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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Amazing Wailea Surf Villa: Luxury 2BR/2BA - Owner Direct!

Bedrooms 2
Space 2,000 sq. ft.
Property type villa
Minimum Stay 3 - 10 nights


VRBO Bear stayed here

We found this property to be beary special

About the property

Condo, 2 Bedrooms + Den, 2 Baths, (Sleeps 6)

'Wailea Beach Villas was named the Top Resort in Hawaii in 2014' - Conde Nast Readers Choice Award

'Maui is one of the World's Best Islands' - Travel + Leisure World's Best Islands 2012 Top 10 List

The Wailea Surf is an unbelievable 2 bedroom plus den / 2 full baths penthouse villa located in the prestigious Wailea Beach Villas. Second floor location with 2,000 interior square feet and 375 square foot covered lanai. Formal entry hall with artwork. Spacious living room with Tommy Bahama furniture. Dining room with table for six. Fully equipped, gourmet kitchen with microwave, oven, dishwasher, and two Sub-Zero refrigerators. Incredibly spacious master suite with king bed and full bathroom with walk-in closet. Second bedroom suite with two twin beds (which can be combined to a single King bed upon request). Den also has a queen sofa bed. This luxurious unit sleeps up to 6 people.

This villa features extensive use of granite & marble. Travertine floors throughout. 3 LCD HDTVs. Wireless internet throughout. Ceiling Fans in all rooms. Indoor laundry. Dual control air-conditioning. Lanai with built-in barbecue. Keyed private elevator to entry.

Located on Wailea Beach between the Grand Wailea Resort and the Wailea Marriott. Private gate to The Shops at Wailea for dining and shopping.

The Wailea Beach Villas were designed as a world-class residential resort comprised of 98 luxury private residences set on 11 acres on the world famous Wailea Beach and the Pacific Ocean. Recently constructed in 2006, this gated vacation resort has 24 hour security personnel. The resort grounds are a virtual botanical garden with tropical plants, fragrant flowers, cascading waterfalls, and numerous ponds. There are two swimming pools one designated for adults and the other for families, two outdoor whirlpool hot tub spas, a poolside fitness center with locker rooms and showers. There is also a recreation room, business center, and conference room. Beach and pool attendants are available to set up chaise chairs and umbrellas. For added luxury, a personal private chef and in room massages are available. A grocery service is available to stock your refrigerator with your desired foods and drinks prior to your arrival.

Wailea Beach Villas is located within the Wailea Resort, which is well known among discerning travelers for its sunny climate, multiple ocean activities, and 5 famous soft sand beaches. The resort boasts 3 championship Golf Courses with driving range and a Tennis Center. Wailea and Makena Golf Courses offer players some of the most breathtaking golf of any tropical destination. The Wailea Beach Villas concierge service can book special discounted rates at both courses.

The Grand Wailea`s Spa Grande, adjacent to The Wailea Beach Villas, is consistently recognized as one of the Top Ten Spas in North America. Guests of the Wailea Beach Villas are welcome to shop and dine at the adjacent Grand Wailea, Four Seasons, Wailea Marriott, and Fairmont Kealani Resorts. Several of these hotel restaurants offer discounts to guests of Wailea Beach Villas. The adjacent Shops at Wailea, just steps away, are condsidered by many to be the most upscale shopping on the entire island of Maui. This shopping center offers an additional 5 restaurants, including Longhi's Restaurant, Ruth's Chris Steakhouse, KAI Wailea, and the Tommy Bahama Restaurant.


To reserve the unit, we request a Non-Refundable deposit equivalent to 50% of the total rental charges (minimum 2 nights charge) including Hawaii taxes. Entire balance is due 60 days prior to arrival. No refunds are available for cancellations.

Check-in time is 3pm and Check-out time is 11am

Daily rates starting at $695/night plus 14.42% state of HI taxes.

Please email or call for last minute specials.

Minimum stay is 3 nights

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Registration Identification Number W89484185-01

More Details

Member since: 2009
Premier Partner

This VRBO partner has demonstrated and is committed to fast response times, the best rates, and a great guest experience.

Speaks: english
Response time:
Within a few hours
Response rate:
Calendar last updated:
March 22, 2018

About The Owner

My family is from San Francisco, CA. My husband and my two children really enjoy traveling to Maui, and our favorite place on Maui is Wailea. It is so relaxing for us, and our two kids who enjoy playing in the sand and beautiful pool at Wailea Beach Villas. There's no place on earth we would rather be!

The Owner purchased this villa in 2009

Why The Owner chose Wailea

Our family has been traveling to Hawaii for 16 years, and my husband is originally from Hawaii so he knows the best places to stay. Our villa is perfect for our family, and allows us to enjoy the many activities we like best: relaxing on the beach, watching our children play in the ocean, enjoying the outstanding food from the nearby restaurants, and browsing the shops at Shops at Wailea just steps away from our door! Gorgeous sunsets, sandy warm beaches, and the utmost in comfort - what more can you ask for in a vacation rental!

Our condo is located only 20 minutes from the Kahalui airport, and located in the famous Wailea Resort

What makes this villa unique

Wailea Beach Villas is run like a high end resort. Amenities include: Front desk service, Concierge, Beach/Pool Service, 24 hour security, Room service from Longhi's Restaurant, Fitness center, Business Center, and free WiFi both in the room and at poolside to make your stay comfortable and memorable!

Guestbook comments from the owner


Thanks so much for sharing your amazing villa with out family. As we celebrated a high school and college graduation, it gave us the room to have a truly fun and peaceful vacation. Everything about the villa and complex was perfect. Having stayed at the Kea Lani, Four Seasons Maui, and the Grand Wailea on previous visits, this place was our favorite. We enjoyed snorkeling, bodysurfing, boogie boarding, and visiting with sea turtles.

We truly enjoyed our stay! Thanks.

The D Family

Louisville, Kentucky
Jul 2013
  • 1 of 49


Wailea Villa Accommodation and Amenities

Property Type:
  • villa
  • Guests provide their own meals
Floor Area:
  • 2000 sq. ft.
House Rules:
  • Check-in: 4:00 PM / Check-out: 11:00 AM
  • Max. occupancy: 6
  • children welcome
  • pets not allowed
  • non smoking only
Location Type:
  • Beach View ...
  • Beachfront ...
  • Ocean View ...
  • Air Conditioning ...
  • Broadband Access ...
  • Clothes Dryer ...
  • Computer Available ...
  • Covered Parking ...
  • Elevator
  • Fitness Room / Equipment ...
  • Garage ...
  • Internet ...
  • Linens Provided ...
  • Living Room
  • Parking ...
  • Telephone
  • Towels Provided
  • Washing Machine ...
  • Wireless Internet ...
  • Free Wifi
  • Catering Available ...
  • Coffee Maker
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher ...
  • Ice Maker
  • Kitchen ...
  • Microwave ...
  • Oven
  • Refrigerator ...
  • Stove
  • Dining Area
  • seating for 6 people
  • 2 Bathrooms
  • Bathroom 1 - toilet , tub , shower , Master bathroom with dual vanities, shower, and soaking tub
    Bathroom 2 - toilet , shower , Dual vanities
  • 2 Bedrooms, Sleeps 6
  • Bedroom 1 - 1 king
    Den - 1 sleep sofa /futon , Queen sized sofa bed
    Bedroom 2 - 2 twin/ single , Two twin beds, which can be combined into a single king bed
  • King size beds (1) In Master Bedroom, Twin or Single Beds (2) 2 Twin Beds in Second Bedroom. Can be combined to king size bed., Baby Cribs (1) Available on request for additional fee from front desk. A high chair is also available on request from the front desk., Sleep Sofa or Futons (1) Queen sofa bed in Den
  • CD Player
  • DVD Player ...
  • Pool Table ...
  • Satellite / Cable ...
  • Stereo
  • Television ...
  • VCR
  • Balcony ...
  • Boat ...
  • Deck / Patio ...
  • Golf ...
  • Lanai / Gazebo ...
  • Outdoor Grill ...
  • Tennis ...
  • wheelchair inaccessible
Pool / Spa:
  • Communal Pool ...
  • Shared Hot Tub ...
Onsite Services:
  • Concierge
  • Staff
  • churches
  • cinemas
  • library
  • restaurants
Leisure Activities:
  • beachcombing
  • boating
  • luaus
  • scenic drives
  • shelling
  • shopping
  • sight seeing
  • walking
  • whale watching
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • massage therapist
Sports & Adventure Activities:
  • cycling
  • golf
  • hiking
  • jet skiing
  • kayaking
  • parasailing
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • surfing
  • swimming
  • tennis
  • water skiing
  • wind-surfing
Iphone stereo systems and charging stations available in the living room and both bedrooms.


You'll love the landscaping at this amazing Wailea Luxuury 2bdrm suite in Maui!

VRBO Bear stayed here

Oct 26, 2010

Even the VRBO Bear family needs a beach vacation once in a while, and there is no better place than on the island of Maui!! And when visiting Maui, the Wailea Beach Villas and Unit Number 210 cannot be beat for location and amenities! Located on the sunny south west side of the island in the Wailea resort area, the property alone coupled with the Wailea beach adjacent to the property would be enough to keep a happy family busy for a great vacation. The condo was incredibly spacious and very well furnished, with two bedrooms plus a den providing ample space and sleeping room for us and the cubs. The kitchen was immaculate, with top-of-the-line appliances, including double ovens and two refrigerators to keep all of our honey and salmon fresh during our stay. In addition to the indoor kitchen, the outdoor lanai includes a Viking gas grill and table setting for those evening cookouts and dinner while overlooking the impressive family pool area and the Pacific Ocean. Of course while in Hawaii, a family doesn’t want to spend too much time indoors, and that’s where the immaculate grounds of the Wailea Beach Villas come into play. Everything is so tropical and very well manicured, including many types of flowers, several streams and waterfalls along the resort sidewalks. Even the TWO pools each have a waterfall in them! I have to admit, the first couple of days I ate a little too much honey while relaxing by the pool, but fortunately was able to work off that added weight in the fitness center located right by the ground floor pool. The WBV beach staff was very helpful as well, setting up complimentary chairs and umbrellas on the best spots on Wailea beach if we wanted; they were happy to help get us situated for a day of playing on the beach. Mrs. Bear of course needed to get some shopping done, but that was easy since The Shops at Wailea was located right across the street, an easy walk from Unit 210. Several restaurant options are located at the shops as well for those nights when we felt like eating out. All in all, Unit 210 at the Wailea Beach Villas was a wonderful condo and a tremendous place to spend a Hawaiian vacation! The VRBO Bear

Exceptional! 5/5 -
(52 traveler reviews)

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Amazing Wailea Surf Villa: Luxury 2BR/2BA - Owner Direct!
average rating of 4.980769 based on 101 reviews

Excellent property

  • 5 of 5

Everything about the property was exceptional. Very clean; very well maintained and equipped. We totally enjoyed our stay. My wife commented that although we have been to a number of places around the world, this was a highlight as everything about the unit was totally immaculate. We would highly recommend. Thanks Helen and Steve for your generosity in sharing your place in paradise.

  • Submitted: Feb 22, 2018
  • Stayed: February 2018
  • Source: HomeAway
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Stunningly beautiful villa and property with great amenities and wonderful staff!

  • 5 of 5

The villa was outstanding in cleanliness, items supplied, privacy and great access to parking. The staff onsite was wonderful and very helpful - especially Happy who helped me arrange birthday balloons and cake as well as a tour. The grounds are beautiful and very well maintained. Everyone we encountered on the property was very friendly. We did have an issue with ants in the kitchen sink and on the counter around the sink. Other than that, the villa was beautiful and very clean. The Tesla shuttle was fantastic and a great amenity!

  • Submitted: Oct 2, 2017
  • Stayed: September 2017
  • Source: VRBO, from HomeAway
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Fort Lauderdale

The Devil is in the Details

  • 5 of 5

We absolutely loved our stay at #210 Wailea Beach Villas. The Unit was as described with a coming grill with piped in gas. The kitchen was phenomenal and had everything we were looking for. They had all the small things you would want from coffee, Ziploc, tin foil, and double fridge. It's close to everything and we wouldn't have needed a car if it weren't for the activities we had planned. They really had everything we wanted. The walk to the Beach was a short one and we snorkeled right behind to find a lot of sea turtles feeding near the shore lime. The owner (Helen) was super pleasant to communicate with.

I would definitely stay there again. Thank you for permitting us to stay in your beautiful residence!

  • Submitted: Jul 4, 2017
  • Stayed: June 2017
  • Source: VRBO, from HomeAway
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Wonderful stay at Wailea Beach Villas!

  • 5 of 5

This condo is even nicer than it appears in pictures. It is on the second floor of the penthouse building with a view of one of the two pools on the property and you can see the ocean as well from the lanai. The furnishings are lovely, the bed is comfortable, and everything is well kept and clean. There are ceiling fans in every room and dual control central air conditioning.

The condo has everything you could need. Plenty of towels, robes, and soaps in the bathrooms. A walk in closet to organize your stuff in the master bedroom. A laundry room with iron and ironing board (it's really nice to go home with no dirty clothes). The kitchen is fully equipped (2 subzero refrigerators, dishwasher, microwave, oven, stove top & all the small appliances). We had breakfast every morning on the lanai. There are even tea pots and a coffee bean grinder for fresh brewed Kona coffee.

This is our second stay at the villas. We stayed in a 3 bedroom last time because we had our two teenagers with us. We chose Helen's 2 bedroom this time and it was perfect for the 2 of us (actually more room that we needed). After staying in the past at the Kea Lani, Four Seasons and Grand Wailea, we prefer the Wailea Beach Villas. For the first time in 12 visits to Maui, we hit two days of rain. We would have go crazy in a one bedroom hotel room.

Our last visit was late August and this time it was late April. It was a little more crowded this time at the pool but plenty of room at the beach. There is a jelly fish calendar you can check before you travel. The ocean is beautiful in Wailea

The villas are located in a perfect spot on Wailea beach next door to the Grand Wailea. You can easily walk to the shops and restaurants which are right behind the villas and you can walk along the sidewalk beach path (great for early morning walks) which runs between all the hotels on Wailea beach and the ocean. You get an assigned parking spot in the garage under the building for your rental car which is convenient.

The villas have a kid friendly pool and an adult endless pool that overlooks the ocean. The beach attendants are extremely helpful without being intrusive. They set up chairs with towels and umbrellas so you can enjoy a day at the beach very easily. They also have a nice gym overlooking the kid friendly pool.

Helen is a very gracious and accommodating host. She was very easy to work in arranging our stay.

Zero complaints from us .. it was a 5 star stay!

  • Submitted: May 14, 2017
  • Stayed: April 2017
  • Source: VRBO, from HomeAway
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San Jose

Wow experience!!!!

  • 5 of 5

The Penthouse was absolutely stunning! We traveled to Maui and stayed here for my mother's 70th birthday and everyone in the party was impressed by how clean and well decorated the villa was. Not only did it have everything we needed (laundry room, amenities, bbq pit, towels, etc.), but it was in the perfect location and walking distance to the Shops at Wailea and the other resorts in the vicinity. We wish we had another week to enjoy the property as there were 2 pools, jacuzzi and right by the Wailea Beach area. When we visit Maui again, we'll be sure to stay at this Penthouse. Thanks for the warm welcome package Helen! We loved our stay in your home!

  • Submitted: Apr 29, 2017
  • Stayed: April 2017
  • Source: VRBO, from HomeAway
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Far surpassed our expectations.

  • 5 of 5

All first class amenities in condo and service on resort. We had an amazing week and enjoyed all the facilities. Great to have such a well stocked kitchen. Barbecue and lanai were outstanding.

  • Submitted: Feb 4, 2017
  • Stayed: January 2017
  • Source: VRBO, from HomeAway
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Nearest Airport
15 Miles
Nearest Barpub
50 Metres
Longhi's Restaurant
Nearest Golf
400 Metres
Wailea Blue, Gold, and Emerald Golf courses
Nearest Restaurant
50 Metres
The Shops at Wailea
Nearest Beach
150 Metres
Wailea Beach
Nearest Point of Interest
Shops at Wailea
Nearest Point of Interest
Grand Wailea Resort & Spa
Nearest Point of Interest
Wailea Marriott
Nearest Point of Interest
Four Seasons Wailea
Nearest Point of Interest
Fairmont Kea Lani
Nearest Point of Interest
Polo Beach
Nearest Point of Interest
Wailea Beach

Zip line, stand up paddle board, kayaking


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Exit Cleaning Fee $275 + Tax
Tax Rate 14.42%

Owner's Cancellation Policy

  • Canceled bookings will not receive a refund

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