Kid-friendly vacation rentals in Kaanapali

A dining setup is featured on an oceanview lanai, with a table elegantly set for two. Chairs offer a comfortable seating area, and the stunning sunset casts a warm glow over the calm waters, creating a serene atmosphere for meals.

4.92 out of 5 average rating, 126 reviews

MauiKai 405 - Oceanfront Bliss!!

Maui Gov’t Approved Short Term Rental - Hotel District- Amazing direct beach access from the building. Panoramic view of the Ocean and has everything you need for a dream vacation for a family of 4. King bed and two pullout sofa beds in the condo. Over 900 sq ft of living space with an oceanview lanai for dinners or viewing the whales play. Central AC with fully stocked kitchen. 75” Large screen TV with Sonos sound system with full cable, Netflix, NHL TV. Exercise bike on lanai. Fast internet!

A private lanai features a dining table set for two, overlooking palm trees and the ocean. Fresh fruit and beverages are arranged on the table. The interior space, visible through open sliding glass doors, includes a smart TV and stylish furnishings.

4.96 out of 5 average rating, 228 reviews

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.

A spacious living area is furnished with a seven-piece sectional sofa and a comfortable twin daybed. A coffee table rests on a patterned area rug. Floor-to-ceiling windows provide garden views, while a ceiling fan adds comfort to the inviting ambiance.

4.99 out of 5 average rating, 126 reviews

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.

4.92 out of 5 average rating, 139 reviews

An inviting outdoor living area features wooden seating arrangements adorned with plush cushions. Lush greenery surrounds the space, and decorative string lights create a warm ambiance overhead. A shaded daybed offers a comfortable spot for relaxation amid the tropical landscape.

Cottage in Lahaina

Kaanapali Cottage ICC 29 Indoor/Outdoor Living

International Colony Club’s cottage 29 is located in the world-famous Kaanapali Beach area, and a five minute walk from one of Maui’s best beaches. Built in 1964, this community affords a spacious and mature landscape between 44 private cottages spread over 10 acres. Our Hawaiian plantation style cottage is reminiscent of homes built during the plantation era and conveniently located close to beaches, shopping and restaurants, but is secluded from the hustle and bustle of the big resorts.

The open-concept living space features a modern kitchen with sleek cabinetry and a bar top overlooking a sunlit living area. Floor-to-ceiling windows reveal panoramic ocean views and access to a comfortable seating area, inviting relaxation in a coastal setting.

4.99 out of 5 average rating, 127 reviews

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.

A dining table is set with plates and utensils, positioned on a lush green lawn. Palm trees surround the area, offering a tropical ambiance with the ocean visible in the background under a partly cloudy sky.

4.92 out of 5 average rating, 119 reviews

OCEAN FRONT Condo at Napili Bay, Near Kapalua!

Thank you for checking out my OCEAN FRONT condo located at the Charming Napili Shores resort. This recently renovated condo is in the high demand I building, which is the closest to the ocean in the complex. Imagine every morning you enjoy the brunch ordered from the famous Gazebo restaurant at your own Lanai right beside the ocean; Soak up the sunshine on the Napili beach steps away from the resort during the day, and come back in the evening to watch the stunning sunset in your room!

Superhost

The living area showcases a spacious seating arrangement facing an unobstructed ocean view through large windows. A dining table is visible nearby, accompanied by a ceiling fan and modern decor. Natural light enhances the airy feel, while the tranquil ocean can be seen in the distance.

4.88 out of 5 average rating, 127 reviews

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.

The resort's large oasis pool is surrounded by lush tropical landscaping, featuring palm trees and vibrant flora. Comfortable lounge chairs and umbrellas are positioned around the pool area, while several guests enjoy the serene water. The four-story buildings create a welcoming atmosphere against a bright blue sky.

4.84 out of 5 average rating, 115 reviews

Kaanapali Shores Modern Beachside Resort Condo

Located on Kaanapali Beach, Kaanapali Shores is a full service resort offering amenities that surpass other resorts. Lavish tropical landscaping, waterfalls, large oasis pool and lap pool at the ocean edge, 2 hot tubs, sauna, ocean activities center, retail stores, Fitness Center, Pickle Ball Court and other great amenities. The on-site Beach Club Restaurant offers ocean views live music and a great Happy Hour! Unit 538 has substantial upgrades compared to other units in the resort.

4.9 out of 5 average rating, 198 reviews

A view from a balcony showcases a tranquil pool surrounded by lush foliage and palm trees. In the background, the ocean meets soft clouds, with a vibrant rainbow arching across the sky, adding a serene touch to the landscape.

Apartment in Lahaina

Oceanfront- 5 minutes from Kaanapali!

Beautifully furnished one bedroom, full kitchen, private patio, spectacular ocean views, quiet complex, free wifi & parking. Pool & sundeck !Great location. Lots of snorkeling spots nearby. ocean comes up to waterwall so there is no sand outfront of complex. huge sundeck along waters edge. There is no sandy beach outfront of condo. Turtles swim out-front often. 5 min from Whalers village with dining and lovely shopping. Napili Bay and Kapalua Bay 5 min away . Perfect for honeymoon!!

Superhost

An expansive ocean view is captured from the lanai, with soft sunlight reflecting off the calm waters. Palm trees are visible in the foreground, framing the serene scene beneath a gradually brightening sky. The tranquil atmosphere invites relaxation and appreciation of nature.

4.91 out of 5 average rating, 208 reviews

Penthouse Studio near Lahaina , Kaanapali ,Kapalua

Note: Parking is $18/ night. Payment will be collected upon checking in. Note: There is constructions in the building sometimes between 9-5 pm. Enjoy my newly renovated penthouse studio, located at the Royal Kahana, just 15 mins outside of the bustling Lahaina. The view from the lanai is like no other, on the top floor, with an expansive ocean view . Centrally located between Lahaina, Kaanapali, Napili and Kapalua, this is one of the hidden gems on the west side of Maui.

The image captures a scenic view of a resort featuring natural rock formations and cascading waterfalls, surrounded by lush greenery. The buildings rise in the background, showcasing modern architecture. Sunlight illuminates the water, creating a serene and inviting atmosphere.

4.99 out of 5 average rating, 153 reviews

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.

A light-filled living area showcases a beige couch and two patterned chairs, positioned around a wooden coffee table. Floor-to-ceiling windows reveal expansive ocean views, allowing natural light to enhance the space. A ceiling fan adds to the comfort, while a mounted TV is visible on the sideboard.