
Vacation rentals in Kaanapali
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Quick stats about vacation rentals in Kaanapali

Total vacation rentals
Explore 5,110 vacation rentals in Kaanapali

Nightly prices starting at
Kaanapali vacation rentals start at $14 CAD per night before taxes and fees

Verified guest reviews
Over 46,760 verified reviews to help you choose

Family-friendly vacation rentals
2,800 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 80 rentals that welcome pets

Vacation rentals with a pool
4,760 properties feature pools

Rentals with dedicated workspaces
3,370 properties have a dedicated workspace

Wifi availability
5,090 of Kaanapali vacation rentals include wifi 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!
Top-rated vacation rentals in Kaanapali
Guests agree: these stays are highly rated for location, cleanliness, and more.

Ocean View Studio steps away from Napili Bay! w/AC
Beautiful ocean view, air-conditioned studio is located at Napili Shores Resort! Napili Shores is a stunning, beautifully maintained, ocean front resort that offers 2 pools, hot tub, an onsite surf and snorkel rental shop, 2 restaurants, and is steps away from both Napili Bay and Kapalua Bay. The unit is located on the 2nd floor with privacy and an ocean view, with a king size bed, 55" TV, and a full size, fully equipped kitchen. The unit also includes Tommy Bahama beach chairs for guests use.

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 & located next to The Resort at Kapalua Bay (formerly Montage). 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, spas, & several bays/beaches for snorkeling, surfing, & relaxing, this is the perfect home base.

Maui Sunset View Ocean View Condo in Kaanapali, Hawaii
Enjoy spectacular views of Lanai, Molokai, and the Pacific in a tranquil setting overlooking Kaanapali in our double primary suite condo, Kaanapali Plantation #48. We're minutes from the white sands of Kaanapali's beaches, but away from the noise of the resorts. This is our island home, so it has all the amenities for gracious island living. Dine outdoors on our covered lanai and watch amazing sunsets - even see humpback whales breaching and slapping in season. West Maui living at its finest!

Amazing Kapalua ,Stay 7 nights, only pay for 6 !
Our place is close to 3 beautiful beaches, 2 spectacular golf courses, tennis garden, hiking trails, whales, zip line, shops, restaurants, pools, barbecue, and spas. You’ll love our place because of the incredible views from the outdoor garden. It is huge and we call it our living room on the lawn. You'll love the ambiance, neighborhood, people. You will love everything about the Ridge at Kapalua. Our place is good for couples, solo adventurers, business travelers, not suitable for children.

Sweeping Panoramic Ocean Views - Private Ohana
Live like a local at the Ocean Blue Ohana - the private first floor of this amazing Hawaiian pole home on a half acre property in South Maui. As you enter the space, you will be drawn to the sweeping panoramic ocean views. You are sky-high, perched 500 feet above sea level, looking at the most glorious views of the neighboring islands, mountains, coastline, and Maui's amazing skyline. To top it off, you are 5 minutes from the Wailea Resorts and beautiful golden sand, crystal clear beaches.

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.

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.

Napili Bay Oceanview Resort Hideaway
Welcome to Napili Bay, Maui's hidden gem, and a favorite spot for some of the best snorkeling on Maui. Relax in the ocean breeze from your private lanai. Enjoy ocean views throughout the condo. Lush tropical landscaping, plumerias, monkeypods, and many more plant varieties throughout the property. 2nd floor studio condo, beautiful vaulted ceilings, low density property, old school Hawaiian resort. Easy access to world-class beaches, restaurants, shopping and golfing.

Kaanapali Shores - SUPER CLEAN! OceanView 1bd/1ba
A legal short term rental! 1 bedroom, 1 bath with open floor plan. This condominium has a comfortable Cal-King bed in the bedroom and sofa sleeper in the living-room. **Central A/C*Fully equipped kitchen w/ granite counters*refrigerator*stove top + oven*coffee maker* microwave* dishwasher* washer/dryer* Free in room WiFi** Onsite gym is managed by an outside contractor and charges $9/day for useage.

Oceanview Kaanapali Shores- Beachfront resort w/AC
Immerse yourself in Maui magic at this beautifully remodeled, serene north-facing 2 BD/2 BA ocean-view condo. KS 304 is located at Aston Kaanapali Shores beachfront resort on Maui's iconic Kaanapali coast. Take in stunning ocean views and enjoy the soothing soundtrack of crashing waves from every room in your private tropical retreat—perfect for unwinding from the moment you arrive.

Absolute Beachfront with Million-Dollar Views!
My place is close to Kaanapali, Napili and Lahaina. The beach out front has gated access from only three resorts. You’ll love my place because of the view, the beach, and close proximity to Kaanapali, Kapalua, Napili, and all the beautiful scenery that West Maui has to offer. My place is good for couples, solo adventurers, and families (with kids).

Mahana 1015 - Luxury Oceanfront Condo (1bd/2ba)
Welcome to Mahana 1015, a breathtaking oceanfront condo located on one of the top floors of the exclusive Aston Mahana at Ka’anapali Resort. Offering two full bathrooms and spacious accommodations, this one-bedroom suite is the perfect place to indulge in Maui’s natural beauty with unmatched comfort and style.
Popular amenities for Kaanapali vacation rentals
Other great vacation rentals in Kaanapali

Kahana Ocean View Condo | Beach & Pool | King Bed

Newest 1 BR, Modern Coastal Luxury, Beachfront Cab

Spacious Island Condo on Top-Voted Beach

Mahana 1215 Penthouse

Romantic Oceanfront Escape | Panoramic Views

Premier Oceanfront Retreat in Lahaina

Maui Full Oceanfront Paradise

1 Bedroom Corner Oceanfront #701
When is the best time to visit Kaanapali?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $695 CAD | $679 CAD | $695 CAD | $696 CAD | $647 CAD | $682 CAD | $724 CAD | $703 CAD | $550 CAD | $526 CAD | $560 CAD | $665 CAD |
| 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.
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- Maui
- Kaanapali Beach
- Lahaina Beach
- Whalers Village
- Polo Beach
- Wailea Beach
- Maui Vista Condominium
- Kapalua Bay Beach
- Honolua Bay
- Big Beach
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- Aston Mahana at Kaanapali
- PacWhale Eco-Adventures
- Hāmoa Beach





