
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.

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.

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.

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

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.

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.

Fresh Reno on 8th Floor Studio - Amazing Views
** NO RESORT FEES ** Just finished renovation on this 8th floor STUDIO at The Mahana! New furniture, cabinets, flooring, appliances, and housewares. Be the first guests to enjoy the luxury! The Mahana on Kaanapali Beach is a beachfront resort that offers a prime location, close to many great shops and restaurants. Enjoy the peacefulness and privacy of this tropical resort.

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

Kaanapali Fairway Villa 3BR/3BA.
Welcome to this Kaanapali Golf course 3 bedroom 3 bath bed and breakfast. Permit number BBWMT 2021/0003-159 Halelo. This beautiful Mediterranean home is conveniently located on hole number 5 of the Kaanapali Golf Course with a private pool, swim up bar, and ocean view. Recently renovated with many added amenities and features, please see in description below.

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

Maui direct ocean front . Super private

Beautifully Remodeled 3 Bedrooms/2Bathrooms

Oceanfront Paradise with Pickleball gear!

Exceptional Upcountry Villa, breathtaking views!

Private S. Maui home w/ocean views, pool, hot tub

Studio Kaanapali Beach, Beach Cabana, Jacuzzi, Gr

Kula Jewel - Pool, Hot Tub & Awesome Views!

3B2B w/HotTub FamilyComfort HawaiianaCharm Central
Condo rentals with a pool

Luxury Condo Near Whalers Village

MAHANA 505 OCEAN FRONT W/ SPECTACULAR VIEWS

NEWLY REMODELED OCEAN VIEW CONDO, STEPS FROM BEACH

Oceanview Maui Condo, Turtles, Whales, Rainbows

Spacious Island Condo on Top-Voted Beach

2BR/2BA | @ Alii Beachfront Resort | Sleeps 8

Ocean View steps from beach, dining, shopping 856

Remodeled Lux Oceanview resort condo, AC, & more
Other holiday rentals with a pool

Ocean View Condo with Beachfront Cabana for Guests

Lovely Condo - The Whaler Maui

Kahana Ocean View | Pool, Beach, Private Lanai

Mahana 1215 Penthouse

Ocean-View Studio at Kaanapali Beach

Stunning Oceanfront Penthouse

Mahalo Pono @ Ka'anapali Royal

The Whaler On Ka'anapali Beach, Partial Ocean View
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
- Condo rentals Kaanapali Beach
- Beachfront rentals Kaanapali Beach
- Apartment rentals Kaanapali Beach
- Rentals with a kayak Kaanapali Beach
- Serviced apartment rentals Kaanapali Beach
- Rentals with a sauna Kaanapali Beach
- Hotel rooms 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 breakfast Kaanapali Beach
- Beach condo rentals Kaanapali Beach
- Waterfront rentals Kaanapali Beach
- Rentals with pools Maui County
- Rentals with pools Hawaii
- Rentals with pools United States
- Maui
- Lahaina Beach
- Whalers Village
- Wailea Beach
- Maui Vista Condominium
- Polo Beach
- Honolua Bay
- Kapalua Bay Beach
- Big Beach
- Kepuhi Beach
- Black Rock Beach
- Black Sand Beach
- Haleakala National Park
- Old Lahaina Luau
- Ka'anapali Golf Courses
- Kihei Kai Nani
- KOA Resort
- Kamaole Beach Park II
- Aston Mahana at Kaanapali
- Maui Arts & Cultural Center
- Maui Ocean Center
- PacWhale Eco-Adventures
- Hāmoa Beach
- Kahana Beach





