Holiday home rentals in Kaanapali

Stunning Top-Floor Oceanfront View Suite!

Dine in style or relax in paradise with amazing sunset ocean views from either room! Entertain in the fully stocked, recently remodeled kitchen with pull-up bar seating. This top-floor suite has two units, each with its own king bedroom and balcony views. With a private hallway entrance to both units, you can keep both units open and still private to the outside. Or, with keyed entries to each unit, you can keep each unit closed off for privacy. Great for families or multiple couples!

Beautiful beaches for swimming and sunsets!

Beautifully updated 1BR/2BA condo across from the white sands of Kamaole Beach #3, one of the nicest beaches on the island, and minutes from other world renown beaches in Kihei, Wailea and Makena. This beautiful resort also features a gorgeous swimming pool, two jacuzzis, children's wading pool, four tennis courts, Hawaiian-style grounds and tropical ambience, all located minutes from world-class golf courses in Wailea and Makena. Kamaole Sands Resort #3-207, in preferred BUILDING #3

Hā'iku Hale - 3 Bedroom Maui Getaway!

The Ha’iku Hale is taken care of by a local family that seeks to uphold the values of Hawai’i’s culture. Designed to be a sanctuary in the middle of paradise to retreat & rejuvenate. With 3 Bedrooms and 2 Baths the Hale comfortably sleeps up to 6 people. The Hale Master Bedroom has a plush king size bed, A/C, and a private bathroom. Located within walking distance of the Ha’iku Cannery Center so you’ll be able to dine and shop easily! 10 Mins from Ho'okipa, perfect for surfers!

The Westin Kaanapali Ocean Resort Villas

Studio Premium Villa - timeshare condo Situated on Ka'anapali Beach on the west coast of Maui, this resort offers a host of amenities and it's great location has access to a number of fun activities, places to eat, etc. Once booked my wife and I would be happy to provide recommendations. The Studio premium villa offers the balance of convenience and tranquility you need to help you rejuvenate. Comfortably sleeps up to 4 (if 2 are willing to sleep on a pull-out sofa).

2 BR Maui Ocean View Villa Christmas Week!

2 bedroom / 2 bath en suite ocean view villa at Westin Kaanapali Ocean Resort Villas North. Beautifully appointed two bedroom en suite villa with fully furnished kitchen, bathrooms with separate whirlpool baths and showers, in-room washer/dryer and everything you need for a fabulous vacation. Property has 5 pools and hot tubs, kid's club, waterslide, tennis courts, ping pong, barbeque area, restaurants, shuttles to shopping and more.

Dreamy Kihei Condo, Steps From The Beach (335-12)

This cozy condo is located at Kihei Kai Nani Resort. Walking distance to: The beach ( Kamaole II Beach ) Groceries ( Hawaiian Moons ) Coffee shops (Cinnamon Roll Place) Restaurants ( Café ole, 808 Deli, Maui Fish and Chips, South-shore Grindz and more! ) Park ( Kamaole Beach Park ) There are lots of activities near by as well. Feel free to ask for recommendation's on anything from surf lessons to the best snorkel spots.

Oceanfront Paradise! Sea Turtle Cove C24 Napili Pt

Spectacular Ocean & Outer Island views from your Air Conditioned condo! Enjoy snorkeling with Sea Turtles in your backyard, seasonal Whale Watching from your kitchen, and breathtaking Sunsets... Welcome to Paradise! Traveling with family or friends? Please see our other listing just few doors down: Oceanfront Oasis! Sea Turtle Cove B17 Napili Point

Perfect Studio Amazing OCEAN View & Resort Perks

Relax with the whole family at this peaceful haven. Perfect beach front resort with full amenities, including pools, workout facilities, restaurants, and free in-town transportation. Tap into the adventure to take advantage of all the activities Maui offers. Enjoy beautiful sunsets pool side or from the comfort of your suite.

The Napili Bay Resort, suite 214

FALL SPECIAL SAVINGS. $149.00 PER NIGHT. SEPT - DEC 2025 “THE NAPILI BAY”, an ocean front studio offering a unique, quiet and old Hawaiian experience resting on the most popular cove on Maui, “Napili Bay” Maui is in need to TOURISTS, help our community with your booking. GO TO: SPECIAL SAVINGS below to save on booking fees.