
Vacation rentals in Kaanapali
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Top-rated vacation rentals in Kaanapali
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Ka'anapali Oceanfront Dream-view Retreat with AC!
This serene oceanfront 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.

Ka Hale Aloha (The Love Shack)
Escape and fall in love with “Ka Hale Aloha-The Love Shack” where paradise awaits you....This adventurous hideaway will leave you feeling refreshed, relaxed and more alive than ever before!! Experience all the life & Aloha the island of Maui has to offer in your private detached bungalow located on an old 8 acre fruit plantation turned condos, just steps from the ocean. This is a unique experience...there’s nothing quite like "Ka Hale Aloha" on island * Check us out on IG at @kahalealoha

Absolutely Oceanfront - Corner Unit- Amazing Views
Absolutely Best Direct Ocean Front With Unobstructed Views if Molokai and Lanai Not from the side of a building or overlooking other units - Deluxe Corner High Floor Apartment - Additional Side Window - Plus Bedroom and Bathroom View Windows - Guests tell us the views from our high floor apartment is better than whale watching tours - Closest building to the Ocean on Maui - Memory Foam King Bed (not Queen) - No Bedbugs here/Bed Bug Protective King Mattress and pillow covers.

Ocean's Edge Romance: Sunsets, Whales, Views!
Bask as you wake to the sound of the waves crashing below and the sight of pristine turquoise water and expansive rainbows. You may pinch yourself as you take it all in, thinking you are still dreaming. We are excited to be able to offer Maui Kai 807, a studio condo in the original beach front high-rise on Maui's west side. No other resort in Kaanapli will put you closer to the ocean's edge. Enjoy the sights of sunsets, turtles, dolphins, and whales (Dec-March) right from your lanai.

True Beachfront Luxury! Downstairs unit oceanfont!
BEACHFRONT ON MAUI at the Pikake Escape to paradise with our comfortable ground floor condo at The Pikake in Maui! Experience true luxury with this one-bedroom. Has split unit air conditioning in bedroom only, a king tempur-pedic, one-bathroom rain shower, beachfront oasis located on the desirable West side of the island. You can experience amazing views of the ocean just steps away. With no deposits, resort fees, or check-in fees, your stay is hassle-free and unforgettable.

Direct Waterfront, Air conditioned, Amazing Views!
Stunning views! There is nothing better than sitting on your Lanai and listening to the waves! It is not unusual to spot whales and sea turtles while sitting on our Lanai. One of the nicest, if not THE nicest units at Papakea. Truly deluxe! Ocean front with full ocean view, just 30 feet from the ocean. If you are looking for multiple units, we are also owners of G104. This is a legally permitted vacation rental and is hotel zoned according to the County of Maui ordinances.

Kapalua, luxe, ocean view, beach, spa, golf/tennis
KAPALUA - Best location! Welcome to the luxuriously Kapalua Bay Villa #37B1. Bright and airy, with comfortable furniture and modern appliances. Scenic ocean view, a 5-minute walk to Kapalua Bay, Montage Resort, tennis, golf, hiking, zip-lining, amazing restaurants, and a first-class spa. Kapalua Bay Villas is a low-density community within the Kapalua Resort—a 15-minute drive to Kaanapali, and a 40-minute drive to Central Maui to explore the island.

Beautiful Ocean View on Quiet Side of Honua Kai!
*** NO RESORT OR PARKING FEES! *** Honua Kai is a Four Star resort with four pools, five spas, a fitness center, Aina Gourmet Market, and beachfront Dukes Restaurant on premises. Our one bedroom condo has a partial ocean view from the lanai, has a KING sized bed in the bedroom AND queen SOFA SLEEPER for additional guests. We stock our condo with four beach chairs, umbrella, two coolers, boogie boards, and pool toys for you to use.

Beachfront Designer Remodel/AC, 180⁰ Ocean View
Watch the Whales breach during their migration and boats sailing by while sitting up in your dreamy oceanfront bedroom with a cup of coffee! If you love the sound of the ocean, then this is the place for you. Luxuriously remodeled Island Oasis, just 15 feet from the ocean with unbeatable, 180 degrees ocean views. Super private, secluded corner unit located on the 5th floor of Valley Isle Resort in Kahana. Inside the Hotel Zone.

Honu Hideaway, Maui Kaanapali Oceanfront Penthouse
Oceanfront studio in one of a kind boutique condominium, on world famous Kaanapali Beach. Wake up to a breathtaking oceanview, take it all in from spacious lanai, fall asleep to the sound of the ocean every night Located on the top 10th floor with close touch to ocean breeze and fantastic views, easy access to world-class beaches, restaurants, shopping and golfing
Popular amenities for Kaanapali vacation rentals
Kaanapali beach vacation rentals

Ocean Views- Beachfront- Steps to a Sandy Beach!

Just steps to the water, an ocean front paradise.

Beautiful Papakea 1 Bedroom with A/C

Absolute Beachfront with Million-Dollar Views!

OCEAN FRONT Condo at Napili Bay, Near Kapalua!

Luxury condo • 180° Ocean Views • Steps to Beach

Kaanapali Shores Modern Beachside Resort Condo

180* Oceanfront View w/ AC! Remodel+2Pools+Clean
Kaanapali home rentals

Mana Hale Vacation Rental

South Maui Guesthouse

Private Luxurious Cottage

12 Minute Walk Kamaole Beach II-Quiet Private Easy

Stunning ocean view, heated pool at home by Wailea

Kula Jewel - Pool, Hot Tub & Awesome Views!

#1 Kaanapali Beach C101 Maui Eldorado, Sleeps 3.

Hale Leialoha (BBPH 20 17/00 04,SUP 20 17/00 10)
Kaanapali condo rentals

Maui Beach Frt Condo w/ AC Kaanapali Shores Resort

Crazy Good Deal Eldorado Beach Resort Ka'anapali

Aston Kaanapali Shores!-Oceanfront Resort!

Kaanapali Fairway Vista - Legal STR Hotel Zoned

Beachfront on Kaanapali The Mahana 1106!

Stunning Maui Villa

AC Oceanfront Paradise in Maui -Steps to the Beach

Newly Remodeled Ka'anapali Ali'i suite #236
Quick stats about vacation rentals in Kaanapali
Total rentals
4.2K properties
Total number of reviews
43K reviews
Family-friendly rentals
2K properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
4K properties have a pool
Rentals with dedicated workspaces
2.8K properties have a dedicated workspace
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 2,410 condo rentals, over 70 house rentals to over 10 cottage rentals, we've got you covered.
Are there vacation rentals with a dedicated workspace in Kaanapali?
Yes! Work meets play with ease at over 2,510 vacation rentals in Kaanapali featuring dedicated workspaces. Stay connected and productive in your home away from home.
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- Maui
- Kaanapali Beach
- Kahului Beach
- Kepuhi Beach
- Lahaina Beach
- Honolua Bay
- Sandy Beach
- Kapalua Bay Beach
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