Holiday rentals with a kayak near Kaanapali Beach

A private lanai is seen with outdoor seating for two and a small table, offering stunning ocean views. Lush greenery is visible in the foreground, complemented by the vibrant blue water and distant islands under a partly cloudy sky.

5 out of 5 average rating, 40 reviews

WBH D227 Aloha Lai2 – Unwind by the Oceanfront

This family-friendly remodeled beachfront, second floor 1-bedroom/1-bath air-conditioned Condo Suite comes with a comfortable king-size bed and living room couch that pulls out to a queen size sofa-sleeper allowing the unit to sleep up to 4 people. Just steps from the beach, the awe-inspiring multi-island views from the shore are unlike any other. You can enjoy this gorgeous view from your covered lanai. Gorgeous granite counter tops in the kitchen and bathroom along with new appliances and fixt

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.

4.98 out of 5 average rating, 139 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.

4.96 out of 5 average rating, 127 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.

A large outdoor pool surrounded by vibrant tropical landscaping is featured. Sun loungers with pink cushions are arranged around the pool area. Lush palm trees sway in the gentle breeze, and a rock formation adds a natural element. The ocean is visible in the background under a clear blue sky.

5 out of 5 average rating, 23 reviews

1 Bedroom Scenic view - Hawaii's Ka'anapali Beach

Comfort meets convenience at Ka‘anapali Beach Club, located on Maui’s western shore just minutes from downtown Lahaina. Relax in the pool, set among lush landscape and calming waterfalls, or sip your morning coffee at the on-site open-air café. With an on-site restaurant and convenience store, you’ll have everything you need to make the most of your Maui vacation. Enjoy either ocean or mountain views from your private balcony, and reconnect with your loved ones in the spacious accommodations.

A small table and two chairs are positioned on a balcony overlooking the ocean. The clear blue water stretches to the horizon, with shadows of clouds reflecting on the surface. Lush greenery and palm trees frame the scene.

4.88 out of 5 average rating, 182 reviews

Whale Season Is Here, Front-Row Ocean Views

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.

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, 108 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.

An outdoor terrace is visible, featuring a glass railing with stunning views of the ocean and surrounding resort. A dining table accompanied by four chairs sits alongside a lounge chair. A BBQ grill is positioned nearby, offering an inviting space for outdoor dining and relaxation.

5 out of 5 average rating, 9 reviews

Konea 501 ~ Rare Direct Ocean Views & Private BBQ

Welcome to Konea 501, where large and luxurious interiors await you alongside breathtaking frontline ocean views! As the top unit of only five 2-bedroom suites at the Honua Kai Resort with direct ocean views and private outdoor kitchens, Konea 501 boasts a premier vantage point in the most sought-after column of two bedroom suites at the entire resort. From the moment you walk through the door, you'll feel like you've stepped into paradise with the stunning panoramic ocean views.

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.

4.96 out of 5 average rating, 214 reviews

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

Exquisitely remodeled top floor condo in one of the most desirable condo complexes in South Maui. Enjoy sunsets and peekaboo ocean views from your private lanai, walk to some of the finest beaches, shops & restaurants and lounge in the multiple pools & hot tubs on property with this perfect Hawaiian oasis! Everything (and we mean everything) is fully remodeled. From a peaceful island getaway to your next Hawaiian adventure, Makana Condo is ready for your enjoyment!

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.

4.94 out of 5 average rating, 124 reviews

Whale Watching from our little home under the sun!

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.

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, 138 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!

4.91 out of 5 average rating, 23 reviews

Makena Surf: Maui on the Beach

Welcome to Unit 303 in Building G at the Makena Surf Resort! You will be staying on the third floor in a 2-bedroom, 2-bathroom condo with 1,038 SF of living space overlooking your own resort-private snorkel & swim beach (Chang's & Turtle Town). You simply cannot get closer, or have better access, to private amazing beaches in Maui without staying on a boat.

Popular amenities for rentals with a kayak near Kaanapali Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

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, 3 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, 91 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.

4.85 out of 5 average rating, 13 reviews

Maui Sunset A102 - Aloha Mai 2, Beachfront Resort

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

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

The living area features a comfortable couch and a dining table with bench seating. Natural light filters through the sliding glass doors, showcasing views of a garden outside. A ceiling fan and decorative elements, including a mirror and potted plant, add to the cozy ambiance.

4.95 out of 5 average rating, 177 reviews

Renovated 2BD/2BA | 3 Min Walk to Beach | A/C

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, 19 reviews

The Whaler Resort 359 ~ Upgraded With Ocean Views

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 Kihei

5 out of 5 average rating, 4 reviews

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

5 out of 5 average rating, 6 reviews

Private room in Lahaina

Beachfront • Pool + Hot Tub • Pickleball, Tennis

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, 28 reviews

Hokulani 612 at Honua Ka ~Upgraded with Ocean View

A tropical pool area is surrounded by lush palm trees and vibrant flowers. The water glistens under a clear blue sky, with lounge chairs and cabanas visible in the background. Ocean views are seen in the distance, enhancing the serene atmosphere.

Hotel room in Lahaina

4.78 out of 5 average rating, 9 reviews

Westin Kaanapali Ocean Villas Studio

A private lanai features an outdoor dining table with four chairs, overlooking a lush garden area and the ocean. Palm trees provide a tropical ambiance, while the beach is visible in the distance under a clear blue sky.

4.86 out of 5 average rating, 28 reviews

Luxury Oceanfront Mana Kai Resort Condo

A spacious living area is visible, featuring a light-colored sofa and a wooden side table. The floor-to-ceiling bi-fold doors are open, leading to a wraparound balcony with stunning ocean views. The blue sky and lush greenery complement the serene atmosphere.