
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.

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

Luxury Mahana Studio-Great Views-WiFi-Free Park
Locally Owned and Operated Studio 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. Located on North Kaanapali Beach. Enjoy stunning views and the warm Maui sun inside while central AC keeps you cool and comfortable any time of day.

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.

Oceanfront Kahana Reef Condo
Kahana Reef is a small, quiet boutique complex that has unparalleled views of the beautiful turquoise waters of the Pacific and neighboring islands, great water access for snorkeling, SUP, Kayaking or just lounging on the beach. Great cuisine, coffee and shopping are all very close to the complex and can be reached without even having to get into your car. Free on-sight parking, elevators, BBQ's and a Pool make Kahana Reef the perfect place to call home as you explore the wonders of Maui.

Lahaina Studio: Beachfront, Mountain View, Hot Tub
Honu Lahaina Studio invites you to experience a tranquil Maui retreat in the heart of Lahaina. Nestled within a quiet rebuilding enclave, our bright, fully‑equipped studio offers modern comforts: king bed, kitchen, AC, and our resort pool and hot tub. Step outside to abundant nature: native trees, flowers, birds, and gentle ocean breezes. A quick drive brings you to vibrant dining, shopping, and the historic Old Lahaina Luau. Ideal for travelers craving peace and access to Maui’s culture.

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.

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.

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”.

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.

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.
Popular amenities for Lahaina rentals with a pool
House rentals with a pool

Mahalo Pono @ Ka'anapali Royal

Oceanview 3BR Maui Condo + Beach Gear & Parking

Newly Remodeled Cottage

Go for an Ocean Swim From a Fun Beach Villa

Oceanfront Studio w/ Beach Access and Pool!

Maalaea Kai 307 - Maui Prime Oceanfront

Stunning ocean view, heated pool at home by Wailea

Kula Jewel - Pool, Hot Tub & Awesome Views!
Condo rentals with a pool

Gorgeous Oceanfront View, Kahana/Napili, West Maui

Makani A Kai A9 romantic beachfront Maui, pool,a/c

Oceanfront Getaway, Brand New, Steps To Beach

Dream-like ocean views! Steps from the Ocean

Your Oasis by the Sea, stay at B103!

Oceanfront Bliss. Affordable Million Dollar Views!

Kaanapali Shores Modern Beachside Resort Condo

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

Maui Kaanapali Oceanfront Penthouse, Aloha Getaway

Maui Resort Rentals: The Whaler 1061

Lahaina Shores Ocean Front Luxury Condo 525

Maui El Dorado Kaanapali Beach Studio - G204

Beachfront on Kaanapali The Mahana 1106!

Best Papakea Oceanfront *No resort fees* Unit A106

Ocean View Condo with Beachfront Cabana for Guests

Kaanapali Breeze and 180 degrees Ocean View!
When is the best time to visit Lahaina?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$170,343 GYD | G$177,877 GYD | G$187,294 GYD | G$164,902 GYD | G$167,623 GYD | G$157,996 GYD | G$145,650 GYD | G$114,260 GYD | G$75,545 GYD | G$70,104 GYD | G$78,475 GYD | G$75,545 GYD |
| 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 G$4,185 GYD 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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