Skip to main content
Condo

Oceanfront Penthouse w/ Private Chef - Luxury 2BD/2BA,

Photo gallery for Oceanfront Penthouse w/ Private Chef - Luxury 2BD/2BA,

Property grounds
The wraparound lanai offers 500 sq. feet of exterior living area.
Open floor plan offers lots of room to spread out while still spending time together.
High-quality furnishings and decor keep a casual island vibe
Hard surface floors where you need them. Plush luxury carpet where you want it.

Reviews

10 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning

Explore the area

View in a map
Lahaina, HI
  • Place, Whalers Village
    ‪3 min walk‬
  • Place, Kaanapali Beach
    ‪3 min walk‬
  • Place, Kaanapali Kai Course at Kaanapali Golf Resort
    ‪10 min walk‬
  • Airport, Kahului, HI (OGG)
    ‪41 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom #1

1 King Bed

Bedroom #2

1 King Bed

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Spaces

Porch or lanai
Kitchen

About this property

Oceanfront Penthouse w/ Private Chef - Luxury 2BD/2BA,

Limited offer for a 10-night stay during the month of May only, includes a private chef for up to 6 guests during one night of your stay. Discover our beautifully spacious 2 bedroom, 2 bath Direct Ocean Front condo at The Whaler #1102. This spectacular condo is a rare and sought after condominium, located on the north corner of Tower I. It's 11th floor location offers an unobstructed northern view from the West Maui Mountains, down to Kaanapali Beach and out to the neighbor island of Molokai. Enjoy full shade in the afternoon from the wrap around lanai that extends on two entire sides of this spacious condominium. A comfy King bed in the master bedroom and 2 twin beds in second bedroom. This unit sleeps 4 people maximum. There is a brand new, top of the line washer and dryer in the unit.

All condos at The Whaler feature full kitchens, full baths, central air conditioning, wi-fi and a large lanai (balcony).

***Our minimum stay is 4 nights and 10 nights during the Christmas/New Years holiday. However, we may approve shorter stays if they back up to an existing reservation. We will do our best do accommodate you.

In addition, this home includes a complimentary "Starter Kit" of supplies, upon arrival: Paper towels, garbage bags, dish detergent, dishwasher detergent, new kitchen sponge with scrubber; several rolls of toilet tissue, kleenex, hotel-size bar soap, shampoo, and lotion. **Please note that the starter kit items are not replenished. We do not provide daily maid service, however it can be added for an additional cost.

Check-in time is 4:00pm; Check-out 11:00am

Daily Resort Fee: $35/day plus tax. This covers parking and all resort amenities and is payable upon arrival at the front desk.

Ocean Front Swimming Pool and Hot Tub
Free In Room High Speed Wireless Internet Access
Concierge Service
Nautilus Gym with Brand New Equipment
Dry Sauna
2 Newly Resurfaced Lighted Tennis Courts
2 New Ocean Front BBQ Areas with Granite Counters and Benches
Underground Self Parking
Boarding Pass Printing
Complimentary Washer and Dryers located on every floor
Front Desk Staffed 24 hours a day

After Hours Emergency contact 808-206-9570

*** In accordance with Hawaii's "Smoke Free" law, The Whaler is a non-smoking resort. Guests may not smoke in the individual condominiums, nor on the lanais, nor in any common areas. This includes any type of vape pens as well. ***

The Whaler resort just completed a 36-million dollar renovation. The resort looks fabulous! Completed projects include new lobby building, BBQ areas with beautiful granite tops and benches, refinished lighted tennis courts, brand new Nautilus Fitness Center, Spa, additional waterfall feature in the koi pond, beautiful luscious landscaping and revamped parking areas.

With the Whaler Vacation Rental Program by Whaler Realty, you have the assurance of having an on-island management company, with over 50 years of experience, to make sure you have the very best vacation experience. We pride ourselves in exceptional customer service that has many of our guests returning year after year.

We look forward to having you stay with us!

After Hours Emergency contact 808-206-9570

GE-054-772-9408-01
TA-054-772-9408-01

REVIEWS:

“Best View in Maui -- Absolutely amazing!!!”
5 of 5 stars
We loved our stay at the Whaler and highly, highly recommend staying at this 11th floor luxury condo!! Located in an excellent location -- literally steps away from the best mall in Maui; directly located on one of the best beaches in Maui; and next door to three of our favorite restaurants on the island. The view from this condo is absolutely amazing! The photos posted on the website truly do not do this rental justice. We loved this condo and know you will too. The Whaler is located right on the beach -- where you can rent chaise lounges, umbrellas, boogie boards, etc., by the hour, the day, or the week! This was a perfect vacation spot and we cannot wait to return!!! Additionally, all of the staff at the Whaler was super helpful and very, very kind. We booked all of our 'excursions' at the concierge right in the lobby of the Whaler. We loved the whale watching, and snorkeling. Excellent condo -- my family and I loved it!!!
Our prices include all fees. No hidden fees.

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

View to Blackrock from Whaler
Spectacular, Kaanapali, The Whaler, 2BR/2BA Condominium
Lahaina
  • Ocean view
  • Pool
  • Hot tub
  • Kitchen
10.0 out of 10, Exceptional, (25 reviews)
Spectacular, Kaanapali, The Whaler, 2BR/2BA Condominium

House Rules

Check in after 4:00 PM

Minimum age to rent: 25

Check out before 11:00 AM

default

Children

Children allowed: ages 0–17

default

Events

No events allowed

default

Pets

No pets allowed

default

Smoking

Smoking is not permitted

Important information

You need to know

Property Registration Number TA-054-772-9408-01, GE-054-772-9408-01, 2040400802152
Property # 425437vb
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
Safety features at this property include a first aid kit
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

About the area

Kaanapali

Located in Kaanapali, this condo is in the mountains. Shoppers can check out Whalers Village, while everyone can enjoy the natural beauty of Kaanapali Beach and Napili Bay. Take the opportunity to explore the area for water adventures such as scuba diving.
Map
Lahaina, HI

What's nearby

  • Whalers Village - 3 min walk - 0.3 km
  • Kaanapali Beach - 3 min walk - 0.3 km
  • Kaanapali Kai Course at Kaanapali Golf Resort - 10 min walk - 0.9 km
  • Kaanapali Golf Courses - 10 min walk - 0.9 km
  • Drums of the Pacific Lū‘au - 14 min walk - 1.2 km

Getting around

  • Kapalua, HI (JHM-West Maui) - 9 min drive

Restaurants

  • ‪Monkeypod Kitchen - ‬6 min walk
  • ‪Leilani's on the Beach - ‬6 min walk
  • ‪Island Vintage Coffee - ‬5 min walk
  • ‪Hula Grill Kaanapali - ‬6 min walk
  • ‪Maui Brewing Company Ka‘anapali - ‬10 min walk

Frequently asked questions

Does Oceanfront Penthouse w/ Private Chef - Luxury 2BD/2BA, have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at Oceanfront Penthouse w/ Private Chef - Luxury 2BD/2BA,?

As of 13 May 2026, prices found for a 1-night stay for 2 adults at Oceanfront Penthouse w/ Private Chef - Luxury 2BD/2BA, on 18 Sept 2026 start from £1,113, 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.

Is Oceanfront Penthouse w/ Private Chef - Luxury 2BD/2BA, pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Oceanfront Penthouse w/ Private Chef - Luxury 2BD/2BA,?

Check-in begins at 4:00 PM.

What time is check-out at Oceanfront Penthouse w/ Private Chef - Luxury 2BD/2BA,?

Checkout is at 11:00 AM.

Where is Oceanfront Penthouse w/ Private Chef - Luxury 2BD/2BA, located?

Situated in the mountains, this condo building is within a 10-minute walk of Whalers Village and Kaanapali Beach. Skyline Eco Adventure and Kaanapali Golf Courses 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. 19 out of 20 reviews
Rating 8 - Good. 1 out of 20 reviews
Rating 6 - Okay. 0 out of 20 reviews
Rating 4 - Poor. 0 out of 20 reviews
Rating 2 - Terrible. 0 out of 20 reviews

9.6/10

Cleanliness

10/10

Check-in

9.8/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

John Y.

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

Enjoyed watching the whales from the lanai.

Overall it was a great stay!
Stayed 10 nights in Mar 2022
Response from VrboOwner on 22 Aug 2023
Mahalo John and we are so happy you enjoyed watching those cheeky whales right from your lanai. Unit #1102 is truly the best spot for that very thing! We hope to see you again here at The Whaler.
Verified

10/10 Excellent

Sue S.

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

Heavenly!

Just the perfect spot for a family getaway. The views are spectacular and we had plenty of room. Would definitely stay here again.
Stayed 7 nights in Apr 2022
Response from VrboOwner on 22 Aug 2023
Thank you Sue for taking the time to leave your kind review. We are so happy that you enjoyed your stay with us, and we look forward to hosting you again!
Verified

10/10 Excellent

Richard L.

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

Amazing week in Kaanapali

My wife and I had an amazing week in Kaanapali. We absolutely love the Whaler and it's location on the beach. We have stayed there many times and this 2 bedroom unit is, by far, the best we've ever had. We're thinking of staying a month next time we visit.
Stayed 5 nights in Feb 2025
Response from VrboOwner on 12 Feb 2025
Mahalo Richard, we appreciate your comments and are so glad you enjoyed your stay with us! It was a pleasure having you as our guests and we look forward to your next visit.
Verified

10/10 Excellent

James D.

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

Awesome spot in the world

Perfect beach, sunshine, snorkelling with the sea turtles. Not crowded.
Stayed 8 nights in Aug 2022
Response from VrboOwner on 22 Aug 2023
Aloha James, We are very happy that you enjoyed your stay at The Whaler, as well as your vacation on Maui, one of the best islands in the world. We would love to host your family again, anytime. Thank you for having chosen our property to stay at - Mahalo.
Verified

10/10 Excellent

Angela N.

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

Amazing!!

Perfect location and we had the best time. Would definitely use again!!!
Stayed 7 nights in Oct 2022
Response from VrboOwner on 22 Aug 2023
Mahalo Angela. We're so glad you enjoyed your stay with us. We look forward to having you visit again in the future! Aloha.
Verified

10/10 Excellent

Han L.

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

Great location

I recommend this to anyone interested
Stayed 7 nights in Aug 2019
Response from VrboOwner on 22 Aug 2023
Mahalo Han. We hope you had a fabulous time. Come back and stay with us again anytime! -Whaler Vacation Rental Program Team
Verified

10/10 Excellent

Stephanie S.

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

Amazing views

The location is ideal for whale watching. The wraparound lanai was a great place to enjoy coffee in the morning and a cocktail at sunset. Both Blackrock and Whalers Village are a very short walk.
Stayed 7 nights in Feb 2024
Response from VrboOwner on 20 Feb 2024
Mahalo Stephanie for taking the time to leave your feedback. Glad you enjoyed the condo!
Verified

10/10 Excellent

barry h.

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

Perfect location!

This was my third time in Maui. In my opinion, this property is the ideal place on the island. With an unbelievable view. Even better than the online pictures show.
Stayed 10 nights in Mar 2021
Response from VrboOwner on 22 Aug 2023
It was a pleasure having you as our guest. We're glad to hear you enjoyed the property, you're welcome back anytime. We always offer a 5% return guest discount too! Aloha.
Verified

10/10 Excellent

Julia B.

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

Ocean Sounds

Accommodations were good. Only negative is the main suite bathroom. Shower old and water pressure weak.
Stayed 7 nights in Jul 2024
Response from VrboOwner on 23 Aug 2024
Thank you Christine for your honest review. We take your suggestions seriously and make every effort to improve anything that needs updating. We hope to host you again in the future. Aloha.
Verified

10/10 Excellent

Susan K.

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

Outstanding property rental

Excellent location. Professional , courteous staff. Great, clean condo, although 2nd bedroom was disappointing in having 2 twin beds instead of larger beds. Other condos at Whaler where we previously stayed had double or Queen size in 2nd bedroom. We will definitely return to this property.
Stayed 6 nights in Jan 2022
Response from VrboOwner on 22 Aug 2023
Mahalo Susan for taking the time to leave your comments. We’re so happy you enjoyed your stay at The Whaler on Kaanapali Beach.
Verified

10/10 Excellent

Casey F.

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

Fantastic accommodations

Everything from check-in to check-out was seamless. We were extremely happy with the entire experience. What really put our vacation over the top was Nathan the bellman. He was so welcoming, informative and professional. Whatever you are paying him, it’s not enough. Certain details of our trip will fade over time, but we will never forget Nathan, or his wonderful aloha spirit. You are so very fortunate to have him on staff. He made an already fantastic vacation an unforgettable experience. Thank you Whaler and thank you Nathan! Flaherty Family
Stayed 8 nights in Feb 2022
Response from VrboOwner on 22 Aug 2023
Thank you Casey for your lovely comments and we appreciate you taking the time to write this review. Anyone who has the privilege of meeting Nathan the bellman, is blessed indeed. He is a wealth of information and a true representative of the aloha spirit. We are lucky to have him at The Whaler. We did pass your comments on to him and he was very grateful. So thank you!
Verified

8/10 Good

Tyler C.

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

The Whaler #1102

Great location and beautiful condo. Our only complaint is that for 2 full days of our stay there was no hot water in the entire complex. Property management at The Whaler gave no explanation other than that they were working on it. Obviously it is not ideal to rent a luxury condo and not even be able to take a shower. The hot water situation put a significant damper on our stay.
Stayed 6 nights in Nov 2021
Response from VrboOwner on 22 Aug 2023
Thank you Tyler for your honest feedback and our apologies for the inconvenience of the hot water issue. It caught the entire resort by surprise. Until maintenance could make the complicated repair, we could only wait. Parts needed to be flown in from Honolulu, which is why it took so long. But we hope you were still able to enjoy what the island of Maui has to offer and take home some good, lasting happy memories.
Verified

10/10 Excellent

Julie L.

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

Beautiful! Thank

Absolutely gorgeous view!
Stayed 6 nights in Apr 2021
Verified

10/10 Excellent

Christine A.

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

Wonderful Kaanapali Condo

Absolutely gorgeous views from the wrap around Lanai. It's clean, the beds are very comfortable, and it was great having 2 twin beds for the kids vs having them share a bed. The condo was stocked with extras - we made breakfast every morning, worked on a puzzles as a family, and we used the beach chairs and the food cooler whenever we went out to snorkel. It was easy to text the property managers if we had a question. We had a maintenance issue, but the maintenance crew was looking into it within 30 minutes! The location was great too - literally right next door to restaurants and shopping, right on a great beach spot, and a 5-10 minute walk to Black Rock to snorkel. It was easy to find parking in the above ground lot. My family would definitely stay here again.
Stayed 6 nights in Jul 2019
Verified

10/10 Excellent

Larry M.

Super fantastic

Very clean, staff friendly and helpful. Close to everything so we could walk everywhere. Felt very safe at night. Views from room were awesome. Loved every minute.
Stayed 6 nights in Nov 2018
Archival

10/10 Excellent

Larry C.

THE perfect location on Kaanapali Beach

What a beautiful location on a magical beach! Kaanapali is a great spot for a relaxing family beach stay, and the Whaler is right at the center of it. This unit is literally one of the two best at the Whaler in my opinion: The wrap-around lanai with a wrap-around view of the ocean is awesome, with floor-to-ceiling windows. The west & north-facing panorama of ocean & Black Rock is especially gorgeous, from sunrise, to perfect sunset, and then even after dark. The height of the unit (11th floor!) & the North tower location means your views are completely unobstructed and you're so high up you can skip the helicopter tour. The only unit that has potentially a better location is the top floor right above this one. The unit itself was in great shape, and definitely a worthy home-base for a week of Maui living for our family of four, including two full-sized teens. The rooms are huge, the beds soft, and the updated kitchen is fairly well-stocked with equipment, and the Safeway is just a short drive down into Lahaina! I'd suggest that the bathrooms should be updated next, they are functional but not luxrious. Outdoors, the Whaler pool is nice but pretty plain, so if you are looking for pool-side bar or water slide you might have to walk up the beach and sneak into another hotel's pool. The beach is literally steps away, snorkeling at Black Rock is a five minute walk up the beach, catamaran excursions & parasailing boats come right up to the beach, everything is here! I would definitely seek this unit out again the next time we're coming to Kaanapali with the family. For the price and the amenities of home, its was such a better value than two rooms in a hotel.
Stayed 9 nights in Jul 2017
Archival

10/10 Excellent

Stunning view and a great location

This unit is phenomenal. Don't let lack of recent reviews dissuade you. Can't say enough about the lanai. It's massive and we have lost count of the # of whales we have seen. The carpeting in the unit is so soft, it is like walking on velvet. The kitchen is fully equipped with every utensil that you could possibly use. The Whaler property is in great shape and all recent renovations seem to be completed. We had one small maintenance issue, but it was resolved so quickly that it almost seems like the very polite repairman could have been reading our minds. We had no issues with noise from the next door Whaler Village construction in this unit. This unit does have several walls with floor to ceiling mirrors that take some getting used to. We would definitely book this unit again
Archival

10/10 Excellent

Randall T.

Breath Taking View

We stayed six nights the end of May 2015. The photos shown on VRBO are wonderful and really do the condo justice, and the location is even more beautiful than can be described. Not sure you could find a better spot to enjoy Black Rock and see Sea Turtles swimming just off the beach (scaring the tourists, haha!) very, very nice. Room was clean, we BBQ'd five of six nights so we could enjoy the evening views from the lanai. Condo kitchen has all you will need, with extra's in the room, beach chairs, binoculars, umbrellas and an ice chest, thanks. Only downside was the Whaler was re-paving the entrance driveway and we has some delays getting in and out, we found out about the planned work three weeks before we traveled but not before we booked. Owner had no control over construction I guess, future guests will enjoy the new drive! Very nice location and stay! We recommend it to all!
Archival

10/10 Excellent

outstanding views great ammenities small kitchen no problem overall awesome

same as above really want to re book for next feb but have not had return response to my requests to the whaler's primary rental agency i will try one more time to renue my previous reservation from this last february we totally loved our unit and really want to re-book asp aaasp@mac.com
Archival

10/10 Excellent

Perfect Family Vacation Location

The condo was perfect in every way. Well appointed, great location, excellent value. This was my third stay at the Whalers and by far the most enjoyable. Notes: was pleased they have been able to clean up the pond. Grounds are well maintained. BIG PROBLEM, parking is a nightmare, you cannot find a space after 8:00PM, at least the last time I was there they would provide parking tickets for next door at the Village. This nightly safari gets old!!
Response from VrboOwner on 22 Aug 2023
Aloha, Thank you very much for your positive feedback. Monte Fitts Realtors is very happy you enjoyed your time here with us at The Whaler.

About the host

Hosted by Whaler Realty

Host profile image

Monte D. Fitts, Realtors is family owned and operated serving West Maui for over 30 years, Monte D. Fitts, Realtors has established lasting relationships with Whaler guests and owners allowing us to offer the finest units at rates well below our competitors. We are located just a few miles up the road in Kahana in The Kahana Professional Building. This location enables us to provide personal attention to our clients. We frequently inspect the units ourselves to assure they are well maintained and many of our guests return year-after-year satisfied with the level of service we provide.

Why they chose this property

The Whaler is a well-known property on Kaanapali Beach being one of only two condominium properties on Kaanapali. Anyone who comes to Maui knows of The Whaler's reputation as being a very comfortable relaxing place being able to offer you the home away from home feeling. The Whaler is just steps away from Whalers Village Shopping Center with wonderful dining and shopping. When you stay here you are able to say that once you leave your room you are just steps away from putting your toes in the sand.

What makes this property unique

When you book a unit with our office you are booking a specific unit so it gives you the ability to know the look and feel of the unit you will be spending your vacation in. Our office is also located just a few miles up the road in Kahana in The Kahana Professional Building so we are nearby to provide you with the best customer service possible, as that is what is most important to us.

Languages:

English

Tell us how we can improve our siteShare feedback