
Holiday rentals with a pool in Kaanapali
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Top-rated rentals with a pool in Kaanapali
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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

Maui Oceanfront Dream View!
"Work From Home" in this Ocean Front Junior Suite Studio/1 Bathroom/Sleeps 3 Persons. Air Conditioning, Wifi, KING Bed, plus queen air mattress, granite kitchen counter tops, and more. Enjoy heated pool and jacuzzi at our private facility. Maui Kai 503 is a beautifully remodeled ocean front studio on 5th floor in the famous Kaanapali area! "SOLID GOLD" resort value on Maui Revealed website. Check it out on Hawaii-revealed website Maui section. Snorkel gear beach umbrella & chairs &boogie boards!

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.

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.

Private Napili Nest Near Beach
Tucked away, yet within minutes of Napili Bay, Kapalua resorts, golf, hiking and restaurants, Napili Nest is a private, remodeled and well-appointed end-unit studio with an A/C, balcony, peek-a-boo ocean/garden view and thoughtful guest amenities. Located in a quiet, low-density complex, this place is ideal for up to two guests seeking a peaceful getaway, living among locals. Busy nightlife fans would be happier in other parts of Maui.

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

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).
Popular amenities for Kaanapali rentals with a pool
House rentals with a pool

Mahalo Pono @ Ka 'anapali Royal

Oceanfront Loft Condo | Sunset views | Parking

Newly Remodeled Cottage

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

International Colony Club 20 Remodeled 2BD Pool AC

Gram’s Maui Golf Cottage

Luxe 3BR Pualei Beach House Retreat

Stunning ocean view, heated pool at home by Wailea
Apartment rentals with a pool

Direct Waterfront, Air conditioned, Amazing Views!

Ocean Views- Beachfront- Steps to a Sandy Beach!

Ocean View, Pool, Hot Tub, Tennis, Pickleball

Your Oasis by the Sea, stay at B103!

Beachfront Designer Remodel/AC, 180⁰ Ocean View

Unit 120 Island bliss with great views!

Maui El Dorado Kaanapali Beach Studio - G204

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

Remodeled, Expansive Ocean views, spacious condo

Oceanfront Penthouse Maui Kaanapali, Aloha Getaway

Beautiful Ground floor! Ocean and Beach Access

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

Oceanfront King Bed Renovated Maui Kai Condo MK806

New Arrival Serenity, Style, and Island Charm

Beachfront Resort! Easy Access Ground Floor Condo

NEW Ocean Front Condo w Amazing Views
When is the best time to visit Kaanapali?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $529 SGD | $548 SGD | $582 SGD | $579 SGD | $515 SGD | $667 SGD | $681 SGD | $676 SGD | $515 SGD | $418 SGD | $440 SGD | $521 SGD |
| 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

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

Wifi availability
4,000 of Kaanapali holiday rentals include wifi 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!
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- Maui
- Kaanapali Beach
- Kahului Beach
- Kepuhi Beach
- Lahaina Beach
- Honolua Bay
- Sandy Beach
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Manele Golf Course
- Kalani Beach
- Maui Ocean Center
- Wailea Beach
- Hāmoa Beach
- Palauea Beach
- Puu Olai Beach
- Changs Beach
- Kaipukaihina
- Polo Beach
- Maui Golf & Sports Park
- Ka'anapali Golf Courses
- Old Lahaina Luau
- Kapua




