Condo

Maui STRs Are Legal – Book Your Winter Maui Escape!

Beachfront condo with private pool and kitchen

Photo gallery for Maui STRs Are Legal – Book Your Winter Maui Escape!

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 461.4 sq m

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Kitchen
  • Outdoor space

Explore the area

View map
Lahaina, HI
  • Place, Kahana Beach
    ‪9 min walk‬
  • Place, Napili Bay
    ‪4 min drive‬
  • Place, Whalers Village
    ‪9 min drive‬
  • Airport, Kahului, HI (OGG)
    ‪57 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

Maui STRs Are Legal – Book Your Winter Maui Escape!

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.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
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
On-site parties or group events are strictly prohibited
Note from host: No parties or large gatherings over ten (10) peopl
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 fire extinguisher, a first aid kit and a deadlock
Property Registration Number 430050090060, TA-113-345-9456-01, GE-113-345-9456-01

We should mention

A car is recommended for transport to and from this property

About the area

Kahana

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 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
  • Napili Bay - 4 min drive - 3.1 km
  • Kapalua Beach - 5 min drive - 3.8 km
  • Kaanapali Beach - 7 min drive - 7.2 km
  • Whalers Village - 9 min drive - 8.3 km

Getting around

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

Restaurants

  • ‪beach bums - ‬3 min drive
  • ‪Honoapiilani Food Truck Park - ‬4 min drive
  • ‪Pizza Paradiso - ‬5 min drive
  • ‪McDonald's - ‬7 min walk
  • ‪Hooked - ‬5 min drive

Frequently asked questions

Is Maui STRs Are Legal – Book Your Winter Maui Escape! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Maui STRs Are Legal – Book Your Winter Maui Escape!?

Check-in begins at 4:00 PM.

What time is check-out at Maui STRs Are Legal – Book Your Winter Maui Escape!?

Checkout is at 10:00 AM.

Where is Maui STRs Are Legal – Book Your Winter Maui Escape! 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 mile (2 km).

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!

Languages:

English