
Home rentals with a pool near Kaanapali Beach
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Top-rated rentals with a pool near Kaanapali Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

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 Shores Modern Beachside Resort Condo
SALE! 1/2 PRICE, Kaanapali Shores is a full service resort offering amenities that surpass other resorts. Lavish tropical landscaping, waterfalls, large oasis pool and lap pool at the ocean edge, 2 hot tubs, sauna, ocean activities center, retail stores, Fitness Center, Pickle Ball Court and other great amenities. The on-site Beach Club Restaurant offers ocean views live music and a great Happy Hour! Our unit is not affected by Maui short term rental bans since we are a hotel-resort.

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.

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.

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

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.

Ground Floor- New Renovation, AC & steps to Ocean
Welcome to our tropical paradise at beautiful Papakea Resort. Our newly renovated condo E106 is air conditioned (newly installed) & conveniently located on the ground floor with very close access to the ocean and the pool area in building E. This condo sleeps 4 people. There is a queen sofa sleeper in the living room. This condo is not suitable for kids under 8.

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

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!
Apartment rentals with a pool

Direct Waterfront, Air conditioned, Amazing Views!

Absolutely Oceanfront - Corner Unit- Amazing Views

Your Oasis by the Sea, stay at B103!

Oceanfront Kahana Reef Condo

Stunning! Oceanfront! Remodeled! Winter Specials!

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

Oceanfront Corner Gem with Epic Views & Charm!

3 Min to Beach, King Bed and Beach Gear
Other holiday rentals with a pool

Oceanfront Penthouse Maui Kaanapali, Aloha Getaway

Maui Resort Rentals: The Whaler 1061

Modern Beach Condo with Platinum Rating

Maui El Dorado Kaanapali Beach Studio- G204

180* Oceanfront View w/ AC! Remodel+2Pools+Clean

Whaler 1115 Sunny 11th Floor Studio

Ocean View Condo with Beachfront Cabana for Guests

Kaanapali Breeze and 180 degrees Ocean View!
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 $13 SGD 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 & child-friendly amenities

Rentals with dedicated workspaces
260 properties have a dedicated workspace

Wifi availability
410 of Kaanapali Beach holiday rentals include wifi 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!
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- Maui
- Kamaole Beach Park II
- 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
- PacWhale Eco-Adventures




