
Home rentals with a pool near Kaanapali Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool near Kaanapali Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

Ocean Views- Beachfront- Steps to a Sandy Beach!
Views! Views! Views! From the moment you enter Valley Isle unit 110 you will be mesmerized with ocean views from every room. This corner unit is located on the 1st floor and has direct access, steps to a sandy beach. Watch rainbows, turtles or whales from the spacious Lanai, a comfortable scenic space where you can spend your mornings, days or evenings, located within 15 feet from the ocean. Bedroom sliding door opens to tranquil sound of the ocean, doz-off with open doors to the sound of waves.

Mahana at Kaanapali- Beachfront Walkout Jewel
Maui Gov’t Approved Short Term Rental - Hotel District- Direct beach access with ground floor spacious lanai. Unreal views from this one bedroom, one sofa bed ground level entry, beachfront condo located directly on Kaanapali Beach. Central AC with LR and BR providing separate direct walkout to the lanai and 15 steps away is the beach! 75" TV, Sonos system, Apple TV, washer/dryer etc. Stocked kitchen includes coffee makers and supplies to get yourself ready for romantic dinners with the sunset!

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.

Amazing Kapalua ,Stay 7 nights, only pay for 6 !
Our place is close to 3 beautiful beaches, 2 spectacular golf courses, tennis garden, hiking trails, whales, zip line, shops, restaurants, pools, barbecue, and spas. You’ll love our place because of the incredible views from the outdoor garden. It is huge and we call it our living room on the lawn. You'll love the ambiance, neighborhood, people. You will love everything about the Ridge at Kapalua. Our place is good for couples, solo adventurers, business travelers, not suitable for children.

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.

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.

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.

Napili Bay Oceanview Resort Hideaway
Welcome to Napili Bay, Maui's hidden gem, and a favorite spot for some of the best snorkeling on Maui. Relax in the ocean breeze from your private lanai. Enjoy ocean views throughout the condo. Lush tropical landscaping, plumerias, monkeypods, and many more plant varieties throughout the property. 2nd floor studio condo, beautiful vaulted ceilings, low density property, old school Hawaiian resort. Easy access to world-class beaches, restaurants, shopping and golfing.

Kapalua, luxe, ocean view, beach, spa, golf/tennis
KAPALUA - Best location! Welcome to the luxuriously Kapalua Bay Villa #37B1. Bright and airy, with comfortable furniture and modern appliances. Scenic ocean view, a 5-minute walk to Kapalua Bay, Montage Resort, tennis, golf, hiking, zip-lining, amazing restaurants, and a first-class spa. Kapalua Bay Villas is a low-density community within the Kapalua Resort—a 15-minute drive to Kaanapali, and a 40-minute drive to Central Maui to explore the island.

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

Oceanfront Paradise! Sea Turtle Cove C24 Napili Pt
Spectacular Ocean & Outer Island views from your Air Conditioned condo! Enjoy snorkeling with Sea Turtles in your backyard, seasonal Whale Watching from your kitchen, and breathtaking Sunsets... Welcome to Paradise! Traveling with family or friends? Please see our other listing just few doors down: Oceanfront Oasis! Sea Turtle Cove B17 Napili Point
Popular amenities for rentals with a pool near Kaanapali Beach
House rentals with a pool

Mahalo Pono @ Ka'anapali Royal

Oceanfront Paradise with Pickleball gear!

Kaanapali Royal G303 - Luxury & Spacious

Newly Remodeled Cottage

Go for an Ocean Swim From a Fun Beach Villa

Stunning ocean view Villa, Heated pool, Wailea

Kula Jewel - Pool, Hot Tub & Awesome Views!

Studio Kaanapali Beach, Sleeps 3, Beach Cabana, Ja
Condo rentals with a pool

Eldorado Beach Resort Ka’anapali - Whalers Village

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

MAHANA 505 OCEAN FRONT W/ SPECTACULAR VIEWS

Stunning Panoramic Oceanfront 2 Bed Bath with AC

OCEAN FRONT Condo at Napili Bay, Near Kapalua!

Luxury Condo Near Whalers Village

Whales Watch:180° Ocean views/Lux Remodel/Beach/AC

Amazing Summer Discounts and Fantastic Ocean Views
Other holiday rentals with a pool

Luxe 10th Floor Studio with Panoramic Ocean Views

Amazing Oceanview, Kaanapali Beach, Prime Location

West Maui Remodeled 2/2 Family Getaway w/New AC!

Ocean View Kaanapali Shores Condo | Pool & Beach

Oceanview Kaanapali Shores- Beachfront resort w/AC

Westin Nanea Hawaiian 2-BdrmVilla October 24-31st

Whaler 1115 Sunny 11th Floor Studio

Grdn View steps from beach, dining, shopping 116
Quick stats about rentals with a pool near Kaanapali Beach

Total holiday rentals
Explore 470 holiday rentals in Kaanapali Beach

Nightly prices starting at
Kaanapali Beach holiday rentals start at $14 AUD per night before taxes and fees

Verified guest reviews
Over 3,060 verified reviews to help you choose

Family-friendly holiday rentals
170 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
260 properties have a dedicated workspace

Wi-Fi availability
470 of Kaanapali Beach holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Kaanapali Beach rentals

4.8 Average rating
Kaanapali Beach stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Villa rentals Kaanapali Beach
- Beachfront rentals Kaanapali Beach
- Rentals with a kayak Kaanapali Beach
- Fitness-friendly rentals Kaanapali Beach
- Apartment rentals Kaanapali Beach
- Rentals with a fire pit Kaanapali Beach
- Serviced apartment rentals Kaanapali Beach
- Rentals with a sauna Kaanapali Beach
- Rentals with an EV charger Kaanapali Beach
- Hotel rooms Kaanapali Beach
- Rentals with a washing machine and dryer Kaanapali Beach
- Rentals with a hot tub Kaanapali Beach
- Family-friendly rentals Kaanapali Beach
- Resort rentals Kaanapali Beach
- Rentals with beach access Kaanapali Beach
- Pet-friendly rentals Kaanapali Beach
- Rentals with a patio Kaanapali Beach
- Rentals with breakfast Kaanapali Beach
- Beach condo rentals Kaanapali Beach
- Waterfront rentals Kaanapali Beach
- Rentals with outdoor seating Kaanapali Beach
- Condo rentals Kaanapali Beach
- Rentals with pools Maui County
- Rentals with pools Hawaii
- Rentals with pools United States
- Maui
- Lahaina Beach
- Wailea Beach
- Whalers Village
- Polo Beach
- Honolua Bay
- Kapalua Bay Beach
- Maui Vista Condominium
- Kepuhi Beach
- Old Lahaina Luau
- Big Beach
- Ka'anapali Golf Courses
- Black Rock Beach
- Black Sand Beach
- Haleakala National Park
- Kihei Kai Nani
- Maui Ocean Center
- Kamaole Beach Park II
- Hāmoa Beach
- KOA Resort
- Maui Arts & Cultural Center
- PacWhale Eco-Adventures
- Peahi
- Kahana Beach





