October Hot Picks feature

October Hot Picks: Best Places to Stay on Maui

October might be the spookiest month of the year, but there’s nothing creepy about fall on Maui! On the contrary, between the county fair, the Hawaii Food and Wine Festival, and Halloween celebrations, October is one of the most festive months on Maui. Plus, the sweltering summer heat is a thing of the past, with temperatures leveling out to a lovely 77 degrees. Check out the best places to stay on Maui in our October Hot Picks!

October Hot Picks South Maui

South Maui: Kihei/Wailea

Like September, the golden beaches of South Maui in October become less crowded and more laid-back. October is ideal for scoring bargains on the best places to stay on Maui like luxurious rooms at Wailea’s upscale resorts or oceanview condos in Kihei! Even though temperatures are starting to cool down, days in South Maui can be roasting. If you need a break from your Wailea pool or the beach, take a leisurely drive to the Upcountry pumpkin patch for all the fall feels.


Mana Kai ResortMana Kai Maui

Mana Kai Maui is a unique beachfront property in Kihei offering the best of both worlds – a resort where you can choose hotel OR condominium accommodations. Guests can opt to stay in air-conditioned hotel rooms or one-bedroom and two-bedroom condominiums with full kitchens, all situated on Keawakapu Beach in Kihei. Amenities at Mana Kai Maui are hotel-style, including daily maid service, a heated swimming pool, a deli & general store, and an on-site activity desk to assist with guests’ sightseeing excursions! Book directly with the resort for the best rate!



The Beach House 803 at AndazThe Beach Suite Villa 803 at Andaz Maui Wailea Resort

The Beach Suite Villa 803 on Maui, an ultra-luxurious 3-bedroom, 4-bath oceanfront residence recently opened to vacationers. This spacious, professionally decorated villa offers modern comforts, including state-of-the-art electronics, plush amenities, and breathtaking ocean views. Nestled within the resort, steps from Mokapu Beach, it provides full access to resort facilities and promises an unforgettable family retreat in a Hawaiian paradise. Book directly with the management company for the best rate!



Wailea Ekahi VillageWailea Ekahi Village

At Wailea Ekahi, you’ll enjoy whispering palms, miles of sandy beach, and unsurpassed sunsets on Keawakapu Beach in South Maui. Stay in a studio, 0ne-bedroom or two-bedroom unit which are continuously updated and remodeled. The resort property is gated providing a private secluded atmosphere, with 4 pools, paddle tennis, and shuffleboard to keep you busy! Remember to book directly with the owners for the best rate possible!




Central Maui: Wailuku and Kahului

Central Maui Hot Picks

Central Maui is an often overlooked gem for visitors seeking a quieter escape from the bustling resort areas. This hidden oasis not only offers tranquility but also boasts a central location, with the airport just a stone’s throw away and most major attractions within a convenient 15-20 minute drive. Check out 10 of our favorite restaurants in Central Maui. So, if you’re looking to savor the best of Maui while avoiding the crowds, Central Maui might just be your perfect haven.


Iao Valley Inn Cottage

Iao Valley Inn Cottage hot picksDiscover an authentic Hawaiian experience at this family-owned retreat in Maui’s Iao Valley Mountains. With a private cottage featuring river views, a hot tub for two, and a full kitchen, it’s the perfect romantic getaway. Immerse yourself in the beauty of Hawaii and enjoy the warm hospitality of a local Hawaiian family. Book directly for the best rate!





West Maui: Ka’anapali/Kahana/Napili

Sands of Kahana beach

***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 you as best informed as possible. West Maui is open to responsible, mindful, and respectful visitors starting October 8, 2023***

Despite October being one of the slowest months of the year on Maui, it’s one of the most exciting on the West Side. The beachfront high-rise hotels in Ka’anapali play host to the Hawaii Food and Wine Festival and it is a sight to see (and feast on).  From the picturesque shores of Napili to the resorts in Ka’anapali, it’s fair to say that West Maui is the place to be in October.


Hale Napili hot picksHale Napili

Boasting a prime location on one of Maui’s most popular bays, Hale Napili is a small, intimate property nestled on beautiful Napili Beach. Friendly and easy-going, Hale Napili offers 18 comfortable 1-bedroom and studio condos, all individually owned and furnished in keeping with Hale Napili’s emphasis on comfort, convenience, and service for its guests. Book with the resort directly to save on all booking fees!




Kahana Villa E308 Hot PicksKahana Villas E308

Enjoy this cozy unit and be lulled to sleep at night by the sounds of the ocean waves just across the street from Kahana Villa resort. This charming one-bedroom condo features beautifully appointed island Mango wood cabinetry throughout. Enjoy the pool, jacuzzi and BBQ amenities downstairs or walk 5 minutes to Kahana Beach to dip your toes in the sand! Book directly with the management company for the best deal!



Mahalo for browsing this month’s Hot Picks! We hope you find your dream accommodation for your October visit. Don’t book your accommodations through an online travel agency, and reap the benefits of personalized customer service and no added booking fees!

  • 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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Happy Travels!

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