
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.

180* Oceanfront View w/ AC! Remodel+2Pools+Clean
We are a LEGAL Short Term Rental. If STRs are banned, we will refund your reservation money. We are 6 miles north of the fire. Our beaches, sunsets & ocean are still amazing. Remodeled Large Studio w/ AC. Sleep 30' from the ocean to the sound of waves! PANORAMIC VIEWS/SUNSETS! 2 Relaxing Oceanside POOLS & hot tub. Fully-equipped kitchen. Walk-in rain shower. GREAT LOCATION! Close to Kaanapali, Kapalua, groceries, restaurants, beaches. TURTLES love this area. Free Parking. No Resort Fees.

3 Min to Beach, King Bed and Beach Gear
- Walk across the street to beautiful, uncrowded Kahana Beach - Beach chairs, cooler and umbrella included - See sea turtles, breaching whales swimming in the ocean - Close to Ka'anapali and Kapalua golf courses - A/C in bedroom and living room - King size bed and queen sleeper - Smart Cable TV, stereo - Walk to groceries, restaurants, and bars - Fast WiFi - Fully renovated condo with great mix of locals and vacationers - Popular restaurants Miso Phat, Captain Jacks and Dolly's are 1 minute away

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 & centrally located next to the Montage Resort. 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, shopping, spas, & several bays/beaches great for snorkeling, surfing, & relaxing, this is the perfect home base.

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.

MKV Beach Resort Ka'anapali - Ocean & Sunset Views
Note... MKV resort charges $35 per day due at check in. Beautifully updated spacious studio with ocean view. Amazing sunsets and whale watching are found here. Features new modern furniture, fresh paint and new decor throughout. MKV has direct beach access, two swimming pools, hot tubs, spa, gym, shuffleboard, outdoor BBQ's and Castaway's ocean front bar & grill. Parking is super convenient & free. Free trolly rides to Whalers village and Ka'anapali restaurants, markets and golf courses.

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 Studio December Special $109!
Aloha🙏🙏🙏 Corner unit . 43 vizio TV(Smart) Free WiFi King size bed Ceiling fan AC 12000 BTU Balcony’s chair Beach umbrella Beach chairs (2) And cooler Oven Microwave Refrigerator Pots,pans,utensils Coffee maker Complimentary coffee Set of beach towels (2) Set of towels,hand towels Etc Hair dryer Pool/all year around Iron Start up hand soap shampoo,conditioner,lotion Maui book Free parking Bbq area Toaster Blender Sal/pepper Ceiling fan 10 min walk to Napili bay

WOW! What a view! Ka’anapali condo w/AC, King Bed!
Enjoy the relaxing, peaceful Maui vacation you have been dreaming of! Maui Kai #202 greets you with breathtaking ocean views as soon as you open the door! You’ll love being right on the ocean in this recently updated studio condo at Maui Kai. You're so close to the ocean, you'll feel like you're on a cruise (without the swaying of the ship!). Let your troubles melt away with each crashing wave… Note: This is a permitted vacation rental located in the “hotel zone”.

Beautiful Ocean View on Quiet Side of Honua Kai!
*** NO RESORT OR PARKING FEES! *** Honua Kai is a Four Star resort with four pools, five spas, a fitness center, Aina Gourmet Market, and beachfront Dukes Restaurant on premises. Our one bedroom condo has a partial ocean view from the lanai, has a KING sized bed in the bedroom AND queen SOFA SLEEPER for additional guests. We stock our condo with four beach chairs, umbrella, two coolers, boogie boards, and pool toys for you to use.

Sunsets and Turtles and Whales, Oh My!
Spectacular ocean views Whales and turtles galore(whale season Nov-March) Great snorkeling Gorgeous landscaping Pool, grills, shuffleboard, laundry, and huge sundeck Pristine beaches, grocery stores and world class shopping nearby Sleek and modern Maui hale Chef's kitchen Stainless steel appliances Tv & wifi Cali King bed with luxury linens Beach toys Cooling trade winds Boutique building Elevator and luggage carts Free parking

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
Popular amenities for rentals with a pool near Kaanapali Beach
House rentals with a pool

Mahalo Pono @ Ka'anapali Royal

Oceanfront Loft Condo | Sunset views | Parking

Newly Remodeled Cottage

Oceanfront Studio w/ Beach Access and Pool!

International Colony Club 20 Remodeled 2BD Pool AC

Luxe 3BR Pualei Beach House Retreat

Stunning ocean view, heated pool at home by Wailea

Kula Jewel - Pool, Hot Tub & Awesome Views!
Condo rentals with a pool

Your Oasis by the Sea, stay at B103!

Oceanfront Bliss. Affordable Million Dollar Views!

Beachfront Designer Remodel/AC, 180⁰ Ocean View

Kaanapali Shores Modern Beachside Resort Condo

OCEAN FRONT CONDO IN KAHANA NEAR SELECTED! ,KAPALUA

Stunning! Oceanfront! Remodeled! Winter Specials!

Ocean's Edge Romance: Sunsets, Whales, Views!

Oceanfront Corner Gem with Epic Views & Charm!
Other holiday rentals with a pool

Ocean View steps from beach, dining, shopping 961

Ocean Views- Beachfront- Steps to a Sandy Beach!

Oceanfront Penthouse Maui Kaanapali, Aloha Getaway

Remodeled, Expansive Ocean views, spacious condo

Maui Resort Rentals: The Whaler 1061

Turtles & Tales: Luxe Beachfront w/AC & Ocean view

Maui El Dorado Kaanapali Beach Studio - G204

Ocean View Condo with Beachfront Cabana for Guests
Quick stats about rentals with a pool near Kaanapali Beach

Total holiday rentals
Explore 410 holiday rentals in Kaanapali Beach

Nightly prices starting at
Kaanapali Beach holiday rentals start at $17 NZD per night before taxes and fees

Verified guest reviews
Over 2,660 verified reviews to help you choose

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

Rentals with dedicated workspaces
260 properties have a dedicated workspace

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

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Fitness-friendly rentals Kaanapali Beach
- Hotel rooms Kaanapali Beach
- Rentals with an EV charger Kaanapali Beach
- Rentals with a washing machine and dryer Kaanapali Beach
- Serviced apartment rentals Kaanapali Beach
- Beachfront rentals Kaanapali Beach
- Rentals with a hot tub Kaanapali Beach
- Apartment rentals Kaanapali Beach
- Rentals with a fire pit Kaanapali Beach
- Rentals with an accessible height bed Kaanapali Beach
- Family-friendly rentals Kaanapali Beach
- Condo rentals Kaanapali Beach
- Rentals with a kayak Kaanapali Beach
- Resort rentals Kaanapali Beach
- Rentals with a patio Kaanapali Beach
- Villa rentals Kaanapali Beach
- Rentals with beach access Kaanapali Beach
- Beach condo rentals Kaanapali Beach
- Waterfront rentals Kaanapali Beach
- Rentals with outdoor seating Kaanapali Beach
- Rentals with a sauna Kaanapali Beach
- Rentals with pools Maui County
- Rentals with pools Hawaii
- Rentals with pools United States




