
Luxury rentals in Kaanapali
Find and book unique accommodations on Airbnb
Top-rated luxury vacation rentals in Kaanapali
Guests agree: these stays are highly rated for location, cleanliness, and more.

#1 Direct Beach Front Mansion!
The most magnificent estate to come to the rental market in decades, perhaps ever! This massive 11 room estate sits directly on the world famous Kaanapali Beach, recently voted the best beach in America. - 11 bedrooms - 11,000 sq feet - Zoned hotel - 4 private outdoor bathrooms - Pool with slide - Sand volleyball and pickleball - 2 gyms - Oceanfront cabana - Gated - Arcades - 2 Kitchens - Located directly on the world famous Kaanapali Beach - Full concierge and chef services available

Wailea Elua condo - Ocean Views | Gym | Pickleball
Welcome to your slice of Hawaiian paradise at Wailea Elua! Here, modern luxury meets breathtaking ocean vistas, creating a serene escape for relaxation. Imagine sipping your morning coffee as whales frolic in the distance. Whether you're strolling to nearby Wailea's shops or exploring the beaches, this stunning condo offers both adventure and tranquility. Luxe Maui Properties bring professional service and 24/7 support to your stay. Secure your unforgettable getaway today!

Ocean Views | Polo Beach Club | Groundfloor Condo
Step straight onto the sand at Polo Beach—Wailea’s premier swimming beach—from this rare ground-floor condo with ocean views that will take your breath away. Located in the exclusive Polo Beach Club, this 2-bedroom retreat offers near-private beach access, a walkout lanai, and unbeatable proximity to Maui’s top coastal path. Inside, unwind with a chef’s kitchen and spa-style bathrooms. This is five-star comfort, with the beach at your doorstep.

Designer oceanfront home in the heart of Paia
Nalu House is the perfect home for a Maui vacation. This house, a beautiful designer remodeled home, combines old Hawaii's charm with all the modern amenities. Sit outside on a private covered lanai on relaxing lounge chairs to watch the turtles, surfers and paddle boarders as you sip a beverage or prepare dinner on the BBQ. Walk 10 yards to Paia Bay to play in the sand. Shops and restaurants are a 2 minutes stroll out the front gate.

Wailea Ekolu – Oceanview in the Heart of Wailea
PRICE REDUCED!! Wailea Ekolu #207 is a luxurious accommodation located in the heart of Wailea, offering breathtaking views of the Pacific Ocean. The name “Ekolu” holds significance as it means “three” in Hawaiian, representing the fact that it was the third complex built in Wailea back in 1979. The suite itself provides stunning views of the three islands: Molokini, Kaho'olawe, and Lanai, further embodying the essence of “Ekolu”.

Luana 3C:Private Villa w/ BBQ & Lanai at Honua Kai
Experience the ultimate island living at Luana Garden Villa 3C, located in Enclave One at the Honua Kai Resort & Spa. This elegant 2,047 sq ft villa is situated on the upper floor of building 3, and comes with a massive 521 sq ft lanai with a private outdoor kitchen overlooking the Enclave One secluded pool area. Featuring a private garage, plus additional parking for a second vehicle & a free EV charger in the garage.

Oceanview condo at Ulua Beach w/ lanai
Wailea Elua 2007 – Oceanview Luxury Condo in the Heart of Wailea Welcome to Wailea Elua 2007, a stunning 1-bedroom, 2-bath vacation retreat with gorgeous ocean views, a spacious private lanai, and upscale island furnishings throughout. Perfectly positioned within the prestigious Wailea Elua Village, this beautifully appointed condo blends comfort, style, and unbeatable location for the ultimate Maui getaway.

High-End Oceanfront 3BR with Ocean and Beach Views
One of Honua Kai's crown jewels, Konea 550 boasts an incredible 5th-floor vantage point in the closest column to the ocean in Honua Kai's desirable Konea Tower. Treat your party to this luxurious residence with over 2200 sumptuous sq ft of interior space and some of Honua Kai's most spectacular oceanfront views. A Viking barbecue grill on the expansive 600 sq ft lanai completes the lavish experience.

Ridge 1921-22: Rare 3BR Luxury Villa w/Ocean Views
Welcome to Kapalua Ridge Villa 1921-22, a rare three-bedroom, three-bath Platinum-Level townhouse featuring breathtaking ocean and coastline views. Beautifully renovated with elegant interiors and professionally curated artwork, the villa offers a spacious yet welcoming atmosphere and comfortably accommodates up to eight guests within the peaceful Kapalua® Resort.

Summer Sale! 3BR Condo in Lahaina, Maui-Alaeloa 28
FLASH SUMMER SALE! We’re offering exclusive discounts on all summer stays booked this week—don’t miss out on these updated lower rates. Spectacular Direct Oceanfront Views from this Charming West Maui Vacation Home Within the Private Alaeloa Gated Community - Alaeloa 28

Mahana 1119 Summer Fun at Luxurious OceanFront 2BD
Welcome to Mahana 1119, an eleventh-floor 2-bedroom, 2-bath corner penthouse that sleeps up to 6 guests and occupies Mahana’s most coveted stack, renowned for delivering Maui’s single most breathtaking ocean, outer-island, and beach panorama.

Honua Kai Ocean View 3 BR | 825 by KBM
Luxurious 3-bedroom oceanfront villa at Honua Kai with panoramic views, elegant island decor, gourmet kitchen, and top-tier resort amenities-perfect for a stylish and serene Maui escape.
Popular amenities for Kaanapali luxury vacation rentals
Other great luxury vacation rentals in Kaanapali

Anchor Cove D1

Hale Makena Maui

Blue Sky Villa

Luxury Oceanfront 3BR with Extraordinary Views

Premier Oceanfront 3BR with XL Balcony and BBQ

Crown Jewel Oceanfront Suite with Vast Ocean Views

Luxury Oceanfront Condo with Direct Beach Access

Royal Oceanfront Penthouse with Unrivaled Views
Destinations to explore
- Honolulu Vacation rentals
- Kauai Vacation rentals
- Oahu Vacation rentals
- Kailua-Kona Vacation rentals
- Island of Hawai'i Vacation rentals
- Kihei Vacation rentals
- Wailea Vacation rentals
- Hilo Vacation rentals
- Waikīkī Beach Vacation rentals
- Princeville Vacation rentals
- Kailua Vacation rentals
- Lahaina Vacation rentals
- Serviced apartment rentals Kaanapali
- Condo rentals Kaanapali
- Rentals with pools Kaanapali
- Beach house rentals Kaanapali
- Beachfront rentals Kaanapali
- Waterfront rentals Kaanapali
- Pet-friendly rentals Kaanapali
- House rentals Kaanapali
- Rentals with a hot tub Kaanapali
- Family-friendly rentals Kaanapali
- Cottage rentals Kaanapali
- Villa rentals Kaanapali
- Rentals with beach access Kaanapali
- Rentals with a sauna Kaanapali
- Vacation home rentals Kaanapali
- Hotel rooms Kaanapali
- Rentals with a kayak Kaanapali
- Beach condo rentals Kaanapali
- Rentals with breakfast Kaanapali
- Resort rentals Kaanapali
- Apartment rentals Kaanapali
- Luxury rentals Maui County
- Luxury rentals Hawaii
- Luxury rentals United States
- Maui
- Kaanapali Beach
- Lahaina Beach
- Whalers Village
- Polo Beach
- Wailea Beach
- Maui Vista Condominium
- Kapalua Bay Beach
- Honolua Bay
- Big Beach
- Kepuhi Beach
- Haleakala National Park
- Black Rock Beach
- Black Sand Beach
- Old Lahaina Luau
- Ka'anapali Golf Courses
- Kihei Kai Nani
- KOA Resort
- Kamaole Beach Park II
- Maui Arts & Cultural Center
- Maui Ocean Center
- Aston Mahana at Kaanapali
- PacWhale Eco-Adventures
- Hāmoa Beach
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes




