Vacation rentals with an EV charger in Wailea, Wailea-Makena

A private lanai is furnished with comfortable outdoor seating, including a table and several cushioned chairs. Lush greenery surrounds the area, providing a serene view of the garden, while natural light filters through the tropical plants, creating a calming outdoor retreat.

4.93 out of 5 average rating, 95 reviews

Ideal location, 2 lanais, family friendly

Spacious condo in a beautiful resort, 850 sq ft. Private ground level entrance, private lanai and garden as well as a private walled patio, creating relaxing cross breezes. Million$/year garden setting, steps from pool, waterfall and spa. Across the street from boat launch & best beaches. 2 full baths and 2 sofa beds allow the living room to serve as a 2nd bedroom. Enjoy peaceful sleep away from car/foot traffic. Easy social distancing. Beach chairs, umbrella, towels and snorkel gear provided.

An outdoor seating area is shown, featuring multiple tables and chairs set on lush green grass. Palm trees provide shade, and ocean waves can be seen in the background under a clear blue sky. Relaxing lounge chairs are positioned near the shoreline.

4.86 out of 5 average rating, 126 reviews

Ocean front property- Sugar Beach!13531117

No lobbies to walk thru. Safer, disinfectants at hand. Great outdoor areas, a few step walkway to beautiful sugar beach . 1 easy flight up or elevator.Blackout drapes. Fun fancy dishes large oven. Easy walk 2 bakery /farmers mkt, ABC store,shave ice. 20 min fr airport, close to bus stop. quieter side of Kihei. packnplay, 2TVs,a/c SPECIAL SPORTS PKG. king bed,queen futon,twin air mattress,2 bathrooms!NO SMOKING ON PROPTY.Cook inside, BBQ outside and lovely tables to eat out n lighted area.

4.97 out of 5 average rating, 33 reviews

Apartment in Kihei

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.

Vacation home in Haiku-Pauwela

5 out of 5 average rating, 47 reviews

Hā'iku Hale - 3 Bedroom Maui Getaway!

The Ha’iku Hale is taken care of by a local family that seeks to uphold the values of Hawai’i’s culture. Designed to be a sanctuary in the middle of paradise to retreat & rejuvenate. With 3 Bedrooms and 2 Baths the Hale comfortably sleeps up to 6 people. The Hale Master Bedroom has a plush king size bed, A/C, and a private bathroom. Located within walking distance of the Ha’iku Cannery Center so you’ll be able to dine and shop easily! 10 Mins from Ho'okipa, perfect for surfers!

4.9 out of 5 average rating, 10 reviews

Apartment in Kihei

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.

4.73 out of 5 average rating, 75 reviews

**MAUI TRUE PARADISE!!! MENEHUNE 227** BOOK NOW!!

We’d like to invite you to consider our remodeled 2 bedroom/2 bath oceanfront condo for your Maui vacation. Our condo (Unit 227) features granite countertops, new stainless steel appliances, relaxing decor, and beautiful tile floors. The unit is fully furnished with everything to make your vacation comfortable. It has air-conditioning, flat screen TVs, cable, Wi-Fi, a washer/dryer set, and all the beach equipment you need to have a fun day in the sun.

4.83 out of 5 average rating, 87 reviews

Cottage in Kihei

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!

4.88 out of 5 average rating, 170 reviews

Guest suite in Paia

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!

4.96 out of 5 average rating, 85 reviews

Enjoy your 2025 Maui Vacay at Ho'onanea!

5star experience on Maui's South Shore! Enjoy the aloha of Maui—No Ka Oi. Take the convenient elevator to this 3rd floor condo with partial lanai views of both Haleakala and the ocean. Enjoy a Maui coffee & sunrise on the lanai or a beautiful sunset, a glass of Maui wine & dinner grilled at home. AC, WiFi, and flat screens ( 55" screen in LR). Games, books, puzzles. Beach chairs, towels, grilling tools & tennis racquets, too.

4.8 out of 5 average rating, 56 reviews

Beachy Boho Retreat Heart of Kihei -Steps to Beach

Ready to get away from it all? Say aloha to this beautiful beach side retreat in easygoing Kīhei, ready for you and your guests to enjoy the fun, sun and experience why ‘Maui nō ka ʻoi’! Just across the street from the beach, this 2 bedroom, 2 bath condo sleeps up to 6 guests. Updated with a beachy boho vibe, this third level modern unit in the impeccably maintained complex of Pacific Shores has so much to offer visitors.

4.94 out of 5 average rating, 31 reviews

Loft in Kihei

Luxury Aloha Spirit Oceanview Penthouse Sleeps 7

Discover luxury at Kamaole Sands Building 8 with this dual-level spacious suite. Recently renovated kitchen & bathrooms. Loft master bedroom features a King Bed & ensuite bathroom. Second bedroom boasts new furniture, Queen & Twin beds with Sealy Posturepedic Mattresses. Steps away from Kamaole III Beach, near Maui's scenic wonders, golf in Wailea, and Mount Haleakala & Molokini Crater adventures.