Family-friendly holiday rentals in Kaanapali

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Top-rated family-friendly rentals in Kaanapali

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Guest favourite

Apartment in Lahaina

4.96 out of 5 average rating, 140 reviews

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

*** NO RESORT FEES! *** *** The Mahana is a HOTEL/RESORT Zoned Property, and all units are LEGAL Short Term Rentals, similar to other branded hotels like Sheraton, Marriott, Hyatt, etc. *** 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.

12–19 Jul

$507 SGD per night

Superhost

Apartment 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.

1–8 Dec

$312 SGD per night

Guest favourite

Flat in Kula

4.91 out of 5 average rating, 950 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)

19–26 Mar

$216 SGD per night

Guest favourite

Apartment in Lahaina

4.83 out of 5 average rating, 133 reviews

Aloha, Ocean View 1 bed Papakea King bed 2nd floor

ALOHA, we are welcoming guests to Ocean View 1 bedroom condo and Ocean Front property at Papakea Resort. Enjoy all Maui has to offer. Although Lahaina Town is rebuilding, all other areas are open. Everything you need for your vacation in our Beautiful Ocean View Condo. King Size Bed, complete kitchen, washer/dryer. Lanai with high top table and ocean view from the 2nd floor, corner unit. Ceiling fans and a/c. Papakea is fully operational and such a beautiful property on the ocean.

30 Aug – 6 Sep

$376 SGD per night

Guest favourite

Apartment in Lahaina

4.97 out of 5 average rating, 192 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.

23 Feb – 2 Mar

$632 SGD per night

Guest favourite

Apartment 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.

18–25 Oct

$315 SGD per night

Guest favourite

Apartment 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.

27 Mar – 3 Apr

$268 SGD per night

Guest favourite

Apartment in Lahaina

4.89 out of 5 average rating, 254 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.

28 Jul – 4 Aug

$344 SGD per night

Guest favourite

Apartment in Lahaina

4.92 out of 5 average rating, 381 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!

6–13 Nov

$275 SGD per night

Guest favourite

Apartment 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.

28 Feb – 7 Mar

$959 SGD per night

Guest favourite

Home in Lahaina

4.98 out of 5 average rating, 123 reviews

Private 4bd Home, Walk to Beach

The Kahana Beach House is a spacious and comfortable home located across the street from a secluded beach. Close to some of Maui's best restaurants, golf, and exciting island attractions the beach house serves as a great central hub to explore the island of Maui. The fully equipped kitchen has everything you need and the outside deck is great for lounging in a hammock or grilling on the BBQ.

9–16 Feb

$1,301 SGD per night

Guest favourite

Apartment 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.

29 May – 5 Jun

$251 SGD per night