
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.

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.

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

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.

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.

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!

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.

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.

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

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”.

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.

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
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

Oceanfront Studio w/ Beach Access and Pool!

Luxe 3BR Pualei Beach House Retreat

Ridge 622- Wake Up to Sweeping Ocean Views in Maui

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

Direct Waterfront, Air conditioned, Amazing Views!

Oceanfront Getaway, Brand New, Steps To Beach

Mahana 1015 - Luxury Oceanfront Condo (1bd/2ba)

Kaanapali Shores Modern Beachside Resort Condo

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

Seaside Serenity: Oceanfront 1BR Suite

*Oceanfront!* Panoramic Views on Kahana Beach!

Oceanfront Napili Getaway | Modern + Serene w / AC
Other holiday rentals with a pool

Maui Calling – Ocean View Modern West Maui Getaway

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

Lahaina Shores Ocean Front Luxury Condo 525

New Arrival Serenity, Style, and Island Charm

Right on the water in West Maui. # 105

Maui El Dorado Kaanapali Beach Studio - G204

NEW Ocean Front Condo w Amazing Views

Oceanfront views in this upgraded 1bd condo
When is the best time to visit Lahaina?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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. 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 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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- Honolua Bay
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