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Amazing Wailea Surf Villa: Luxury Condo - Owner Direct!

Photo gallery for Amazing Wailea Surf Villa: Luxury Condo - Owner Direct!

Family Pool at Wailea Beach Villas
Enjoy relaxing and cooking on the lanai
Enjoy sunsets from the lanai after another day in
Opulent entrance to the villa.
Relax on the comfortable living room furniture while watching the Flat Panel TV.

Reviews

10 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 62000 sq ft

Popular amenities

  • On beach
  • Heated pool
  • Hot tub on site
  • Garage parking available
  • Kitchen
  • Washing machine

Explore the area

View in a map
Wailea-Makena, HI
  • Place, Shops at Wailea
    ‪2 min walk‬
  • Place, Ulua Beach Park
    ‪14 min walk‬
  • Place, Wailea Beach
    ‪14 min walk‬
  • Airport, Kahului, HI (OGG)
    ‪32 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

2 Single Beds

Den

1 Double Futon

2 bathrooms

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Garden
Dining area

About this property

Amazing Wailea Surf Villa: Luxury Condo - Owner Direct!

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

Conde Nast Traveler's #1 Resort on Maui

'Maui is one of the World's Best Islands' - Travel + Leisure World's Best Islands 2018 Top 15 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 considered 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.


RESERVATION DETAILS:

To reserve the unit, we request a 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. Bookings cancelled more than 60 days prior to check-in will receive a full refund. Cancellations between 30-60 days before check-in will receive 50% refund, and no refund under 30 days. Guest understands s/he is encouraged to obtain travel insurance to reimburse for any expenses due to unexpected changes in travel plans.

Check-in time is 4pm and Check-out time is 11am

Daily rates do not include a 17.962% state of HI taxes and a $450 departure cleaning fee.

We want to keep our guests informed about a possible statewide tax update that may affect reservations starting January 1, 2026. A proposed change (Hawaii Senate Bill SB 1396) is currently under review. Governor Green has until July 9, 2025, to sign it into law. If the bill is signed, the tax rate will increase by 0.75% and the new rate will apply to all 2026 stays (no matter when they were booked). Please note: If you book a 2026 reservation before the new tax rate is reflected on the VRBO platform, we may need to collect the difference separately from you once the law takes effect. We appreciate your understanding and will keep you informed of any changes.

Minimum stay is 3 nights


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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Please park in designated parking space. Please keep your parking permit displayed on the dashboard at all times.
Property Quiet hours are from 9PM-8AM daily.
See attached Rental Agreement for additional house rules.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
Property Registration Number TA-164-511-1296-01, 210080910022, GE-164-511-1296-01

About the area

Kihei

Located on the beach, this condo is in Wailea, a neighbourhood in Kihei. Maui Fish Pipe and Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters are local attractions and those in the mood for shopping can visit Shops at Wailea and Wailea Shopping Village Shopping Center. Travelling with kids? Consider La Kahea Community Farm and Kula Botanical Garden. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and cycling nearby.
Map
Wailea-Makena, HI

What's nearby

  • Shops at Wailea - 2 min walk - 0.2 km
  • Ulua Beach Park - 14 min walk - 1.2 km
  • Wailea Shopping Village Shopping Center - 14 min walk - 1.2 km
  • Wailea Beach - 14 min walk - 1.2 km
  • Ulua Beach - 15 min walk - 1.3 km

Getting around

  • Kahului, HI (OGG) - 32 min drive

Restaurants

  • ‪Island Gourmet Markets - ‬6 min walk
  • ‪Loulu - ‬8 min walk
  • ‪Humuhumunukunukuāpuaʻa - ‬12 min walk
  • ‪Island Vintage Coffee - ‬7 min walk
  • ‪KAI Bar - ‬13 min walk

Frequently asked questions

Is Amazing Wailea Surf Villa: Luxury Condo - Owner Direct! pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Amazing Wailea Surf Villa: Luxury Condo - Owner Direct!?

As of 3 May, 2026, prices found for a 1-night stay for 2 adults at Amazing Wailea Surf Villa: Luxury Condo - Owner Direct! on 20 Sept, 2026 start from S$3,150, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Amazing Wailea Surf Villa: Luxury Condo - Owner Direct!?

On-site parking is available at the property.

What time is check-in at Amazing Wailea Surf Villa: Luxury Condo - Owner Direct!?

Check-in begins at 4:00 PM.

What time is check-out at Amazing Wailea Surf Villa: Luxury Condo - Owner Direct!?

Checkout is at 11:00 AM.

Where is Amazing Wailea Surf Villa: Luxury Condo - Owner Direct! located?

Nestled on the beach, this Wailea condo building is within a 15-minute walk of Shops at Wailea and Wailea Beach. Ulua Beach Park and Wailea Shopping Village Shopping Center are also within 15 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 83 out of 85 reviews
Rating 8 - Good. 2 out of 85 reviews
Rating 6 - Okay. 0 out of 85 reviews
Rating 4 - Poor. 0 out of 85 reviews
Rating 2 - Terrible. 0 out of 85 reviews

10/10

Cleanliness

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Kelley T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Mother and Daughter trip

The property is wonderful. Perfect location. Great space for relaxing. Will stay there again.
Stayed 6 nights in Oct 2023
Verified

10/10 Excellent

Janice T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Exceptional

We had a delightful stay. The condo is beautiful and everything was in perfect condition. Beds are very comfortable. Lovely view of the ocean. Great location. Would definitely rent again.
Stayed 5 nights in Mar 2024
Verified

10/10 Excellent

Tracey L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Never want to leave!

Beautiful villa and property with everything you could need! My only regret is that we weren’t able to stay longer. We will be back for sure!!
Stayed 3 nights in Apr 2023
Verified

10/10 Excellent

Justin K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Just Wow

This is my fifth trip to Wailea and the first time my wife and I took our family. We couldn’t have asked for a better place to stay, be tougher, begin all of our Maui adventures, and to just be together. Steve and Helen have a beautiful home and have thought of everything that we could have needed. The property is stunning and is perfectly placed amongst our favorite locations on the southern coast. We will be back!
Stayed 4 nights in Apr 2023
Verified

8/10 Good

Peter J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Looking a bit tired

The location, view, and service can't be beat. Unfortunately for this specific unit there are signs of wear and tear that haven't been addressed over the years - leaky plumbing, stained carpets, chipped bedside furniture. The overall context is the place is amazing, but for the price being asked, some updating needs to be done. In fairness, the property and the owner were very prompt and pleasant in their responses when needed. We would stay again if the price was right.
Stayed 9 nights in Dec 2024
Archival

10/10 Excellent

Warning: Extremely Comfortable!

I am writing to let you know that our time on Maui was great. The condo was exactly as you described and pictured. The family had a great time and the place is great for children. Unfortunately, my wife, my children, and I cannot revert to our normal vacation modus operandi of renting a hotel room. Your condo has completely spoiled us with the space and comfort and convenience. The bar is now set rather high for future vacations. What to do? I guess we just have to revisit Maui!
Verified

10/10 Excellent

paul c.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very nice villa. Well decorated, great location on beach and close to shops and restaurants

Easy and good communication with owner
Stayed 10 nights in Dec 2022
Verified

10/10 Excellent

Jeff W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

WBV Paradise

We really enjoyed our stay in Helen and Steve's unit at WBV. The unit was beautiful as described and Helen made sure we were set-up properly for our stay. The Staff at WBV are first class and the resort is one of the best on the island. We look forward to our next visit!
Stayed 8 nights in Nov 2022
Verified

10/10 Excellent

Tera J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxing Villa

Our stay here was wonderful; made easy by Helen’s quick responses to my enquires from Canada prior to our arrival. We had to cancel our trip once early in the booking process due to COVID and that and rebooking went without a hitch. We had a late flight in so took advantage of having the condo stocked in advance with food for breakfast and light lunches. Both Helen and the concierge were very helpful. We walked to almost all of our delicious dinners (booked by the concierge on site). Snorkeling (saw turtles!) and the gorgeous pool on the beach were a 5min walk down a garden stair path and chairs/towels/sunscreen/water were available there whenever we needed. We had lots of room in the condo for the 6 of us - 2 full bedrooms and a pullout couch in a ‘bonus room’ where we pulled the privacy curtains each night. Leaving the couch made-up in the bonus area was no problem as there was still a full living room area with 2 more couches and chairs. We ate and played cards out on the lanai throughout the day and into the evening. While the weather was unseasonably hot (mid-august highs of 29-33) we were perfectly comfortable with the air conditioning and ceiling fans. All amenities in unit 210 made our trip easy and enjoyable. The welcome leis were lovely! Enjoy your stay here - we hope to return one day:)
Stayed 6 nights in Aug 2022
Verified

10/10 Excellent

Dianne K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful property

We were a family of 21, and this was one of four units we rented for five days. All of them were immaculate, beautifully decorated and well located to visit the shops at Wailea. The kitchens were extremely well appointed. Our units were quite a ways from the beach and adult pool. However we overlooked the family pool. I would highly recommend this unit as well as the others we occupied. They’re perfect for families.
Stayed 5 nights in Jul 2022
Verified

10/10 Excellent

Mindy J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place for families

Wonderful villa for families. Well stocked kitchen. Slept 6 very comfortably. Great location with easy access to beach.
Stayed 6 nights in Jul 2022
Verified

10/10 Excellent

Cristin H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful property

We had a great stay with our two teen sons for a short week. The property was beautiful and the condo was impressively decorated and comfortable. It is a great place to relax and play cards on the balcony, and we enjoyed the pools, gym, family game room, and beach. The front desk and concierge were very helpful, and we liked th location being across from the shops for food and shopping. We pile definily recommend to others.
Stayed 5 nights in Jun 2022
Verified

10/10 Excellent

Raymond A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Easy decision

Excellent (But it is "pricey")
Stayed 4 nights in Jun 2022
Verified

10/10 Excellent

Rebecca Y.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing

Our family of four enjoyed our stay. The condo has everything that one could need. The kitchen even has an instant pot! Very clean and comfortable
Stayed 7 nights in Apr 2022
Verified

10/10 Excellent

SARAH S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfecto!

The property, location, staff, concierge and security were excellent. Look forward to staying again.
Stayed 7 nights in Apr 2022
Verified

10/10 Excellent

betsy C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxing/perfect

Welcomed with lei at front desk. Host/owner left delicious welcome basket. Doesn't skimp on soap/toiletries. Adult son said it was the best he'd slept in a very long time. Loved mattress! Plenty of room. Quiet. Nice view. Adult pool is shallow, but warm, nice swim. Beautiful view. Usually stayed at GW. Now that kids are older, this was a perfect change. Same great beach but one doesn't struggle getting chaise lounge or beach umbrella. Just relaxing. They offer free sunscreen at each pool as well. There are some stairs to get to beach. Not sure if one can get to beach otherwise. Perhaps the side road. Nice assigned parking. Water dispensers located near pools where one can fill up water bottles etc. One can hear luau music while at adult pool in the early evenings which is nice. Not too loud or long. The balcony looks out over the family pool on one side but the users were courteous and not overly loud. Also, the owner quickly responds to questions. And above all Condo was very clean! Has easy access to Shoppes at Wailea as well. Great location.
Stayed 5 nights in Mar 2022
Verified

10/10 Excellent

Yan W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay

It was a wonderful stay.
Stayed 8 nights in Mar 2022
Verified

10/10 Excellent

Scott S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful property.

Easy rental. Close to everything. Management was great.
Stayed 6 nights in Mar 2022
Verified

10/10 Excellent

Mary M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Luxury in Paradise

Luxury with an incredible staff to spoil you! The condo is beautiful, very spacious, and so well appointed. The kitchen is equipped with high end appliances, even two subzero refrigerators. We enjoyed the outdoor BBQ while dining alfresco. I slept like a baby on the luxurious mattress and bedding. A perfect location to the mall to dine, shop or pick up groceries at the wonderful boutique market. The property is gorgeous and so tranquil, a perfect escape! We were personally greeted and escorted to the condo, the bellman quickly handled our luggage and large Costco order. I loved the beach service, always a lovely chaise with umbrella and towels were waiting for us! Better than our stay at the Four Seasons. A five star vacation, we will be returning!
Stayed 7 nights in Jan 2022
Verified

10/10 Excellent

Katie J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful vacation home

This condo was perfect for our family vacation. Beautiful unit, great location close to family pool and short walk to the beach and Shops at Wailea. The front desk, concierge and beach services were also outstanding.
Stayed 8 nights in Feb 2022
Verified

10/10 Excellent

Susan S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

wonderful

absolutely wonderful gorgeous, comfortable, clean, easy walk to the beach
Stayed 6 nights in Jan 2022
Verified

10/10 Excellent

Lyle M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location

Clean, Beautiful, Top notch
Stayed 7 nights in Nov 2021
Verified

10/10 Excellent

John K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great trip

Great location. Beautiful villa. My family loved it.
Stayed 9 nights in Oct 2021
Verified

10/10 Excellent

brian r.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay with friends

Property grounds were beautiful and the pool/fitness center were also great. Room was great for what we needed and proximity to Wailea things was good. Would stay again.
Stayed 3 nights in Oct 2021
Verified

10/10 Excellent

Joan C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Paradise

Perfect in every way
Stayed 5 nights in Aug 2021

About the host

Hosted by Helen Cheng

Host profile image
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!

Why they chose this property

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 property 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!

Languages:

English
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