Kaunakakai vacation rentals

A private lanai features a wooden table and two chairs, overlooking the serene ocean and distant island views. Palm trees sway gently in the breeze, while large glass doors allow for natural light to fill the space. The horizon showcases a vibrant blue sky.

4.98 out of 5 average rating, 108 reviews

Spectacular Ocean Views, 1st Class, Luxury Condo

🌈Unrivaled Views, Sunsets, Whales, Rainbows 🌈 Nestled on beautiful Kahana Beach, our resort boasts stunning views of Molokai and Lanai. Experience the perfect blend of serenity and convenience, walking distance to charming restaurants & shops. Just a short drive to Kaanapali with its array of dining and shopping options. Centrally positioned between Kaanapali Beach and Kapalua with immediate access to some of the world's most exquisite beaches and the Pacific's most spectacular golf courses.

An aerial view captures a stunning beach bordered by gentle waves and clear turquoise water. A sandy shoreline is complemented by lush greenery, with a beach cabana visible among the landscape, offering a serene and inviting retreat by the ocean.

4.91 out of 5 average rating, 44 reviews

5 Star Best, Best Beaches, Golf & Views

Now booking amazing view vacation destination at El Dorado Resort. Our 5 star spotless 2 bed 2bath en-suite condo sleeps up to 8 guests. Enjoy our uncrowded world renowned clean beaches & snorkeling by Black Rock. Our large 1500 Sq. Ft. condo offers 3 pools, a gym, a huge private lanai, a FREE trolley that will take you to & from Whalers Village, fine shops & restaurants. Our beach cabana offers fresh towels, lounges & chairs plus a fully equipped kitchen, showers and bathrooms for your use.

Top guest favorite

Villa in Lahaina

4.91 out of 5 average rating, 47 reviews

Luxury Ocean/Island View Kapalua Ridge 2914

Special Offer! Stay 7 nights or more and enjoy one night FREE, or receive $100 off stays of 5 nights or fewer. Valid for stays between May 1 through June 30, 2025. Discount applied after booking confirmation. Check out of reality and escape to paradise! This “Gold Level” remodeled, one bedroom, two bathroom villa is the perfect escape while visiting Maui. Situated in the world-class Kapalua Resort, this property offers stunning island and ocean views, plus the finest in island style luxury

A salt-water pool is surrounded by lounge chairs, with a waterfall cascading nearby. The sky is painted with vibrant hues of orange and pink, creating a serene backdrop. Shadows of palm trees can be seen lining the pool area, enhancing the tropical atmosphere.

5 out of 5 average rating, 4 reviews

Resort Stay Entire 1Bdr Villa Kaanapali Beachfront

This resort has the most amazing pool on the island, Salt Water Based !! So easy on the skin ;) Olympic size pool about 2.5 Acres with Slide, waterfalls , plunge pool, volleyball. Snorkel Equipment rental , Beach chairs etc. All you need to have a great Hawaiian Vacation with The Family. Awesome Luau on Site every Teus Night! This price is for scenic if avail. Otherwise upgrade is additional if oceanview is what we have for your dates:) Mahalo For coming back to The West Side Best Side!

4.88 out of 5 average rating, 52 reviews

A private balcony overlooks the ocean, featuring a round dining table with two chairs and a lounge chair. The space is surrounded by a railing and offers a clear view of the water, with distant islands visible under a blue sky.

Condo in Wailuku

Great Listing and Price!

Come on over and sit in a lounge chair on the water's edge, watch the turtles in the water right in front of you, read a book or snooze to the sound of the waves. Check the calendar and reserve now! "My place is close to the airport, art and culture, parks, and great views" say the owners, the LeMotts. "You’ll love my place because of the coziness, the views, the location, and the people. My place is good for couples, solo adventurers, business travelers, and families (with kids)."

4.87 out of 5 average rating, 270 reviews

Kaanapali Shores Double Oceanview Resort Living

Your perfect Maui vacation! The west side of Maui is where it’s at and it gets no better than Kaanapali Beach, recognized worldwide as one of the top beaches anywhere. Add our gorgeous yet sensibly priced condominium and you have it all. Oceanfront views from both the very private, quiet, cool lanai (balcony) and master bedroom including the beautiful Molokai island, and views of the West Maui mountains are just the beginning of the many great reasons to stay in our condominium.

A sandy beach extends along the shoreline, where clear waves gently lap against the coast. Lush vegetation is visible in the foreground, while palm trees line the beach. In the distance, mountains are faintly seen on the horizon under a bright blue sky.

4.82 out of 5 average rating, 162 reviews

Whale Season Special! T-046-692-0448-02

We love to host! Listing was paused to help fire families! Read our 5*reviews! Directly across from a State Beach Park with morning sea turtles and the best Maui Sunsets. Food Trucks,Grocery store, Badass coffee, Miso Phat Sushi all in walking distance and give it a neighborhood feel. Onsite BBQ, Newly Updated Pool and Free Parking! 10 min to Kaanapali / Napili. Beach towels/Chairs provided. Clean, comfortable unit with lots of privacy and a great local vibe!

4.91 out of 5 average rating, 207 reviews

A scenic view of the beach stretches out under a clear blue sky, framed by swaying palm trees. Gentle waves lap at the shoreline, with soft sand visible along the coast. Lush greenery lines the walking path leading to the beach.

Condo in Wailuku

Rare Beachfront Ground floor Oceanview from Lanai!

Enjoy a Romantic yet affordable Direct BeachFront, Ground floor condo with a partial ocean view from the Lanai. NOT ACROSS THE STREET FROM THE OCEAN! Located on gorgeous Sugar Beach, Maalaea- the LONGEST WALKING BEACH on the entire island. Humpback Whales (Nov-April) and turtles are often seen in the waters. On a a quiet, non-through road, this is like your own little neighborhood paradise! GE-210-827-7760-01 TA-210-827-7760-01 General Excise/Transient Tax

4.71 out of 5 average rating, 173 reviews

Lush greenery is visible, with palm trees swaying gently in the breeze. The landscape features manicured grass and flowering plants in the foreground, accompanied by a distant view of the ocean and sky filled with scattered clouds.

Condo in Kaunakakai

*VEHICLE INCLUDED! Wavecrest Resort EAST MOLOKAI

TA-075-407-5648-01 THIS UNIT COMES WITH THE ABILITY TO USE OF AN SUV...... UPDATE!!!! We now have dedicated internet!!!!No more bad resort Wi-Fi!!! This unit is located on the island of Molokai. After years as a long term rental, my cozy,semi-private location at Wavecrest Resort is a vacation rental again. Often described as a home away from home this unit will bring a warm feeling to your heart and soul.

Top guest favorite

An aerial view captures the clear turquoise waters meeting a sandy beach, lined with palm trees. A heated swimming pool is visible on the green lawn, complementing the beachfront location. The texture of the waves against the shore is highlighted, inviting relaxation.

4.96 out of 5 average rating, 248 reviews

Napili Oasis Hideaway, Amazing Oceanview in Maui

Welcome to my beautiful oceanview condo, in one of a kind boutique condominium. Wake up to ocean breeze and view from lanai, watch turtles and sunset on lava rocks, feel at home falling asleep to the sound of the ocean every night 60-seconds walk to Napili beach. Located on the 2nd floor at Napili Shores Resort on West Maui, easy access to world-class beaches, restaurants, shopping and golfing

A view from the lanai showcases the ocean with varying shades of blue extending toward the horizon, framed by lush palm trees. A clear sky enhances the serene atmosphere, creating a peaceful setting for relaxation.

5 out of 5 average rating, 3 reviews

HONUA KAI Largest 1bd Ocean View Great Location

🌺 LARGEST ONE BEDROOM WITH OUTSTANDING REVIEWS. UPDATED! Newly Painted interior and lanai. You are renting directly from the owners. We would love to have you stay with us. As our guest, you have full access to all the resort amenities at Honua Kai. Unbelievable location and closer to the ocean than most units. CHECK OUT OUR FLOOR PLATE BEFORE YOU BOOK WITH ANYONE TO SEE OUR LOCATION.

An expansive green lawn extends towards the ocean, lined with lounge chairs for relaxation. Gentle waves roll onto the rocky shoreline, while the vibrant blue water is accented by wispy clouds in the clear sky. The view captures a serene coastal atmosphere.

4.86 out of 5 average rating, 102 reviews

Top Floor Stunner! Highly Upgraded! Summer Special

"The Kaleialoha" #414 Maui is open and ready for your arrival! Please come help us rebuild our community! This TOP FLOOR unit has unobstructed Ocean and outer island Views! This beautiful completely remodeled unit will take your breath away! New AC unit in living area! New High end sofa sleeper in living room! Cal King Bed and second TV in bedroom. Bosch Washer and dryer in unit.

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Popular amenities for Kaunakakai vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Kaunakakai's top sights

Paddlers Restaurant and Bar31 locals recommend

Hotel Moloka'i23 locals recommend

Friendly Market Center21 locals recommend

Molokai Burger16 locals recommend

Molokai Pizza Cafe14 locals recommend

Kanemitsu's Bakery & Coffee Shop14 locals recommend

Other great vacation rentals in Kaunakakai

A serene beachfront scene is presented, featuring a sparkling blue pool adjacent to the sandy shore. Palm trees sway gently in the breeze, and the tranquil ocean stretches toward distant mountains under a clear blue sky.

4.91 out of 5 average rating, 32 reviews

Maui Ocean and beach front Great views Lahaina

A serene ocean view is captured, with clear blue waters stretching to the horizon. Lush green grass borders the beach, and two palm trees stand gracefully at the water's edge. Gentle waves lap against a stone wall, enhancing the tranquil setting.

4.96 out of 5 average rating, 102 reviews

Direct Waterfront, Air conditioned, Amazing Views!

The image captures a serene oceanfront pool area framed by lush greenery and tropical foliage. The pool is bordered by a stone deck, with lounge chairs positioned along the edge. A clear view of the ocean and palm trees can be seen in the background.

Apartment in Lahaina

4.88 out of 5 average rating, 120 reviews

Oceanfront Holiday

A spacious living area features large glass doors that offer breathtaking ocean views. Comfortable seating includes a patterned couch and wicker chairs. A dining table for four is nearby, set against a backdrop of palm trees and the ocean, enhancing the tranquil ambiance.

4.79 out of 5 average rating, 43 reviews

Beautiful ocean front views!

5 out of 5 average rating, 3 reviews

A large lagoon-style pool is surrounded by lush tropical landscaping and palm trees. Stone features, including a waterfall, blend naturally into the environment. Clear blue water reflects the clouds above, creating an inviting atmosphere for relaxation and leisure.

Apartment in Lahaina

February Week Maui Ocean View Luxury Westin Villa!

4.84 out of 5 average rating, 89 reviews

The dining area features a large wooden table set for six, complemented by surrounding wooden chairs. Expansive glass doors provide stunning ocean views while natural light fills the space. A woven pendant light hangs above the table, enhancing the open and airy ambiance.

Villa in Lahaina

Panoramic Ocean-View Villa steps from the beach!

A serene pool reflects the surrounding palm trees and clear blue sky, offering a view of the ocean beyond. The clean water invites relaxation, while steps lead up to lush greenery and pathways nearby, promoting a tranquil outdoor experience.

Apartment in Maunaloa

4.8 out of 5 average rating, 10 reviews

Hawaiian Oceanfront Retreat