Kaanapali vacation rentals

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Top-rated vacation rentals in Kaanapali

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Guest favorite

Condo in Lahaina

4.98 out of 5 average rating, 169 reviews

Ka'anapali 1 BR Oceanfront Retreat w/ Dream Views

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.

Oct 15 – 22

G$74,211 GYD per night

Superhost

Condo in Lahaina

4.82 out of 5 average rating, 109 reviews

I B-Garden View with Ocean Front BBQ/Pool/Jacuzzi

Enjoy our beautifully remodeled one bedroom, one bath condo located along the Ka'anapali shore in West Maui minutes from Napili and Kapalua. The condo comes equipped with refrigerator, stove, microwave, dishwasher, coffee maker, two televisions, cable tv, Netflix, and high speed internet. Ground floor unit with a beautiful tropical garden lanai. Sunset views of Molokia and Lanai on the ocean front lawn along with heated pool, jacuzzi and BBQ area while enjoying the beautiful ocean view.

Jul 30 – Aug 6

G$40,070 GYD per night

Guest favorite

Apartment in Lahaina

4.98 out of 5 average rating, 218 reviews

180* OCEANFRONT VIEW w/ A/C! REMODEL+POOLS+CLEAN

We are located several miles north of the fire. Our beaches, sunsets, warm ocean & the area continue to be amazing. We are accepting reservations. Remodeled Large Studio with New AC. Sleep 40' from the ocean to the sound of waves! PANORAMIC VIEWS/SUNSETS! 2 Relaxing Oceanside POOLS and hot tub. Fully-equipped kitchen. Walk-in rain shower. GREAT LOCATION! Minutes to Kaanapali & Kapalua. Close to groceries, restaurants, beaches. TURTLES love this area. Free Parking. No Resort Fees.

Nov 30 – Dec 7

G$67,203 GYD per night

Guest favorite

Condo in Lahaina

4.94 out of 5 average rating, 127 reviews

OCEAN FRONT CONDO IN KAHANA NEAR SELECTED! ,KAPALUA

Thank you for checking out my ocean front condo in West Maui! My place redefines what OCEAN FRONT means. You are literally 30 feet from the water! You'll see sea turtles hanging out directly in front of the building! My ocean front condo is an open concept, with an expansive ocean view the minute you walk into the place. You will absolutely LOVE staying here. My condo is located in Kahana , just 15 minutes outside of the bustling Lahaina town, and minutes away from the world famous Nāpili!

Oct 17 – 24

G$66,250 GYD per night

Guest favorite

Bungalow in Lahaina

4.99 out of 5 average rating, 157 reviews

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

Jan 11 – 18

G$152,220 GYD per night

Guest favorite

Condo in Lahaina

4.85 out of 5 average rating, 136 reviews

MKV Beach Front Resort Ka’anapali Ocean View C155

MKV resort charges $25 per day resort fee due at check in. Beautifully updated studio condo with an ocean view. Amazing sunsets and whale watching are found here. Our condo features new modern furniture, fresh paint and new decor throughout. MKV resort 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. Concierge services in the lobby can assist with your Maui adventures.

Sep 11 – 18

G$48,816 GYD per night

Guest favorite

Condo in Lahaina

4.9 out of 5 average rating, 129 reviews

Affordable Gem Honokowai /Lahaina/Location! Unit 2

Proud owners of this gorgeous condo and we own the one next door for couples traveling together. See Affordable Gem Honokowai/Lahaina/Location!! Unit 1. Each 1 Bedroom/1 Bath Paki Maui, Ideal (West side) location, lanai sits in tropical gardens, Koi pond, waterfalls, many additional amenities. Complex is on the ocean, next to the park and beach. Close to Kapalua, Lahaina, Kahana, restaurants, shopping and watersports. Plenty of free parking and taxes included in pricing.

Oct 19 – 26

G$35,756 GYD per night

Guest favorite

Condo in Lahaina

4.96 out of 5 average rating, 140 reviews

❤️Best Views on Maui! Perfect for Honeymooners!!❤️

*** NO RESORT FEES OR PARKING FEES! *** PLEASE READ ABOUT OUR ROOF PROJECT BEFORE BOOKING :) Indulge in a newly renovated 10th-floor OCEANFRONT studio condo – a luminous haven with modern charm. Drift into serenity on a plush KING-sized Novaform memory foam mattress and awaken to a panoramic OCEAN view, the soothing melody of crashing waves, and the enchanting sight of whales, turtles, and snorkelers below. Experience coastal bliss in this meticulously crafted retreat.

Jun 20 – 27

G$76,997 GYD per night

Guest favorite

Condo in Lahaina

4.99 out of 5 average rating, 133 reviews

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, world class shopping nearby Sleek and modern Maui hale New lanai flooring and comfy outdoor couch Chef's kitchen Stainless steel appliances Tv & wifi Cali King bed with luxury linens Beach toys Cooling trade winds Boutique building Elevators and luggage carts Free parking

Aug 25 – Sep 1

G$53,181 GYD per night

Guest favorite

Condo in Lahaina

4.99 out of 5 average rating, 102 reviews

Kapalua, luxe, ocean view, beach, spa, golf/tennis

KAPALUA - Best location! Welcome to the luxuriously remodeled 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 high-end community within the Kapalua Resort. A 15-min drive to Kaanapali, and a 40-min drive to Central Maui to explore the island.

Dec 6 – 13

G$96,405 GYD per night

Guest favorite

Condo in Kaanapali

4.97 out of 5 average rating, 105 reviews

MAHANA 505 OCEAN FRONT W/ SPECTACULAR VIEWS

COME SUPPORT MAUI! WE NEED YOU! WE ARE HEARTBROKEN THAT THE HISTORIC TOWN OF LAHAINA IS GONE. WE KNOW, WE WERE THERE STAYING IN OLD LAHAINA THAT TERRIBLE DAY. My place is directly on the ocean with wonderful air conditioning. We pay attention to detail so the unit is fully equipped. There are family-friendly activities, amazing restaurants, bars & nightlife. Short walk to the supermarket or restaurants. Mahana 505 is very private for honeymooners.

Nov 18 – 25

G$147,907 GYD per night

Guest favorite

Condo in Lahaina

4.99 out of 5 average rating, 135 reviews

Aloha Hideaway, Oceanfront On the Water, Maui

Welcome to my Oceanfront studio in one of a kind boutique condominium. 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 2nd floor at Pohailani Maui Resort on West Maui shores, easy access to world-class beaches, restaurants, shopping and golfing

Oct 20 – 27

G$58,418 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Kaanapali vacation rentals

Beachfront

Self check-in

Free parking on premises

Gym

BBQ grill

Stay near Kaanapali's top sights

Whalers Village159 locals recommend

Royal Lahaina Resort5 locals recommend

Sheraton Maui Resort & Spa4 locals recommend

Black Rock Beach56 locals recommend

Kahekili Beach Park26 locals recommend

Ka'anapali Beach8 locals recommend

Other great vacation rentals in Kaanapali

Guest favorite

Condo in Lahaina

4.97 out of 5 average rating, 153 reviews

Kaanapali Shores - SUPER CLEAN! OceanView 1bd/1ba

Jan 22 – 29

G$62,828 GYD per night

Guest favorite

Condo in Lahaina

4.97 out of 5 average rating, 190 reviews

Oceanfront Panoramic Views on Kahana Beach!

Oct 29 – Nov 5

G$83,848 GYD per night

Superhost

Condo in Lahaina

4.78 out of 5 average rating, 132 reviews

Last minute $135 Oceanview studio in Napili W/AC

Oct 13 – 20

G$36,389 GYD per night

Guest favorite

Condo in Lahaina

4.93 out of 5 average rating, 151 reviews

Eldorado Resort - Ka'anapali Whalers Village K110

Oct 18 – 25

G$51,486 GYD per night

Guest favorite

Condo in Lahaina

4.99 out of 5 average rating, 97 reviews

Luxury Mahana 1bd/2ba-Great Views-Free Park/WiFi

Aug 18 – 25

G$118,841 GYD per night

Superhost

Vacation home in Lahaina

5.0 out of 5 average rating, 4 reviews

Marriott Maui Ocean Club Studio 1

May 6 – 13

G$76,408 GYD per night

Guest favorite

Condo in Lahaina

4.94 out of 5 average rating, 80 reviews

Mahana 1015 - Luxury Oceanfront Condo (1bd/2ba)

Oct 5 – 12

G$114,016 GYD per night

Guest favorite

Condo in Lahaina

5.0 out of 5 average rating, 13 reviews

LAST MIN- The Westin Nanea 2bd Villa-pool-turtles

Apr 21 – 28

G$55,270 GYD per night

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Kaanapali condo rentals

Guest favorite

Condo in Lahaina

4.98 out of 5 average rating, 124 reviews

Honu Hale

Aug 23 – 30

G$62,487 GYD per night

Superhost

Condo in Lahaina

4.85 out of 5 average rating, 211 reviews

Tropical Hawaiian Oceanfront - indigomaui - Spec

Jul 28 – Aug 4

G$47,474 GYD per night

Guest favorite

Condo in Lahaina

4.92 out of 5 average rating, 380 reviews

Napili Nani cottage for 2 w/AC ~ *Renovated*

Oct 25 – Nov 1

G$43,097 GYD per night

Guest favorite

Condo in Lahaina

4.96 out of 5 average rating, 111 reviews

Beautiful Papakea 1 Bedroom with A/C

Dec 9 – 16

G$65,058 GYD per night

Guest favorite

Condo in Lahaina

4.89 out of 5 average rating, 251 reviews

TOP FLOOR!!!! Oceanfront, free Wi-Fi, free parking

Dec 25 – Jan 1

G$84,065 GYD per night

Superhost

Condo in Lahaina

5.0 out of 5 average rating, 6 reviews

Condo on Kaanapali Beach w/ Kitchenette Sleeps 4

Jun 3 – 10

G$50,843 GYD per night

Guest favorite

Condo in Lahaina

5.0 out of 5 average rating, 46 reviews

Luxury in Paradise 2BR/2BA Sleeps 6

Aug 27 – Sep 3

G$151,815 GYD per night

Guest favorite

Condo in Lahaina

5.0 out of 5 average rating, 53 reviews

Newly Remodeled - Maui Eldorado J102

Jan 29 – Feb 5

G$168,341 GYD per night

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Kaanapali home rentals

Guest favorite

Home in Lahaina

4.98 out of 5 average rating, 122 reviews

Private 4bd Home, Walk to Beach

Mar 23 – 30

G$197,001 GYD per night

Guest favorite

Home in Kihei

4.96 out of 5 average rating, 388 reviews

Stunning ocean view, heated pool at home by Wailea

Sep 20 – 27

G$113,793 GYD per night

Guest favorite

Home in Maui

4.98 out of 5 average rating, 182 reviews

Private Hot Tub + Pool Access + AC - Star Lookout

Dec 14 – 21

G$128,106 GYD per night

Guest favorite

Home in Kihei

4.93 out of 5 average rating, 111 reviews

Spacious one bedroom, King bed, AC/WiFi,

Oct 6 – 13

G$38,535 GYD per night

Guest favorite

Home in Lahaina

4.91 out of 5 average rating, 127 reviews

Kaanapali Cottage ICC 29 Indoor/Outdoor Living

Aug 20 – 27

G$118,070 GYD per night

Guest favorite

Home in Kihei

4.87 out of 5 average rating, 130 reviews

Cajudoy's Hale - STKM 2O13-OO18/TA-081-709-8752-01

Dec 11 – 18

G$90,891 GYD per night

Guest favorite

Home in Kihei

4.93 out of 5 average rating, 196 reviews

The Maui Beach Ohana• Prime Location• Maui Vibes

Jan 7 – 14

G$67,031 GYD per night

Guest favorite

Home in Kihei

4.98 out of 5 average rating, 102 reviews

Mana Hale Vacation Rental

Nov 4 – 11

G$122,140 GYD per night

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Quick stats about vacation rentals in Kaanapali

Total rentals
3.4K properties
Rentals with a pool
3.3K properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
1.5K properties are a good fit for families
Total number of reviews
35K reviews
Nightly prices starting at
G$4,178 GYD before taxes and fees

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 10 cottage rentals, over 40 house rentals to over 2,070 condo 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 1,760 vacation rentals in Kaanapali featuring dedicated workspaces. Stay connected and productive in your home away from home.

Kaanapali vacation rentals

Top-rated vacation rentals in Kaanapali

Vacation rentals for every style

Villas

Apartments

Houses

Popular amenities for Kaanapali vacation rentals

Stay near Kaanapali's top sights

Other great vacation rentals in Kaanapali

Condo in Lahaina

Condo in Lahaina

Condo in Lahaina

Condo in Lahaina

Condo in Lahaina

Vacation home in Lahaina

Condo in Lahaina

Condo in Lahaina

Kaanapali condo rentals

Condo in Lahaina

Condo in Lahaina

Condo in Lahaina

Condo in Lahaina

Condo in Lahaina

Condo in Lahaina

Condo in Lahaina

Condo in Lahaina

Kaanapali home rentals

Home in Lahaina

Home in Kihei

Home in Maui

Home in Kihei

Home in Lahaina

Home in Kihei

Home in Kihei

Home in Kihei

Quick stats about vacation rentals in Kaanapali

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Your guide to Kaanapali

Welcome to Kaanapali

The best time to stay in a vacation rental in Kaanapali

Top things to do in Kaanapali

Take an Electric-Powered Submarine

Black Rock (Pu’u Keka’a)

Hidden Coral Reefs

Frequently Asked Questions

How is the weather in Kaanapali?

What are some of the best things to do in Kaanapali?

What is the best time of year to visit Kaanapali?

What are the best places to stay in Kaanapali?

What are the best places to visit in Kaanapali?

What are some hiking trails in Kaanapali?

What are some family activities to do in Kaanapali?

What are some of the best day trip ideas in Kaanapali?

What types of vacation rentals are available in Kaanapali?

Are there vacation rentals with a dedicated workspace in Kaanapali?

Destinations to explore