Holiday rentals with a kayak in Napili-Honokowai

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.

4.94 out of 5 average rating, 145 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.

LocationValueLayout

Top Guest favourite

Apartment in Kaanapali

5.0 out of 5 average rating, 31 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

Outdoor spacesLocationPool

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, 45 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

Outdoor spacesValueBeach

5.0 out of 5 average rating, 7 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.

Apartment 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.

LocationOutdoor spacesFamily

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, 173 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 spacesLocationBeach

4.9 out of 5 average rating, 21 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.

LocationOutdoor spacesPool

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.

5.0 out of 5 average rating, 147 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.

LocationOutdoor spacesBathroom

4.96 out of 5 average rating, 166 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.

Outdoor spacesLocationAir conditioning

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, 133 reviews

Fantastic Ocean & Island 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 spacesValueBarbecue

Top Guest favourite

Condo in Kihei

4.96 out of 5 average rating, 237 reviews

King Bed + Pools | Steps to Kamaole Beach

Wake up to ocean breezes and unwind with Maui sunsets from your private top-floor lanai. Just steps from Kamaole Beach Park II, this beautifully remodeled retreat features peekaboo ocean views, a plush king bed, resort-style pools and hot tubs, complimentary beach gear, and a prime South Kihei location within walking distance of beaches, dining, and shopping.

ValueOutdoor spacesCondition

4.83 out of 5 average rating, 94 reviews

Last Minute Deal! Oceanview! 2 Bed 2 Bath LOFT!

Centrally located in the heart of South Kihei, this stunning fourth floor 818 square foot 'loft style' condo with spiral staircase boasts a gorgeous ocean view from the lanai and a very spacious floor plan! The resort like amenities are the one of the finest in all of Kihei!

ValueOutdoor spacesAir conditioning

Superhost

Apartment in Kihei

4.67 out of 5 average rating, 3 reviews

Oceanfront Kealia 403 Stunning Ocean Views 4th Flr

Beachfront Kealia #403 is a stunningly gorgeous condo with out of this world ocean views. The materials, finishes and furniture in this one bedroom, one bath unit are quality all the way. The fully equipped kitchen is especially striking!

LocationOutdoor spacesBeach

Popular amenities for Napili-Honokowai kayak rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a Kayak

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

Outdoor spacesValueGetting around

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 aroundCheck-in

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.

4.9 out of 5 average rating, 94 reviews

Maui Sunset Resort A102 - Aloha Mai, Remodel, Grou

LocationValueDecor

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.

4.92 out of 5 average rating, 26 reviews

Aloha Aku Honu2 Suite – Relax by the Sea in Tranqu

Outdoor spacesLocationCleanliness

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.

5.0 out of 5 average rating, 7 reviews

Aloha Aku CoCoPalm Suite – Experience Tropical Bli

LocationAccessBreakfast

A patio area features a round table with two chairs, decorated with a small potted orchid and a box of treats. Beyond the table, a lush green lawn stretches toward the ocean, with a striking weathered tree adding character to the peaceful view.

4.93 out of 5 average rating, 29 reviews

Aloha Aku Hula Suite – Find Peace by the Shore

Outdoor spacesLocationQuiet

Superhost

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.

5.0 out of 5 average rating, 7 reviews

Aloha Aku Hula2 Suite – Beachfront Bliss

LocationOutdoor spacesWalkability

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.

5.0 out of 5 average rating, 19 reviews

Aloha Aku CoCoPalm2 Suite – Cozy Beachfront Escape

LocationHospitalityWalkability

Other holiday rentals with a kayak

4.89 out of 5 average rating, 183 reviews

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

Outdoor spacesLocationCheck-in

4.88 out of 5 average rating, 140 reviews

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.

Condo in Kaanapali

Beautiful Views~

LocationValueIndoor spaces

Condo in Kapalua

5.0 out of 5 average rating, 8 reviews

Napili Bay Oceanfront Studio Villa | 107 by KBM

LocationNearbyBathroom

Apartment in Napili-Honokowai

4.67 out of 5 average rating, 3 reviews

Beachfront • Pool + Hot Tub • Pickleball, Tennis

LocationComfortHospitality

The spacious lanai hosts a comfortable seating area with a coffee table and decorative accents. A dining table is positioned nearby, complemented by an outdoor kitchen. Palm trees and manicured grounds are visible beyond, providing a backdrop of tropical greenery and the pool area.

Condo in Kaanapali

4.95 out of 5 average rating, 22 reviews

Luana 14D~ Villa with Garage, BBQ & Pool Access

LocationValueSleep quality

Apartment in Kaunakakai

5.0 out of 5 average rating, 3 reviews

Hale Wailani - AC, kayaks, snorkel and beach gear

LocationAir conditioningCleanliness

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.

4.87 out of 5 average rating, 31 reviews

Luxury Oceanfront Mana Kai Resort Condo

LocationTVSleep quality