Vacation rentals in Waikapu

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Top-rated vacation rentals in Waikapu

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Guest favorite

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.

Condo 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.

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

Guest favorite

A vibrant pool is surrounded by well-manicured gardens and palm trees, leading to a sandy beach. The clear ocean reflects the sunlight, and a few figures can be seen enjoying the shoreline. The overall scene emphasizes the tropical coastal setting.

Condo in Kihei

4.89 out of 5 average rating, 156 reviews

*** Beautiful Oceanfront Maui Condo ***

🌴☀️🌴 TOURISM WELCOME! We are a fully legal Short Term Vacation Rental (STVR) condo and have been Superhosts on Airbnb for 10+ years. While Lahaina town is closed, the rest of the island (including areas of West Maui) is open, and visitors are welcome. Respectful tourism is highly encouraged. Please feel free to book any open dates on our calendar and Mahalo for helping to support Maui. 🌴☀️🌴 Come explore Maui from our beautiful centrally located Oceanfront Condo right on Sugar Beach!

Superhost

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

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

Condo in Lahaina

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.

Superhost

An inviting entrance to the complex features a tranquil water feature cascading into a small pool, surrounded by lush tropical landscaping. Bright flowering plants and palm trees complement the scene under a partly cloudy sky.

Condo in Wailea

4.83 out of 5 average rating, 146 reviews

Beautiful Palms At Wailea #608-April/May Discount

Beautiful Palms At Wailea ,2BR/2BA,Condo, located in the heart of Wailea. 5* location. Vinyl wood flooring & Split Air-Cond. system in hallway & in master-B/R. Fans through-out. Immaculately clean & comfortable. Walking distance to shops, hotels, restaurants, beaches.1200 sq. ft., wide open floor plan ,2nd. fl.unit. Low rise complex. Very private. Large lanai . Barbecue grills located near entryway of complex. Views from the Club House & Pool.The best place to stay!

Superhost

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.

Condo 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 favorite

An ocean view is framed by tropical palm trees and lush greenery, while a sailboat is visible on the water. The pink hues of sunset can be seen in the sky, adding a serene ambiance to the scene. A nearby rooftop is also visible.

Apartment in Kihei

5 out of 5 average rating, 5 reviews

Oceanview updated condo w/AC @ beachfront resort

Welcome to Nani Kai Hale 305. Enjoy an ocean view from your private lanai. Feel right at home in this updated condo with everything from split AC in both the living room and bedroom, sofa sleeper, fully equipped kitchen, beach gear, & essentials. This condo can comfortably accommodate 4 guests with its 2 full bathrooms. Situated on a 6 mile stretch of sandy beach in N Kihei the possibilities are endless for ocean activities. Book today!

Superhost

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

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 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.

Condo in Lahaina

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

Superhost

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.

Condo in Lahaina

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.

Superhost

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.

Condo 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.