Kaanapali vacation rentals
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Top-rated vacation rentals in Kaanapali
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Kaanapali beach vacation rentals
Rental unit in Kihei
4.84 out of 5 average rating, 504 reviewsHawaiian Paradise Escape Across Street from Beach
Condo in Lahaina
4.99 out of 5 average rating, 91 reviewsDirect Waterfront, Air conditioned, Amazing Views!
Condo in Lahaina
4.94 out of 5 average rating, 104 reviewsOcean Views- Beachfront- Steps to a Sandy Beach!
Condo in Lahaina
4.93 out of 5 average rating, 163 reviewsAmazing Bargain - Maui Eldorado Beach Resort K110
Condo in Lahaina
4.94 out of 5 average rating, 213 reviewsWalk To Sandy Beach! Updated Two Bedroom Condo!
Condo in Lahaina
4.94 out of 5 average rating, 128 reviewsAbsolute Beachfront with Million-Dollar Views!
Condo in Lahaina
4.8 out of 5 average rating, 143 reviewsPeaceful Oceanview studio in Napili W/AC
Condo in Lahaina
4.87 out of 5 average rating, 76 reviewsLovely 1 bedroom condo across from the beach
Kaanapali home rentals
Home in Kihei
4.98 out of 5 average rating, 105 reviewsMana Hale Vacation Rental
Home in Kihei
4.88 out of 5 average rating, 141 reviewsCajudoy's Hale - STKM 2O13-OO18/TA-081-709-8752-01
Home in Kihei
4.96 out of 5 average rating, 225 reviewsSouth Maui Guesthouse
Home in Makawao
4.99 out of 5 average rating, 106 reviewsPrivate Luxurious Cottage
Home in Kihei
4.97 out of 5 average rating, 138 reviews12 Minute Walk to Kam Beach II-Quiet Private Easy
Home in Kihei
4.96 out of 5 average rating, 407 reviewsStunning ocean view, heated pool at home by Wailea
Home in Kaanapali
4.91 out of 5 average rating, 105 reviews#1 Kaanapali Beach Modern Condo C101 Maui Eldorado
Home in Kihei
4.94 out of 5 average rating, 139 reviewsSpacious one bedroom, King bed, AC/WiFi,
Kaanapali condo rentals
Condo in Wailuku. Maui
4.86 out of 5 average rating, 256 reviewsOceanfront Condo. Pool & Spa, 1 Br.
Condo in Lahaina
4.96 out of 5 average rating, 128 reviewsBeautiful Papakea 1 Bedroom with A/C
Condo in Lahaina
4.93 out of 5 average rating, 91 reviewsMahana 1015 - Luxury Oceanfront Condo (1bd/2ba)
Condo in Lahaina
5 out of 5 average rating, 22 reviewsIncredible Fully Renovated - Top Floor Villa - D30
Condo in Lahaina
5 out of 5 average rating, 20 reviewsMarriott Maui Ocean Club - Beautiful Studio Unit!
Condo in Lahaina
5 out of 5 average rating, 7 reviewsKuleana 1-BR Condo Sleeps 4 Ocean front property
Condo in Lahaina
4.85 out of 5 average rating, 147 reviewsAloha, Ocean View 1 bed Papakea Summer Specials!
Condo in Lahaina
5 out of 5 average rating, 7 reviewsAffordable Maui Resort Condo @Kaanapali Beach Club
Quick stats about vacation rentals in Kaanapali
Total rentals
3.7K properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
36K reviews
Family-friendly rentals
1.6K properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
3.5K properties have a pool
Your guide to Kaanapali
Welcome to Kaanapali
There aren’t many beaches in the world associated with royalty, but Kaanapali’s three miles of white sand beaches were once the official playground of the Hawaiian royal family. In this storied section of Maui, royalty surfed, swam, and relaxed. Today Kaanapali remains popular for all of those aforementioned activities, but is perhaps most renowned for its cliff divers. These brave souls hurtle toward the waters below dramatically illuminated by torchlight, a reenactment of ancestral courage. While Kaanapali’s coastline is dominated by a series of resorts and two enormous championship golf courses — the intentional outcome of Hawaii’s first planned resort development — its beaches are an inviting destination for sunbathing. Here the shoreline gently fades into shallow crystalline waters where sea turtles are regularly spotted gently floating with the tide, and the songs of migrating whales miles away can be heard echoing under the surface.
The best time to stay in a vacation rental in Kaanapali
Maui’s year-round climate is dependably mild, with the northern end of the island where Kaanapali is located more prone to wind and rain than its South Shore neighbors. Even so, very cold or very hot weather is rare in Kaanapali, and the likelihood of rain turning into sunshine in a short amount of time is nearly guaranteed. Even the rainiest summer months only add a slight increase to the chance of precipitation on this side of Maui.Generally the most pleasant months of the year to stay in one of the area’s vacation rentals are January, February, and March, where days are warm and evenings pleasantly cool. Like most Hawaiian destinations, Kaanapali becomes more crowded with holiday vacationers after Thanksgiving.
Top things to do in Kaanapali
Take an Electric-Powered Submarine
Many visitors may boast of snorkeling or even diving beneath Maui’s vibrant waters, but how many can claim they took an undersea adventure inside a submarine? Atlantis Submarine’s small fleet of battery-powered craft delivers up to 48 passengers down to a depth of 100 feet to safely peer at the seascape and underwater wildlife populating installed artificial reefs, all from the comforts of an air-conditioned vessel.
Black Rock (Pu’u Keka’a)
Located at the furthest northern end of Ka’anapali Beach, this old lava flow is Kaanapali’s most iconic landmark and legendary for its cliff divers. Traditionally believed to be the spot where the dead would leap to enter the afterlife, these days local kids and visitors still test their wits by jumping from Black Rock (and snorkeling underneath). A ceremonial leap is also staged nightly, accompanied with lit torches and a blow of a conch shell to honor the memory of King Kahekili, Maui's last independent king.
Hidden Coral Reefs
If snorkeling among tropical fish and sea turtles rates high on your list, you’ll want to seek the hidden coral reefs located between Kaanapali and Lahaina, just north of Wahikuli Beach – a “secret” spot where crowds are few, but the sea turtles are numerous.
Frequently Asked Questions
How is the weather in Kaanapali?
Kaanapali experiences a tropical climate with warm temperatures year-round. The average high temperature is around 85°F (29°C), and the average low is about 65°F (18°C). It's a bit cooler from December through February, ideal for winter activities. Rainfall typically occurs in the winter, with drier conditions from April to October.
What are some of the best things to do in Kaanapali?
Popular activities in Kaanapali include swimming and sunbathing at the Kaanapali Beach, snorkeling at Black Rock, shopping at Whalers Village, and playing golf at the Kaanapali Golf Courses. Whale watching tours are also popular from December to April.
What is the best time of year to visit Kaanapali?
Kaanapali is busiest from December to April, when humpback whales can be seen off the coast. The Maui Invitational, a popular college basketball tournament, is held in November. The Kaanapali Fresh, a three-day culinary event, is held in August.
What are the best places to stay in Kaanapali?
Visitors often choose to stay near Kaanapali Beach for easy access to water activities. The areas around Whalers Village are popular for shopping and dining options. The golf course areas also make for a serene and relaxing stay.
What are the best places to visit in Kaanapali?
Visitors often explore Kaanapali Beach, Black Rock for snorkeling, and Whalers Village for shopping and dining. The Kaanapali Golf Courses and the Lahaina Historic District, just 4 miles (6.4 km) away, are also popular places to visit.
What are some hiking trails in Kaanapali?
Kaanapali has several beautiful hiking trails. The Kaanapali Beach Walk and the Kahekili Beach Park Coastal Trail offer stunning ocean views. The Kapalua Coastal Trail, just 6 miles (9.6 km) north, offers more challenging hikes with scenic vistas.
What are some family activities to do in Kaanapali?
Families frequently enjoy activities such as swimming at Kaanapali Beach, exploring the vibrant marine life while snorkeling at Black Rock, or learning about local history and culture at the Whalers Village Museum. Kids often adore animal encounters at the Maui Ocean Center, barely 29 miles (47 km) away.
What are some of the best day trip ideas in Kaanapali?
Day trips from Kaanapali often include a drive to Hana, exploring the Iao Valley State Park, or visiting the Haleakala National Park. Molokini Crater, a popular snorkeling spot, can also be visited via boat tours.
What types of vacation rentals are available in Kaanapali?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Kaanapali. From over 2,110 condo rentals, over 10 cottage rentals to over 60 house rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.
Are there vacation rentals with a dedicated workspace in Kaanapali?
Yes! Work meets play with ease at over 1,940 vacation rentals in Kaanapali featuring dedicated workspaces. Stay connected and productive in your home away from home.
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