Holiday rentals with an EV charger in Wailea

Direct Oceanfront Mahana Steps from Beach

"Within minutes of arriving, we saw green sea turtles in the water and on the beach, a breathtaking sunset, and more whales breaching than we could count! Thank you for a magical time and for one of the best Airbnb experiences - we can't wait to return. Cara 2025 "It was a grand slam! Highly recommend, it’s amazing!" -Nancy 2024 "This place is 5 stars. Pura vida paradise. I would stay here for an eternity." Lacy 2024 Add my listing to your wishlist by clicking the ❤ in the upper-right corner

40% off monthly stay! 4 Bed Family Home (Kihei)

4 BEDROOMS, 2 FULL BATHROOMS - FULLY REMODELED HOME Located in central Kihei just two blocks from the beach, Starbucks, golf courses, Kalama park, restaurants, movie theater, food trucks, entertainment, Foodland, etc. This property is secured and fully fenced. The common area consists of a driveway, garden and 2 outdoor showers. A/C in all rooms + private outdoor BBQ and laundry. You will be staying in the main house of the property and will have your private parking spot with EV charger.

Hale Manu i ke Kai

BBKM 2022/0002 licensed. South Maui Gardens is just a short block away! A fun location. This is a cozy charming private suite with a king bed, private entrance and private patio. Approx. 1 block to the beach and park. Walk to many great eateries, pubs, food trucks and shopping. Cove Beach is a short walk with some of the finest SUP and Surf activities available. Great snorkeling and turtle viewing nearby. Enjoy the bird show in my garden! Hale Manu i ke kai means birdhouse by the sea.

Remodeled Lux Oceanview resort condo, AC, & more

Welcome to Whaler 508. This condo is situated in a quiet North Tower location providing stunning ocean & Black Rock views. Admire sunsets, whales, sailboats, & Black Rock torch lighting from your large private lanai. This spacious 1 bedroom/2 bath floorpan provides can comfortably accommodate 4 guests. Remodeled in 2024 with new cabinetry, quartz countertops, high end appliances, new bathrooms, furniture, lux vinyl flooring, sofa sleeper, smart TV, Sonos Sound System, & more. Book 508 today!

Luxurious & Spacious Ocean Vistas

Beautifully remodeled in early 2023. This elegant 2-bedroom, 2-bath condo features upscale touches with magnificent ocean views. Located steps from Wailea, all of Maui is within reach. We offer a fully stocked kitchen for those who want to cook. Enjoy the resort's amenities such as tennis courts, outdoor pools, Jacuzzi, and grills. We are centrally located and walking distance of South Kihei's beaches, shops, and restaurants. Beach chairs, umbrellas, towels, and a cooler are all provided.

Sugar Beach Condo Kealia 302

Beachfront on Sugar Beach, Kealia 302 offers FRONT ROW CENTER seats for whale watching and Maui sunsets! The view is everywhere you look in this condo! If you want a view AND the best walking beach in Maui, this condo is perfect for you! This centrally located, fully stocked one-bedroom, one-bath is great for singles or couples. You can walk for miles on Sugar Beach and in the winter you'll see humpback whales blowing and breaching offshore! Or golf at King Kamehameha with a guest pass!

Family Friendly Loft Style Kihei Condo 2BD/2BA

Your perfect Maui getaway! Spacious 2 bedroom, 2 bathroom condo in Kamaole Sands Complex. This fantastic condo Is located in building 6, unit 405 and offers a premium location in the inner circle of Kamaole Sands buildings and the coveted large lanai! Be sure to check the site map photo in the listing to see the specific condo location. Directly across the street from Kamaole Beach Park 3, the condo is well equipped, well maintained, and provides a fantastic tropical getaway.

Private Setting-Well Equipped-AC

Book with confidence, this gorgeous remodeled 1 bedroom, 1 bathroom, ground floor condo at Kamaole Sands. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and available 24/7. This condo is fully equipped with everything you need to have a great vacation experience. We are committed to provide our guests a clean and sanitized unit, by following enhanced cleaning protocols.

Romantic Suite | Tropical Escape | BBQ & Hot Tub

• Perfect for couples—Queen bed and romantic ambiance • Outdoor hot tub, BBQ, and tropical vibes • Prime location in Kihei—just minutes from restaurants, bars, coffee shops, and groceries • Quick access to top spots: 15 mins to Wailea, 1 hr to Haleakalā, 2 hrs to Hana Sleep on Maui Cottage: 1 Bed Honeymoon Jacuzzi Penthouse • Backyard amenities shared with our Sleep on Maui House. Contact us to discuss rates and options for groups up to 8!

Paia Surf Suite. Quiet beach access & walk to town

A private beach path 150m from your door! Walk to the surf! Less than 15 minute walk to the charming cafes of Paia town. Located at the rear of an ocean-front property on the beautiful North Shore, 5 minutes from world famous Ho.okipa. The rental contains 1 bedroom, 1 bathroom, living area & private lanai (patio). The kitchenette is equipped with mini-fridge, toaster oven and microwave. On the start of road to Hana, central to everything!

MAHANA 505 OCEAN FRONT W/ SPECTACULAR VIEWS

My place is directly on the ocean with wonderful air conditioning and heat reducing window film on our living room windows. We pay attention to detail so the unit is fully equipped. There are family-friendly activities, amazing restaurants, bars & nightlife. Short walk to the supermarket or restaurants. Mahana 505 is very private for honeymooners.

New Listing Lahaina Shores 533 Oceanfront Retreat

Perched on the 5th floor of the beloved Lahaina Shores Beach Resort, this beautifully renovated studio offers an unbeatable combination of modern luxury and timeless island charm. With first-class décor, premium furnishings, and unobstructed ocean views, this is the perfect retreat for couples or solo travelers seeking a peaceful, romantic escape.