Summer crowds thin out by September, which is the slowest month of the year on Maui. Yet, aloha is in abundance—as well as breezy trades, late-summer sunshine, and warm seas! Browse the Hot Picks for the best Maui accommodations this month, and make your dream vacation come true.
South Maui: Kihei/Wailea
September is a great month to score a deal on some of the best Maui accommodations like a luxurious Wailea hotel room or homey Kihei condo. With kids back in school and most of the crowds gone by Labor Day, September is one of the quietest months in South Maui- figuratively speaking, that is. Regardless of the time of year, South Maui visitors can enjoy perennial sunshine, golden beaches, and endless fun activities like golfing, shopping, and snorkeling.
Wailea Beach Villas L409
This exquisite 4-bedroom villa has a spectacular panoramic 4th floor ocean view and is nestled between The Grand Wailea & The Shops at Wailea. Magnificently furnished for the sophisticated traveler including a spacious Great Room with a 75″ Smart TV, baby grand piano, lovely artwork, 9′ ceilings, marble floors and three 55″ flat screen smart TV’s in the bedrooms. The full gourmet kitchen of Wailea Beach Villas L-409 is state of the art with granite counters, sub zero fridge & wine cooler, viking grill, dishwasher and more. Book directly with the management company for the best rate!
Andaz Maui at Wailea Resort — Amore Aloha Villa 813
Kihei Akahi — Owner Direct Rentals
Kihei Akahi is a quaint condo complex in South Kihei, offering affordable rates and a prime location across from Kamaole II Beach Park. With two swimming pools, BBQ grills, and a tennis court on lush 6.7-acre grounds, this laid-back resort provides ocean views, easy beach access, and proximity to shopping and dining. Kihei Akahi condos feature full amenities and are a great base for enjoying sunsets, Kihei’s sandy beaches, and exploring all of Maui. Book direct today to save.
Maui Coast Hotel
The Maui Coast Hotel in sunny Kihei is a gem. You can expect exceptional service, great food, modern amenities, and a prime location across from Kamaole Beach Park I. Dig into great eats at Kihei Caffe, unwind by the pool, or enjoy nearby snorkeling and surfing opportunities. You’ll have easy access to shopping, dining, and nearby luaus and golf courses in Wailea — making Maui Coast Hotel the perfect home base. Book directly with the hotel for the best nightly rate!
West Maui: Kaanapali/Kahana/Napili
September is a great time to stay in West Maui. September is one of the slowest months of the year, making it a great time to visit popular beaches like Napili Bay and enjoy world-class snorkeling at Honolua Bay. In Kaanapali, you can enjoy live music, great shopping, excellent restaurants, and a plethora of activities on Kaanapali Beach. Kahana and Napili are just a ten minute drive from Kaanapali. West Maui truly offers visitors amenities at their fingertips, with shopping, dining, snorkeling, and golf courses in abundance. Here are the best places to stay in West Maui this September.
***We’re heartbroken after a devastating wildfire tore through our historic town of Lahaina on August 8, 2023, burning down 5 square miles of local homes and businesses. The rebuild will take years, and we’re monitoring the situation closely to keep our readers as best informed as possibly can. West Maui is open to responsible, mindful, and respectful visitors. ***
Napili Vacation Rentals with iTrip
Enjoy laid back vibes and postcard perfect beaches in Napili — a favorite place to stay in West Maui. Napili Bay is one of Maui’s most gorgeous beaches, with a number of nearby dining options (don’t skip breakfast at the Gazebo and happy hour at Seahouse Restaurant). Interested in making Napili your Maui home base? iTrip offers a selection of Napili condos located steps from Napili Bay — check out the views at units like Napili Shores I-173 and Napili Bay 202! Regardless of what condo you select, Napili is the perfect Maui beach escape. Book direct with iTrip for the best rates.
Kulakane
The Kulakane is a beachfront condo resort in Honokowai, set just 50 feet from the ocean! Choose from a selection of one and two bedroom units, each with enclosed bedrooms, a kitchen, living room, and private lanai — where you can enjoy stellar views of the ocean, the neighboring islands of Lanai and Molokai, and incredible sunsets. Dip in the oceanfront pool, cook an al-fresco feast on the gas grills, and take advantage of the on-site laundry, free parking, and free Wi-Fi. Book direct today for the best nightly rate!
Maui Haven Premier Grand Residence 5201 at Montage Kapalua Bay
Luxury awaits at this stunning 3 bedroom villa overlooking Kapalua Bay. Enjoy unparalleled service and amenities at this privately-owned villa offering over 3,500 square feet of living space for up to eight guests. Steps from Kapalua Bay, this whole-home residence pairs coastal-inspired decor with luxury upgrades, expansive lanais, and breathtaking sunset views. Guests also enjoy Montage’s five-star resort amenities—including spa access, beachside service, pools, and gourmet dining. Book direct for the best rate!
Sands of Kahana – Elikapeka Suite
This gorgeous 3-bedroom condo has it all: ocean views, mountain views, a tasteful interior, and a beach just steps away. Located in the Sands of Kahana Resort, the Elikapeka Suite balances resort living with the comforts of home. Spend lazy days by the beach or pool and stop by the on-site restaurant. Or, grab the provided beach gear and hit the road to explore—some of West Maui’s best beaches are mere minutes away. With a full kitchen and laundry, this is the ideal Maui home base. Book direct for the best rate!
Honua Kai K248
Escape to this spacious one-bed, one-bath condo just steps from gorgeous Kahekili Beach (North Kaanapali Beach). With space for up to four guests, this is a favorite among small families. Snorkel the reef out front, soak up the sun by the extravagant pool area, or head down the street to Kaanapali Beach for plenty of shopping, dining, and activities. When it’s time to relax, slip into the unit’s large soaking tub or whip up a home-cooked meal in the full kitchen. Book direct for the best available rate.
Forget about hours-long waits to get into Maui’s top restaurants in September. With the absence of summer crowds, September is a great time to explore, book a discounted room or activity, or snag tickets to a coveted luau with ease. And, seeing how whales and north swells won’t return for a few more months, parasailing and other ocean activities like snorkeling are on the table. See why the low season is a great time to visit in this Best Time to Visit Maui blog.
September visitors are onto something. We hope you’re as excited as we are to see you on the Valley Isle this fall!
- Looking for great places to stay on Maui? You’ll save by BOOKING DIRECTLY with the owners/managers of these accommodations.
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Aloha! Tiffany here. I've been blessed to call Maui home since 2011. With a background in the island's finest restaurants and hotels, guiding visitors to create unforgettable Maui memories is more than a skill I've mastered—it's a profound source of joy for me.
