Vacation rentals in Lahaina Harbor

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.

Lahaina Studio: Beachfront, Mountain View, Hot Tub

Pineapple Lahaina Studio invites you to experience a tranquil Maui retreat in the heart of Lahaina. Nestled within a quiet rebuilding enclave, our bright, fully‑equipped studio offers modern comforts: king bed, kitchen, AC, and our resort pool and hot tub. Step outside to abundant nature: native trees, flowers, birds, and gentle ocean breezes. A quick drive brings you to vibrant dining, shopping, and the historic Old Lahaina Luau. Ideal for travelers craving peace and access to Maui’s culture.

LahainaShores Oceanfront Gem Glorious MountainView

Lahaina Shores Retreat – Oceanfront Bliss w/ Majestic Mountain Views Why Guests Love This Stay Wake up to the serene beauty of the West Maui Mountains while staying just steps from the ocean. This rare mountain-facing unit offers a peaceful retreat away from direct sun and wind—while still being in a true oceanfront resort. Perfect for couples, solo travelers, or remote workers seeking tranquility with easy access to Lahaina’s vibrant charm. You can walk to the Banyan Tree and the Harbor!

Kula Jewel - Pool, Hot Tub & Awesome Views!

Pamela has been hosting two fully permitted listings for the last 12 years with over 1,500 five star reviews. BUT Kula Jewel, burned to the ground in the Maui wildfires in 2023. We have recently completed building the NEW Jewel, and it is GORGEOUS! We just had our first guests stay, and this was their review: "The Jewel is extraordinary! The views are stunning! I’ve stayed in many Air B&Bs. I give her place my highest rating!" Btw, we have not raised our prices. The service fee now shows.

Romantic Oceanfront Condo at Lahaina Shores

My Oceanfront Condo at Lahaina Shores has warm trade winds and sweeping panoramic views of 3 Hawaiian islands. It has a picture perfect, pristine beach in front of the property with swaying palm trees and white sands. The resort is a classic boutique hotel on Front Street. Nearby is the harbor and the famous Banyan tree. It has a pool, hot tub and a beach lawn. The condo has a serene interior with the ocean as the backdrop. You will not want to leave! Enjoy the Aloha spirit! Mahalo!

Lahaina Shores Oceanfront Condo | Mountain Views

Welcome to Lahaina Shores 526, a fully renovated oceanfront studio offering breathtaking West Maui Mountain views. Located in the beloved Lahaina Shores Beach Resort, this peaceful sanctuary by the sea invites you to relax and reconnect with Maui’s natural beauty. Enjoy a king-size bed, fully equipped kitchen, smart TV, cable TV, air conditioning, and your own private lanai overlooking the mountains. The resort features an oceanfront pool, hot tub, BBQ grills, and lush tropical grounds.

Maliko Retreat

NOTE: This farm stay is not being phased out by County regulations. Many oceanfront condominiums are currently under threat of a phase-out. Farm stays are a "Permissible Use" on agricultural bona fide farms by State of Hawai'i law. Be assured your reservation here will be safe from government interference. This eclectic antique Hawaiian cottage is perched atop a scenic jungle gorge with breathtaking views in every direction. Open and breezy; attention to detail shines from every facet.

Oceanfront Maui Condo | Direct Beach + Sunset View

Wake up to panoramic ocean views at this oceanfront studio at Lahaina Shores Beach Resort in West Maui, located directly on the beach. This 4th-floor condo features a private lanai with incredible sunset views and seasonal whale watching, plus a full kitchen, central AC, fast Wi-Fi, oceanfront pool and hot tub. Walk from the resort lawn straight onto the sand, steps from the ocean. Just 10 minutes to Kaanapali Beach and Whalers Village. A peaceful Maui beachfront getaway for two.

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

Kalani at Haiku Garden Cottages Farm Sanctuary

Welcome to Haiku Garden Cottages, a licensed Farmstay and B&B on Maui’s North Shore (Permit #BBPH2017/0002). Kalani is a charming cottage where you can sip coffee on the lanai, wander garden paths, harvest seasonal fruit, and settle into island rhythms. Enjoy ocean and garden views, a private outdoor shower, and relaxed indoor-outdoor living—just minutes from Haleakalā, the Road to Hāna, beaches, hiking trails, restaurants, and farmers markets.

Aloha Oceanfront Retreat 327

Welcome to your home away from home at Lahaina Shores Beach Resort, the only beachfront condominium property directly on the sand in historic Lahaina Town. Perched on iconic Front Street in West Maui, this spectacular oceanfront condo offers panoramic Pacific views, stunning daily sunsets, and immediate access to the gentle surf and sandy beach — all just steps from your private lanai.

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.