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

Total holiday rentals
Explore 350 holiday rentals in Lahaina

Nightly prices starting at
Lahaina holiday rentals start at $26 SGD per night before taxes and fees

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

Family-friendly holiday rentals
180 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wifi availability
340 of Lahaina holiday rentals include wifi 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.

Peaceful Maui Bungalow | Ka Hale Aloha-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!! 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, steps to the ocean & walking distance to 2 beaches. Ka Hale Aloha will make you feel like you’re truly living the island life. * Check us out on IG at @thoughtfulstays

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.

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.

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.

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.

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.

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.

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.

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. 🌴

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

Relaxation in Kapalua-Specials!

Oceanfront Paradise with Pickleball gear!

Newly Remodeled Cottage

Oceanview Townhome • Modern • 2 Min Walk to Beach!

Stunning ocean view Villa, Heated pool, Wailea

Kula Jewel - Pool, Hot Tub & Awesome Views!

Studio Kaanapali Beach, Sleeps 3, Beach Cabana, Ja

Aloha Oceanfront Retreat 327
Apartment rentals with a pool

Coastal Dream Oceanfront Condo!

Ocean Views- Beachfront- Steps to a Sandy Beach!

Kaanapali Shores - SUPER CLEAN! OceanView 1bd/1ba

OCEAN FRONT Condo at Napili Bay, Near Kapalua!

Luxury condo • 180° Ocean Views • Steps to Beach

Whales Watch Beachfront Oasis, 180° Ocean views/AC

Kaanapali Fairway Vista - Legal STR Hotel Zoned

Renovated Maui Oceanfront | Whales + Sunset Lanai
Other holiday rentals with a pool

Stunning Panoramic Oceanfront 2 Bed Bath with AC

Romantic Oceanfront Escape | Panoramic Views

Honokeana Cove Oceanfront w/ Turtle Snorkeling

Kapalua Bay Villa 34B2 By Parrish Maui

Summer Sale! Spacious 3BR Modern Luxury - KPL 11

Epic Ocean View. Remodeled. Luxury condo. 2 Pools

Kahana Villa Penthouse Suite w/ Amazing Ocean View

One of Our Best ~ Gorgeous Ocean Front!
When is the best time to visit Lahaina?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $453 SGD | $443 SGD | $386 SGD | $1,020 SGD | $1,037 SGD | $977 SGD | $901 SGD | $707 SGD | $467 SGD | $434 SGD | $485 SGD | $467 SGD |
| 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 |
Destinations to explore
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- Maui
- Kaanapali Beach
- Lahaina Beach
- Whalers Village
- Wailea Beach
- Polo Beach
- Kapalua Bay Beach
- Honolua Bay
- Maui Vista Condominium
- Kepuhi Beach
- Big Beach
- Old Lahaina Luau
- Black Rock Beach
- Haleakala National Park
- Black Sand Beach
- Ka'anapali Golf Courses
- Kihei Kai Nani
- Kamaole Beach Park II
- Maui Ocean Center
- KOA Resort
- Hāmoa Beach
- Maui Arts & Cultural Center
- PacWhale Eco-Adventures
- Peahi
- Things to do Lahaina
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- Things to do Hawaii
- Tours Hawaii
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