Holiday rentals in Kaunakakai

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Top-rated holiday rentals in Kaunakakai

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Guest favourite

Apartment in Lahaina

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.

Guest favourite

Apartment in Lahaina

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 favourite

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

Superhost

Apartment in Lahaina

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!

Superhost

Apartment in Wailuku

4.88 out of 5 average rating, 52 reviews

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)."

Superhost

Apartment in Lahaina

4.87 out of 5 average rating, 271 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.

Superhost

Apartment in Lahaina

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!

Guest favourite

Apartment in Wailuku

4.91 out of 5 average rating, 209 reviews

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

Superhost

Apartment in Kaunakakai

4.71 out of 5 average rating, 173 reviews

*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 favourite

Apartment in Lahaina

4.96 out of 5 average rating, 250 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

Superhost

Apartment in Lahaina

5 out of 5 average rating, 4 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.

Superhost

Apartment in Lahaina

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.