
Holiday rentals with a pool in Kaanapali
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Kaanapali
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Ka'anapali Oceanfront 1BR w/ Dream-views & AC!
This serene beachfront retreat is located along the Kaanapali coast, less than 50' from the beach and waves. The unit offers a whole lot of Aloha, with unobstructed views of an expansive crystal blue-green ocean, crashing waves, swaying palm trees, adjacent islands, starry skies and sea life (sea turtles and monk seals all year long, migrating humpback whales from late Dec through April). The interior is clean, nicely appointed, & has lots of amenities to make your stay comfortable & enjoyable.

Eldorado Beach Resort Ka’anapali - Whalers Village
* The Eldorado resort charges a one time $65 plus $22 per day resort fee at check in. Maui Eldorados beach resort Unit # K110 is a beautifully updated large studio suite with a privacy wall that sleeps 4 comfortably. Featuring a gorgeous fully equipped kitchen, tile floors, AC, new washer/ dryer and beautifully remodeled bathroom suite. The beach cabana with everything you need fronts the nicest stretch of beach in all of Ka'anapali. Whalers village is an easy 5 minute walk from the resort.

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.

Oceanfront Kahana Reef Condo
Kahana Reef is a small, quiet boutique complex that has unparalleled views of the beautiful turquoise waters of the Pacific and neighboring islands, great water access for snorkeling, SUP, Kayaking or just lounging on the beach. Great cuisine, coffee and shopping are all very close to the complex and can be reached without even having to get into your car. Free on-sight parking, elevators, BBQ's and a Pool make Kahana Reef the perfect place to call home as you explore the wonders of Maui.

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.

Direct Oceanfront Studio 180° View Maui Kaanapali
Welcome to Maui Kai – a unique boutique complex boasting a pool, spa, and BBQ area, nestled as a hidden gem along the renowned Kaanapali Beach. Our condo is on the 5th floor, offers uninterrupted panoramic views of Lanai and Molokai islands, seasonal whale watching, with convenient access to beaches, restaurants and golfing. Make the most of your Maui getaway at our penthouse in Maui Kai. All taxes and fees are included in your final booking price with complimentary onsite parking.

Direct Waterfront, Air conditioned, Amazing Views!
Stunning views! There is nothing better than sitting on your Lanai and listening to the waves! It is not unusual to spot whales and sea turtles while sitting on our Lanai. One of the nicest, if not THE nicest units at Papakea. Truly deluxe! Ocean front with full ocean view, just 30 feet from the ocean. If you are looking for multiple units, we are also owners of G104. This is a legally permitted vacation rental and is hotel zoned according to the County of Maui ordinances.

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

Amazing Ocean Views from 8th Floor! No Resort Fees
** NO RESORT FEES ** 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. Unit 802 is high above the palm trees, for an unobstructed Ocean view overlooking neighboring islands of Molokai and Lanai. Perfect for whale watching or relaxing on the daybed on the lanai.

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

Absolute Beachfront with Million-Dollar Views!
My place is close to Kaanapali, Napili and Lahaina. The beach out front has gated access from only three resorts. You’ll love my place because of the view, the beach, and close proximity to Kaanapali, Kapalua, Napili, and all the beautiful scenery that West Maui has to offer. My place is good for couples, solo adventurers, and families (with kids).

Mahana 1015 - Luxury Oceanfront Condo (1bd/2ba)
Welcome to Mahana 1015, a breathtaking oceanfront condo located on one of the top floors of the exclusive Aston Mahana at Ka’anapali Resort. Offering two full bathrooms and spacious accommodations, this one-bedroom suite is the perfect place to indulge in Maui’s natural beauty with unmatched comfort and style.
Popular amenities for Kaanapali rentals with a pool
House rentals with a pool

Mahalo Pono @ Ka'anapali Royal

Oceanview • Family-friendly • Sleeps 8 • w/Parking

Luxurious and Spacious 2BD Kaanapali Condo

Oceanview Townhome • Modern • 2 Min Walk to Beach!

Stunning ocean view, heated pool at home by Wailea

Kula Jewel - Pool, Hot Tub & Awesome Views!

#1 Kaanapali Beach C101 Maui Eldorado, Sleeps 3.

Island Vibe w/Pool, near Kapalua Golf & Napili Bay
Condo rentals with a pool

Oceanfront | Luxury View | 2 Beds

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

Absolutely Oceanfront - Corner Unit- Amazing Views

Spacious Studio at Kaanapali Shores Resort

Beautiful Papakea 1 Bedroom with A/C

Kaanapali Shores Modern Beachside Resort Condo

Indigo Cottage

OCEAN FRONT CONDO IN KAHANA NEAR SELECTED! ,KAPALUA
Other holiday rentals with a pool

Maui Oceanfront-King Bd/Ba, AC & Epic Ocean Views!

Maui Resort Rentals: Honua Kai Hokulani 213

Mahana 1215 Penthouse

Now Available The Ultimate Island Escape

Direct oceanfront Studio in Kaanapali, Maui

Maui El Dorado Kaanapali Beach Studio - G204

Beautiful, Remodeled Ocean View Condo

Beachfront on Kaanapali The Mahana 1106!
When is the best time to visit Kaanapali?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $690 NZD | $715 NZD | $759 NZD | $755 NZD | $671 NZD | $870 NZD | $888 NZD | $881 NZD | $671 NZD | $653 NZD | $678 NZD | $811 NZD |
| Avg. temp | 23°C | 23°C | 23°C | 24°C | 25°C | 26°C | 27°C | 27°C | 27°C | 26°C | 25°C | 24°C |
Quick stats about holiday rentals with a pool in Kaanapali

Total holiday rentals
Explore 4,230 holiday rentals in Kaanapali

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

Verified guest reviews
Over 42,900 verified reviews to help you choose

Family-friendly holiday rentals
2,090 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
2,770 properties have a dedicated workspace

Wi-Fi availability
4,220 of Kaanapali holiday rentals include Wi-Fi access

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

4.8 Average rating
Kaanapali stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Honolulu Holiday rentals
- Oahu Holiday rentals
- Kauai Holiday rentals
- Island of Hawai'i Holiday rentals
- Waikīkī Beach Holiday rentals
- Kailua-Kona Holiday rentals
- Kona Holiday rentals
- Kihei Holiday rentals
- North Kona Holiday rentals
- Princeville Holiday rentals
- Hilo Holiday rentals
- Napili-Honokowai Holiday rentals
- Condo rentals Kaanapali
- Beach house rentals Kaanapali
- Rentals with a sauna Kaanapali
- Family-friendly rentals Kaanapali
- Rentals with beach access Kaanapali
- Rentals with breakfast Kaanapali
- Serviced apartment rentals Kaanapali
- Rentals with a kayak Kaanapali
- Beachfront rentals Kaanapali
- Beach condo rentals Kaanapali
- Resort rentals Kaanapali
- House rentals Kaanapali
- Rentals with an accessible height bed Kaanapali
- Rentals with outdoor seating Kaanapali
- Hotel rooms Kaanapali
- Pet-friendly rentals Kaanapali
- Waterfront rentals Kaanapali
- Cottage rentals Kaanapali
- Rentals with a washing machine and dryer Kaanapali
- Rentals with a patio Kaanapali
- Luxury rentals Kaanapali
- Rentals with an EV charger Kaanapali
- Holiday home rentals Kaanapali
- Rentals with a hot tub Kaanapali
- Fitness-friendly rentals Kaanapali
- Rentals with a fire pit Kaanapali
- Apartment rentals Kaanapali
- Villa rentals Kaanapali
- Rentals with pools Maui County
- Rentals with pools Hawaii
- Rentals with pools United States
- Maui
- Kamaole Beach Park II
- Kaanapali Beach
- Lahaina Beach
- Kepuhi Beach
- Honolua Bay
- Kapalua Bay Beach
- Wailea Beach
- Polo Beach
- Maui Ocean Center
- Hāmoa Beach
- Ka'anapali Golf Courses
- Old Lahaina Luau
- Ulua Beach
- Black Rock Beach
- Big Beach
- Whalers Village
- Haleakala National Park
- Maui Vista Condominium
- Kahana Beach
- Maui Arts & Cultural Center
- Maui Sunset
- Kihei Kai Nani
- Peahi




