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 on Front Street, 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!


Wailea Beach Villas Floral Gardens G102Wailea Beach Villas – Floral Gardens G102

This spacious 3-bedroom 3.5-bath residence has many unique features, including an enclosed private garden and lawn that is ideal for toddlers and young children, a private open-air outdoor grotto shower, a swing, and a private cold-splash plunge pool. This villa has more outdoor garden space than any other Wailea Beach Villa, and it truly feels like a private home within a luxury resort setting. 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!



West Maui: Ka’anapali/Kahana/Napili

October Hot Picks West Maui

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 the coast lights up for the XTerra World Championships. Of course, Lahaina also throws the biggest Halloween party in the state on Front Street so Lahaina town is the best place to stay during Halloween! 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.


Aina Nalu H108 hot picksAina Nalu H108 – SPECIAL DEAL

Enjoy this two-bedroom quiet, lush and tropical setting for your Maui getaway! You will appreciate the large living room and kitchen in this unit, the largest of any Aina Nalu condo in the resort! Conveniently located in historic Lahaina Town, with many activities, shopping and dining options. DEAL: For any open dates October-November 2022, get 10% off the nightly rate when booking directly with the management company!! Stay requirements are typically a 5-night minimum, but give Maui Beachfront Rentals a call directly to request a shorter stay, and they will do their best to accommodate! Use code “AN102022” upon booking on their website.


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!



Elikapeka Suite Sands of KahanaElikapeka Suite at Sands of Kahana-  SPECIAL DEAL

Elikapeka Suite at Sands of Kahana is where luxury meets affordability.  This 2,000-square-foot suite has 3 bedrooms and 2 baths with central a/c and a wonderful ocean view. Located on the beautiful western shore of Maui in Kahana, you’ll have sandy beach access just steps from this home. Get 10% Off for ANY open dates through 2022! Mention this advertisement to receive discount. Taxes and fees not included. Offer does not apply to any dates on or after January 1, 2023. Book directly with the owner!

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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