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, 148 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 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.

4.97 out of 5 average rating, 191 reviews

Oceanfront Napili Retreat | 1 Bd w/ Lanai & AC

Watch sea turtles and sunsets from your private lanai just steps from the ocean!This hotel zoned, oceanfront 1-bedroom condo on stunning Honokeana Bay offers a contemporary space designed to create unforgettable memories. Fully remodeled and air-conditioned, this retreat is surrounded by water and just a short walk to Napili Beach, one of Maui’s finest. With no hidden resort or parking fees., this is perfect for anyone seeking a serene and comfortable base to explore all that Maui has to offer!

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, 111 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, 130 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

4.93 out of 5 average rating, 167 reviews

A serene beach scene features soft, golden sand and calm turquoise waters under a clear blue sky. The gentle waves lap at the shore, while the shadow of a palm tree gracefully stretches across the sand, adding depth to the tranquil setting.

Townhouse in Lahaina

Awesome Beach Home - Elegant 3 bed w AC - Families

Elegant, Spacious Villa – Perfect for Family Celebrations & Getaways Steps from Napili Bay’s famous white sands, this villa is an ideal retreat; enjoy a gourmet quartz kitchen, central air, plush bedding, and fine teak furnishings. Gather in the theater-style living area with an 80-inch smart TV, or toast to special moments on the private lanai with a gas BBQ. The garage is stocked with beach gear. You can snorkel with turtles, paddleboard, body surf, and watch breathtaking sunsets together.

4.96 out of 5 average rating, 433 reviews

A vibrant sunset casts colorful hues across the sky, with layers of pink, orange, and blue blending seamlessly. The foreground features green land and trees. In the background, a cottage rests against the horizon, overlooking a serene coastal landscape.

Cottage in Kula

Oceanview Cottage away from heat! w/ County Permit

Closest Airbnb to Haleakala National Park & Road To Hana. Away from 100 degree heat & traffic & yet still close to food & market! Private Cottage on 2acres of orchard on Haleakala, w/ endless pano Bi-Coastal View (Double Ocean View that no other islands have) & night city view! Stunning sunset & starry nights. Two master suites with ensuite Full Baths. For past guests whom love this home, this AirBnB ends on 12/31/26. Hawaii Supreme Court ruled no more short term rental in agriculture lands.

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, 103 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

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, 153 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.

4.96 out of 5 average rating, 179 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!