
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 €17 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.

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
4.96 out of 5 average rating, 200 reviews
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.
4.99 out of 5 average rating, 167 reviews
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.
4.95 out of 5 average rating, 182 reviews
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.
4.99 out of 5 average rating, 160 reviews
Kaanapali Cottage ICC 29 Indoor/Outdoor Living
International Colony Club’s cottage 29 is located in the world-famous Kaanapali Beach area, and a five minute walk from one of Maui’s best beaches. Built in 1964, this community affords a spacious and mature landscape between 44 private cottages spread over 10 acres. Our Hawaiian plantation style cottage is reminiscent of homes built during the plantation era and conveniently located close to beaches, shopping and restaurants, but is secluded from the hustle and bustle of the big resorts.
4.93 out of 5 average rating, 151 reviews
Newly Relisted! Discounted rates. No resort fees
We are returning our condo to Airbnb after a year and a half hosting a lovely family who’s home burned down in the Lahaina fire. They have a new permanent home and are doing well so we are happy to have our Airbnb. guests back! This third-floor oceanview condo has a beautifully remodeled and fully equipped kitchen with granite countertops, marble backsplash and stainless steel appliances. Living room A/C. The bathroom has been remodeled with a granite countertop and walk-in shower.
4.88 out of 5 average rating, 169 reviews
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.
4.97 out of 5 average rating, 107 reviews
Beachfront 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
4.94 out of 5 average rating, 149 reviews
The Aloha Cottage • Cozy 2Bedroom Maui Escape
🌺 Welcome to the Aloha Cottage at Puamana! Steps to the ocean, Maui's only Ocean front Pool that touches the Pacific and the Dolphin Pool, this fully remodeled 2BR/2BA retreat blends coastal charm and modern comfort. Enjoy a spacious teak-furnished lanai, outdoor shower, central A/C, chef’s kitchen with marble + Mango wood, feather sofa, wine fridge, movie loft, and beach gear. A peaceful, stylish haven in Puamana’s 30-acre oceanfront community. 🌴
4.88 out of 5 average rating, 113 reviews
Kaanapali Shores - SUPER CLEAN! OceanView 1bd/1ba
A legal short term rental! 1 bedroom, 1 bath with open floor plan. This condominium has a comfortable Cal-King bed in the bedroom and sofa sleeper in the living-room. **Central A/C*Fully equipped kitchen w/ granite counters*refrigerator*stove top + oven*coffee maker* microwave* dishwasher* washer/dryer* Free in room WiFi** Onsite gym is managed by an outside contractor and charges $9/day for useage.
4.98 out of 5 average rating, 206 reviews
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
4.98 out of 5 average rating, 139 reviews
Kaanapali Fairway Villa 3BR/3BA.
Welcome to this Kaanapali Golf course 3 bedroom 3 bath bed and breakfast. Permit number BBWMT 2021/0003-159 Halelo. This beautiful Mediterranean home is conveniently located on hole number 5 of the Kaanapali Golf Course with a private pool, swim up bar, and ocean view. Recently renovated with many added amenities and features, please see in description below.
4.8 out of 5 average rating, 117 reviewsPopular amenities for Lahaina rentals with a pool
House rentals with a pool

Maui direct ocean front . Super private
4.93 out of 5 average rating, 621 reviews
Beautifully Remodeled 3 Bedrooms/2Bathrooms
4.92 out of 5 average rating, 148 reviews
Oceanfront Paradise with Pickleball gear!
4.87 out of 5 average rating, 182 reviews
Kula Jewel - Pool, Hot Tub & Awesome Views!
4.93 out of 5 average rating, 422 reviews
Maui Meadows Retreat B&B-3 BR-Ocean Views-AC-Pool
4.91 out of 5 average rating, 117 reviews
3B2B w/HotTub FamilyComfort HawaiianaCharm Central
4.82 out of 5 average rating, 114 reviews
Stunning ocean view Villa, Heated pool, Wailea
4.96 out of 5 average rating, 469 reviews
Condo in Kihei 2 BR - 2 bath Condo
4.88 out of 5 average rating, 119 reviewsCondo rentals with a pool

Soothing Waves with 180° View In Kahana, HI
4.96 out of 5 average rating, 281 reviews
Ocean View Beach Front Condo- Downtown Lahaina
4.97 out of 5 average rating, 118 reviews
Kaanapali Fairway Vista - Legal STR Hotel Zoned
4.95 out of 5 average rating, 157 reviews
Napili Bay Oceanview Resort Hideaway
4.98 out of 5 average rating, 115 reviews
Kapalua, luxe, ocean view, beach, spa, golf/tennis
4.99 out of 5 average rating, 162 reviews
Ocean Views- Beachfront- Steps to a Sandy Beach!
4.95 out of 5 average rating, 154 reviews
TOP FLOOR!!!! Oceanfront, free Wi-Fi, free parking
4.89 out of 5 average rating, 356 reviews
Oceanfront Condo at Napili Bay | Newly Refreshed
4.91 out of 5 average rating, 169 reviewsOther vacation rentals with a pool

Lahaina Shores Ocean Front Luxury Condo 525
4.98 out of 5 average rating, 102 reviews
Sept/Oct 10 % Discounts Oceanfront Sunsets 2bdrm
4.88 out of 5 average rating, 120 reviews
Peaceful Maui Bungalow | Ka Hale Aloha-Love Shack
4.99 out of 5 average rating, 223 reviews
Mahana at Kaanapali- Beachfront Walkout Jewel
4.97 out of 5 average rating, 129 reviews
Kahana Ocean View | Pool, Beach, Private Lanai
5.0 out of 5 average rating, 19 reviews
Guest Favorite: Beachfront AC, Seals, Honu & Surf
5.0 out of 5 average rating, 16 reviews
Turtles & Tides: Maui Oceanfront Whale Watch - AC
5.0 out of 5 average rating, 22 reviews
Honokeana Cove Oceanfront w/ Turtle Snorkeling
4.97 out of 5 average rating, 59 reviewsWhen is the best time to visit Lahaina?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €305 | €298 | €259 | €260 | €260 | €260 | €606 | €475 | €314 | €292 | €326 | €314 |
| 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
- Maui Vista Condominium
- Wailea Beach
- Polo Beach
- Honolua Bay
- Kapalua Bay Beach
- Black Rock Beach
- Kepuhi Beach
- Big Beach
- Black Sand Beach
- Haleakala National Park
- Old Lahaina Luau
- Ka'anapali Golf Courses
- KOA Resort
- Kihei Kai Nani
- Aston Mahana at Kaanapali
- Kamaole Beach Park II
- PacWhale Eco-Adventures
- Maui Arts & Cultural Center
- Maui Ocean Center
- Hāmoa Beach
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