Holiday rentals with breakfast near Kaanapali Beach

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Top-rated rentals with breakfast near Kaanapali Beach

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A group of alpacas, varying in color and patterns, stands along a fence in a lush green pasture. Their calm expressions reflect the peaceful environment, with rolling hills and trees visible in the background, creating a serene rural setting.
Guest house in Kula
4.98 out of 5 average rating, 247 reviews

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.

Top guest favourite
Townhouse in Lahaina
5 out of 5 average rating, 14 reviews

Luxury POOL & OCEAN VIEW Snorkel With Sea Turtles!

We invite you to relax in the private and peaceful Honokeana Cove with breathtaking views of the Pacific Ocean. You will be very impressed with this direct oceanfront, luxury, vaulted-ceiling townhome with gorgeous views of the ocean and the island of Molokai featuring two master suites (1 lofted on the mezzanine level)! You will feel right at home with everything you need or want with this superior, fully loaded townhome with two very large luxury bedrooms each offering a comfortable king-size

Superhost
Apartment in Kihei
5 out of 5 average rating, 3 reviews

Chic and Central Ocean Dream Vistas

Upscale remodel with high-end furnishings 1br oasis situated directly across from Kamaole Beach. Fantastic lanai with partial ocean views. Experience the resorts many amenities such as tennis courts, pool and jacuzzi and grills. We provide everything from beach towels, chairs, umbrellas, and a cooler within our fully stocked designer condos. A complete kitchen, ensuite washer and dryer, and luxury touches await. Complimentary coffee, detergent, and a pillow bar are a few of the perks for guests.

Guest favourite
A serene bedroom features large windows allowing natural light to fill the space. A queen bed with a green throw is centered on polished wooden floors. A small table and two chairs provide a cozy seating area, complemented by a vintage dresser and nightstand.
Guest house in Makawao
4.94 out of 5 average rating, 102 reviews

Relaxing Upcountry Base for Haleakalā & Beyond

Unlike any other stay! The Romantic Rose Room of our historic Inn is a cozy retreat beneath Maui’s largest Norfolk pine. Guests come here to exhale, reconnect and feel the quiet healing of the land. Enjoy the gardens then head out for adventures to beaches, Haleakala or Hana-creating lasting memories along the way. Beach gear & stadium blankets (for Haleakala) are provided along with"brekky baskets" to start your day. I look forward to sharing this special soulful space with you. BBMPT20200001.

Guest favourite
A living and dining area features large windows allowing natural light to fill the space. Comfortable seating includes a sofa and two armchairs with floral patterns, arranged around a glass coffee table. A dining table with wooden chairs is positioned nearby, offering views of the outdoors.
Home in Kula
5 out of 5 average rating, 19 reviews

Ke Kīhāpai Bed and Breakfast

Ke Kīhāpai translates to "small farm" and sits on the slopes of Haleakalā mountain. Panoramic views of the West Maui Mountains below and the top of Haleakalā, a 25 minute drive to the entrance of Haleakalā National Park. At night, witness a galaxy of stars. Ke Kīhāpai is listed as a permitted B & B. Breakfast foods will be provided by the host. We are a local Hawaiian family, born and raised in the islands and steeped in the knowledge of our culture. We love to share what makes Maui so special.

Top guest favourite
Apartment in Kihei
4.95 out of 5 average rating, 22 reviews

Luxury condo 20 steps from beach/pool/hot tub #103

Aloha, and welcome to Sugar Beach Resort, Unit 103! This fully renovated (2023) ground-floor condo offers a high-end, fully stocked kitchen, easy walk-out access, and is just steps from Sugar Beach. Enjoy a heated pool, jacuzzi, and dry sauna after a day in the sun. Beach chairs and towels are provided for easy, stress-free beach days. Sugar Beach Resort is centrally located — just 15 minutes to OGG, Costco, Target, Whole Foods, and Walmart, and 30 minutes to Lahaina, Paia, or upcountry.

Superhost
An aerial view showcases the resort's expansive pool area surrounded by lush greenery and palm trees. Multiple pools, including a lagoon-style pool with a waterfall feature, are visible against the backdrop of the ocean and sky.
Apartment in Lahaina
4.8 out of 5 average rating, 5 reviews

Xmas 2026 Marriott Maui Ocean Club For 4 Kaanapali

🌴 DEC 20-27, 2026—7 NIGHTS 🌴 Sleeps 4. One bdrm; two beds. Two baths. Enjoy the holidays at the popular Marriott Maui Ocean Club resort on sandy Ka'anapali Beach with golden sunsets. Seven nights in an oceanview suite: spacious master bedroom with a king bed; living room has a queen sofabed; twin rollaway bed available. Kitchenette & two private lanais. Molokai Tower; High Floor requested 3 pools/4 hot tubs Fitness center Full resort service Guaranteed dates 12/20 to 12/27/2026

Superhost
A beachfront view displays multiple low-rise buildings surrounded by lush greenery. The sandy shore meets the calming ocean waves. Palm trees provide shade to the beach area, while guests are seen enjoying the sandy coastline and gentle waters.
Apartment in Lahaina

Westin Kā‘anapali Ocean Resort North - 1 BR

Explore the summit of a dormant volcano. Or hike through a rainforest to a 400-foot waterfall. There’s no better place than Maui for a once-in-a-lifetime experience. The Westin Kā‘anapali Ocean Resort Villas maintains relationships with the top tour operators on the island. All tickets for activities arranged through the Concierge will be available at the Concierge desk when you arrive. Step outside your villa retreat and embrace a welcoming abundance of amenities at every turn.

Guest favourite
Apartment in Kihei
4.95 out of 5 average rating, 19 reviews

Bright & Breezy Top-floor Corner Condo

This bright top-floor corner condo is filled with natural sunlight and refreshing tropical breezes, creating the ideal setting for a relaxing vacation. Just a few minutes’ walk from the beach, you’ll have your toes in the sand in no time. Unwind by the large sparkling pool, perfect for a lazy afternoon dip or lounging with a good book. Inside, enjoy an airy, open layout designed for comfort. Wake up to warm sunshine, and enjoy meals on your private lanai.

Guest favourite
The entrance of the o`hana is framed by lush greenery and palm trees. A paved walkway leads to a welcoming front door, which is flanked by a large window that allows natural light into the space.
Guest suite in Makawao
4.87 out of 5 average rating, 102 reviews

Hale Aku Bed and Breakfast

Special seasonal rate. Nice, clean and cozy 1 bedroom, 1 bathroom 500 sq. ft. o`hana in a golf course community in the beautiful upcountry area of Maui. It is close to shopping, a country club with dining, and a community center with a swimming pool. You can visit many of Maui`s beautiful beaches with a 15 to 30 minute drive. The o`hana has a fully equipped kitchen for you to prepare your meals. The Maui county bed and breakfast permit # is BBMP20180001.

Top guest favourite
A contemporary guest suite features a spacious bed adorned with light linens and decorative pillows. Natural light fills the room through glass doors that lead to a private outside area. Soft drapes frame the windows, and a decorative wall art piece enhances the serene atmosphere.
Guest suite in Kula
5 out of 5 average rating, 59 reviews

Enjoy Keokea on the slopes of Haleakala

WELCOME TO JEWEL OF KEOKEA MAUI Enjoy bed and breakfast in a tranquil setting on the slopes of Haleakala in upcountry Kula on Maui. Jewel of Keokea is a private contemporary guest-suite on the mountain where a unique experience awaits you. Within walking distance of a sleepy rural outpost, Keokea town is located at an elevation of 2,860 feet above sea level. A perfect place to plan your island adventures.

Guest favourite
The living room features a comfortable sofa and two armchairs, complemented by a glass coffee table. Floor-to-ceiling windows showcase sweeping ocean views, framed by palm trees. Tropical wall art adds color to the light, tiled space, while natural light enhances the serene atmosphere.
Flat in Lahaina
4.96 out of 5 average rating, 23 reviews

Mahana 507 OceanFront Condo-1 BR,1 Bath,Central AC

YOU WILL BE STUNNED BY THE VIEW WHEN YOU WALK INTO THIS OCEANFRONT AND BEACHFRONT CONDO. This condo is located on Kaanapali Beach. We are on the 5th floor (Mahana 507), which we consider the perfect height for watching whales and experiencing the stunning year round sunsets.

Popular amenities for rentals with breakfast near Kaanapali Beach

Quick stats about holiday rentals with breakfast included near Kaanapali Beach

  • Total holiday rentals

    Explore 20 holiday rentals in Kaanapali Beach

  • Nightly prices starting at

    Kaanapali Beach holiday rentals start at $369 SGD per night before taxes and fees

  • Verified guest reviews

    Over 200 verified reviews to help you choose

  • Holiday rentals with a pool

    20 properties feature pools

  • Wifi availability

    20 of Kaanapali Beach holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Kaanapali Beach rentals

  • 4.9 Average rating

    Kaanapali Beach stays are highly rated by guests – averaging 4.9 out of 5!