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Annie’s Surf Shack: Check In, Chill Out

Photo gallery for Annie’s Surf Shack: Check In, Chill Out

A balcony with two patterned chairs and a table, overlooking a turquoise sea and a distant mountain. - Annie’s Surf Shack: Check In, Chill Out (Lahaina)
A beachfront property with a series of houses, a rocky shoreline, and palm trees. - Annie’s Surf Shack: Check In, Chill Out (Lahaina)
Private kitchen - Annie’s Surf Shack: Check In, Chill Out (Lahaina)
A living room with a sofa, armchairs, a coffee table, and a dining area with bar stools. - Annie’s Surf Shack: Check In, Chill Out (Lahaina)
A dining area with a round glass table, dark wooden chairs, and orange pendant lights. - Annie’s Surf Shack: Check In, Chill Out (Lahaina)
Annie’s Surf Shack: Check In, Chill Out provides amenities, such as a garden and laundry facilities. Adventurous travellers may like the kayaking at this condo. Guests can connect to free in-room WiFi.

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Ocean view
  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
The current price is AU$901
includes taxes & fees
5 Nov - 6 Nov

Add dates for prices

About this property

Annie’s Surf Shack: Check In, Chill Out

  • This oceanfront Lahaina condo is the kind of place that makes Maui feel effortless. Start your mornings with ocean air and coffee on the lanai, spend your days snorkeling vibrant reefs, exploring beaches, hiking bamboo forests, visiting volcanoes, ziplining, or enjoying Maui’s food scene, then return to a calm, comfortable retreat by the water. Annie’s Surf Shack lets you stay active and curious by day, and fully unwind in the evenings, with front-row ocean views throughout your stay.

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About the area

Located in Kahana, this condo is on the beach. Shoppers can check out Whalers Village, while everyone can enjoy the natural beauty of Napili Bay and Kapalua Beach. Looking to enjoy an event or a game while in town? See what's going on at Lahaina Civic Center Tennis, or consider a night out at The Plantation House Restaurant. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with hiking and cycling. Visit our Kahana travel guide
View more Condo rentals in Kahana
Map
Lahaina, HI

What's nearby

  • A beach at sunset with the sun reflecting on the water.
    Kahana Beach
    10 min walk - 0.9 km
  • A beach with palm trees and a rainbow over the ocean.
    Kaanapali Beach
    7 min drive - 7.2 km
  • A beach at sunset with palm trees and a calm ocean.
    Whalers Village
    7 min drive - 7.6 km
  • Ka'opala Beach
    17 min walk - 1.5 km
  • Keonenui Beach
    3 min drive - 1.9 km

Getting around

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

Restaurants

  • Duke's Beach House Maui
    5 min drive
  • Honoapiilani Food Truck Park
    5 min drive
  • McDonald's
    7 min walk
  • Pizza Paradiso
    5 min drive
  • Papi’s Ohana
    4 min drive

Frequently asked questions

Does Annie’s Surf Shack: Check In, Chill Out have a pool?

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

How much does it cost to stay at Annie’s Surf Shack: Check In, Chill Out?

As of 4 Nov 2026, prices found for a 1-night stay for 2 adults at Annie’s Surf Shack: Check In, Chill Out on 5 Nov 2026 start from AU$901, 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 Annie’s Surf Shack: Check In, Chill Out pet-friendly?

No, pets are not allowed at this property.

How much is parking at Annie’s Surf Shack: Check In, Chill Out?

On-site parking is available at the property.

What time is check-in at Annie’s Surf Shack: Check In, Chill Out?

Check-in begins at 4:00 PM.

What time is check-out at Annie’s Surf Shack: Check In, Chill Out?

Checkout is at 10:00 AM.

Where is Annie’s Surf Shack: Check In, Chill Out located?

Nestled on the beach, this Kahana condo building is 0.5 mi (0.8 km) from Kahana Beach and 1.9 mi (3.1 km) from Napili Bay. Ka'opala Beach and Keonenui Beach are also within 1 mile (2 km).

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Reviews

Annie’s Surf Shack: Check In, Chill Out Reviews

9.8

Exceptional

9.8

Cleanliness

10

Location
Rating 10 - Excellent. 33 out of 37 reviews
Rating 8 - Good. 4 out of 37 reviews
Rating 6 - Okay. 0 out of 37 reviews
Rating 4 - Poor. 0 out of 37 reviews
Rating 2 - Terrible. 0 out of 37 reviews

Reviews

From a partner site

10/10 Excellent

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!
From a partner site

10/10 Excellent

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!
From a partner site

10/10 Excellent

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!!
From a partner site

10/10 Excellent

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!
From a partner site

10/10 Excellent

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.
From a partner site

10/10 Excellent

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. ⭐️⭐️⭐️⭐️⭐️ 👍👍🥰
From a partner site

10/10 Excellent

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!
From a partner site

10/10 Excellent

Wonderful time.

Had a wonderful time. Beautiful area. Condo had everything we needed. Host was extremely helpful with great suggestions, and very organized.
From a partner site

10/10 Excellent

Great place

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

10/10 Excellent

Incredible time in a relaxing, idyllic location

Everything was as advirtised & the hosts couldn't have been more accomodating. Perfect location. We will definitley be back!
From a partner site

8/10 Good

Wonderful spot!

The decor is quite nice and the kitchen is fully equipped. We loved the breeze that you get with the open windows and doors, and the great view right on the west facing ocean. Convenient location to run around that part of the island, and good places to eat within walking distance. The lawn next to the retaining wall was a nice spot to park the lawn chairs and get up to look at the turtles that hang out near the wall. Appreciated having cooler, beach chairs and umbrella to take to the beach.
From a partner site

10/10 Excellent

Perfect location. Perfect place.

Annie's Surf Shack was everything we wanted for our trip to Maui. It's right on the water so the views of Molokai and Lanai were amazing (we saw rainbows over Molokai and turtles almost every day). Beautiful sunsets. quiet. A cute little bakery stand across the street and a local pub with good food just a couple of blocks away. It is close to Kaanapali and all the best snorkeling beaches. Comfy bed and good pillows.
From a partner site

10/10 Excellent

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.
From a partner site

10/10 Excellent

Another Wonderful Stay at Annie's Surf Shack!

My wife and I loved this place so much the last time we stayed in Maui, we had to book it again this year! Besides being in an amazing location, this condo has everything you would need to enjoy your visit to the island. The lanai is the perfect place to watch colorful rainbows, every glorious Maui sunset and to spot sea turtle floating in the water. It's also a very short walk to the beach where we could relax and enjoy the surf and sand! From the condo, it's an easy and quick drive down to the Kaanapali and Lahaina area to enjoy and explore those areas as well. Thank you Mark and Annette for providing such a wonderful and lovely place for us to call home base during our stay in Maui.
Verified review

10/10 Excellent

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
Verified review

8/10 Good

Good

Very nicely decorated , wonderful comfy king bed. Nicely stocked kitchen. Communicating with Mark was great
Stayed 13 nights in Dec 2018
From a partner site

10/10 Excellent

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.
From a partner site

10/10 Excellent

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!
From a partner site

10/10 Excellent

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!
From a partner site

10/10 Excellent

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.
Verified review

10/10 Excellent

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
From a partner site

10/10 Excellent

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.
From a partner site

10/10 Excellent

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.
From a partner site

10/10 Excellent

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.
From a partner site

10/10 Excellent

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!!!