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Kaanapali vacation rentals

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Top-rated vacation rentals in Kaanapali

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite
Apartment in Lahaina
The Sunset Stowaway—A Peaceful Napili Ridge Studio
Peaceful studio located at The Napili Ridge, in the highly sought-after west side of Maui. Equipped with a Westin Heavenly Brand KING bed, full kitchen and loads of ALOHA. Complete with all the essentials of island living and cooking (All utensils, microwave, full fridge, DW, french press, coffee grinder, toaster, blender, fresh linens, beach towels, cooler, beach chairs, hair dryer, Smart TV, free WiFi and tropical fans and AC to keep you nice and cool. Brand new stainless steel appliances. This is a QUIET off the beaten path residence- not a resort- with both long term residents and vacationers utilizing the property-please respect the quiet. This space is optimal for those who want to get out and enjoy the Maui outdoors with all its magic it has to offer at a GREAT price. Please note: We are located on the bottom floor but there are a few stairs to get to us from the parking space. The entire studio space is yours! Full kitchen and bath (shower only, no tub). A nice outdoor lanai to enjoy your morning cup of locally grown coffee. A FREE and RESERVED parking space. The property itself is equipped with a pool, BBQ, and coin-op laundry for our guests to use. ( property rules and hours of operation do apply). Available by text, email, and phone. We live very close if you should need but have lock box entry so that you may check in on your own accord. Check in is 3pm (or anytime after, until 10pm), Check out is 10am. The location of Napili is the highly desired west side of Maui, right in the heart of the action. It's only a block from Napili Bay, and a walk or a short drive to many great restaurants and beaches, plus a grocery store. Make sure and catch the bi-weekly farmers' market. Best to rent a car to see all Maui has to offer. We do have a free reserved parking spot just for you. There is a local bus that can be easily accessed, with a stop just at the bottom of our road. Uber, Lyft, and cabs available; times and rates vary. Bike rentals available. We are committed to being as sustainable and eco-friendly as we can possibly be and we appreciate our guests to be as well. Recycle, reduce, and conserve while you visit Maui. We have Hi-5 recycling available on property. Electricity costs at least double up to triple that on the mainland. Please turn off lights TV AC and fans when not using. Do not walk on the reef. Ever. Just because you have reed shoes doesn’t mean you should use them. Do not litter-Take your trash with you and dispose of it properly while visiting our parks and beaches. Support local business. Rent a "Bio-Beetle" or hybrid vehicle to get around. Volunteer if you have time. There are always beach clean ups happening or preform your own mini version. Leave the sand at the beach! Sounds simple right?-Please shake your towels, beach chairs and rinse your feet out at the beach. And finally a common sense disclaimer....Since we are in a residential community there may be construction happening. While we live in a very quiet community that has quiet hours we cannot guarantee work will not be happening around us during week day work hours. Mahalo! TAT-202-886-4512-01
Oct 15 – 22
$179 per night
4.91 out of 5 average rating, 257 reviews
Guest favorite
Condo in Lahaina
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.
Nov 26 – Dec 3
$309 per night
4.98 out of 5 average rating, 165 reviews
Guest favorite
Apartment in Lahaina
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 20 – 27
$279 per night
4.98 out of 5 average rating, 215 reviews

Popular amenities for Kaanapali vacation rentals

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

Kaanapali beach vacation rentals

Guest favorite
Condo in Lahaina
MKV - Beach Front Resort Ka’anapali - Ocean View
Jun 12 – 19
$317 per night
4.84 out of 5 average rating, 133 reviews
Guest favorite
Condo in Lahaina
Maui Oceanfront Dream View!
Dec 22 – 29
$285 per night
4.86 out of 5 average rating, 191 reviews
Guest favorite
Bungalow in Lahaina
Ka Hale Aloha (The Love Shack)
Nov 7 – 14
$621 per night
4.99 out of 5 average rating, 152 reviews
Guest favorite
Condo in Lahaina
Beautiful Papakea 1 Bedroom with A/C
Sep 12 – 19
$225 per night
4.96 out of 5 average rating, 108 reviews
Superhost
Condo in Lahaina
Maui Eldorado Beach Resort / Whalers Village #A110
Sep 5 – 12
$230 per night
4.84 out of 5 average rating, 103 reviews
Guest favorite
Condo in Lahaina
Sweet Deal Last Minute Cancellation Eldorado #K110
Sep 3 – 10
$213 per night
4.93 out of 5 average rating, 149 reviews
Guest favorite
Condo in Lahaina
Napili Nani cottage for 2 w/AC ~ *Renovated*
Sep 14 – 21
$179 per night
4.92 out of 5 average rating, 375 reviews
Superhost
Condo in Lahaina
BEAUTIFULLY UPGRADED OCEANFRONT STUDIO
Mar 27 – Apr 3
$200 per night
4.83 out of 5 average rating, 114 reviews
Guest favorite
Condo in Lahaina
GREAT RESORT, LOCATION AND VALUE IN W. MAUI!
Jul 6 – 13
$245 per night
4.85 out of 5 average rating, 102 reviews
Superhost
Condo in Lahaina
Last minute $148 Oceanview studio in Napili W/AC
Jul 6 – 13
$149 per night
4.78 out of 5 average rating, 130 reviews
Guest favorite
Condo in Lahaina
Oceanfront Panoramic Views on Kahana Beach!
Sep 29 – Oct 6
$349 per night
4.97 out of 5 average rating, 185 reviews
Guest favorite
Condo in Lahaina
Panoramic Views right on a Sandy Swimmable Beach
Aug 26 – Sep 2
$808 per night
5.0 out of 5 average rating, 114 reviews

Kaanapali condo rentals

Guest favorite
Condo in Lahaina
Deep discount: Insane views! Hear the waves crash!
Nov 4 – 11
$575 per night
4.91 out of 5 average rating, 105 reviews
Guest favorite
Condo in Lahaina
TOP FLOOR!!!! Oceanfront, free Wi-Fi, free parking
Dec 23 – 30
$325 per night
4.89 out of 5 average rating, 247 reviews
Guest favorite
Condo in Lahaina
Beachfront Beachaccess Oceanview SoothingWavesMAUI
Aug 21 – 28
$285 per night
4.94 out of 5 average rating, 118 reviews
Guest favorite
Condo in Lahaina
Deep Discounts! Gorgeous Corner Unit! Oceanfront!
Jul 30 – Aug 6
$220 per night
4.9 out of 5 average rating, 122 reviews
Superhost
Condo in Lahaina
I B-Garden View with Ocean Front BBQ/Pool/Jacuzzi
Oct 31 – Nov 7
$225 per night
4.81 out of 5 average rating, 103 reviews
Guest favorite
Condo in Lahaina
Soothing Waves with 180° View In Kahana, HI
Oct 12 – 19
$265 per night
4.96 out of 5 average rating, 218 reviews
Guest favorite
Condo in Lahaina
Mahana 1015 - Luxury Oceanfront Condo (1bd/2ba)
Oct 27 – Nov 3
$501 per night
4.93 out of 5 average rating, 76 reviews
Guest favorite
Condo in Lahaina
Amazing Oceanview, Kaanapali Beach, Prime Location
Nov 9 – 16
$353 per night
5.0 out of 5 average rating, 69 reviews
Guest favorite
Condo in Lahaina
Direct Waterfront, Air conditioned, Amazing Views!
Dec 22 – 29
$450 per night
4.99 out of 5 average rating, 79 reviews
Guest favorite
Condo in Lahaina
Honua Kai, K240 - House of the Quiet Shade
$417 per night
4.91 out of 5 average rating, 75 reviews
Guest favorite
Condo in Lahaina
Oceanfront Mahana Resort and Ka’anapali
Nov 18 – 25
$681 per night
5.0 out of 5 average rating, 43 reviews
Guest favorite
Condo in Lahaina
Newly Remodeled - Maui Eldorado J102
Aug 30 – Sep 6
$700 per night
5.0 out of 5 average rating, 52 reviews

Kaanapali home rentals

Guest favorite
Home in Kihei
Stunning ocean view, heated pool at home by Wailea
Sep 4 – 11
$473 per night
4.96 out of 5 average rating, 382 reviews
Guest favorite
Home in Lahaina
Private 4bd Home, Walk to Beach
Nov 1 – 8
$815 per night
4.98 out of 5 average rating, 122 reviews
Guest favorite
Home in Kihei
Spacious one bedroom, King bed, AC/WiFi,
Jul 25 – Aug 1
$153 per night
4.92 out of 5 average rating, 105 reviews
Guest favorite
Home in Maui
Private Hot Tub + Pool Access + AC - Star Lookout
Dec 27 – Jan 3
$532 per night
4.98 out of 5 average rating, 176 reviews
Guest favorite
Home in Lahaina
Kaanapali Cottage ICC 29 Indoor/Outdoor Living
Aug 20 – 27
$490 per night
4.91 out of 5 average rating, 127 reviews
Guest favorite
Home in Kihei
12 Minute Walk to Kam Beach II-Quiet Private Easy
Nov 19 – 26
$210 per night
4.97 out of 5 average rating, 130 reviews
Guest favorite
Home in Kihei
Cajudoy's Hale - STKM 2O13-OO18/TA-081-709-8752-01
Dec 12 – 19
$388 per night
4.87 out of 5 average rating, 130 reviews
Guest favorite
Home in Kihei
Enjoy paradise living at the THERE Maui House!
Jun 5 – 12
$270 per night
4.92 out of 5 average rating, 126 reviews
Guest favorite
Home in Haiku-Pauwela
Charming Hoku Pauwela Breathtaking ocean views!
Jul 27 – Aug 3
$425 per night
4.99 out of 5 average rating, 109 reviews
Guest favorite
Home in Kihei
South Maui Guesthouse
Nov 27 – Dec 4
$473 per night
4.96 out of 5 average rating, 202 reviews
Guest favorite
Home in Paia
PAIA HALE Walk to beach and town
Sep 1 – 8
$220 per night
4.92 out of 5 average rating, 144 reviews
Superhost
Home in Kihei
Ocean Bliss Maui: Swaying Palms + Ocean/Beach View
Aug 28 – Sep 4
$469 per night
4.86 out of 5 average rating, 195 reviews

Quick stats about vacation rentals in Kaanapali

Total rentals

3.3K properties

Rentals with a pool

3.2K 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

$20 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 1,950 condo rentals, over 10 cottage rentals to over 40 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 1,700 vacation rentals in Kaanapali featuring dedicated workspaces. Stay connected and productive in your home away from home.

Destinations to explore

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