
Vacation rentals with a pool in Lahaina
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Lahaina

Total vacation rentals
Explore 350 vacation rentals in Lahaina

Nightly prices starting at
Lahaina vacation rentals start at ﺩ.ﺇ 73 per night before taxes and fees

Verified guest reviews
Over 5,420 verified reviews to help you choose

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

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wi-Fi availability
340 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!
Top-rated rentals with a pool in Lahaina
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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 & located next to The Resort at Kapalua Bay (formerly Montage). 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, spas, & several bays/beaches for snorkeling, surfing, & relaxing, this is the perfect home base.

Spectacular views, prime location Kapalua, Maui.
Prime Kapalua location this stylish, romantic two-level villa offers elevated panoramic ocean views. Wake in a luxurious California King bed to stunning Pacific sunrises and fall asleep to the soothing sound of ocean waves. Relax on your private upstairs lanai or spacious patio and take in the breathtaking views. Walk to beaches, scenic trails and dining. Peaceful, magical- your perfect Maui escape. A/C on both levels and bright, airy interiors, this villa is a tranquil upscale Maui retreat.

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.

Maui Full Oceanfront Paradise
Indulge in the ultimate Maui getaway at our full oceanfront condo. The cozy balcony beckons you to unwind and marvel at the mesmerizing sea life. Sip on your morning coffee, or relish a sunset cocktail while you watch the ocean's playful inhabitants. For those warm tropical nights, rest easy knowing that the condo is equipped with air conditioning to ensure a comfortable night's sleep. The fully stocked kitchen provides all the essentials for cooking up a delightful island feast.

Napili Bay Oceanview Resort Hideaway
Welcome to Napili Bay, Maui's hidden gem, and a favorite spot for some of the best snorkeling on Maui. Relax in the ocean breeze from your private lanai. Enjoy ocean views throughout the condo. Lush tropical landscaping, plumerias, monkeypods, and many more plant varieties throughout the property. 2nd floor studio condo, beautiful vaulted ceilings, low density property, old school Hawaiian resort. Easy access to world-class beaches, restaurants, shopping and golfing.

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.

Oceanfront Resort, Peaceful Mountain View Studio
Come stay at Lahaina Shores 506: - Oceanfront Building: Direct access to a sandy beach, pool, and hot tub just steps from the lobby - Mountain Views: Wake up to stunning sunrises from your 5th-floor lanai - Sunny & Clear: West Maui averages ~290 sunny days/year! - Amenities Nearby: Minutes drive to open spots like the Cannery Mall, Lahaina Gateway Center, & classic restaurants - West Maui: Only ~35 mins from the airport Note: Car recommended to explore the island

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.

Stylish Love Hideaway, Maui Kaanapali Oceanfront
Oceanfront studio in one of a kind boutique condominium, on world famous Kaanapali Beach. Wake up to a breathtaking oceanview, take it all in from spacious lanai, fall asleep to the sound of the ocean every night Located on the 3rd floor with close touch to ocean breeze and fantastic views, easy access to world-class beaches, restaurants, shopping and golfing

Absolute Beachfront with Million-Dollar Views!
My place is close to Kaanapali, Napili and Lahaina. The beach out front has gated access from only three resorts. You’ll love my place because of the view, the beach, and close proximity to Kaanapali, Kapalua, Napili, and all the beautiful scenery that West Maui has to offer. My place is good for couples, solo adventurers, and families (with kids).

Oceanview Maui Condo, Turtles, Whales, Rainbows
Breathtaking ocean views from the lanai. Lush gardens, flowers, butterflies and birds. Just steps to snorkel. Watch the whales from the lanai. On property tennis, shuffleboard, pool and putting green. A luxurious king size bed to sink into after a day of exploring. Great place for a Maui Honeymoon or Babymoon. Quiet and breathtaking.
Popular amenities for Lahaina rentals with a pool
House rentals with a pool

Maui direct ocean front . Super private

Kula Jewel - Pool, Hot Tub & Awesome Views!

Oceanfront Paradise with Pickleball gear!

Beautifully Remodeled 3 Bedrooms/2Bathrooms

Stunning ocean view Villa, Heated pool, Wailea

3B2B w/HotTub FamilyComfort HawaiianaCharm Central

Studio Kaanapali Beach, Sleeps 3, Beach Cabana, Ja

Chic Villa 2 | Modern Vibes by the Ocean
Condo rentals with a pool

OCEAN FRONT Condo at Napili Bay, Near Kapalua!

Sunsets and Turtles and Whales, Oh My!

Beautiful Papakea 1 Bedroom with A/C

Ocean Views- Beachfront- Steps to a Sandy Beach!

Romantic, Luxury Retreat w/Ocean View-Couples Only

Luxury Vacationing Modern Condo Aug Specials $249

*Oceanfront!* Panoramic Views on Kahana Beach!

Kaanapali Shores - SUPER CLEAN! OceanView 1bd/1ba
Other vacation rentals with a pool

Oceanfront Paradise! Sea Turtle Cove C24 Napili Pt

Best Papakea Oceanfront *No resort fees* Unit A106

Kaanapali Fairway Villa 3BR/3BA.

One of Our Best ~ Gorgeous Ocean Front!

Kahana Ocean View Condo | Beach & Pool | King Bed

Maui Sunset Vista Ocean View Condo in Kaanapali

Oceanview Kaanapali Shores- Beachfront resort w/AC

Kapalua Ridge 1915- Platinum Ocean View Villa
When is the best time to visit Lahaina?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,285 | ﺩ.ﺇ 1,256 | ﺩ.ﺇ 1,094 | ﺩ.ﺇ 2,894 | ﺩ.ﺇ 2,942 | ﺩ.ﺇ 2,773 | ﺩ.ﺇ 2,556 | ﺩ.ﺇ 2,005 | ﺩ.ﺇ 1,326 | ﺩ.ﺇ 1,230 | ﺩ.ﺇ 1,377 | ﺩ.ﺇ 1,326 |
| 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 |
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- Maui
- Kaanapali Beach
- Lahaina Beach
- Whalers Village
- Wailea Beach
- Polo Beach
- Honolua Bay
- Kapalua Bay Beach
- Maui Vista Condominium
- Kepuhi Beach
- Old Lahaina Luau
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- Ka'anapali Golf Courses
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- Haleakala National Park
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- Kamaole Beach Park II
- Maui Ocean Center
- KOA Resort
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- Maui Arts & Cultural Center
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