
Holiday houses in Kaanapali
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Top-rated holiday rentals in Kaanapali
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180* Oceanfront View w/ AC! Remodel+2Pools+Clean
We are a LEGAL Short Term Rental. If STRs are banned, we will refund your reservation money. We are 6 miles north of the fire. Our beaches, sunsets & ocean are still amazing. Remodeled Large Studio w/ AC. Sleep 30' from the ocean to the sound of waves! PANORAMIC VIEWS/SUNSETS! 2 Relaxing Oceanside POOLS & hot tub. Fully-equipped kitchen. Walk-in rain shower. GREAT LOCATION! Close to Kaanapali, Kapalua, groceries, restaurants, beaches. TURTLES love this area. Free Parking. No Resort Fees.

Mahana at Kaanapali- Beachfront Walkout Jewel
Maui Gov’t Approved Short Term Rental - Hotel District- Direct beach access with ground floor spacious lanai. Unreal views from this one bedroom, one sofa bed ground level entry, beachfront condo located directly on Kaanapali Beach. Central AC with LR and BR providing separate direct walkout to the lanai and 15 steps away is the beach! 75" TV, Sonos system, Apple TV, washer/dryer etc. Stocked kitchen includes coffee makers and supplies to get yourself ready for romantic dinners with the sunset!

Ka'anapali Oceanfront 1BR w/ Dream-views & AC!
This serene beachfront retreat is located along the Kaanapali coast, less than 50' from the beach and waves. The unit offers a whole lot of Aloha, with unobstructed views of an expansive crystal blue-green ocean, crashing waves, swaying palm trees, adjacent islands, starry skies and sea life (sea turtles and monk seals all year long, migrating humpback whales from late Dec through April). The interior is clean, nicely appointed, & has lots of amenities to make your stay comfortable & enjoyable.

NEWLY REMODELED OCEAN VIEW CONDO, STEPS FROM BEACH
Your next relaxing Lahaina escape awaits at this stunning 1-bedroom, 2-bath vacation rental condo - steps away from Kapalua Bay Beach & centrally located next to the Montage Resort. Your group of up to 6 guests will love returning to the comfort of this home, offering over 1,100 sq ft of living space. With easy access to championship golf courses, fine dining, walking/hiking paths, shopping, spas, & several bays/beaches great for snorkeling, surfing, & relaxing, this is the perfect home base.

Luxury Mahana 1bd/2ba-Great Views-Free Park/WiFi
Locally Owned and Operated 1BD/2BA condo with the best direct beachfront location, panoramic Ocean views, sunsets, and seasonal whale watching. The owner’s spared no expense in renovating this unit making it hand’s down one of the nicest units in all of the Mahana. Wake up to the cool tropical breeze and sounds of the shoreline just 50 feet away. Floor to ceiling windows in the living area and bedroom bring the stunning views and warm Maui sun inside while central AC keeps you cool inside.

MKV Beach Resort Ka'anapali - Ocean & Sunset Views
Note... MKV resort charges $35 per day due at check in. Beautifully updated spacious studio with ocean view. Amazing sunsets and whale watching are found here. Features new modern furniture, fresh paint and new decor throughout. MKV has direct beach access, two swimming pools, hot tubs, spa, gym, shuffleboard, outdoor BBQ's and Castaway's ocean front bar & grill. Parking is super convenient & free. Free trolly rides to Whalers village and Ka'anapali restaurants, markets and golf courses.

Kaanapali Fairway Vista - Legal STR Hotel Zoned
Escape to a Slice of Paradise – Where the Fairway Meets the Ocean. This beautifully appointed condo offers the best of Kaanapali living, featuring a prime golf course front position with serene, sweeping views and a sparkling partial ocean view that will take your breath away. Wake up to the sight of golfers setting off on the world-renowned Kaanapali Golf Courses. In the afternoon, relax on your private lanai and watch the sunset paint the Pacific Ocean in hues of gold and orange.

WOW! What a view! Ka’anapali condo w/AC, King Bed!
Enjoy the relaxing, peaceful Maui vacation you have been dreaming of! Maui Kai #202 greets you with breathtaking ocean views as soon as you open the door! You’ll love being right on the ocean in this recently updated studio condo at Maui Kai. You're so close to the ocean, you'll feel like you're on a cruise (without the swaying of the ship!). Let your troubles melt away with each crashing wave… Note: This is a permitted vacation rental located in the “hotel zone”.

Oceanfront Bliss. Affordable Million Dollar Views!
We would love to share our oceanfront Maui home with you. Our condo is located about 10 feet from the water's edge with incredible views. It includes free Wi-Fi, and free parking (price is all inclusive). It is located minutes from Kaanapali, Napili, and Kapalua. Close to world class restaurants, shopping, nightlife, golf, and beaches. Proudly owned and hosted by our Ohana (Family). P.S. Our home is zoned as a hotel. No rental restrictions.

Sunsets and Turtles and Whales, Oh My!
Spectacular ocean views Whales and turtles galore(whale season Nov-March) Great snorkeling Gorgeous landscaping Pool, grills, shuffleboard, laundry, and huge sundeck Pristine beaches, grocery stores and world class shopping nearby Sleek and modern Maui hale Chef's kitchen Stainless steel appliances Tv & wifi Cali King bed with luxury linens Beach toys Cooling trade winds Boutique building Elevator and luggage carts Free parking

Stunning! Oceanfront! Remodeled! Winter Specials!
Beautifully remodeled unit with granite counters and upscale appliances. King Bed! Bosch Washer/Dryer. Remodeled bath with walk in shower. Custom touches throughout unit. All Tile flooring! A/C in living area and Bali inspired ceiling fans in all rooms! Kaleialoha #207 Maui is open and ready for tourists! West Maui Welcomes You Back!. Our communities of Kaanapali, Honokowai, Kahana, Napili, and Kapalua; we all welcome you.

Amazing Ocean Views from 8th Floor! No Resort Fees
** NO RESORT FEES ** The Mahana on Kaanapali Beach is a beachfront resort that offers a prime location, close to many great shops and restaurants. Enjoy the peacefulness and privacy of this tropical resort. Unit 802 is high above the palm trees, for an unobstructed Ocean view overlooking neighboring islands of Molokai and Lanai. Perfect for whale watching or relaxing on the daybed on the lanai.
Popular amenities for Kaanapali holiday rentals
Other great holiday rentals in Kaanapali

Maui Beach Frt Condo w/ AC Kaanapali Shores Resort

Maui Resort Rentals: The Whaler 1061

Turtles & Tales: Luxe Beachfront w/AC & Ocean view

Tropical island decor meets Oceanfront views

New Listing w/ AC Studio on the beach!

Ridge 1711- Unparalleled luxury Meets Ocean Views!

Beachfront Resort! Easy Access Ground Floor Condo

Kaanapali Shores Resort Studio #334 ~ West Maui ~
When is the best time to visit Kaanapali?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $712 NZD | $740 NZD | $784 NZD | $777 NZD | $696 NZD | $874 NZD | $905 NZD | $879 NZD | $688 NZD | $557 NZD | $590 NZD | $696 NZD |
| Avg. temp | 23°C | 23°C | 23°C | 24°C | 25°C | 26°C | 27°C | 27°C | 27°C | 26°C | 25°C | 24°C |
Frequently Asked Questions
What are the best places to stay in Kaanapali?
Kaanapali has beachfront resorts and vacation rentals set along its scenic coastline and near lively open-air shopping and dining areas. Many guests also choose stays near golf courses or within landscaped neighborhoods for a relaxed island atmosphere.
What are the best things to do in Kaanapali with kids?
Families can explore the sandy beaches, swim in gentle waves, or try paddleboarding together. The area often features snorkeling spots, cultural performances, and interactive programs that highlight local traditions and marine life.
What are some of the best things to do in Kaanapali?
Kaanapali has a lively beachfront, snorkeling near vibrant reefs, and rounds of golf amid ocean views. Exploring Whalers Village, watching traditional ceremonies, or taking part in a sunset cruise are frequently suggested experiences.
How is the weather in Kaanapali?
Kaanapali experiences warm temperatures year-round, ranging from 64–90°F (18–32°C), with drier, sunnier months in late spring through early fall. Occasional showers are more common in winter, but even then, the area often sees plenty of sunshine.
What are the best places to visit in Kaanapali?
Popular spots include Kaanapali Beach, Whalers Village, and Black Rock, which is known for snorkeling and daily cliff diving ceremonies. The lush beachfront path and landscaped gardens create relaxed spaces to wander and take in island views.
What are some hiking trails in Kaanapali?
Trails near Kaanapali range from coastal boardwalk paths lined with native plants to lush areas just outside the resort zone. Nearby, visitors can often explore gentle walks or venture to forested routes with volcanic views.
What are some family activities we can do in Kaanapali?
Families often enjoy swimming and snorkeling at Kaanapali Beach, exploring Whalers Village’s hands-on exhibits, or participating in lei-making workshops. Boat tours and wildlife watching trips help introduce younger travelers to local nature.
What are some of the best day trip ideas from Kaanapali?
Travelers often take day trips to explore lush upcountry towns, scenic coastal areas, or the historic center of Lahaina. Journeys to volcanic landscapes or traditional communities introduce rich history, art studios, and farm experiences.
Are there any pet friendly accommodations available in Kaanapali?
Many vacation rentals and some resort areas in Kaanapali have pet-friendly options, often including nearby green spaces and walking paths. It is helpful to check each listing’s amenities for current pet policies and facilities.
What are some local tips for visiting Kaanapali?
Bring reef-safe sunscreen, as local waters and coral are sensitive to chemicals. Early mornings are often quieter for popular spots, and learning a few Hawaiian phrases helps connect with the community.
What is Kaanapali known for?
Kaanapali is known for its sweeping beach, clear waters, and lively mix of outdoor recreation and island culture. Cliff diving ceremonies at Black Rock and beachfront pathways draw travelers seeking both relaxation and local traditions.
What are the best hidden gems to explore in Kaanapali?
Around Kaanapali, seek out quiet garden pathways, tucked-away coves, or small art galleries featuring local creators. Seasonal pop-up markets and shell-strewn stretches of beach often reward curious explorers.
What are the best foods to try in Kaanapali?
Sample fresh poke bowls, grilled fish with local spices, and tropical fruit desserts like haupia or shave ice. Many eateries also feature plate lunches and Japanese, Filipino, or Hawaiian-influenced dishes.
What should I bring for a trip to Kaanapali?
Pack lightweight clothing, sandals, a hat, and reef-safe sunscreen for sunny days, plus a light jacket for occasional evening breezes. Snorkel gear and a reusable water bottle can be handy for outdoor excursions.
What is the nightlife in Kaanapali like?
Nightlife in Kaanapali has relaxed beachfront bars, live music venues, and hula performances. Many evenings also feature sunset gatherings, open-air lounges, and opportunities to sample local craft cocktails.
What are the most popular events or festivals in Kaanapali?
Kaanapali frequently hosts hula celebrations, culinary festivals, and cultural events tied to traditional Hawaiian music and dance throughout the year. Whale season, often marked by educational activities, draws many visitors between late fall and early spring.
Are there family friendly vacation rentals in Kaanapali?
Kaanapali has a variety of family-friendly vacation rentals, including spacious condos, beachfront apartments, and homes with shared pools and outdoor areas. Search for listings featuring kid-friendly amenities like full kitchens or gathering spaces.
When is the best time to visit Kaanapali?
Late spring through early fall is often recommended for clearer skies and minimal rainfall, with temperatures that typically range from 68–90°F (20–32°C). Winter visits offer a chance to experience cultural events and humpback whale sightings along the coast.
Quick stats about holiday rentals in Kaanapali

Total holiday rentals
Explore 4,330 holiday rentals in Kaanapali

Nightly prices starting at
Kaanapali holiday rentals start at $17 NZD per night before taxes and fees

Verified guest reviews
Over 44,610 verified reviews to help you choose

Family-friendly holiday rentals
2,130 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Holiday rentals with a pool
4,230 properties feature pools

Rentals with dedicated workspaces
2,840 properties have a dedicated workspace

Wi-Fi availability
4,310 of Kaanapali holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Beachfront, Self check-in and Gym across Kaanapali rentals

4.8 Average rating
Kaanapali stays are highly rated by guests—averaging 4.8 out of 5!
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- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Kepuhi Beach
- Honolua Bay
- Kapalua Bay Beach
- Wailea Beach
- Maui Ocean Center
- Hāmoa Beach
- Polo Beach
- Ka'anapali Golf Courses
- Old Lahaina Luau
- Big Beach
- Ulua Beach
- Haleakala National Park
- Whalers Village
- Maui Arts & Cultural Center
- Peahi
- Maui Vista Condominium
- Maui Sunset
- Aston Mahana at Kaanapali
- Kahana Beach
- Black Sand Beach




