ocean views, spectacular Hawaiian sunsets!!! Wailea Beach Villas VOTED #1 RESORT IN HAWAII BY CONDE NAST TRAVELER NOVEMBER 2014!!!! Accommodations: 3rd Floor …
  • Ocean or water views
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

$629

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Polo Beach 1or 2 Bdrm Oceanfront Penthouse Condo

Wailea condo
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent4 Reviews

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Reviews

(4)

Maui > Wailea condo
Reviews praise this "EXCEPTIONAL OCEANFRONT CONDO" that's just a few steps to its soft sand beach! "Sunsational" newly remodeled condo offers island living at its best in Maui's finest area. The penthouse is only available to ADULT NON SMOKERS... Enjoy Wailea-Makena and the resort's best location on the property's …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Suitable for the elderly

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Reviews

(4)

Exceptional Stay

Left on Aug 02, 2010 for a stay in July 2010

Our 25th summer vacation in Maui rates right there at the top. Polo Beach 803 is one of the very best condo's we have rented. The view is exceptional,, the furnishings are exceptional,, the appliance are more than exceptional and dealing with the owner was exceptional.
We have stayed at other units at Polo Beach Club and at several units at Makena Surf and they do not compare to 803.
Being able…

$795

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Island Oasis M111 Wailea Beach Villas

Wailea villa
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent14 Reviews

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Reviews

(14)

Maui > Wailea villa
In November 2014, Wailea Beach Villas was awarded three accolades by Conde Nast Traveler’s Readers Choice Awards. Newest designations for Wailea Beach Villas: No. 1 Resort in Hawaii with a rating of 94.242, No. 11 in the Top 25 Resorts in the U.S., and #51 of the Top 100 Hotels & Resorts in the World! Wailea …
  • Internet Access
  • A/C or climate control
  • Grill
  • Dishwasher
  • Refrigerator
  • Smoking allowed - ask
  • Suitable for the elderly - ask

Details

Reviews

(14)

A wonderful, relaxing and truly perfect vacation!

Left on Mar 09, 2010 for a stay in January 2010

We enjoyed 1 week at Island Oasis M111, and it was literally perfect. The suite was very beautifully furnished and equipped with every amenity imaginable. The kitchen was the nicest kitchen I have ever cooked in - ever! Every room in the unit was very spacious and immaculate. The entertainment unit was a little tricky to figure out, but who has time for TV when you are in paradise anyway? …

$895

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Aqua Lani J305 Wailea Beach Villas

Wailea villa
3 BR / 3 BA / Sleeps 6 | Quick view
Excellent8 Reviews

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Reviews

(8)

Maui > Wailea villa
In November 2014, Wailea Beach Villas was awarded three accolades by Conde Nast Traveler’s Readers Choice Awards. Newest designations for Wailea Beach Villas: No. 1 Resort in Hawaii with a rating of 94.242, No. 11 in the Top 25 Resorts in the U.S., and #51 of the Top 100 Hotels & Resorts in the World! Wailea …
  • Ocean or water views
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

Details

Reviews

(8)

Very nice place, ideal for couples

Left on Aug 17, 2010 for a stay in June 2010

We had a great experience and the facilities are lovely. We only wish there were more kid friendly pools (for very young children); other than that, it's a very beautiful resort.

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$750

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Luxurious Oceanfront Wailea Beach Villa

Wailea villa
4 BR / 3 BA / Sleeps 10 | Quick view

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Maui > Wailea villa
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 Villa is furnished with…
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Suitable for the elderly

$105

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SPACIOUS KING STUDIO IN THE HEART OF WAILEA

Wailea condo
1 BA / Sleeps 2 | Quick view
Excellent21 Reviews

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Reviews

(21)

Maui > Wailea condo
NEXT AVAILABLE SHORT OPENINGS AS LISTED BELOW: SPECIAL, UNIQUE STUDIO IN THE HEART OF WAILEA. YOU MIGHT PAY LESS, BUT YOU CAN'T GET MORE FOR YOUR MONEY! LATE SUMMER RATES $105/NT + $75 CLEANING FEE + HI. TAX 13.42% AUG 1-18, 4 NIGHTS…
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children - ask
  • Suitable for the elderly

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Reviews

(21)

Great Place to Relax in Wailea!

Left on Jul 18, 2009 for a stay in May 2009

This little place in paradise is a find! It is in a quiet location in Grand Champions, one of the most beautiful properties in Wailea. The owners take pride in all of their units, which are nicely decorated and have every amenity that one may need. This studio is a bargain and makes for a great home base for all of your site seeing and adventure! My wife and I highly recommend this unit, as well …

$140

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LUXURY FOR LESS! SPACIOUS 1BD/1BA

Wailea condo
1 BR / 1 BA / Sleeps 2 | Quick view
Excellent19 Reviews

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Reviews

(19)

Maui > Wailea condo
Great Deal for a luxury rental in wailea. Contact us soon BOOK 5 OR MORE NIGHTS, $140/NT + $90 CLEANING FEE + TAX NEXT AVAILABLE - : JUL 24-29, 5 NTS, $120/NT + $90 CLNG FEE + 13.42% TAX AUG 13-16, 3 NTS, $120/NT. + 13.42% Hi. Tax + $90 cleaning fee AUG 25-SEP 05, 11 NTS, $140/NT…
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for the elderly

Details

Reviews

(19)

Secret Garden Apt in Wailea

Left on Jul 30, 2009 for a stay in April 2009

We had a wonderful 8 days in the Secret Garden Apartment - location,(proximity to beaches, shopping and restaurants) ambiance and the amenities were perfect for my husband and I.

We would love to come back again soon!

We especially enjoyed our morning with the Kihei Canoe club!

Thank you again - Nancy & Roger

$200

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2 Bedroom with Amazing Golf Course & Mountain View

Wailea villa
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent3 Reviews

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Reviews

(3)

Maui > Wailea villa
This large 2 bedroom 2 bathroom villa has stunning views of the Old Blue Golf Course. Our spacious 2 bedroom 2 bathroom air conditioned condo has been tastefully furnished in modern decor with tropical accents. Our condo has has a great layout for two couples. Each couple has there own private king suite with …
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children - ask
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(3)

Tranquil splendour in refined comfort

Left on Mar 11, 2013 for a stay in February 2013

From the very moment you step into this tasteful and well-appointed condo, you'll feel the splendour and refined comfort designed for the sophisticated island traveler. Embracing the aloha Spirit with a luxurious touch of modern Hawaiiana, this tranquil setting is stylish and roomy and in a perfect location next to a lush and manicured fairway in Wailea - the spectacular, sun-kissed Beverley …

$185

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Modern Stylish Condo, Designer Touches Throughout!

Wailea condo
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent6 Reviews

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Reviews

(6)

Maui > Wailea condo
Our professionally decorated spacious 2 bedroom 2 bathroom air conditioned condo has been tastefully furnished in modern decor with tropical accents. Our condo has a terrific layout with the bedrooms being on opposite sides of the condo. Each has its own private washroom, flat screen TV and separate walk out to …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(6)

Beautiful and Peaceful!

Left on Dec 08, 2011 for a stay in June 2011

Condo was gorgeous and spacious. The property was so beautiful and peaceful. They had everything imaginable in the condo to make our stay that much more enjoyable, Lorraine was so wonderful and accomodating. We are hoping to come back in a year or two, and we definetely want to stay in his condo again! I would highly recommend it for anyone, families or couples, It was an absolute dream. Waliea …

1 / 8

$1,395

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2 BR DLX OV Villa at Hoolei

Wailea villa
2 BR / 3 BA / Sleeps 4 | Quick view

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Maui > Wailea villa
This 2-bedroom, 2.5-bath home features panoramic, west-facing ocean views. Located on upper elevations of the property, the home (over 3200 sq.ft.) offers king-sized bed in the master bedroom and additional bedding in the remaining bedrooms (varies). The residence features 2 lanais (balconies), modern kitchen, BBQ, …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Fitness Room
  • Grill
  • Suitable for children
  • Suitable for the elderly - ask
1 / 8

$1,245

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3 BR Garden View Villa at Hoolei

Wailea villa
3 BR / 4 BA / Sleeps 6 | Quick view

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Maui > Wailea villa
This 3-bedroom, 3.5-bath home offers partial ocean and majestic Mount Haleakala views. The spacious home (3200 sq. ft.) has a king-sized bed in the master bedroom and additional bedding in the remaining bedrooms (varies). The home offers 2 private lanais (balconies), kitchen, stainless BBQ, private elevator, attached …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Fitness Room
  • Grill
  • Suitable for children
  • Suitable for the elderly - ask
1 / 8

$1,445

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3 BR OV Villa at Hoolei

Wailea villa
3 BR / 4 BA / Sleeps 6 | Quick view

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Maui > Wailea villa
This 3-bedroom, 3.5-bath home features panoramic ocean views. Located on the upper elevations of the property, this spacious home (3200 sq. ft.) contains a king-sized bed in the master bedroom and additional bedding in the remaining bedrooms (varies). The residence also offers 2 lanais (balconies), modern kitchen, BBQ…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Fitness Room
  • Grill
  • Suitable for children
  • Suitable for the elderly - ask
1 / 7

$1,195

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1 BR DLX OV Villa at Hoolei

Wailea villa
1 BR / 2 BA / Sleeps 2 | Quick view

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Maui > Wailea villa
This 1-bedroom, 1.5-bath home features panoramic, west-facing ocean views. Located on upper elevations of the property, the home (over 3200 sq.ft.) offers a king-sized bed in the master bedroom. The residence features 2 lanais (balconies), modern kitchen, BBQ, private elevator, attached garage, spacious "great room" …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Fitness Room
  • Grill
  • Suitable for children
  • Suitable for the elderly - ask
1 / 7

$1,595

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3 BR DLX OV Villa at Hoolei

Wailea villa
3 BR / 4 BA / Sleeps 6 | Quick view

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Maui > Wailea villa
This 3-bedroom, 3.5-bath home features panoramic ocean views. Located on the upper elevations of the property, this spacious home (over 3200 sq.ft.) contains a king-sized bed in the master bedroom and additional bedding in the remaining bedrooms (varies). The residence also offers 2 lanais (balconies), modern kitchen…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Fitness Room
  • Grill
  • Suitable for children
  • Suitable for the elderly - ask
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$4,500

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Andaz Villas at Wailea

Wailea villa
4 BR / 5 BA / Sleeps 8 | Quick view

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Maui > Wailea villa
Slip into your own personal haven on the south coast of Maui. Home to the most discerning guests, Andaz Maui at Wailea's oceanfront, residential-style beach villas offer a secluded hideaway, just steps from the sands of Mokapu Beach. With the ocean as your backdrop, entertain on your own outdoor lanai, with custom-…
  • Internet Access
  • Fitness Room
  • Grill
  • Safe
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly - ask
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$175

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Ocean and Golf Course View Modern One Bedroom

Wailea condo
1 BR / 2 BA / Sleeps 4 | Quick view

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Maui > Wailea condo
Relax and Enjoy this spacious and modern one bedroom two bathroom condo with high end remodel. This condo is on the second floor in a two story building so you have amazing vaulted ceilings and no one above you. This is a completely private one bedroom condo with your own private lanai. There are other one bedrooms …
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area

    $139

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    Beautifully Renovated 1-Bedroom Condo, Nearby World-Class Golf and Shopping.

    Wailea condo
    1 BR / 2 BA / Sleeps 4 | Quick view
    Excellent1 Reviews

    Details

    Reviews

    (1)

    Maui > Wailea condo
    Unit 181 is located in the heart of the beautiful and serene Grand Champions Villas. On the edge of the Wailea Blue Golf course, this condo is great for the golfing couple looking for a tropical getaway. Large green belts, manicured grounds and wide golf course fairways abound. Nearby shopping, restaurants, and white …
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (1)

    perfect getaway

    Left on May 26, 2015 for a stay in May 2015

    This is a great condo. We were little unsure because it had no reviews but we are very happy that we booked it. It is renovated, with 2 bathrooms (each has a toilette as well), which is more than convenient. Just the mattress was rather soft for our taste. We did not use the kitchen but it was fully equipped. It was very clean. A cooler, beach towels and beach chairs were provided. The WiFi …

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    $250

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    Spacious Renovated 2-bedroom Condo with Central A/C.

    Wailea condo
    2 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Maui > Wailea condo
    This open and spacious premium condo at The Palms at Wailea will be ideal for your island getaway! Major renovations throughout, a partial ocean view, and central A/C* are just some of the features of this gorgeous 2-Bedroom condo. Pride in ownership is apparent when entering this beautiful vacation rental. The …
    • Ocean or water views
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Internet Access
    • Washing Machine
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask
    1 / 24

    $185

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    Ocean View 2-Bedroom Condo Overlooking Golf Course

    Wailea condo
    2 BR / 2 BA / Sleeps 4 | Quick view

    Details

    Maui > Wailea condo
    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 tropical retreat from all of your worries and cares. Featuring a King…
    • Ocean or water views
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Internet Access
    • Washing Machine
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask
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    $230

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    Stunning 3-Bedroom Condo on a World-Class Golf Course Resort.

    Wailea condo
    3 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Maui > Wailea condo
    Grand Champions 123 is located in a quiet setting in Wailea. Large green belts, manicured grounds and wide golf course fairways abound. To the east, views of Mt. Haleakala, the world’s largest dormant volcano. To the west, the sparkling blue Pacific Ocean. A quieter, more peaceful resort, this condo is best suited …
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask
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    $495

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    Wailea Home with Private Pool and Ocean View

    Wailea house
    3 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Maui > Wailea house
    Come stay with us here in sunny south Maui at our beautiful, lovingly remodeled ocean view home with private pool. There are amazing ocean views from almost all rooms in the house and the wrap around covered deck is perfect for indoor/outdoor style island living. Several beautiful white sand beaches are a short two …
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Suitable for children
    • Suitable for the elderly

    $900

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    Wailea Beach Villas 3BR Upscale Oceanfront Condo

    Wailea condo
    3 BR / 3 BA / Sleeps 8 | Quick view
    Excellent1 Reviews

    Details

    Reviews

    (1)

    Maui > Wailea condo
    If you prefer spaciousness and the utmost in comfort for your family, then instead of getting two or three hotel rooms, this property offers an ideal alternative. Every superlative applies to this property but let's just say it's the ultimate residence resort in all of Hawaii. Wailea Beach Villas is the newest …
    • Waterfront
    • Ocean or water views
    • Mountain Views
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Suitable for children
    • Suitable for the elderly - elevator access
    • Wheelchair accessible

    Details

    Reviews

    (1)

    Best place to stay in Wailea and we have stayed at several high end hotels.

    Left on Aug 18, 2014 for a stay in August 2014

    From the moment we arrived with the greeter to the accommodations, the grounds and the concierge Tracy, it was perfect. Great condo, stocked better than our home, beautiful pool/spa and anazing beach with concierge service including towels, chairs and umbrellas. Will definitely repeat.

    $500

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    Wailea Elua 2BR Oceanview Condo, Beachfront Resort

    Wailea condo
    2 BR / 2 BA / Sleeps 6 | Quick view
    Excellent2 Reviews

    Details

    Reviews

    (2)

    Maui > Wailea condo
    Choose from our selection of PREMIER oceanview units. This is our preferred property choice for those looking to be within walking distance to the beach and the other hotels, restaurants, and shops in Wailea for under $500/night. Please be sure to tell us how many are in your party, how many adults and how many …
    • Waterfront
    • Ocean or water views
    • Mountain Views
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible - ask

    Details

    Reviews

    (2)

    spacious with stunning view

    Left on May 31, 2015 for a stay in January 2015

    The apartment was large, open, airy and spacious and as a mature couple travelling with another family with 2 kids, we were grateful not to be on top of one another. Tho not super luxurious it had an open plan kitchen that allowed for delightful family meals and the kids could walk straight onto the lawn down to the beach.

    The staff were exceptional at supporting us with reservations and …

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    $400

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    Wailea Grand Champions 3BR Oceanview & Golf Condo

    Wailea condo
    3 BR / 2 BA / Sleeps 8 | Quick view

    Details

    Maui > Wailea condo
    Quiet condos located in the heart of Wailea w/ golf and tennis “out the door”. Wailea Grand Champions is an 11 acre condo property amid the Wailea Blue Gold Course and next to the Wailea Tennis Club. Please be sure to tell us how many are your party, how many adults and how many children w/ their ages. PROPERTY …
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible - ask
    1 / 16

    $800

    Inquire

    Wailea Elua - 2-BR Beachfront Resort Condos

    Wailea condo
    2 BR / 2 BA / Sleeps 6 | Quick view

    Details

    Maui > Wailea condo
    Choose from our selection of PREMIER beachfront units. This is our preferred property choice for those looking to be within walking distance of the other hotels, restaurants, and shops in Wailea for under $1000/night. Please be sure to tell us how many are in your party, how many adults and how many children w/ their…
    • Waterfront
    • Ocean or water views
    • Mountain Views
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Suitable for children
    • Suitable for the elderly

    $405

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    WAILEA ELUA, #1601*

    Wailea condo
    1 BR / 2 BA / Sleeps 4 | Quick view
    Excellent16 Reviews

    Details

    Reviews

    (16)

    Maui > Wailea condo
    About this condo: Wailea Elua Village #1601 is an inviting ground floor one bedroom, two bath oceanfront condo plus sofa sleeper with a large wrap-around lanai: the perfect location for watching stunning Maui sunsets and enjoying the lush tropical landscaping. Imagine stepping off of your lanai and being just a short …
    • Hot Tub/Jacuzzi
    • Wireless Internet
    • Grill
    • DVD Player
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (16)

    You can't bank on the weather but you can on the property!

    Left on Aug 24, 2010 for a stay in January 2009

    We were planning to spend 10 days soaking up sun and warmth. Instead we got the once every 5 years super surf storm with school closing rain and wind. Before the storm our unit was damaged by water leaking from the unit above us. Needless to say we spent as much time as we could outside when the weather calmed down or visiting sites while the repair people were working in our unit. We enjoyed…

    $450

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    WAILEA ELUA, #1402*^

    Wailea condo
    1 BR / 1 BA / Sleeps 4 | Quick view
    Excellent21 Reviews

    Details

    Reviews

    (21)

    Maui > Wailea condo
    About this condo: Wailea Elua Village #1402 is a 2nd story, one bedroom, one bath oceanfront condo complete with a fully remodeled kitchen, new carpet and a sofa sleeper. Enjoy the complimentary wireless internet service on your lanai as you enjoy the beautiful view of the sun-kissed Ulua Beach. Wailea Elua Village is…
    • Hot Tub/Jacuzzi
    • Wireless Internet
    • Grill
    • DVD Player
    • Stereo or CD player
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (21)

    2nd Time at Elua 1402 - Love It

    Left on Aug 23, 2010 for a stay in December 2009

    A wonderful condo for one couple - beautiful accommodation, view, comfort. Will come again

    $1,850

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    Wailea Paradise H501 Wailea Beach Villas

    Wailea house
    3 BR / 3 BA / Sleeps 4 | Quick view
    Excellent1 Reviews

    Details

    Reviews

    (1)

    Maui > Wailea house
    In November 2014, Wailea Beach Villas was awarded three accolades by Conde Nast Traveler’s Readers Choice Awards. Newest designations for Wailea Beach Villas: No. 1 Resort in Hawaii with a rating of 94.242, No. 11 in the Top 25 Resorts in the U.S., and #51 of the Top 100 Hotels & Resorts in the World! Wailea …
    • Internet Access
    • A/C or climate control
    • Grill
    • Dishwasher
    • Refrigerator
    • Smoking allowed - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    Amazing views from elevated wrap around lanai feels like floatin

    Left on Dec 22, 2011 for a stay in March 2011

    The service and amenities exceeded that of any 5 star hotel we had previously stayed in. The home is perched on the top corner of the Penthouse with magnificent unobstructed 360 degree sunrise and sunset views. The high end furnishings, art and decorations tastefully flow from room to room, providing a very soothing and comfortable living experience. This was clearly the best furnished and …

    $1,095

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    Sea Breeze Suite J405 at Wailea Beach Villas

    Wailea house
    3 BR / 3 BA / Sleeps 6 | Quick view
    Excellent1 Reviews

    Details

    Reviews

    (1)

    Maui > Wailea house
    In November 2014, Wailea Beach Villas was awarded three accolades by Conde Nast Traveler’s Readers Choice Awards. Newest designations for Wailea Beach Villas: No. 1 Resort in Hawaii with a rating of 94.242, No. 11 in the Top 25 Resorts in the U.S., and #51 of the Top 100 Hotels & Resorts in the World! Wailea …
    • Hot Tub/Jacuzzi
    • Internet Access
    • A/C or climate control
    • Parking
    • Grill
    • Smoking allowed - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    Luxurious

    Left on Mar 12, 2014 for a stay in February 2014

    This villa is the most luxurious, well-equiped, and superbly located villas/hotels that we have stayed in in the Wailea area. The views from the penthouse building at WBV are amazing. You can whale watch, checkout the beach conditions, and watch the sun set from the lanai. The penthouses are also extremely close to the Shops at Wailea, so you can easily pop out for a morning coffee or to pickup a…

    $995

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    Azure Azul M212 at Wailea Beach Villas

    Wailea villa
    3 BR / 3 BA / Sleeps 8 | Quick view
    Excellent1 Reviews

    Details

    Reviews

    (1)

    Maui > Wailea villa
    In November 2014, Wailea Beach Villas was awarded three accolades by Conde Nast Traveler’s Readers Choice Awards. Newest designations for Wailea Beach Villas: No. 1 Resort in Hawaii with a rating of 94.242, No. 11 in the Top 25 Resorts in the U.S., and #51 of the Top 100 Hotels & Resorts in the World! Wailea …
    • Ocean or water views
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Internet Access
    • Housekeeping Optional
    • Smoking allowed - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    This was the perfect vacation rental.

    Left on Sep 19, 2013 for a stay in August 2013

    This was a beautifully appointed rental in a wonderful location. For a family, this is fantastic as the Wailea Beach Villas are right on the beach and next door to a great shopping center with restaurants. The condo was in excellent condition and had a nice view. Because it is a corner unit, there is a large balcony which was a highlight for us. We enjoyed sitting on the balcony watching the …

    $1,550

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    Mer Et Soleil K408 Wailea Beach Villas

    Wailea villa
    4 BR / 3 BA / Sleeps 8 | Quick view
    Excellent9 Reviews

    Details

    Reviews

    (9)

    Maui > Wailea villa
    In November 2014, Wailea Beach Villas was awarded three accolades by Conde Nast Traveler’s Readers Choice Awards. Newest designations for Wailea Beach Villas: No. 1 Resort in Hawaii with a rating of 94.242, No. 11 in the Top 25 Resorts in the U.S., and #51 of the Top 100 Hotels & Resorts in the World! Wailea …
    • Shared outdoor pool (unheated)
    • Wireless Internet
    • A/C or climate control
    • Grill
    • Dishwasher
    • Smoking allowed - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (9)

    Beautiful Views, Amazing Condo.

    Left on May 07, 2009 for a stay in March 2009

    What an amazing place to stay. The condo was very spaciuos, great
    floor plan, the most beautiful Views. All of the ammenities you need
    and the service from tropical villa vacations was top notch. We will
    definitely stay here again when we visit next.

    $895

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    Grand Seascape K407 Wailea Beach Villas

    Wailea villa
    3 BR / 2 BA / Sleeps 6 | Quick view
    Excellent10 Reviews

    Details

    Reviews

    (10)

    Maui > Wailea villa
    In November 2014, Wailea Beach Villas was awarded three accolades by Conde Nast Traveler’s Readers Choice Awards. Newest designations for Wailea Beach Villas: No. 1 Resort in Hawaii with a rating of 94.242, No. 11 in the Top 25 Resorts in the U.S., and #51 of the Top 100 Hotels & Resorts in the World! Wailea …
    • Internet Access
    • A/C or climate control
    • Grill
    • Dishwasher
    • Refrigerator
    • Smoking allowed - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (10)

    winter getaway

    Left on Apr 24, 2009 for a stay in March 2009

    Enjoyed our stay very much. A very safe, convenient place to stay

    $1,295

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    Bali Hai Pool Villa F102 at Wailea Beach Villas

    Wailea house
    3 BR / 4 BA / Sleeps 8 | Quick view
    Excellent4 Reviews

    Details

    Reviews

    (4)

    Maui > Wailea house
    In November 2014, Wailea Beach Villas was awarded three accolades by Conde Nast Traveler’s Readers Choice Awards. Newest designations for Wailea Beach Villas: No. 1 Resort in Hawaii with a rating of 94.242, No. 11 in the Top 25 Resorts in the U.S., and #51 of the Top 100 Hotels & Resorts in the World! Wailea …
    • Ocean or water views
    • Shared outdoor pool (unheated)
    • Hot Tub/Jacuzzi
    • Internet Access
    • Washing Machine
    • Smoking allowed - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (4)

    Wonderful, relaxing holiday!

    Left on Jan 22, 2013 for a stay in November 2012

    We had a wonderful time staying at Villa F102. We really enjoyed having the grass area off the lanai. A beautiful spot to relax! The two master bedrooms are both so nice that my husband and I couldn't decide which we liked better. The kitchen was equipped with everything we needed. We were so happy with the unit that we hardly went out for dinner - we just wanted to stay home and chill. …

    $1,395

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    Sandy Surf K508 Wailea Beach Villas

    Wailea villa
    3 BR / 3 BA / Sleeps 6 | Quick view
    Excellent1 Reviews

    Details

    Reviews

    (1)

    Maui > Wailea villa
    In November 2014, Wailea Beach Villas was awarded three accolades by Conde Nast Traveler’s Readers Choice Awards. Newest designations for Wailea Beach Villas: No. 1 Resort in Hawaii with a rating of 94.242, No. 11 in the Top 25 Resorts in the U.S., and #51 of the Top 100 Hotels & Resorts in the World! Wailea …
    • Internet Access
    • A/C or climate control
    • Grill
    • Dishwasher
    • Refrigerator
    • Smoking allowed - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    Beautiful condo, fabulous vacation

    Left on Apr 23, 2013 for a stay in April 2013

    We had a blast on our first trip to Hawaii. The condo was spectacular. We had plenty of rooms and every possible amenity. I would highly recommend the condo we stayed in. Wailea Beach Villas is in a beautiful beach area and is much quieter than the Grand Wailea and Four Seasons next door. We did walk on the path to the other hotels for some drinks and meals. Every time we did, we were glad to get…

    $1,395

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    Blue Horizons K308 Wailea Beach Villas

    Wailea villa
    4 BR / 3 BA / Sleeps 8 | Quick view
    Excellent10 Reviews

    Details

    Reviews

    (10)

    Maui > Wailea villa
    In November 2014, Wailea Beach Villas was awarded three accolades by Conde Nast Traveler’s Readers Choice Awards. Newest designations for Wailea Beach Villas: No. 1 Resort in Hawaii with a rating of 94.242, No. 11 in the Top 25 Resorts in the U.S., and #51 of the Top 100 Hotels & Resorts in the World! Wailea …
    • Internet Access
    • A/C or climate control
    • Grill
    • Dishwasher
    • Refrigerator
    • Smoking allowed - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (10)

    Exceptional Accomodations and Service

    Left on Oct 26, 2009 for a stay in April 2009

    This was a family trip for my parents 40th wedding anniversary. My parents do not travel often and typically do not enjoy staying away from home. Although, they were excited for the trip and the opportunity to see Hawaii, they were skeptical.

    We were all awed by these accomodations. The pictures on the website are lovely but the villa is truly exceptional and the views are magnificent!

    $1,595

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    Coco Palms Pool Villa D101 at Wailea Beach Villas

    Wailea house
    3 BR / 4 BA / Sleeps 8 | Quick view
    Very Good2 Reviews

    Details

    Reviews

    (2)

    Maui > Wailea house
    In November 2014, Wailea Beach Villas was awarded three accolades by Conde Nast Traveler’s Readers Choice Awards. Newest designations for Wailea Beach Villas: No. 1 Resort in Hawaii with a rating of 94.242, No. 11 in the Top 25 Resorts in the U.S., and #51 of the Top 100 Hotels & Resorts in the World! Wailea …
    • Hot Tub/Jacuzzi
    • Internet Access
    • A/C or climate control
    • Grill
    • Dishwasher
    • Smoking allowed - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (2)

    Even more beautiful than the pictures.

    Left on Apr 03, 2012 for a stay in February 2012

    We highly recommend Tropical Villa Vacations. Irene helped us find the perfect spot for our vaction. D101 is a beautiful addition to their inventory. The unit is spectacular. The Wailea Beach Villas property is a perfect spot for anyone looking for a luxurious condo in the heart of Wailea. Beautiful property, great ocean views and top notch service from a team that truly cares about your …

    $1,495

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    Sun Splash C301 Wailea Beach Villas

    Wailea villa
    3 BR / 4 BA / Sleeps 6 | Quick view
    Excellent1 Reviews

    Details

    Reviews

    (1)

    Maui > Wailea villa
    In November 2014, Wailea Beach Villas was awarded three accolades by Conde Nast Traveler’s Readers Choice Awards. Newest designations for Wailea Beach Villas: No. 1 Resort in Hawaii with a rating of 94.242, No. 11 in the Top 25 Resorts in the U.S., and #51 of the Top 100 Hotels & Resorts in the World! Wailea …
    • Internet Access
    • A/C or climate control
    • Grill
    • Dishwasher
    • Refrigerator
    • Smoking allowed - ask
    • Suitable for the elderly - ask

    Details

    Reviews

    (1)

    Very Impressive and I am hard to impress!!

    Left on Feb 08, 2011 for a stay in November 2010

    Our stay at the Wailea Beach Villas was absolutely amazing! A typical vacation for us in the last few years has been atlantis Royal Towers Bahamas, Westins ,Fairmonts and Grand California resort at Disneyland. Sun Splash is elegantly appointed, comfortable and immaculate, with large spacious rooms.
    Better than the pictures on the website. Views from the lanai are breathtaking with wonderful …

    $1,095

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    Regal Mandalay M511 Wailea Beach Villas

    Wailea villa
    3 BR / 2 BA / Sleeps 6 | Quick view
    Excellent7 Reviews

    Details

    Reviews

    (7)

    Maui > Wailea villa
    In November 2014, Wailea Beach Villas was awarded three accolades by Conde Nast Traveler’s Readers Choice Awards. Newest designations for Wailea Beach Villas: No. 1 Resort in Hawaii with a rating of 94.242, No. 11 in the Top 25 Resorts in the U.S., and #51 of the Top 100 Hotels & Resorts in the World! Wailea …
    • Internet Access
    • A/C or climate control
    • Grill
    • Dishwasher
    • Refrigerator
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible

    Details

    Reviews

    (7)

    Lovely and relaxing

    Left on Nov 24, 2009 for a stay in September 2009

    The service was friendly and attentive, the home was class A with every detail superbly provided, great views and beautiful walk to beach with very attentive beach staff.

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