
Vacation 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.

Ocean Views- Beachfront- Steps to a Sandy Beach!
Views! Views! Views! From the moment you enter Valley Isle unit 110 you will be mesmerized with ocean views from every room. This corner unit is located on the 1st floor and has direct access, steps to a sandy beach. Watch rainbows, turtles or whales from the spacious Lanai, a comfortable scenic space where you can spend your mornings, days or evenings, located within 15 feet from the ocean. Bedroom sliding door opens to tranquil sound of the ocean, doz-off with open doors to the sound of waves.

*Oceanfront West Maui* Premium top floor Condo
Aloha welcome to my two bedroom penthouse condo #1201 at the Royal Kahana Resort. We're so glad you are considering us for your Maui vacation! The resort is just 10 minutes from Lahaina and the golf resort at Kapalua is just a short distance away. Please note the State of Hawaii / Maui County TAT and GED taxes totaling 17.75% are included in your quoted price. Additionally, there are no resort fees charged by Royal Kahana with the exception of a $18.00 daily parking fee paid at the front desk.

Ka'anapali Oceanfront Dream-view Retreat with AC!
This serene oceanfront 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.

Amazing Kapalua ,Stay 7 nights, only pay for 6 !
Our place is close to 3 beautiful beaches, 2 spectacular golf courses, tennis garden, hiking trails, whales, zip line, shops, restaurants, pools, barbecue, and spas. You’ll love our place because of the incredible views from the outdoor garden. It is huge and we call it our living room on the lawn. You'll love the ambiance, neighborhood, people. You will love everything about the Ridge at Kapalua. Our place is good for couples, solo adventurers, business travelers, not suitable for children.

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.

Ka Hale Aloha (The Love Shack)
Escape and fall in love with “Ka Hale Aloha-The Love Shack” where paradise awaits you....This adventurous hideaway will leave you feeling refreshed, relaxed and more alive than ever before!! Experience all the life & Aloha the island of Maui has to offer in your private detached bungalow located on an old 8 acre fruit plantation turned condos, just steps from the ocean. This is a unique experience...there’s nothing quite like "Ka Hale Aloha" on island * Check us out on IG at @kahalealoha

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.

3-min Walk to Beach, Modern & Fun Condo
- Walk across the street to beautiful, uncrowded Kahana Beach - Beach Bag, Beach Towels, Beach Chairs and Umbrella Included Free - See sea turtles and monk seals swimming in the ocean - 8 minute drive to Ka'anapali and Kapalua golf courses - Arcade machine with classic 80's games - Drop down bar on the lanai - A/C in the bedroom and living room - King size bed and queen sleeper sofa - Cable TV and smart TV, WiFi stereo - Walk to nearby groceries, restaurants, and bars - Fast WiFi

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.

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.

Oceanfront Paradise! Sea Turtle Cove C24 Napili Pt
Spectacular Ocean & Outer Island views from your Air Conditioned condo! Enjoy snorkeling with Sea Turtles in your backyard, seasonal Whale Watching from your kitchen, and breathtaking Sunsets... Welcome to Paradise! Traveling with family or friends? Please see our other listing just few doors down: Oceanfront Oasis! Sea Turtle Cove B17 Napili Point
Popular amenities for Lahaina rentals with a pool
House rentals with a pool

Mahalo Pono @ Ka 'anapali Royal

Newly Remodeled Cottage

Wake Up to Sweeping Ocean Views in Platinum Style

Stunning ocean view, heated pool at home by Wailea

Kula Jewel - Pool, Hot Tub & Awesome Views!

Bungalow walk to beach + Pickleball gear and Bikes

#1 Kaanapali Beach C101 Maui Eldorado, Sleeps 3.

Private Hot Tub + Pool Access + AC - Star Lookout
Condo rentals with a pool

Direct Waterfront, Air conditioned, Amazing Views!

Oceanfront Getaway, Brand New, Steps To Beach

Beautiful Papakea 1 Bedroom with A/C

Beautiful Ocean View on Quiet Side of Honua Kai!

Cozy Clean Quiet 1 BD/1BA with A/C in Napili

Luxury condo • 180° Ocean Views • Steps to Beach

Kaanapali Fairway Vista - Legal STR Hotel Zoned

Majestic Views from our little home under the sun!
Other vacation rentals with a pool

Maui Beach Frt Condo w/ AC Kaanapali Shores Resort

Stunning Panoramic Oceanfront 2 Bed Bath with AC

Oceanfront penthouse - stunning view!

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

Oceanfront Seaside Sanctuary | 2 Lanai | AC & Pool

Gorgeous Kapalua Home with Views

New Remodel Oceanfront Sunset Paradise

Stunning Maui Villa
Quick stats about vacation rentals with a pool in Lahaina
Total rentals
280 properties
Nightly prices starting at
$112 CAD before taxes and fees
Total number of reviews
4.4K reviews
Family-friendly rentals
160 properties are a good fit for families
Rentals with dedicated workspaces
120 properties have a dedicated workspace
Wifi availability
270 properties include access to wifi
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- Maui
- Kaanapali Beach
- Kahului Beach
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- Spreckelsville Beach
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