Holiday rentals in Lahaina Harbor

4.98 out of 5 average rating, 215 reviews

Guest house in Kula

Upcountry Alpaca, Llama, and Rabbit working farm

Experience Maui's first working fiber farm, home to Alpacas, Llamas, and Angora rabbits. Sitting at 3300 ft above sea level, Cottontail Farm enjoys perfect weather days and crisp, cool nights. The cooler temperatures are perfect for our wool producing animals that graze just outside your cottage in the back yard. Our alpacas and llamas are quiet observers but also provide plenty of entertainment of their own. Our group of Angora rabbits can be seen out the window hopping around their enclosures.

4.97 out of 5 average rating, 214 reviews

Cabin in Maui

★Rainbow Lookout - PRIVATE HOT TUB+ACCESS TO POOL

This Stunning North Shore Maui hideaway is surrounded with lush fruit and flower gardens, coconut palms, banana trees, and has easy access to all there is to do on this magnificent island. Stargaze … soak in your own private hot tub with a chilled glass of wine and enjoy a once-in-a-lifetime experience. The 'real' Maui:)! ★Jump Start to The to the Road to Hana! ✔ ★New Cold Central AC ✔ ★Cliff Walk ✔ ★Ocean View✔ ★Private Hot Tub ✔ ★44 ft Swimming Pool ★King Bed ✔ ★Sunrise View✔ ★Star Gazing✔

4.99 out of 5 average rating, 122 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 & 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.

4.99 out of 5 average rating, 113 reviews

Guest suite in Kihei

Sweeping Panoramic Ocean Views - Private Ohana

Live like a local at the Ocean Blue Ohana - the private first floor of this amazing Hawaiian pole home on a half acre property in South Maui. As you enter the space, you will be drawn to the sweeping panoramic ocean views. You are sky-high, perched 500 feet above sea level, looking at the most glorious views of the neighboring islands, mountains, coastline, and Maui's amazing skyline. To top it off, you are 5 minutes from the Wailea Resorts and beautiful golden sand, crystal clear beaches.

4.99 out of 5 average rating, 125 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.

4.92 out of 5 average rating, 118 reviews

OCEAN FRONT Condo at Napili Bay, Near Kapalua!

Thank you for checking out my OCEAN FRONT condo located at the Charming Napili Shores resort. This recently renovated condo is in the high demand I building, which is the closest to the ocean in the complex. Imagine every morning you enjoy the brunch ordered from the famous Gazebo restaurant at your own Lanai right beside the ocean; Soak up the sunshine on the Napili beach steps away from the resort during the day, and come back in the evening to watch the stunning sunset in your room!

4.98 out of 5 average rating, 174 reviews

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 Our elevator will be out of service March 31-June 14.

4.9 out of 5 average rating, 310 reviews

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.

4.98 out of 5 average rating, 133 reviews

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.

4.95 out of 5 average rating, 146 reviews

Dream-like ocean views! Steps from the Ocean

*Fire update: Luckily our condo and surrounding area was spared from the fires, we have power, water and internet like normal. While downtown Lahaina is not accessible, the beautiful beaches, snorkeling and Maui vibes are as strong as ever. West Maui is officially asking tourists to return starting on October 8th, please help support local Maui businesses - our economy and jobs are dependent on tourism and we would love to host you!

4.98 out of 5 average rating, 180 reviews

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.

4.96 out of 5 average rating, 105 reviews

Pohailani 113 - Vacation West Maui - Gorgeous w/AC

★Add this to your 2025 wish list!★ Escape to paradise in this newly remodeled studio vacation rental located just steps away from the ocean in Kahana. Enjoy the sound of the waves and the occasional ocean spray from the comfort of your own lanai. Watch sea turtles swimming by and catch a glimpse of passing whales during whale season.

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Other great holiday rentals in Lahaina Harbor

4.9 out of 5 average rating, 10 reviews

Maui Eldorado Condo H105

SylviaRating, 5 stars2 months ago

We loved it there! Such a great location, short walk through the golf course to restaurants and resorts. Golf cart service to the beach. Cabana access. The pool was amazing actually with great toddler areas. The condo was spotless and had plenty of nice touches!

4.98 out of 5 average rating, 47 reviews

Oceanfront Penthouse Maui Kaanapali, Aloha Getaway

ChanceRating, 5 stars3 weeks ago

This was definitely a 5 star stay. I’ve stayed at plenty of nice Airbnbs and I think this was my favorite. It’s very easy, in a good location, very safe and extremely clean. Usually you can expect some sand on the ground or on the furniture at a beach stay even after it’s been cleaned, but not here. The entire place was spotless. The hosts were very responsive and kind. The beach is right out front and great for snorkeling and sea turtles. However, the best part was definitely the stunning view. The pictures online don’t do it justice. It’s beautiful. We laid in bed every day listening to the waves and watching the sunset. We woke up to the sunrise each morning. We also spent a good bit of time, especially in the morning, just watching the water. Every time we looked out the lanai we saw at least 3-4 sea turtles and one morning we even saw a sea lion swimming next to the shore. We never turned on the TV. I cannot recommend this stay enough. It’s easily worth the money.

Superhost

4.93 out of 5 average rating, 84 reviews

Oceanfront condo with Panoramic Views

MichaelRating, 5 stars23 months ago

Place was beautiful and private. Watched sunsets every night. Walkable to all the shops and restaurants. It’s perfect for a couple.

4.96 out of 5 average rating, 259 reviews

Soothing Waves with 180° View In Kahana, HI

TupouRating, 5 stars1 day ago

Our stay was everything we wanted. Very nice place with ocean view, private, totally awesome! We enjoyed every moment of our stay. Clean and had everything we needed! Thank you for a wonderful time in a beautiful place in Maui💕🌺

Superhost

Townhouse in Lahaina

5 out of 5 average rating, 3 reviews

87-1 Escape to Paradise at Puamana's Hale Nalu

LisaRating, 5 stars2 months ago

This is a beautiful, sparkling clean, modern place to stay. We love Puamana neighborhood & stay here twice a year. This was my first experience at Catherine’s place and it was fantastic.

Superhost

Home in Maui County

4.79 out of 5 average rating, 38 reviews

Waterfall House with Ocean Views in Haiku, Maui

EllaRating, 5 stars2 months ago

Wow, what an amazing stay! The villa was absolutely stunning, with breathtaking views of the ocean, waterfall, and mountains. The private pool and hot tub were perfect spots to relax and soak in the scenery. We were delighted to discover a charming hidden nook upstairs overlooking the pool a delightful surprise! The bedroom was gorgeous, and while the outdoor shower took a moment to get used to, it turned out to be such a unique experience that we thoroughly enjoyed. Being nestled in a garden setting, we did encounter a few critters like cockroaches, spiders, lizards, and mosquito eaters, especially since we loved keeping the doors open to feel the refreshing breeze. It didn’t bother us much, though a quick sweep of some webs inside would have been appreciated. Now this is quite a drive from any towns/ restaurants so prepare in advance and stop somehwere before check in! Overall, the place was very clean, and our stay was incredibly peaceful. The tranquil garden and serene property mad