Family-friendly vacation rentals in Lahaina

Kaanapali Shores Double Oceanview Resort Living

It gets no better than world class Kaanapali Beach! Add our gorgeous yet sensibly priced condo great for singles, up to 3 couples and perfect for families saving the high cost of 2 bedroom units! We are hotel zoned in a beautiful resort, not being barred from short term rental. Wake to ocean views from the king bed and from the living room and lanai (balcony). Enjoy resort amenities with no resort fee! You're beach ready with included beach umbrella, chairs, boogie boards, cooler and toys!

Family · Indoor spaces · Location

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 & located next to The Resort at Kapalua Bay (formerly Montage). 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, spas, & several bays/beaches for snorkeling, surfing, & relaxing, this is the perfect home base.

Family · Indoor spaces · Shared spaces

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.

Indoor spaces · Kitchen · Hospitality

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.

Indoor spaces · Family · Amenities

Newly Relisted! Discounted rates. No resort fees

We are returning our condo to Airbnb after a year and a half hosting a lovely family who’s home burned down in the Lahaina fire. They have a new permanent home and are doing well so we are happy to have our Airbnb. guests back! This third-floor oceanview condo has a beautifully remodeled and fully equipped kitchen with granite countertops, marble backsplash and stainless steel appliances. Living room A/C. The bathroom has been remodeled with a granite countertop and walk-in shower.

Kitchen · Indoor spaces · Location

Maui Full Oceanfront Paradise

Indulge in the ultimate Maui getaway at our full oceanfront condo. The cozy balcony beckons you to unwind and marvel at the mesmerizing sea life. Sip on your morning coffee, or relish a sunset cocktail while you watch the ocean's playful inhabitants. For those warm tropical nights, rest easy knowing that the condo is equipped with air conditioning to ensure a comfortable night's sleep. The fully stocked kitchen provides all the essentials for cooking up a delightful island feast.

Family · Indoor spaces · Location

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.

Indoor spaces · Kitchen · Wifi

Beachfront Resort, Peaceful Mountain View Studio

Come stay at Lahaina Shores 506: - Oceanfront Building: Direct access to a sandy beach, pool, and hot tub just steps from the lobby - Mountain Views: Wake up to stunning sunrises from your 5th-floor lanai - Sunny & Clear: West Maui averages ~290 sunny days/year! - Amenities Nearby: Minutes drive to open spots like the Cannery Mall, Lahaina Gateway Center, & classic restaurants - West Maui: Only ~35 mins from the airport Note: Car recommended to explore the island

Family · Kitchen · Hiking

The Aloha Cottage • Cozy 2Bedroom Maui Escape

🌺 Welcome to the Aloha Cottage at Puamana! Steps to the ocean, Maui's only Ocean front Pool that touches the Pacific and the Dolphin Pool, this fully remodeled 2BR/2BA retreat blends coastal charm and modern comfort. Enjoy a spacious teak-furnished lanai, outdoor shower, central A/C, chef’s kitchen with marble + Mango wood, feather sofa, wine fridge, movie loft, and beach gear. A peaceful, stylish haven in Puamana’s 30-acre oceanfront community. 🌴

Indoor spaces · Kitchen · Long stay

Oceanfront Condo at Napili Bay | Newly Refreshed

Thank you for checking out my newly refreshed OCEANFRONT condo located at the charming Napili Shores resort! ✨ FRESH LOOK, NEW COMFORT ✨ We’ve just given the entire condo a complete update! Enjoy brand-new modern furniture, freshly painted walls, and thoughtfully upgraded fixtures throughout. The entire home feels clean, bright, and beautifully refreshed—offering you an elevated, relaxing space for your ultimate Maui retreat.

Kitchen · Indoor spaces · Beach

#1 Guest Favorite for Napili & Kapalua Bays!

Enjoy this luxury residence with beautiful bamboo flooring, contemporary island design, and dramatic floor-to-ceiling windows. Staying here means you're only a few steps away to heavenly Napili & Kapalua Bays. This is not just any condo, it's your special Maui retreat. Come see for yourself, a must do for all travelers with the desire for easy access to a famous beach and the exclusive Kapalua lifestyle.

Indoor spaces · Family · Hiking

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

A legal short term rental! 1 bedroom, 1 bath with open floor plan. This condominium has a comfortable Cal-King bed in the bedroom and sofa sleeper in the living-room. **Central A/C*Fully equipped kitchen w/ granite counters*refrigerator*stove top + oven*coffee maker* microwave* dishwasher* washer/dryer* Free in room WiFi** Onsite gym is managed by an outside contractor and charges $9/day for useage.

Kitchen · Family · Cleanliness