Family-friendly holiday rentals in Nāpili Bay

A patio table is set with decorative plates, glasses, and a bottle of wine, accompanied by a vibrant flower. Lush green grass extends in the background, with palm trees and a cloudy sky completing the serene view.

4.97 out of 5 average rating, 146 reviews

Best Location in Kapalua, walk to beach, spacious

Best location spacious 1-bedroom 1-bath Kapalua Bay Villa, walk to Kapalua Bay Beach and Napili Bay -best for swimming and snorkeling. Ideal for families and couples. Modern interior with lots of natural light. Enjoy views and fresh island air from this ground-level unit with large bay windows and a walk-out patio. Walk to Montage, Ritz Carlton, Honolua Store, restaurants (Cane & Canoe, Merriman's, Taverna, Sansei, Seahouse), golf, and tennis. Free parking/wifi. Up to 4 people (including infants

A lush green lawn is framed by swaying palm trees, leading toward a vibrant blue ocean. In the background, a thatched-roof structure is visible, alongside tranquil water and distant islands. The bright sky adds to the serene coastal atmosphere.

4.99 out of 5 average rating, 109 reviews

Ocean View Studio steps away from Napili Bay! w/AC

Beautiful ocean view, air-conditioned studio is located at Napili Shores Resort! Napili Shores is a stunning, beautifully maintained, ocean front resort that offers 2 pools, hot tub, an onsite surf and snorkel rental shop, 2 restaurants, and is steps away from both Napili Bay and Kapalua Bay. The unit is located on the 2nd floor with privacy and an ocean view, with a king size bed, 55" TV, and a full size, fully equipped kitchen. The unit also includes Tommy Bahama beach chairs for guests use.

A clear blue sky and palm trees frame a sparkling pool surrounded by lounge chairs. A thatched-roof pavilion stands nearby, providing a shaded area with tropical landscaping all around, emphasizing the inviting atmosphere of the resort.

4.88 out of 5 average rating, 144 reviews

Springtime in Napili Shores-Cozy, Oceanside Condo

Napili is the perfect place for your Maui vacation. This beautiful condo’s location is the best mix of resort life and local vibe. Our newly renovated condo is located oceanside and is only a short walk to soft, sandy, quiet beaches. This second floor, corner unit overlooks the beautiful gardens, the tranquil Koi pond and resort swimming pool. The private lanai is the perfect setting to relax and listen to the birds sing, the rustling of the Koi pond and take in the magical Maui ocean breeze.

A vibrant blue sky is framed by tall palm trees swaying gently in the breeze. A double rainbow arcs gracefully above a lush landscape, with gentle clouds visible on the horizon, enhancing the tropical ambiance of the surroundings.

4.99 out of 5 average rating, 129 reviews

MAUI Beauty ~Tropical Napili Bay ~ 1 BR King ~ AC!

Peaceful Paradise - 8-min. walk to Napili Bay & Turtle Cove - All New Interior & Furniture Oct 2022! Hidden gem - Northwest Maui, remodeled garden-view, ground-floor condo, full kitchen w/ dishwasher, bathroom w/ walk-in shower, comfy Cal King bed, Smart TVs & AC in Living Room & Bedroom, WiFi, lanai w/ table & chairs. Enjoy gentle trade winds, tropical weather, stunning rainbows, expansive beach, and warm water for swimming and snorkeling! *Primary renter, 25 or over *No pets or parties

A spacious studio features a king-size bed with decorative pillows. Light-colored wooden flooring is complemented by a ceiling fan. Large glass doors open to a private balcony with seating for two. A television is positioned across from the bed, enhancing relaxation.

4.93 out of 5 average rating, 102 reviews

Cozy Napili Stay - Beach Access, A/C, fast Wi-Fi

🌴 Our cozy studio at Napili Shores is perfectly located just a 2-minute walk to stunning world-class beaches. Ideal for up to 3 guests, it features a comfy king bed, a sofa bed, and access to two pools, a hot tub, BBQ areas, and onsite restaurants. Spend your days snorkeling, dining, shopping, or golfing—all nearby! 💳 We offer exclusive discounts for DMs! Your peaceful retreat in paradise awaits. Mahalo. 🌺 Still deciding? Add us to your WISHLIST or message me directly if you’re interested

4.97 out of 5 average rating, 241 reviews

A two-story green house is surrounded by lush tropical gardens, showcasing large windows that provide a bright interior. A spacious deck extends from the structure, offering views of the vibrant foliage and the inviting outdoor space.

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✔

A spacious living area is furnished with a seven-piece sectional sofa and a comfortable twin daybed. A coffee table rests on a patterned area rug. Floor-to-ceiling windows provide garden views, while a ceiling fan adds comfort to the inviting ambiance.

4.99 out of 5 average rating, 149 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.

4.96 out of 5 average rating, 178 reviews

A lush outdoor garden area is visible, featuring vibrant green grass and tropical plants. A seating arrangement with a table and chairs can be seen under an overhang, framed by a flowering tree. The ocean glistens in the distance beneath a clear blue sky.

Townhouse in Lahaina

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.

A dining table is set with plates and utensils, positioned on a lush green lawn. Palm trees surround the area, offering a tropical ambiance with the ocean visible in the background under a partly cloudy sky.

4.91 out of 5 average rating, 148 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!

4.97 out of 5 average rating, 318 reviews

The exterior of a private cabin is surrounded by lush greenery, featuring vibrant tropical plants. A porch with rocking chairs offers a welcoming spot to relax. The cabin's distinctive architecture includes a sloping roof and decorative wooden details, providing a harmonious blend with the natural environment.

Farm stay in Makawao

Ocean View - Private Cabin

NOTE: 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. Located on a working coffee plantation and food forest, this restored cabin is private but close to lots of upcountry activities. Kitchen, ocean view, open concept, great lanai spaces, plenty of off-street parking, access to private hiking trails.

A view from the lanai features lush green grass and palm trees swaying gently in the breeze. A glimpse of the ocean is visible in the distance, with neighboring buildings set against a clear blue sky.

4.96 out of 5 average rating, 272 reviews

Ocean View Oasis at Napili, West Maui

This air-conditioned studio with beautiful ocean views is located at the oceanfront Napili Shores Resort. The well-maintained resort offers two swimming pools, a hot tub, an on-site surf and snorkel rental shop, and two restaurants, just steps from Napili Bay and Kapalua Bay. The studio is on the second floor for added privacy and ocean views. Inside is a comfortable king-size bed and a fully equipped kitchen. Beach gear and a guitar are provided for easy, relaxed island living.

A modern living area is depicted, featuring a gray sectional sofa, a sleek coffee table, and a wall-mounted TV. Large sliding glass doors provide a view of the ocean, while the space is illuminated by natural light, enhancing the open, airy feel.