
Vacation rentals with a pool in Lahaina
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Top-rated rentals with a pool in Lahaina
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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!

Eldorado Beach Resort Ka’anapali - Whalers Village
* The Eldorado resort charges a one time $65 plus $22 per day resort fee at check in. Maui Eldorados beach resort Unit # K110 is a beautifully updated large studio suite with a privacy wall that sleeps 4 comfortably. Featuring a gorgeous fully equipped kitchen, tile floors, AC, new washer/ dryer and beautifully remodeled bathroom suite. The beach cabana with everything you need fronts the nicest stretch of beach in all of Ka'anapali. Whalers village is an easy 5 minute walk from the resort.

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 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!

Deep discount: Insane views! Hear the waves crash!
Feel the ocean air and hear the waves crashing as you let Maui sink in. Enjoy the rare wrap around oversized lanai with awe-inspiring views. Lots and lots to see, including turtles, rainbows and whales (during whale season). The place is very bright and beautiful. There's shopping within a 10 minute walk, which has a coffee shop, farmers market, and Boss Frog's to rent snorkel gear, etc. Includes a great pool and other amenities along with free parking.This complex does NOT have A/C.

Amazing Ocean Views and First Class Accommodations
Nestled on Kahana Beach, our property offers captivating views of Molokai and Lanai. A harmony of tranquility and convenience, with charming restaurants and shops within walking distance and Kaanapali's vibrant dining and shopping options just a short drive away. Centrally positioned, our location provides swift access to some of the world's most exquisite beaches and spectacular golf courses. This condo embodies the pinnacle of luxury and comfort. Your ultimate getaway beckons!

Direct Waterfront, Air conditioned, Amazing Views!
Stunning views! There is nothing better than sitting on your Lanai and listening to the waves! It is not unusual to spot whales and sea turtles while sitting on our Lanai. One of the nicest, if not THE nicest units at Papakea. Truly deluxe! Ocean front with full ocean view, just 30 feet from the ocean. If you are looking for multiple units, we are also owners of G104. This is a legally permitted vacation rental and is hotel zoned according to the County of Maui ordinances.

Oceanfront Getaway, Brand New, Steps To Beach
Enjoy the panoramic ocean view directly from the living room. This wonderful ground floor unit offers privacy and tranquility with expansive ocean views, where you can enjoy seasonal whale watching, paddle boarding, surfing, snorkeling as well as many other activities just outside your door. The unit is also adjacent to one of the longest beaches on Maui, Sugar Beach. And just down the road you will find great shopping, restaurants, nightlife and the Maui Ocean Center.

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.

Kapalua, luxe, ocean view, beach, spa, golf/tennis
KAPALUA - Best location! Welcome to the luxuriously Kapalua Bay Villa #37B1. Bright and airy, with comfortable furniture and modern appliances. Scenic ocean view, a 5-minute walk to Kapalua Bay, Montage Resort, tennis, golf, hiking, zip-lining, amazing restaurants, and a first-class spa. Kapalua Bay Villas is a low-density community within the Kapalua Resort—a 15-minute drive to Kaanapali, and a 40-minute drive to Central Maui to explore the island.

Ready for some Sun? Winter blues got ya? Come on!
Winter Spec! Tastefully decorated one bedroom unit. All tile floors, Cal King bed! Hale Ono Loa #311 Flat screen TV, Cal King bed, HUGE lanai, onsite laundry facilities. All tile flooring! Tastefully remodeled! Swim in the large in ground pool and snorkel with turtles right in front of property! Fully equipped condo is supplied with all basic amenities including linens, cooking utensils and starter supplies of paper and cleaning products.
Popular amenities for Lahaina rentals with a pool
House rentals with a pool

Oceanview • Family-friendly • Sleeps 8 • w/Parking

Go for an Ocean Swim From a Fun Beach Villa

Oceanfront Studio w/ Beach Access and Pool!

Your Beachfront Island Home Awaits! #1A2

Luxe 3BR Pualei Beach House Retreat

Stunning ocean view, heated pool at home by Wailea

Kula Jewel - Pool, Hot Tub & Awesome Views!

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

Direct Oceanfront-King Bed, AC & Views all day

Papakea Oceanfront A202

Luxury Oceanfront Turtles Sunsets - Maui, Hawaii -

Luxury Oceanfront Condo, Steps to Sand

Maui Penthouse Studio Mahana 1213

OCEAN VIEW STUNNER, SNORKEL w/TURTLES-PRIVATE COVE

Beachfront on Kaanapali The Mahana 1106!

Cozy Napili Stay - Beach Access, A/C, fast Wi-Fi
Other vacation rentals with a pool

Ridge 2423-24: Spacious, Luxury Ocean View Retreat

Ocean & Beach Front Condo w/Central Air (1BD/1BA)

Lahaina Shores Beachfront Ocean Views Paradise

Newly Remodeled Ocean View Condo

Luxury POOL & OCEAN VIEW Snorkel With Sea Turtles!

Maui Full Oceanfront Paradise

Updated ocean view Hawaiiana style 1 bedroom condo

Direct oceanfront Studio in Kaanapali, Maui
When is the best time to visit Lahaina?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ2,989 | ﺩ.ﺇ3,122 | ﺩ.ﺇ3,287 | ﺩ.ﺇ2,894 | ﺩ.ﺇ2,942 | ﺩ.ﺇ2,773 | ﺩ.ﺇ2,556 | ﺩ.ﺇ2,005 | ﺩ.ﺇ1,326 | ﺩ.ﺇ1,230 | ﺩ.ﺇ1,377 | ﺩ.ﺇ1,326 |
| 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 vacation rentals with a pool in Lahaina

Total vacation rentals
Explore 320 vacation rentals in Lahaina

Nightly prices starting at
Lahaina vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

Verified guest reviews
Over 4,610 verified reviews to help you choose

Family-friendly vacation rentals
170 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wi-Fi availability
310 of Lahaina vacation rentals include wi-fi 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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- Maui
- Kamaole Beach Park II
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- Honolua Bay
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