Holiday houses in Kaanapali

Newly Remodeled Cottage

Welcome to our newly remodeled Plantation stand-alone Cottage! This home is just a short 5-minute walk to Kahekili beach and park. Surrounded by lush and tropical landscapes, our 1764 sq ft vacation home (International Colony Club) offers 4 bedrooms and 2 bathrooms of comfortable accommodations with 2 King size beds, and 2 Queen size beds. The fully equipped kitchen, spacious dining area and living room are open plan with a comfortable split air conditioner. Place with lots of room for fun.

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.

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.

Rare 2 King Suites•Oceanfront•Watch Whales&Turtles

Wake up to whales, sea turtles, and breathtaking direct ocean views from our newly renovated ninth-floor retreat at Valley Isle Resort. Our rare one-of-a-kind condo features two spacious king suites—the only floor plan of its kind at the resort—making it ideal for romantic getaways, two couples, or families. Snorkel at Kahana Beach just steps away, watch unforgettable sunsets over Molokaʻi, and experience Maui from a home thoughtfully renovated by our family with comfort and aloha in mind.

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.

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.

Kaanapali Fairway Vista - Legal STR Hotel Zoned

Escape to a Slice of Paradise – Where the Fairway Meets the Ocean. This beautifully appointed condo offers the best of Kaanapali living, featuring a prime golf course front position with serene, sweeping views and a sparkling partial ocean view that will take your breath away. Wake up to the sight of golfers setting off on the world-renowned Kaanapali Golf Courses. In the afternoon, relax on your private lanai and watch the sunset paint the Pacific Ocean in hues of gold and orange.

Kahana Ocean View | Pool, Beach, Private Lanai

Welcome to Valley Isle Resort! Beachfront relaxation in one of West Maui's best areas, surrounded by great activities when you want to explore, and plenty of pool and beach downtime when you want to unwind! Highlights: -Directly on Kahana Beach! Swimming, snorkeling, and beach walks -Stunning Pacific views right from your bed! Wake up to the sparkling ocean every day! -Refreshing pool to cool off from the Maui sun!

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.

Honokeana Cove Oceanfront w/ Turtle Snorkeling

**Oceanfront condo steps from turtle-filled Honokeana Cove!** This beautifully renovated corner unit offers stunning views, cooling trade winds, and an oversized lanai to relax and unwind. Snorkel with sea turtles just outside your door, enjoy the heated pool, or walk to nearby beaches and popular dining. With a bright, open layout and thoughtfully designed interiors, it’s the perfect Maui escape.

Mahana 1215 Penthouse

This one bedroom two bath condo is located at the Mahana on Kaanapali Beach. Once inside you will enjoy million dollar views of the Pacific Ocean which face west for sunsets you will never forget. Don't miss whale season as you will have the best location on Maui to sit on the Lanai and watch the show they put on. We look forward to sharing our condo with you.

Stylish Love Hideaway, Maui Kaanapali Oceanfront

Oceanfront studio in one of a kind boutique condominium, on world famous Kaanapali Beach. Wake up to a breathtaking oceanview, take it all in from spacious lanai, fall asleep to the sound of the ocean every night Located on the 3rd floor with close touch to ocean breeze and fantastic views, easy access to world-class beaches, restaurants, shopping and golfing