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Holiday rentals with a pool in Lahaina

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Lahaina

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious studio features large windows that offer panoramic ocean views. A cozy seating area with a sofa and table complements a queen-size bed adorned with turquoise accents. A television is mounted on the wall, while a sliding door provides access to a private lanai.
Flat in Lahaina
4.99 out of 5 average rating, 279 reviews

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

We are a LEGAL Short Term Rental. If STRs are banned, we will refund your reservation money. We are 6 miles north of the fire. Our beaches, sunsets & ocean are still amazing. Remodeled Large Studio w/ AC. Sleep 30' from the ocean to the sound of waves! PANORAMIC VIEWS/SUNSETS! 2 Relaxing Oceanside POOLS & hot tub. Fully-equipped kitchen. Walk-in rain shower. GREAT LOCATION! Close to Kaanapali, Kapalua, groceries, restaurants, beaches. TURTLES love this area. Free Parking. No Resort Fees.

Top guest favourite
The living area features a gray sofa with patterned cushions facing a wooden coffee table. A wall-mounted TV is positioned nearby, and large glass doors bring in natural light, opening to a private lanai with views of the outdoors. Decor is minimalistic and modern.
Apartment in Lahaina
4.96 out of 5 average rating, 146 reviews

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

Top guest favourite
A private lanai features a round dining table with four chairs, surrounded by lush palm trees and stunning ocean views. The table is set with dinnerware and a vase of tropical flowers, offering an inviting space for outdoor dining.
Apartment in Lahaina
4.98 out of 5 average rating, 247 reviews

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.

Top guest favourite
A spacious living area is furnished with a seven-piece sectional sofa and a comfortable twin daybed. A coffee table rests on a patterned area rug. Floor-to-ceiling windows provide garden views, while a ceiling fan adds comfort to the inviting ambiance.
Apartment in Lahaina
4.99 out of 5 average rating, 144 reviews

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.

Top guest favourite
The open-concept living space features a modern kitchen with sleek cabinetry and a bar top overlooking a sunlit living area. Floor-to-ceiling windows reveal panoramic ocean views and access to a comfortable seating area, inviting relaxation in a coastal setting.
Apartment in Lahaina
4.99 out of 5 average rating, 140 reviews

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.

Guest favourite
A dining table is positioned on a balcony, featuring a scenic ocean view. Two place settings are arranged with woven placemats and blue dishware. A bottle of wine and glasses are set at the center, while a palm tree is visible in the background against a clear blue sky.
Apartment in Lahaina
4.94 out of 5 average rating, 202 reviews

OCEAN FRONT CONDO IN KAHANA NEAR SELECTED! ,KAPALUA

Thank you for checking out my ocean front condo in West Maui! My place redefines what OCEAN FRONT means. You are literally 30 feet from the water! You'll see sea turtles hanging out directly in front of the building! My ocean front condo is an open concept, with an expansive ocean view the minute you walk into the place. You will absolutely LOVE staying here. My condo is located in Kahana , just 15 minutes outside of the bustling Lahaina town, and minutes away from the world famous Nāpili!

Guest favourite
A private balcony showcases a table set for two, with vibrant tropical flowers as a centerpiece. The ocean stretches beyond, featuring shades of blue and turquoise, with Molokai Island visible in the distance under a clear sky.
Apartment in Lahaina
4.89 out of 5 average rating, 107 reviews

Oceanfront | Luxury View | 2 Beds

Perched oceanfront on the golden sands of Kahana Beach, our luxurious condo offers front-row seats to Maui’s most breathtaking views — with Molokai and Lanai shimmering on the horizon and sunsets that will steal your heart. Step outside to explore stunning beaches, swim with sea turtles while snorkeling in crystal-clear waters, or set off on the legendary Road to Hana. Whether you're celebrating, recharging, or simply soaking in the magic of Maui, your unforgettable getaway begins here.

Guest favourite
A welcoming studio space features a king bed and comfortable seating area. A round dining table with chairs and a wooden coffee table are positioned beside the large window, which offers views of the outdoor landscape. Artwork adorns the walls, adding a touch of style.
Apartment in Lahaina
4.95 out of 5 average rating, 188 reviews

Ocean Tropics Oasis, Beachfront, King bed, AC/pool

Welcome to the Royal Kahana! Views from your private lanai are first class. View includes ocean, sunset, neighboring islands, mountains, and even humpback whale breaches. Relax at our upgraded studio which has all the amenities you need for an amazing stay. Recent upgrades include updated lighting, artwork, furniture, all new bedding and pillows, new and additional seating on the lanai, and OLED tv. USB ports by bed and kitchen. Great for couples, with sofa bed we can accommodate 3.

Guest favourite
Apartment in Lahaina
4.97 out of 5 average rating, 148 reviews

Napili bay Studio December Special $109!

Aloha🙏🙏🙏 Corner unit . 43 vizio TV(Smart) Free WiFi King size bed Ceiling fan AC 12000 BTU Balcony’s chair Beach umbrella Beach chairs (2) And cooler Oven Microwave Refrigerator Pots,pans,utensils Coffee maker Complimentary coffee Set of beach towels (2) Set of towels,hand towels Etc Hair dryer Pool/all year around Iron Start up hand soap shampoo,conditioner,lotion Maui book Free parking Bbq area Toaster Blender Sal/pepper Ceiling fan 10 min walk to Napili bay

Guest favourite
A bright studio condo features a spacious bed with decorative pillows, complemented by a seating area with a chair and small table. Floor-to-ceiling glass doors provide unobstructed views of the ocean, leading to a covered lanai, where the tranquil sea can be seen.
Apartment in Lahaina
4.92 out of 5 average rating, 143 reviews

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”.

Guest favourite
A spacious lanai is furnished with two cushioned rocking chairs and a glass-top table, inviting relaxation. Lush palm trees are visible, framing a stunning view of the ocean and distant islands under a clear blue sky.
Apartment in Lahaina
4.9 out of 5 average rating, 331 reviews

Oceanfront Bliss. Affordable Million Dollar Views!

We would love to share our oceanfront Maui home with you. Our condo is located about 10 feet from the water's edge with incredible views. It includes free Wi-Fi, and free parking (price is all inclusive). It is located minutes from Kaanapali, Napili, and Kapalua. Close to world class restaurants, shopping, nightlife, golf, and beaches. Proudly owned and hosted by our Ohana (Family). P.S. Our home is zoned as a hotel. No rental restrictions.

Top guest favourite
An outdoor dining area is presented on a private lanai, featuring a table set with two glasses and plates of food. In the background, palm trees sway against a clear blue sky, overlooking stunning ocean views that include distant islands.
Apartment in Lahaina
4.98 out of 5 average rating, 193 reviews

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

Popular amenities for Lahaina rentals with a pool

When is the best time to visit Lahaina?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$1,047 SGD$1,093 SGD$1,151 SGD$1,013 SGD$1,030 SGD$971 SGD$895 SGD$702 SGD$464 SGD$823 SGD$825 SGD$1,012 SGD
Avg. temp23°C23°C23°C24°C25°C26°C27°C27°C27°C26°C25°C24°C

Quick stats about holiday rentals with a pool in Lahaina

  • Total holiday rentals

    Explore 320 holiday rentals in Lahaina

  • Nightly prices starting at

    Lahaina holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,610 verified reviews to help you choose

  • Family-friendly holiday rentals

    170 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wifi availability

    310 of Lahaina holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Lahaina rentals

  • 4.8 Average rating

    Lahaina stays are highly rated by guests – averaging 4.8 out of 5!

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