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

Best Location in Kapalua, walk to beach, spacious
Best location spacious 1-bedroom 1-bath Kapalua Bay Villa, walk to Kapalua Bay Beach and Napili Bay -best for swimming and snorkeling. Ideal for families and couples. Modern interior with lots of natural light. Enjoy views and fresh island air from this ground-level unit with large bay windows and a walk-out patio. Walk to Montage, Ritz Carlton, Honolua Store, restaurants (Cane & Canoe, Merriman's, Taverna, Sansei, Seahouse), golf, and tennis. Free parking/wifi. Up to 4 people (including infants

❤️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!

Ka'anapali Oceanfront Dream-view Retreat with AC!
This serene oceanfront 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.

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.

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.

OCEAN FRONT Condo at Napili Bay, Near Kapalua!
Thank you for checking out my OCEAN FRONT condo located at the Charming Napili Shores resort. This recently renovated condo is in the high demand I building, which is the closest to the ocean in the complex. Imagine every morning you enjoy the brunch ordered from the famous Gazebo restaurant at your own Lanai right beside the ocean; Soak up the sunshine on the Napili beach steps away from the resort during the day, and come back in the evening to watch the stunning sunset in your room!

Ka Hale Aloha (The Love Shack)
Escape and fall in love with “Ka Hale Aloha-The Love Shack” where paradise awaits you....This adventurous hideaway will leave you feeling refreshed, relaxed and more alive than ever before!! Experience all the life & Aloha the island of Maui has to offer in your private detached bungalow located on an old 8 acre fruit plantation turned condos, just steps from the ocean. This is a unique experience...there’s nothing quite like "Ka Hale Aloha" on island * Check us out on IG at @kahalealoha

Absolutely Oceanfront - Corner Unit- Amazing Views
Absolutely Best Direct Ocean Front With Unobstructed Views if Molokai and Lanai Not from the side of a building or overlooking other units - Deluxe Corner High Floor Apartment - Additional Side Window - Plus Bedroom and Bathroom View Windows - Guests tell us the views from our high floor apartment is better than whale watching tours - Closest building to the Ocean on Maui - Memory Foam King Bed (not Queen) - No Bedbugs here/Bed Bug Protective King Mattress and pillow covers.

Ocean's Edge Romance: Sunsets, Whales, Views!
Bask as you wake to the sound of the waves crashing below and the sight of pristine turquoise water and expansive rainbows. You may pinch yourself as you take it all in, thinking you are still dreaming. We are excited to be able to offer Maui Kai 807, a studio condo in the original beach front high-rise on Maui's west side. No other resort in Kaanapli will put you closer to the ocean's edge. Enjoy the sights of sunsets, turtles, dolphins, and whales (Dec-March) right from your lanai.

TOP FLOOR!!!! Oceanfront, free Wi-Fi, free parking
Honokowai area. Fresh & clean island vibe on the top floor, one unit away from the end. Practically hanging over the water's edge. Beautiful views of Molokai out the screened front door, as well as Lanai off the lanai. Striking floor-ceiling mirrors capture ocean views from virtually anywhere inside. Location in building catches wonderful trade winds. Listen to the sounds of the waves, just steps away & enjoy the endless sea turtle traffic right under your nose.

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

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

Newly Remodeled Cottage

Stunning One Bd Partial ocean, AC, wifi,Pool C209

Wake Up to Sweeping Ocean Views in Platinum Style

Stunning ocean view, heated pool at home by Wailea

Kula Jewel - Pool, Hot Tub & Awesome Views!

Beach Bungalow + Bikes & Pickleball Gear

#1 Kaanapali Beach C101 Maui Eldorado, Sleeps 3.
Condo rentals with a pool

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

MKV Beach Resort Ka'anapali - Ocean & Sunset Views

Oceanfront Bliss (direct ocean view) Maui.

NEWLY REMODELED OCEAN VIEW CONDO, STEPS FROM BEACH

Luxury condo • 180° Ocean Views • Steps to Beach

Oceanview Maui Condo, Turtles, Whales, Rainbows

Stunning! Oceanfront! Remodeled! Winter Specials!

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

Oceanfront penthouse - stunning view!

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

Hyatt Residence Club Maui 1 BR Mountain View Upper

Westin Nanea Kaanapali Ocean Villa 2BR Sleeps 6

Beautiful, Remodeled Ocean View Condo

NEW Ocean Front Condo w Amazing Views

Best Papakea Oceanfront *No resort fees* Unit A106

New Remodel Oceanfront Sunset Paradise
When is the best time to visit Kaanapali?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $629 AUD | $652 AUD | $692 AUD | $689 AUD | $612 AUD | $793 AUD | $809 AUD | $803 AUD | $612 AUD | $497 AUD | $523 AUD | $620 AUD |
| 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 4,030 holiday rentals in Kaanapali

Verified guest reviews
Over 40,850 verified reviews to help you choose

Family-friendly holiday rentals
1,860 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
2,600 properties have a dedicated workspace

Wi-Fi availability
4,000 of Kaanapali holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Kaanapali rentals

4.8 Average rating
Kaanapali stays are highly rated by guests—averaging 4.8 out of 5!
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- Maui
- Kaanapali Beach
- Kahului Beach
- Kepuhi Beach
- Lahaina Beach
- Laie
- Honolua Bay
- Sandy Beach
- Kapalua Bay Beach
- Spreckelsville Beach
- Olowalu Beach
- Manele Golf Course
- Kalani Beach
- Hāmoa Beach
- Maui Ocean Center
- Wailea Beach
- Kaipukaihina
- Puu Olai Beach
- Palauea Beach
- Changs Beach
- Kapua
- Old Lahaina Luau
- Maui Golf & Sports Park
- Wailau Valley




