
Vacation 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.

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!

❤️Best Views on Maui! Perfect for Honeymooners!!❤️
*** NO RESORT FEES! *** Our Studio condo is Unit 1013, located in The Lanai Building at The Mahana. We recently had our roof replaced summer of 2024, so there will be no construction work in our building this year. Newly renovated 10th-floor OCEANFRONT studio condo with the best views on Maui! Drift to sleep on the new KING-sized memory foam mattress and awaken to the sounds of crashing waves. The Mahana on Kaanapali Beach offers a prime location near shops, restaurants, and the best beach!

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.

Gorgeous Oceanfront View, Kahana/Napili, West Maui
Welcome to my hotel-zoned oceanfront studio condo Enjoy stunning ocean views and breathtaking sunsets over the neighboring islands. See and hear the ocean from your bed and your private lanai. Featuring a comfy king bed, central AC, 55" smart TV, fast Wi-Fi, a fully equipped kitchen, and in-unit laundry. On-site parking available ($18/day+tax). No resort fees, no other additional fees. Located on the 10th floor at the Royal Kahana by Outrigger (Napili-Honokowai/Kahana)

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.

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”.

Beachfront Designer Remodel/AC, 180⁰ Ocean View
Watch the Whales breach during their migration and boats sailing by while sitting up in your dreamy oceanfront bedroom with a cup of coffee! If you love the sound of the ocean, then this is the place for you. Luxuriously remodeled Island Oasis, just 15 feet from the ocean with unbeatable, 180 degrees ocean views. Super private, secluded corner unit located on the 5th floor of Valley Isle Resort in Kahana. Inside the Hotel Zone.

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

Stunning! Oceanfront! Remodeled! Winter Specials!
Beautifully remodeled unit with granite counters and upscale appliances. King Bed! Bosch Washer/Dryer. Remodeled bath with walk in shower. Custom touches throughout unit. All Tile flooring! A/C in living area and Bali inspired ceiling fans in all rooms! Kaleialoha #207 Maui is open and ready for tourists! West Maui Welcomes You Back!. Our communities of Kaanapali, Honokowai, Kahana, Napili, and Kapalua; we all welcome you.

Direct Ocean front studio w ocean is ur back yard!
This is a hotel-zoned condo. It will not be affected by potential upcoming county regulations. Book with confidence!! Thank you for considering my direct ocean front studio condo in Kahana, my condo is located minutes outside of Lahaina , Kaanapali , Napili and Kapalua. You'll find the ocean view from my lanai/ room to be breathtaking and serene. This is truly an hidden gem on Maui.
Popular amenities for Kaanapali rentals with a pool
House rentals with a pool

Mahalo Pono @ Ka'anapali Royal

Oceanview 3BR Maui Condo + Beach Gear & Parking

Luxurious and Spacious 2BD Kaanapali Condo

Newly Remodeled Cottage

Go for an Ocean Swim From a Fun Beach Villa

Oceanfront Studio w/ Beach Access and Pool!

Stunning ocean view, heated pool at home by Wailea

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

Oceanfront | Luxury View | 2 Beds

Ocean Views- Beachfront- Steps to a Sandy Beach!

Luxury Oceanfront Turtles Sunsets - Maui, Hawaii -

Napili Nani cottage for 2 w/AC ~ *Renovated*

Your Oasis by the Sea, stay at B103!

Absolute Beachfront with Million-Dollar Views!

Condo in Lahaina, New Remodel, Amazingly Peaceful

Kaanapali Fairway Vista - Legal STR Hotel Zoned
Other vacation rentals with a pool

Mahana 1215 Penthouse

Maui Kaanapali Oceanfront Penthouse, Aloha Getaway

Maui Resort Rentals: The Whaler 1061

Ocean, Sunsets, Whales & Turtles at Honuloha

Maui El Dorado Kaanapali Beach Studio - G204

Beautiful, Remodeled Ocean View Condo

Beachfront Resort! Easy Access Ground Floor 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 | G$85,763 GYD | G$88,893 GYD | G$94,318 GYD | G$93,901 GYD | G$83,468 GYD | G$108,091 GYD | G$110,386 GYD | G$109,551 GYD | G$83,468 GYD | G$81,172 GYD | G$84,302 GYD | G$100,787 GYD |
| 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 vacation rentals with a pool in Kaanapali

Total vacation rentals
Explore 4,230 vacation rentals in Kaanapali

Nightly prices starting at
Kaanapali vacation rentals start at G$2,087 GYD per night before taxes and fees

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

Family-friendly vacation rentals
2,090 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

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

Wi-Fi availability
4,220 of Kaanapali vacation 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 Vacation rentals
- Oahu Vacation rentals
- Kauai Vacation rentals
- Island of Hawai'i Vacation rentals
- Waikīkī Beach Vacation rentals
- Kailua-Kona Vacation rentals
- Kona Vacation rentals
- Kihei Vacation rentals
- North Kona Vacation rentals
- Princeville Vacation rentals
- Hilo Vacation rentals
- Napili-Honokowai Vacation rentals
- Serviced apartment rentals Kaanapali
- Rentals with a hot tub Kaanapali
- Vacation home rentals Kaanapali
- Rentals with a patio Kaanapali
- Rentals with beach access Kaanapali
- House rentals Kaanapali
- Rentals with a fire pit Kaanapali
- Beach house rentals Kaanapali
- Resort rentals Kaanapali
- Pet-friendly rentals Kaanapali
- Hotel rooms Kaanapali
- Rentals with an accessible height bed Kaanapali
- Condo rentals Kaanapali
- Beachfront rentals Kaanapali
- Waterfront rentals Kaanapali
- Rentals with a sauna Kaanapali
- Family-friendly rentals Kaanapali
- Rentals with a washer and dryer Kaanapali
- Cottage rentals Kaanapali
- Villa rentals Kaanapali
- Rentals with an EV charger Kaanapali
- Rentals with a kayak Kaanapali
- Luxury rentals Kaanapali
- Fitness-friendly rentals Kaanapali
- Beach condo rentals Kaanapali
- Rentals with outdoor seating Kaanapali
- Apartment 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
- Big Beach
- Ulua Beach
- Whalers Village
- Black Rock Beach
- Peahi
- Maui Vista Condominium
- Maui Sunset
- Haleakala National Park
- Maui Arts & Cultural Center
- Kihei Kai Nani
- Kahana Beach




