Holiday rentals with a kayak in Kaanapali

5 out of 5 average rating, 6 reviews

A spacious king bed is framed by light blue walls, with decorative accents above the headboard. Large glass doors open to a private lanai offering views of palm trees and the beach. Two bedside lamps provide soft lighting, enhancing the serene atmosphere.

Flat in Wailea

Oceanfront Dream 2Bed/2Bath-Mana Kai Maui Resort

Incredible location on Keawakapu Beach, the condo views beach & outer islands & has serene villa-like aesthetic with efficient design combining function and comfort! Enjoy dining on the private lanai or in the well-equipped kitchen w/island! Fine finishes, towels, linens, tasteful furnishings and decor make this the perfect choice! King Bed suite is OPEN to living space. WiFi. Smart tv. FREE Parking, Lounges, BBQs, pool, deli+store, fitness gym office, activity desk, 4 beach chairs+bch towels.

A patio area features a light-colored chair and a round table, overlooking a grassy lawn that leads to the ocean. A tree with twisted branches is visible in the background, along with several upright, leafy plants. The inviting blue water of a pool can be seen beneath the sunlit sky.

4.88 out of 5 average rating, 17 reviews

Aloha Aku Honu2 Suite – Relax by the Sea in Tranqu

Tranquil Beachfront Estate w/ 5 Luxurious Private Full Suites & Exotic Fruit Grove. Full amenities. 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.

Top guest favourite

The bedroom features a plank headboard with a spacious bed dressed in soothing seafoam colors. Soft accent pillows adorn the bed, including one that reads 'aloha', while a bedside lamp provides gentle illumination.

Apartment in Kihei

4.98 out of 5 average rating, 149 reviews

Tropical Kihei Resort | 3 Min Walk to Beach | A/C

NEW kitchen remodel, new floors & paint! Professionally CLEANED. Plush King size Sealy bed, all new kitchen and bathroom cabinets, stainless steel appliances, full size washer dryer, tile & LV floors throughout. Beautiful furniture, artwork throughout, granite countertops, high end linens, Queen sofa sleeper with 5" FOAM mattress. After the beach relax and enjoy sipping a beverage and lounging on your private lanai overlooking the tropical grounds. A/C units in BOTH the living area & bedroom.

A round glass-topped dining table is set on a private lanai, accompanied by comfortable wicker chairs. A bottle of wine and glasses are artfully arranged on a wooden tray, with sweeping ocean views extending towards distant islands under a bright sky.

4.95 out of 5 average rating, 131 reviews

Maui Beachfront Oceanfront Sands of Kahana withA/C

Mar 10 -Mar 14 OPEN! 🌺 Ocean and Beachfront views at Sands of Kahana with ❄️Air Conditioning! 🏖️ Escape to Maui, Hawaii! Ocean/Beachfront Resort with onsite dining at Captain Jacks. This 5-star spacious 2 bed 2 bath condo offers breathtaking views, stunning sunsets over Molokai & Lanai. Enjoy whale 🐋 and turtle 🐢 watching, surfing 🏄‍♂️, and strolls along the sandy beach. Unwind with warm tropical breezes and libations 🥂 on the lanai. Enjoy the amenities 2 pools, 2 gyms, and Pickleball.

5 out of 5 average rating, 3 reviews

Gorgeous 2BR Westin Nanea Villa in Ka’anapali

Enjoy nature at its best in this upscale Maui beachside setting built in 2016. Managed by elegant Westin Hotels, Nanea is the newest and most ecological (LEED certified) villa development on the Ka’anapali coast. There is abundant snorkeling and whale watching right outside your door. Many restaurants and grocery stores are a short walk away… and charming Lahaina is only 10 minutes down the road via free shuttle or your car. Come relax in paradise! Enjoy the glamour of this elegant resort.

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, 167 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.

An outdoor dining area is displayed on a balcony, showcasing a table set for four. The picturesque beach and calm ocean waters extend in the background under a partly cloudy sky, enhancing the inviting atmosphere for al fresco dining.

4.94 out of 5 average rating, 109 reviews

Direct Beachfront A/C & on Sandy Swimmable Beach

Zoned "Hotel/Resort" so no need to worry about our zoning. 8th floor unit on a sandy swimmable beach with A/C. Perfect location for watching the beautiful sunsets, see our resident sea turtles and an excellent place for spotting whales during the whale migration season. Beach towels, boogie boards, 4 beach chairs, cooler and much more... Kiddie pool, family pool, pickle ball courts, tennis courts, 2 gyms. Washer/dryer inside the unit. Fully stocked kitchen. Pak n play & highchair.

5 out of 5 average rating, 8 reviews

Flat in Lahaina

Direct Oceanfront View at Mahana Studio, King Bed

Welcome to my hotel-zoned oceanfront, direct ocean view studio condo Enjoy stunning floor-to-ceiling ocean views and breathtaking sunsets over the neighboring islands. See and hear the ocean from your bed and your private lanai. Featuring a comfy king bed, central AC, smart TV, fast Wi-Fi, fully equipped kitchen, and 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

Top guest favourite

Flat in Wailea-Makena

5 out of 5 average rating, 10 reviews

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.

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, 16 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.

Top guest favourite

A dining table set for four is positioned on the private lanai, surrounded by lush greenery. A bottle of wine sits center stage, accompanied by a plate of fresh fruit and pastries. Bright blue skies provide a serene backdrop.

Apartment in Wailea

4.96 out of 5 average rating, 221 reviews

Top 1% Home with King Bed + Steps to Beach & Shops

Fully remodeled top-floor condo in one of South Maui’s most popular complexes! Take in stunning sunsets and peekaboo ocean views from your private lanai. Walk to beautiful beaches, shops, and restaurants, then relax in the resort-style pools and hot tubs. Every detail has been thoughtfully designed for comfort and style. Whether you’re here to unwind, explore Maui, or enjoy a bit of both, Makana Condo is the perfect island getaway.

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, 129 reviews

Whale Watching from our lanai from Dec till May

Our beautiful ocean front one bedroom condo with direct ocean views is the perfect place to relax and enjoy an amazing Hawaiian experience! You'll be just steps away from our beautiful beach, where you can snorkel, swim, or rent a standup board or kayak. Our lanai is perfect for whale and turtle watching as well as relaxing and taking in the breathtaking beauty of Maui.

Popular amenities for kayak rentals in Kaanapali

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

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

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

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

5 out of 5 average rating, 5 reviews

A well-organized room contains a dresser with a flat-screen TV placed above it. Decorative plants are situated on the dresser, while a mirrored surface reflects the light from the window. A closed door leads to another area, adding privacy to the space.

Private room in Wailuku

Calming Vibes in Room 2

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

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

A pristine swimming pool glimmers under the sun, surrounded by palm trees and lounge chairs. The spacious pool area is bordered by a well-maintained grassy lawn and faces a multi-story condominium complex in the background.

4.79 out of 5 average rating, 14 reviews

Maui Sunset A102 - Aloha Mai 2, Beachfront Resort

A peaceful outdoor water feature is surrounded by lush palm plants in decorative pots. Water flows gently from stone elements into a serene pool, with a backdrop of green grass and distant mountains. The setting evokes a sense of tranquility and connection with nature.

4.93 out of 5 average rating, 28 reviews

Aloha Aku Honu Suite – Experience the Spirit of Al

Other holiday rentals with a kayak

A spacious lanai features a dining table surrounded by black woven chairs, providing an inviting space for meals outdoors. The view showcases landscaped gardens, palm trees, and the ocean beyond, with clear blue skies enhancing the scene.

4.9 out of 5 average rating, 20 reviews

Hokulani 306 at Honua Kai ~ Upgraded & Ocean Views

A view of lush greenery and palm trees is captured, overlooking the golf course and the ocean in the distance. The scene showcases a clear blue sky and the rooftops of nearby buildings, highlighting the tropical landscape of the Maui Eldorado Resort.

4.71 out of 5 average rating, 7 reviews

Eldorado B200~Large Corner Unit With Ocean Views

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, 6 reviews

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

A bright living area is furnished with a comfortable blue sofa and two armchairs with floral patterns. A large abstract artwork hangs above the sofa, while sliding glass doors open to a view of greenery and mountains. A neutral area rug adds warmth to the hardwood floor.

4.84 out of 5 average rating, 19 reviews

Konea 312~Highly Upgraded, Light & Bright Condo

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

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

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.

5 out of 5 average rating, 31 reviews

Hokulani 612 at Honua Ka ~Upgraded with Ocean View

A lush garden area featuring palm trees and green landscaping can be seen in the foreground, contrasting with the building structures behind. The ocean is visible in the background, with a clear blue sky above, creating a serene atmosphere.