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Massive November Flash Sale-Save on Oceanfront Stays at Annie’s Surf Shack Maui

Sun and fun on the beach, near Napili Bay

Photo gallery for Massive November Flash Sale-Save on Oceanfront Stays at Annie’s Surf Shack Maui

Moring on the Lanai
Every Sunset is spectacular.
Kitchen look towards the Front Room
Front Room looking towards the Kitchen.
Front Room looking in from Lanai.

Reviews

10 out of 10
Exceptional
1 bedroom1 bathroomSleeps 4661 sq ft

Popular amenities

  • Ocean view
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi

Explore the area

View in a map
Lahaina, HI
  • Place, Kahana Beach
    ‪9 min walk‬
  • Place, Ka'opala Beach
    ‪17 min walk‬
  • Place, Keonenui Beach
    ‪2 min drive‬
  • Airport, Kahului, HI (OGG)
    ‪49 min drive‬

Rooms & beds

1 bedroom (sleeps 4)

Bedroom 2

1 Double Sofa Bed

Master Bedroom

1 King Bed

1 bathroom

Bathroom

Bathtub or shower · Toilet

Spaces

Porch or lanai
Kitchen
Balcony
Garden
Dining area

About this property

Massive November Flash Sale-Save on Oceanfront Stays at Annie’s Surf Shack Maui

Annie’s Surf Shack Maui – Your Oceanfront Paradise Awaits

For savings of up to 25%, no booking fees, and exclusive discounts, search “Annie’s Surf Shack Maui” online and book directly! Not in the Lahaina fire area, we’re safely located 6 miles north in the coveted Kahana area, near the upscale Napili resort district.

Right on the ocean. Unbeatable location. Spotless vibes. This breathtaking retreat at Kahana Reef Condominiums sits just 30 feet from the Pacific’s shimmering edge — your front-row ticket to paradise! Tucked between Kaanapali’s world-famous beaches and Napili’s serene charm, Annie’s Surf Shack is the ultimate launchpad for adventure or a haven for pure relaxation.

Short-term rentals are legal in Maui for the foreseeable future, so you can book with confidence. While there are efforts to limit STRs on the island, Annie’s Surf Shack is fully licensed, compliant, and ready to welcome you with aloha.

Wake up to golden sunrises from your private lanai, coffee in hand, as waves whisper below. End your day with a cocktail as the sky explodes into a sunset masterpiece. With air conditioning, high-speed Wi-Fi, free parking, and no resort fees, every moment here feels like a steal.

The Details: No check-ins on Thanksgiving, Christmas, or New Year’s Day (our cleaning crew deserves a break too). Book the day before or after instead.

Whether it’s a romantic escape or a soul-soothing reset, Annie’s Surf Shack delivers. Let the ocean’s rhythm melt your stress away and dive into Maui’s magic. Book now — this is your Zen getaway, where tranquility meets thrill.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Free WiFi
Outdoor Space

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
We do not have any children proofing in the condo.
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Events

No events allowed
No parties or large gatherings over ten (10) peopl
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Pets

No pets allowed
No comfort animals. Service animals are allowed w
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Smoking

Smoking is not permitted
Smoking areas are at either end of the parking lot
No smoking or vaping of any kind inside of the condo or on the lanai. Your security deposit will be forfeited if you smoke anything inside the condo.
Rental Agreement must be signed before Check In. If not signed before check in, the assumption is you agree to the terms of the rental agreement.
A security Deposit of $500 is required prior to arrival and automatically released 8 days after your check out in there is no damage.

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
Onsite parties or group events are strictly prohibited
Note from host: No parties or large gatherings over ten (10) peopl
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
Property Registration Number 430050090060, TA-113-345-9456-01, GE-113-345-9456-01

We should mention

A car is recommended for transportation to and from this property

About the neighborhood

Kahana

Located in Kahana, this condo is on the beach. Kapalua Golf Club Plantation Course and Black Rock are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Napili Bay and Kaanapali Beach. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with hiking and cycling.
Map
Lahaina, HI

What's nearby

  • Kahana Beach - 9 min walk - 0.8 km
  • Ka'opala Beach - 17 min walk - 1.5 km
  • Keonenui Beach - 2 min drive - 1.6 km
  • Honokowai Beach Park - 3 min drive - 2.7 km
  • Whalers Village - 8 min drive - 8.3 km

Getting around

  • West Maui Airport (JHM) - 4 min drive

Restaurants

  • ‪Honoapiilani Food Truck Park - ‬4 min drive
  • ‪Pizza Paradiso - ‬5 min drive
  • ‪Vida’s Coffee - ‬4 min drive
  • ‪McDonald's - ‬7 min walk
  • ‪The Fish Market Maui - ‬4 min drive

Frequently asked questions

Is Massive November Flash Sale-Save on Oceanfront Stays at Annie’s Surf Shack Maui pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Massive November Flash Sale-Save on Oceanfront Stays at Annie’s Surf Shack Maui?

As of Jan 2, 2026, prices found for a 1-night stay for 2 adults at Massive November Flash Sale-Save on Oceanfront Stays at Annie’s Surf Shack Maui on Jan 3, 2026 start from $546.54, 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?

Onsite parking is available at the property.

What time is check-in at Massive November Flash Sale-Save on Oceanfront Stays at Annie’s Surf Shack Maui?

Check-in begins at 4:00 PM.

What time is check-out at Massive November Flash Sale-Save on Oceanfront Stays at Annie’s Surf Shack Maui?

Check-out is at 10:00 AM.

Where is Massive November Flash Sale-Save on Oceanfront Stays at Annie’s Surf Shack Maui 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).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 32 out of 35 reviews
Rating 8 - Good. 3 out of 35 reviews
Rating 6 - Okay. 0 out of 35 reviews
Rating 4 - Poor. 0 out of 35 reviews
Rating 2 - Terrible. 0 out of 35 reviews

9.8/10

Cleanliness

9.8/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Tom R.

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.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Gregory B.

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.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Trina G.

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!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Scott P.

Great place

Great place to enjoy your stay in Maui. Incredible views from the lanai and a cozy feel to the condo.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Robert K.

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!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Trisha M.

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!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jolene F.

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!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Janet C.

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.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Scott E.

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!!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jacqueline B.

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.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Harry C.

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. ⭐️⭐️⭐️⭐️⭐️ 👍👍🥰

10/10 Excellent

Jo-Ann C., Mindemoya, ON Canada

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jin K.

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.

8/10 Good

Kerry H.

Good

Very nicely decorated , wonderful comfy king bed. Nicely stocked kitchen. Communicating with Mark was great
Stayed 13 nights in Dec 2018
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Robert B.

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!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Robert B.

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.

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Holly S.

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!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Ann-Sophie S.

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.

10/10 Excellent

Jeff D.

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

pedram s.

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.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

John R.

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.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Krista M.

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.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Louis S.

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!!!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Louis S.

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!!!

About the host

Hosted by Mark Welpman

Host profile image
We're just ordinary people, living extraordinary lives. ​
We're just trying to stay in the moment.

Why they chose this property

Annie’s Surf Shack isn’t just a rental, it’s your Maui obsession waiting to happen. Perched 30 feet from the Pacific at Kahana Reef Condominiums, this top-floor oceanfront retreat delivers a 180-degree view of the ocean, Moloka’i, and Lanai. Watch sea turtles, dolphins, or whales (in season) from your private lanai, where sunrise coffee and sunset cocktails become daily rituals. Steps away, a private beach offers Zen vibes, while nearby Honolua Bay, Kapalua, and Pohaku Park tempt surfers, snorkelers, and adventurers—all without the resort crowds.

Now fully air-conditioned, this spotless condo blends retro surf charm with modern perks: high-speed WiFi, free parking, and no resort fees. The laid-back Kahana neighborhood—7 miles north of Lahaina—serves up walkable dining, local shops, and a lush oceanfront lawn, all legal and compliant with Hawaii’s rules. Book direct at "Annie’s Surf Shack Maui" to save up to 25%, skip fees, and snag discounts (think fall for fewer crowds and warm waters).

We’re transparent—18.25% taxes, a fair cleaning fee for our living-wage crew, and no check-ins on major holidays (Thanksgiving, Christmas, New Year’s). A stocked kitchen, strict no-pet/no-smoking policy, and easy keyless entry seal the deal. Whether it’s a romantic escape or a soul recharge, Annie’s delivers Maui’s magic—quiet, authentic, and unforgettable. Book now and see why guests keep coming back!

What makes this property unique

Why Guests Love Annie’s Surf Shack

Live the oceanfront dream at Annie’s Surf Shack, where waves serenade you awake and a jaw-dropping 180-degree view of the Pacific Ocean—stretching to the islands of Moloka’i and Lanai, unfolds just 30 feet away. From your private lanai, spot sea turtles gliding by, dolphins dancing, or whales breaching in season, nature’s show, front-row and free!

Steps from your door, a private beach beckons, perfect for sinking into the sand, stealing a sunset, or soaking up the calm. Stroll to tasty eateries, cozy coffee spots, and local markets, or zip to Lahaina, Kaanapali, or Kapalua for epic beaches, surf, and golf.

This isn’t just a stay, it’s your Maui obsession waiting to happen. Book now and join the guests who can’t stop coming back!

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