Holiday rentals with a kayak in Napili-Honokowai

A private lanai features a round table surrounded by a light-colored chair. A bottle of champagne and two glasses rest on the table, with flower petals artistically arranged nearby. Lush green grass extends to the beach beyond, complemented by tropical decor in the background.

4.98 out of 5 average rating, 43 reviews

Aloha Aku Bamboo Suite – Discover Beachfront Seren

Our luxury Beachfront estate has 4 beachfront one-bedroom suites and a garden view two-bedroom Ohana. Each suite has a private entrance, separate living room, full kitchen and is like having your own condo at the beach in Maui. This special place is hidden behind a private, double gated entrance, lined with 700 ft of lighted coconut palms that lure you into the feeling of leaving the world behind. But is still centrally placed in Kihei nearly all of the amenities you might desire. BBKM 2013/0002

ValueOutdoor spacesCleanliness

Top Guest favourite

Apartment in Kaanapali

5 out of 5 average rating, 22 reviews

Direct Oceanfront View at Mahana Studio, King Bed

Welcome to my hotel-zoned oceanfront, direct ocean view studio Enjoy stunning floor-to-ceiling ocean views and breathtaking sunsets over the neighboring islands. See and hear the ocean from your bed and private lanai Featuring a king Murphy bed with a true king size mattress, central AC, smart TV, fast Wi-Fi, fully equipped kitchen, in-unit laundry Free on-site parking, 1 space No resort fees, no other additional fees Oceanfront, direct ocean view on the 4th floor of the Mahana at Ka'anapali

LocationOutdoor spacesAmenities

4.89 out of 5 average rating, 54 reviews

An open living area features a combination of comfortable seating arrangements, including a green sofa and rattan chairs. Large glass doors lead to a lush garden, while light-colored beams enhance the airy feel. A coffee table sits at the center, adorned with fresh flowers.

Home in Paia

Beach house for wind-sports in Pa’ia-North Shore

Fast wi-fi, AC, spacious, charming, Hawaiian beach house, built in 1952. Private beach steps away. A great spot for kite surfing, windsurfing, wing foiling, SUP, or swimming! We are just between Kanaha Beach Park and Camp One/Sprecks. The house has 3 bedrooms with 2 bathrooms all on ground level. This property is organic, free of pesticides & chemicals, with many local fruit trees and a spacious lawn complimenting a private Hawaiian spot by the water. A dream for water sports enthusiast!

ValueOutdoor spacesNearby

4.89 out of 5 average rating, 183 reviews

Check In, Chill Out - Annie’s Surf Shack Awaits!

Annie’s Surf Shack, an oceanfront escape 30 feet from the Pacific! A/C, stunning sunsets, fast Wi-Fi, free parking, and no resort fees. Relax on your lanai, walk to beaches, shops, and dining, or explore West Maui with ease. Short-term rentals are legal in Maui for the foreseeable future. Annie’s Surf Shack remains fully licensed, compliant, and ready to share the aloha. Super clean, ideally located. No check-ins on major holidays. To learn more about us, search for Annie’s Surf Shack Maui.

LocationValueBeach

A spacious single-story home is surrounded by lush palm trees and vibrant tropical plants. The well-maintained lawn features a mix of greenery, with the house's exterior displaying a neutral tone under a bright blue sky.

4.86 out of 5 average rating, 169 reviews

Cajudoy's Hale - STKM 2O13-OO18 / TA-081-709-8752-01

WONDERFUL! Three bedroom hale (home) in the Central Kihei area of Maui. Wood floors, lots of space, kitchen fully stocked, BBQ and so much more. Great for kids, elderly, and young at heart. This house is your home away from home. We have all of the necessary items for a home. If we do not have something please let us know and we will try our best to accommodated. Walking distance to the beach, shopping, park, public transportation, etc... You will not find a better place in Kihei.

Outdoor spacesValueKitchen

4.94 out of 5 average rating, 16 reviews

Condo in Wailea

Endless Ocean Views - 1bd/2 bath

Experience island living at its finest in this beautiful 1-bedroom, 2-bathroom condo located in the heart of Wailea/Kihei, Hawaii. This serene retreat offers breathtaking ocean views and a peaceful atmosphere, perfect for unwinding after a day of exploring. Just a short stroll from world-renowned beaches and minutes from top-rated shopping, dining, and entertainment, the location couldn’t be more ideal. This well-appointed space is designed for comfort and relaxation.

Outdoor spacesLocationCleanliness

A spacious lanai offers stunning ocean views, framed by lush greenery and the nearby resort. A dining table with plates is set up, inviting relaxation and enjoyment of the scenery. The clear blue sky and calm ocean enhance the tranquil atmosphere.

5 out of 5 average rating, 17 reviews

Hokulani 712 at Honua Kai ~Ocean View XL-1 Bedroom

Welcome to your dream Maui vacation rental condo! Hokulani 712 at Honua Kai Resort offers the perfect retreat for those seeking a relaxing and luxurious getaway. This oversized one-bedroom condo sleeps 2 adults and boasts gorgeous ocean views from the large lanai! Located on the top floor (7th floor) of the south side of the Hokulani tower, this unit features a large 235 sq ft lanai with spectacular views of the ocean and the island of Lana'i in the background.

LocationValueBeach

Top Guest favourite

A covered outdoor dining area features a glass-top table surrounded by six cushioned chairs, overlooking the ocean. Bright blue plates and a vase with an orchid are set on the table, with expansive sea and sky views visible through large sliding doors.

5 out of 5 average rating, 140 reviews

Panoramic Views right on a Sandy Swimmable Beach

Spacious 4th-floor corner condo on a sandy swimmable beach! Air conditioning in every room, 2 lanais (one off of each room), and stunning ocean views—ideal for turtle watching, whale watching (December - April) and sunsets. Family-ready with 4 chairs, beach gear, boogie boards, towels and cooler. Resort offers pools (including kiddie pool), pickleball, tennis, game room and more. Hotel Zoned and cancel for any reason insurance offered after signing contract.

ValueLocationCheck-in

4.95 out of 5 average rating, 154 reviews

Condo in Kihei

Tropical Retreat • King • Beach • Pool/Hot Tub

Newly remodeled Maui retreat with a plush king bed, designer finishes, and a fully updated kitchen with stainless steel appliances. Bright, open layout with AC and a queen sleeper for added space. Step onto your private lanai overlooking lush tropical gardens, or unwind at the resort’s heated saltwater pool and jacuzzi. Professionally cleaned and thoughtfully stocked - perfect for relaxing, easy island living just moments from the beach.

LocationOutdoor spacesDecor

A sweeping view of the coastline showcases gently curved sandy beach bordered by lush palms. The turquoise water sparkles under a bright blue sky, while distant mountains are visible along the horizon, creating a serene oceanfront scene.

4.95 out of 5 average rating, 131 reviews

Amazing Summer Discounts and Fantastic Ocean Views

Welcome to our ocean front dream retreat in Maui, where your senses are filled with the sights and sounds of azure waves and gentle breezes whispering through the palm trees. As soon as you enter through the door of our tropical abode, you'll be greeted by a symphony of light and space, where every corner radiates a welcoming coziness, and beautiful views of the ocean, marine wildlife, and the neighboring islands.

Outdoor spacesLocationView

Top Guest favourite

Condo in Kihei

4.96 out of 5 average rating, 228 reviews

King Bed + Pools | Steps to Kamaole Beach

Wake up to ocean breezes and unwind with Maui sunsets from your private lanai. This beautifully remodeled top-floor condo sits directly across from Kamaole Beach Park II and offers peekaboo ocean views, resort pools and hot tubs, a king bed, beach gear, and easy walking access to South Kihei's best restaurants, shops, and island adventures. Perfect for couples and small families seeking the ideal Maui getaway.

ValueLocationTV

A spacious bedroom features a large bed dressed in a light blue quilt, complemented by decorative pillows. Two bedside lamps illuminate the room, while sliding glass doors provide views of the surrounding lush greenery and mountains. A decorative tray with cups and flowers rests on the bed.

4.88 out of 5 average rating, 140 reviews

Beautiful Views~

Hale Aloha is located in The Maui Kaanapali Villas located on the 5th floor unit 507. Hale Aloha boost beautiful Ocean/Molokai views blended with the West Maui Mountains. Our beach is a true "Hidden Gem" for swimming, snorkeling or relaxing on a sandy beach. Enjoy 2 swimming pools , on site restaurant and close to local shopping and activities. We welcome You!

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Popular amenities for Napili-Honokowai kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a Kayak

A covered private lanai features two lounge chairs positioned for relaxation, with a view of lush greenery leading to the ocean. Tropical plants and decorative pots enhance the serene atmosphere, while sunlight illuminates the space, inviting guests to unwind in a tranquil setting.

Aloha Aku Bamboo2 Suite – A Serene Sea Retreat

LocationCleanlinessView

A serene outdoor area includes smooth stone dipping pools and a Jacuzzi with sunset views. Tropical plants are situated in decorative pots, complementing the landscape. The setting is enhanced by tiki torches, and a lush lawn extends towards the horizon under a soft evening sky.

5 out of 5 average rating, 4 reviews

Aloha Aku CoCoPalm Suite – Experience Tropical Bli

LocationAmenitiesSleep quality

A spacious sleeping area features a canopy bed adorned with soft bedding, complemented by a tasteful patterned cover. A television is positioned on a low console cabinet opposite the bed, while a closet with hangers is visible in the background. The room is painted in a light blue hue.

Private room in Wailuku

4.57 out of 5 average rating, 7 reviews

Serene Blue Retreat•Queen Bed•Smart TV•MiniFridge

LocationGetting aroundSleep quality

A serene view features two carved wooden tiki figures positioned amidst a lush green lawn, leading towards a sparkling blue ocean in the background. Delicate orange flowers are visible in the foreground, adding a touch of color to the tranquil landscape.

5 out of 5 average rating, 18 reviews

Aloha Aku CoCoPalm2 Suite – Cozy Beachfront Escape

LocationWalkabilityPool

An open-concept kitchen and living area features a counter with seating for four, complemented by a wooden dining table for four. Sunlight floods through large sliding glass doors, illuminating stylish furnishings and a lush green lawn visible through the patio area.

4.91 out of 5 average rating, 93 reviews

Maui Sunset Resort A102 - Aloha Mai, Remodel, Grou

LocationOutdoor spacesDecor

The beachfront estate is presented from a distance, showcasing its two-level structure surrounded by lush greenery. Large glass doors reveal the inviting spaces within, while a spacious lawn leads to the sandy beach. Solar panels are visible on the roof, emphasizing sustainability.

5 out of 5 average rating, 7 reviews

Aloha Aku Hula2 Suite – Beachfront Bliss

LocationOutdoor spacesGetting around

A spacious living area features a light green color palette and vaulted ceilings. Comfortable seating options include a sofa and two armchairs. The open kitchen, equipped with wooden cabinets and appliances, is visible in the background. Large windows provide views of the surrounding greenery.

5 out of 5 average rating, 5 reviews

Aloha Aku Ohana2 Suite – Relaxing Garden Views Awa

LocationHospitalityFamily

A spacious living area showcases elegant tile flooring and large sliding glass doors that invite natural light. A comfortable sofa is paired with a glass coffee table, while a flat-screen TV is mounted on the wall. A private outdoor space is visible through the doors.

4.79 out of 5 average rating, 14 reviews

Maui Sunset A102 - Aloha Mai 2, Beachfront Resort

LocationOutdoor spacesQuiet

Other holiday rentals with a kayak

4.63 out of 5 average rating, 8 reviews

Papakea K303 ~Highly Upgraded w/ Ocean Views

LocationWalkabilityAmenities

A panoramic view displays the tranquil ocean and lush greenery from the sixth floor's private lanai. Sunlight illuminates the vibrant blue water, while palm trees frame the scene, offering a glimpse of tropical beauty and serenity.

4.86 out of 5 average rating, 14 reviews

Konea 642~Upgraded Honua Kai Ocean View 2 Bedroom

LocationOutdoor spacesParking

A private lanai is displayed, featuring a round dining table and two chairs. Lush greenery and palm trees frame the view of the ocean, with sun loungers visible along the beach. The sky is partly cloudy, creating a serene atmosphere.

5 out of 5 average rating, 7 reviews

Whaler 420: Upgraded 1 Bed/1 Bath With Ocean Views

LocationNearbyKitchen

A private lanai is showcased, featuring a dining set with a table and four chairs, overlooking the lush greenery and ocean. Palm trees sway gently in the breeze, and the vibrant blue water stretches out to the horizon, offering scenic views of the island of Lana'i.

4.95 out of 5 average rating, 20 reviews

The Whaler Resort 359 ~ Upgraded With Ocean Views

LocationOutdoor spacesGetting around

Apartment in Wailea

4.69 out of 5 average rating, 13 reviews

Paradise at its Best KS5310

Outdoor spacesLocationParks

A spacious patio area features comfortable outdoor seating with bright cushions, offering a view of lush tropical greenery. Sliding glass doors provide seamless access to the inviting bedroom within, enhancing the indoor-outdoor living experience.

4.88 out of 5 average rating, 34 reviews

Maui Eldorado B206 ~ Big Corner Unit & Large Lanai

ValueLocationCondition

A lush green golf course stretches into the distance, bordered by neatly trimmed hedges. Palm trees sway gently in the breeze, while the serene blue ocean is visible beyond the greenery beneath a clear blue sky.

5 out of 5 average rating, 11 reviews

Maui Eldorado J207: Frontline Ocean View 2 Bedrooms

LocationHospitalityAmenities

A spacious private lanai is showcased with modern outdoor furniture, including a glass-topped table and several chairs. The stunning ocean view can be seen in the background alongside the resort's greenery, providing a serene backdrop for relaxation.