Is Maui May Flash Sell, Stay for $189/Night! pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Maui STRs Are Legal – Fall Flash Sale $159/Night at Annie’s Surf Shack?

As of Aug 12, 2025, prices found for a 1-night stay for 2 adults at Maui STRs Are Legal – Fall Flash Sale $159/Night at Annie’s Surf Shack on Aug 21, 2025 start from CA $218.77, excluding 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.

Where is Maui May Flash Sell, Stay for $189/Night! located?

Nestled on the beach, this Kahana condo building is 0.5 mi (0.8 km) from Kahana Beach and 1.8 mi (3 km) from Napili Bay. Ka'opala Beach and Keonenui Beach are also within 1 mi (2 km).

Maui May Flash Sell, Stay for $189/Night! - Latest Reviews, Deals & Photos 2025

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10/10 Excellent

Robert K.

Feb 24, 2025

Fantastic view from a well kept condominium.

My wife and I really enjoyed our 6 night stay, especially the view from the balcony watching the whales outside, the sunset, and the view of Molokai and Lanai. We hope to return soon!

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10/10 Excellent

Trisha M.

Mar 27, 2025

Incredible

We absolutely loved our stay at Annie’s Surf Shack. That view from the balcony is just amazing, wanted to spend all day, every day out there. The unit was immaculately clean, and super comfortable. The communication from booking all the way through check out was exemplary. You even get a discount booking directly. Great location, and going to Dollies’s Pub for pizza is must!

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10/10 Excellent

Scott P.

Jul 8, 2023

Great place

Great place to enjoy your stay in Maui. Incredible views from the lanai and a cozy feel to the condo.

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10/10 Excellent

Jolene F.

Sep 22, 2024

Amazing vacation place

This top floor condo has an amazing view overlooking the ocean and two islands to the West. The sunsets are spectacular! With the trade winds blowing fresh summer breezes we enjoyed sitting on the lanai and the comfy couch. There's easy access to local beaches and snorkeling which we really enjoyed. I highly recommend and would love to stay again soon!

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10/10 Excellent

Harry C.

Sep 22, 2024

Spectacular View - All the Amenities - Very Comfortable

Spectacular views from the patio! The condo was well stocked with all the amenities one needs for a very comfortable stay. It’s like taking your home with you. Clean and no musty smell like we’ve run into at other places. Beaches and restaurants all around you. Great, attentive hosts! We will definitely be back. ⭐️⭐️⭐️⭐️⭐️ 👍👍🥰

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10/10 Excellent

Jacqueline B.

Jul 11, 2023

Awesome place with great sunset/ocean views

Annie’s surf shack has everything you need in a stay in Hawaii. The views from the balcony allow you to relax and enjoy the sunsets, as well as have a morning cup of coffee while spotting sea turtles and whales. Would give a 10/10 review.

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10/10 Excellent

Robert B.

Sep 29, 2024

home away from home

Annie's Surf Shack has become our home away from home.....The Lanai has a full ocean view, and Molokai in the distance, sea turtles, snorkelers, wind surfing...trade winds were glorious! No need for AC at all....all the fans provided also were wonderful! The decor is exactly what I would choose....very "home" feeling! We are not like your typical tourist, we want to live there, when we are there...not be in high rise hotels. Wonderful beaches very nearby!

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10/10 Excellent

Jin K.

Jul 11, 2023

Awesome condo

We had great time staying here. The condo was clean, the location was great, and the owner Mark was very responsive. We had a few questions during the staying, and he responded very fast,, which makes our stay much easier.. We saw whales from the balcony, and listened to the sound of ocean when we went to bed. You can go to all the best beaches between 5 to 15min by car. I highly recommend staying here if you visit the west side of Maui.

10/10 Excellent

Jo-Ann C., Mindemoya, ON Canada

Feb 15, 2023

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

Wonderful condo!

Everything about this condo was perfect. The location is beautiful and close to restaurants, with grocery stores just a short drive away. The owners have provided everything you need for your comfort and the kitchen is well stocked with utensils and cooking needs. The bed is comfy and it's fairly quiet (the ocean did get a little loud at times but that's why you're there!). We would definitely stay at Annie's Surf Shack again.

Stayed 13 nights in Jan 2023

8/10 Good

Kerry H.

Jan 10, 2019

Good

Very nicely decorated , wonderful comfy king bed. Nicely stocked kitchen. Communicating with Mark was great

Stayed 13 nights in Dec 2018

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10/10 Excellent

Robert B.

Jul 11, 2023

Full Aloha Spirit!

Annie's Surf Shack surpassed our expectations for a wonderful home to stay in for our anniversary trip! Not only was it a well supplied kitchen, but the ambiance was pure aloha. We would sit on that Lanai and watch Turtles, dolphins, and birds. They even had great quality binoculars to use! The decor was so beautiful, I loved the furniture, lamps, pictures, etc! We will definitely want to stay at Annie's again! Thank you to Mark and Annette!

10/10 Excellent

Marianne C.

Feb 20, 2018

Maui Wowee!!

This condo could not have been more perfect for our stay in Maui! There is nothing better than sitting on a lanai on a picture perfect day sipping the world's best coffee (Kona, of course!) watching the whales breach in the waters below us with the mountains of distant islands in the background! Mark was just wonderful to deal with and the accommodations were exactly as we saw pictured on the website. Highly recommend !

Stayed 4 nights in Feb 2018

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10/10 Excellent

Ann-Sophie S.

Jul 14, 2023

Amazing views and atmosphere

We (my husband, little 1-year-old son and I) stayed at the Surfshack for 3 nights in June 2023 and felt very comfortable. The apartment is very lovingly and individually furnished. We also loved the details like the binoculars and beach items. Mark always had an open ear for questions and answered very quickly and in detail. The view is fantastic and the temperature in the apartment is very comfortable even without air conditioning.

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10/10 Excellent

pedram s.

Jul 11, 2023

Wonderful rental unit at a great location in Maui. Watch whales while relaxing in the balcony

The unit itself was very clean and the area it's located in was, too. It had a lovely view of the ocean and we saw whales few times daily. The bed in the bedroom and the pull out sofa bed were both very comfortable as well. In addition, there was an elevator which made it very easy to move our luggage. The pool was nice. There were couple grills which we did not use during our stay, but they seemed to be in great condition and we saw other people using them. There was a staircase from the hotel area down to the beach and another one down to the reef for snorkeling, you can also see turtles from there. We also used the laundry room which was very convenient and we could pay using our mobile phones. Overall, it was a great experience and I definitely recommend it.

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10/10 Excellent

John R.

Jul 11, 2023

Our stay at Annie’s Surf Shack was an unexpected bonus to our Maui experience!!

Due to the excellent communication from Mark prior to our trip, we expected Annie’s to be nice. But we didn’t anticipate just how much our choice to stay here would enhance our vacation. Being a beachfront condo, we were able to drink our early morning coffee on the lanai enjoying the waves and being treated to an occasional whale breaching (our stay was late Feb & early Mar). There were binoculars there to allow a closeup view. We ate most breakfasts there just taking in the amazing scenery. And the sunsets were spectacular!! The amenities were too numerous to mention…. Including every pot/pan/utensil/plate/glass you’d need. The mattress was very comfy and everything in the condo was immaculate. They had nice snorkeling equipment, body boards, coolers, etc… for use by guests. Very quiet neighborhood with ample free parking. Very close to most everything we did. Can’t think of a single thing I’d change (and I’m pretty picky). It helps that the owners use the condo when they’re in Maui.

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10/10 Excellent

Krista M.

Jul 8, 2023

Very Cute, Super Clean, Perfect for Anniversary Getaway

Everything had been thought through. The owners were awesome with information leading up to and during our stay. Beautiful View. Really cool adjacent beach. Pretty lawn. Breezy tradewinds. Sounds of the waves. Quiet neighbors. Island perfect! The kitchen was full of items needed to cook or just hang out and order delivery. Comfortable seating areas. Great King sized bed. The set up of the condo made sense and was utilized 100%. The lanai (balcony) felt private. but still provided amazing views. One chaise, a high top table with chairs, and lots of anything you would need for a day at the beach. Walking distance to necessities and Doordash seemed to be familiar with the location. We discovered that just about everything on the northernly western side of the island was considered "Lahaina", so it was a little confusing at first, but we soon learned the area, and everywhere we went was a beautiful scenic drive. We very much felt at home, it was a wonderful week.

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10/10 Excellent

Janet C.

Mar 20, 2025

Views All Day!

This is a wonderful unit with gorgeous views. The location was centrally located to beaches, restaurants and stores. Parking was never a problem. Communication with hosts was easy. The unit itself is perfectly stocked with everything you'll need...hair dryers, pots/pans, dishes, glasses, binoculars, beach equipment and comfortable beds! We truly enjoyed our stay. We hope to stay here again soon.

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10/10 Excellent

Scott E.

Jun 3, 2024

Amazing experience on the Westside!

Annie's was perfect for our first visit to Maui! Quiet, peaceful, relaxing with amazing views! Easy access to the whole island with all it's available activities! This place is equipped with everything you need for an Hawaiian experience without a crowded resort feel! Highly recommend!!

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10/10 Excellent

Louis S.

Jul 11, 2023

A wonderful Maui condo!!

We had the best time and felt very pampered at Annie’s Surf Shack!! They first made it very easy to book and then get to the condo. Lots of great suggestions for getting food etc to just get to the fun times! The condo is on the 4th floor and has an elevator. The view from the Lanai were fabulous- we whale watched while eating breakfast. We also watched the sunset on one night from the lanai. They had everything you could want! The kitchen was super- even a blender- and we made fun rum smoothies! We will be back!!!

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10/10 Excellent

Holly S.

Jul 11, 2023

Excellent location and view

We enjoyed a two week stay at Annie's Surf Shack. We absolutely loved sitting on the lanai and watching the sunsets and the whales. The condo is in a perfect location: close to snorkeling beaches and grocery stores. The condo has a well equipped kitchen; all of the items you would need for the beach (including snorkeling equipment); and a very comfortable bed. We especially appreciated the excellent communication with Mark, the owner. Quick response to any questions. We have no hesitations to planning a return visit!

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10/10 Excellent

Louis S.

Jul 8, 2023

A wonderful Maui condo!!

10/10 Excellent

Jeff D.

Feb 15, 2023

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

Perfect winter getaway

What a beautiful location. We've stayed at Kahana Reef previously and the top floor condo offered unsurpassed views (whales breaching, boats and a submarine). This area and complex is very quiet and the only sounds are the soothing waves rolling in. The unit was spotless and included everything one would need. We appreciated the vacuum to keep tidy for an extended stay. The detailed list of restaurants and activities provided were extremely helpful. Thank you Mark & Annette for impeccable communication throughout the process and we're already looking at dates for next time!

Stayed 14 nights in Feb 2023

10/10 Excellent

Dyan B., Columbus, OH

Mar 21, 2022

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

Great location! Great views! Very clean!

Great place to end our Maui vacation after being at a large resort for a few days. Although its kind of pain waiting on check in day, the condo was VERY clean and you can tell the owners really care about your stay. Comes with everything you need to enjoy beach time. Great bathroom towels (sometimes rentals cheap out on towels!) Am still missing my morning coffee with that amazing view every morning.

Stayed 4 nights in Mar 2022

10/10 Excellent

Verified traveller

Jul 28, 2021

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

Perfect! Will be back !!

This location was perfect! Loved being so close to everything! The owners were very helpful when needed! And the view… nothing can top it ❤️

Stayed 2 nights in Jul 2021

10/10 Excellent

JAMES J.

Apr 9, 2021

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

Awesome

Had a great time here in unit #412. Some of the best views on the island, and whales everywhere which we watched for hours from our lanai. There is a pair of binoculars here to make the viewing even better.The bed was comfortable which is a big deal for us. If you rent a car, be sure to do it months before you come.. Luckily we did, but I heard stories of people paying 3 to 4 times what we did for a 10 day rental. We cruised around most of this beautiful island but also had some much needed downtime at our condo. Owner and prop mgmt were easily contacted and immediately resolved one small problem we had. Will definitely stay at "Annie's Surf Shack" again! Mahalo❤

Stayed 10 nights in Mar 2021

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Maui STRs Are Legal – Fall Flash Sale $159/Night at Annie’s Surf Shack

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Maui STRs Are Legal – Fall Flash Sale $159/Night at Annie’s Surf Shack Reviews

Reviews

Exceptional

9.8/10

Reviews

10/10 Excellent

Robert K.

Fantastic view from a well kept condominium.

Robert K.

10/10 Excellent

Trisha M.

Incredible

Trisha M.

10/10 Excellent

Scott P.

Great place

Scott P.

10/10 Excellent

Jolene F.

Amazing vacation place

Jolene F.

10/10 Excellent

Harry C.

Spectacular View - All the Amenities - Very Comfortable

Harry C.

10/10 Excellent

Jacqueline B.

Awesome place with great sunset/ocean views

Jacqueline B.

10/10 Excellent

Robert B.

home away from home