Family-friendly vacation rentals in Kaanapali Beach

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Top-rated family-friendly rentals in Kaanapali Beach

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Guest favorite

Cabin in Maui

4.98 out of 5 average rating, 171 reviews

★Rainbow Lookout - PRIVATE HOT TUB+ACCESS TO POOL

This Stunning North Shore Maui hideaway is surrounded with lush fruit and flower gardens, coconut palms, banana trees, and has easy access to all there is to do on this magnificent island. Stargaze … soak in your own private hot tub with a chilled glass of wine and enjoy a once-in-a-lifetime experience. The 'real' Maui:)! ★Jump Start to The to the Road to Hana! ✔ ★New Cold Central AC ✔ ★Cliff Walk ✔ ★Ocean View✔ ★Private Hot Tub ✔ ★44 ft Swimming Pool ★King Bed ✔ ★Sunrise View✔ ★Star Gazing✔

Feb 14 – 21

R14,819 ZAR per night

Guest favorite

Apartment in Kula

4.91 out of 5 average rating, 949 reviews

Kula Treat - Upcountry Maui with Hot Tub!

Private, gracious apartment in desirable Upcountry Maui. Great home base for exploring, and a quiet country retreat for relaxing. Restaurants, food trucks and farmers’ markets nearby. Beaches, hiking and zipline within an easy drive. Perfectly located for Haleakalā Natʻl Park and day trips to Hana. A wonderful personal chef lives very close by. Dedicated to reducing single use plastics, we provide reusable water bottles for our guests! Fully permitted: BBMP 2015/0003 E komo mai! (Welcome)

Apr 21 – 28

R3,011 ZAR per night

Guest favorite

Condo in Lahaina

4.9 out of 5 average rating, 279 reviews

Oceanfront Bliss (direct ocean view) Maui.

Breaking News! Maui is back, and we are proud to be welcoming guests to our home once again. We would love to share our Maui direct oceanfront home with you. Our condo is situated about 10 feet from the water's edge with incredible ocean views. It includes free Wi-Fi, and free parking (price is all inclusive). It is located minutes from Kaanapali, Napili, and Kapalua. Close to world class restaurants, shopping, nightlife, golf, and beaches. Proudly owned and hosted by our Ohana (Family).

Apr 13 – 20

R5,781 ZAR per night

Guest favorite

Condo in Lahaina

4.97 out of 5 average rating, 190 reviews

Oceanfront Panoramic Views on Kahana Beach!

*Available for booking! Thankfully, our condo is not located in the wildfire affected area* Enjoy breathtaking panoramic views in this remodeled oceanfront corner condo located on Kahana Beach! With floor-to-ceiling windows in both the living and bedroom, gentle breezes and sunsets can be enjoyed lounging on the couch or relaxing in bed. Imagine falling asleep to the lull of ocean waves at your feet and waking to spouting whales in the background. Truly an oasis on the Valley Isle.

Mar 16 – 23

R8,805 ZAR per night

Guest favorite

Condo in Lahaina

4.96 out of 5 average rating, 221 reviews

Soothing Waves with 180° View In Kahana, HI

Valley Isle Resort 306 We are located beachfront with an amazing view of the ocean and sunset. We can look right down into the water and watch the turtles swimming. We offer a full kitchen including poolside barbecue grills. Within a block of our Resort are several restaurants and bars. Our condo has a comfy queen-size wall bed along with a small sofa bed. We offer a well stocked kitchen. The ambiance is soothing and relaxing. Our place is good for couples and solo adventurers.

Oct 16 – 23

R4,388 ZAR per night

Guest favorite

Condo in Lahaina

4.9 out of 5 average rating, 130 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.

Mar 26 – Apr 2

R3,867 ZAR 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.

Jul 27 – Aug 3

R7,073 ZAR per night

Guest favorite

Condo in Lahaina

4.89 out of 5 average rating, 253 reviews

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

Honokowai area. Fresh & clean island vibe on the top floor, one unit away from the end. Practically hanging over the water's edge. Beautiful views of Molokai out the screened front door, as well as Lanai off the lanai. Striking floor-ceiling mirrors capture ocean views from virtually anywhere inside. Location in building catches wonderful trade winds. Listen to the sounds of the waves, just steps away & enjoy the endless sea turtle traffic right under your nose.

Nov 11 – 18

R6,119 ZAR per night

Guest favorite

Condo in Lahaina

4.92 out of 5 average rating, 380 reviews

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

"Napili Nani" is a darling studio cottage in the Napili Ridge Condominiums, located just a short walk to the beautiful Napili Bay, The Gazebo Restaurant and The Sea House Restaurant. Our cottage for two is a relaxing and lovely alternative to the high traffic, commercial areas on the island and offers a more "authentic, local Hawaiian" experience. If mismatched furniture and a beachy, cottage style vibe is your thing, then Napili Nani is the place for you!

Jan 22 – 29

R4,011 ZAR 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.

Mar 16 – 23

R13,843 ZAR per night

Guest favorite

Condo in Lahaina

4.98 out of 5 average rating, 191 reviews

Kaimana On top of the Ocean Hideaway MermaidPalace

The condo is unharmed; Kahana is located between Kaanapali & Kapalua. We have all utilities and cell service. Newly remodeled. Welcome to Kaimana at Pohailani Maui! Enjoy amazing ocean views, sunsets, wildlife watching, and neighbor island views of Molokai and Lanai from this well provisioned condo located on West Maui.

May 20 – 27

R2,783 ZAR per night

Guest favorite

Condo in Lahaina

4.94 out of 5 average rating, 109 reviews

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 downtown Lahaina. My place is good for couples, solo adventurers, and families (with kids).

Sep 14 – 21

R8,388 ZAR per night