Kihei Vacation Rentals – Oceanfront Condos & Resorts in South Maui
Kihei is one of Maui's most beloved beach towns, offering oceanfront vacation rentals, budget condos, and family-friendly resorts just steps from golden beaches, casual cafés, and scenic coastlines. Explore one of Hawaii's sunniest regions with year-round warm weather, calm waters, and walkable charm.
Browse Kihei Vacation Rentals by condo/hotel name:
Located in South Maui, Kihei vacation rentals span everything from cozy studios to large oceanfront condos with resort amenities. Whether you're looking for a beachfront escape, family basecamp, or a long-term stay with kitchen and laundry, Kihei offers some of the best value and versatility in Maui.
Why Stay in Kihei?
Kihei's coastal strip is dotted with parks, beaches, and low-rise condo resorts. With over 6 miles of shoreline, guests enjoy easy access to Kamaole Beach Parks I, II, and III-great for snorkeling, swimming, or sunset picnics. Most rentals are walkable to local shops, food trucks, grocery stores, and oceanfront restaurants. Kihei's central location puts you within 10 minutes of Wailea's luxury resorts and a short drive to Maalaea Harbor or Upcountry Maui.
Top Kihei Condo Resorts
- Sugar Beach Resort – beachfront condos with pool, spa & direct sand access
- Hale Kai O Kihei – oceanfront with stunning sunsets & central location
- Maui Vista – affordable condos near Charley Young Beach
- Maui Kamaole – upscale units in a lush garden setting near Wailea
- Menehune Shores – oceanfront with rooftop BBQs and Indian restaurant
- Kihei Kai Nani – budget-friendly walk-up condos near Kamaole II
- Maui Banyan – popular with families, across from Kamaole II Beach
Key Features of Kihei Vacation Rentals
- Studios, 1-, 2-, and 3-bedroom condos with kitchens & lanais
- Oceanfront options with beach access and poolside views
- Walkable to beaches, restaurants, cafes & groceries
- On-site amenities: pools, BBQ areas, tennis courts, laundry
- Great for couples, families, remote workers & long-term stays
Explore the Best of Kihei and Beyond
- Snorkel at Kamaole Beach or paddleboard from Kalama Park
- Visit the Kihei 4th Friday town party for food, crafts & music
- Catch a snorkeling tour to Molokini Crater from Maalaea Harbor
- Drive south to Wailea's resorts, spas, and golf courses
- Explore Upcountry farms, Haleakala summit, and lavender fields
Whether you're planning a romantic escape, family trip, or snowbird retreat, Kihei offers the sunshine, affordability, and island charm to make your Maui vacation unforgettable. Start exploring your perfect Kihei vacation rental today!
Beautiful Condo -Beachfront Complex 3-4 min easy walk to beach. Grt Ocean views
***NOTE: We respect and follow relevant Government, Vrbo, CDC and WHO best practices for cleaning and disinfection. Covid -19 is a very unpredictable virus that impacts everyone. We are in this together and are flexible with our guest’s for Covid related travel and...
🌺Paradise awaits you...Come experience our "Ohana Beach Condo" 🌺
Our Maui Paradise awaits you! Be our guest at our "Ohana Beach Condos " VRBO #1628652... Our newly updated unit is on the southwest side of Maui, located next door to Wailea in sunny Kihei. This Maui resort is a complex of three beautifully landscaped buildings. Our one...
Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui
Our Eco Friendly home is conveniently located near Maui’s most beautiful beaches. Minutes away from Wailea Beach, Keawakapu Beach, Kamaole Beach III and the famous Big Beach. Also, sitting at the base of Haleakala you will have opportunities to adventure to incredible...
ULTRA LUXURY OCEANFRONT 2Bd/ 2Ba Fully Renovated!
This sixth floor, oceanfront, luxury unit opens up onto your very own private patio with stunning, FULL ocean views. Complete with lounge chairs and outdoor seating, just steps from the turquoise waters of the Pacific Ocean, your paradise awaits.Relax in your king sized...
Steps to Beach. Stunning View. Lovely 2BR Condo near Wailea
Enjoy paradise at one of Maui's premier beaches. Our air-conditioned retreat features a clean and bright interior, offering stunning views from the main living area. Enjoy cooking in a well-equipped kitchen and relax with beach chairs, umbrellas, and boogie boards...
180 Degree Ocean View in Wailea! WE204
Welcome to Wailea Ekolu Village, unit 204! This is a top floor, FRONT LINE, two bed, two bath condo with a 180 degree ocean view! Overlooking the Wailea Blue Golf Course course, this unit boasts dramatic ocean views! The interior has been extensively remodeled and...
Lavish Premier Beachfront Townhouse W/ Unrivaled Views Wailea Elua 1305
Wailea Elua #1305 – Premier Oceanfront Townhouse for Elevated Maui LivingWelcome to Wailea Elua #1305, a luxury 3-bedroom, 3-bathroom oceanfront townhouse designed for travelers seeking the finest in comfort, privacy, and sophistication. Meticulously remodeled and...
Stunning Beachfront - Hale Kai O Kihei 112
Welcome to your perfect escape in Kihei! This bright and beautifully updated oceanfront ground-floor one-bedroom condo is just steps away from the beach, offering breathtaking views and modern comforts. Ideal for couples or small families, this inviting retreat features...
Remodeled ground floor Kihei condo, walk to some of the best beaches
Welcome to Kihei Akahi C103. This beautifully remodeled ground floor condo is the perfect place to make your Maui memories. This condo is fully equipped to accommodate 4 guests, & has beach gear for your use. There is AC in the living room only, and ceiling fans...
LUXURY PENTHOUSE 2 BDRM OCEANFRONT BUILDING: Just steps from the beach!
"Aloha Kai" Completely Renovated 2-bedroom (King Bed in each) Oceanfront at Menehune Shores with A/C in every room (hard to find). Many of these condos have no A/C or just one mini-split in family room.Fantastic 6th Floor Ocean Views!! Pack your suit...Aloha Kai has...
Palms at Wailea Spectacular Ocean Views with Exceptional Star Rating
Aloha and welcome to our retreat in Wailea, Maui, the heart of paradise. Your Hawaiian vacation will be nothing short of spectacular when you stay in Unit 1510, Palms of Wailea ocean view condo. There are many reasons our guests consider our luxurious, world-class...
High on a hill overlooking Ekahi with Great Ocean Views!
Situated on the hill overlooking Ekahi Village, our Ekahi 46D condominium offers great views of the ocean from the living room, kitchen and lanai.The vaulted ceilings in this 2nd level condo enhance its open and airy feeling and nicely displays the Hawaiian wall decor....
COMPLETELY REMODELED-AC THROUGHOUT-WELL EQUIPPED-METICULOUS CLEANING
Book with confidence, this nicely updated, 1 bedroom, 2 bathroom (820 sq. ft) condo at Kamaole Sands has been remodeled. 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...
Welcome to Azure Bay, luxury oceanfront condo
Welcome to our beautiful condo, overlooking Ma’alaea Bay on the south side of Maui. Located in the oceanfront condo complex, Menehune Shores, it is only steps to the beach. Our condo is professionally designed and decorated, including everything to make your stay...
Breathtaking Sunsets; Upscale Furnishings, Gorgeous Lawns For Kids + You To Play
Just renovated ! Gorgeous Master bath! 1 bedroom, 2 bathroom ground floor condo that sleeps 4. Fully equipped kitchen, outdoor lanai, 2 televisions, in-unit laundry, wireless internet, sofa bed. Unit is approximately 700 square feet. This is an ocean-front property with...
Elua Village Beach Front Townhomes- 2 Bdrm Premier Unit, Ocean Views, Top Rated
Elua Village 2105 in the Coral Tree Residential Resort Complex. Owner Managed = better value and better service.Please see the video (https://youtube.com/watch?v=_mjte4in4k8).Read a few of our many guest reviews to get a feel of this very special owner-managed...
⭐Fabulous Front Row Condo w/ Amazing Ocean Views & Sunsets Pools Spa Free WiFi
Welcome to our little slice of Maui paradise. We travel the world, yet always find Maui our favorite place on earth. We have stayed at Maui Kamaole many times over the years (the first time on our honeymoon!) and always return with the dream of one day becoming an...
Wailea, Oceanfront, Polo Beach Club Condo #403
Location, location, location…. Polo Beach is the premiere condominium that sits at the south end of the Wailea Beach walk, next to the Fairmont Kei Lani resort. Our unit is on the sunny south side of the building, overlooking the pool area and ocean, and south towards...
Updated! Steps to Kamaole Beach #1 Great Rates! Great Location MV2107 AC King BD
Welcome to your ultimate Maui getaway at Honu Kihei -- Maui Vista 2107! Building 2 Minimal Road Noise✅ Fully air-conditioned for your comfort (mini-split/living room and air conditioner/bedroom)✅ King Bed ✅ Free Fast WiFi and Flat-screen TV for streaming and...
Aloha Kai Suite at Wailea Beach Villas. Penthouse 205. Ocean View. 3 BR / 3 BA
Wailea Beach Villas voted as one of the top 100 USA Hotels by the Conde Nast Traveler Readers Choice Awards!Luxury awaits in this exquisite three bedroom, three full baths, 2500 square feet Penthouse Villa J205 with gorgeous ocean view. Our Aloha Kai Suite is elegant...
Maui Parkshore 208: Beautifully renovated 2 bedroom ocean view condo on Maui
This attractive 2-bedroom, 2-bath S. Kihei vacation rental overlooks the pool area and offers ocean views beyond. Recent renovations in the kitchen included new cabinetry, granite countertops and backsplash, stainless steel appliances, and fixtures. The bathrooms have...
Wailea Ekahi Village 19B - 2 Bedroom Ocean View Condo
Wailea Ekahi Village 19B is a two-story, two-bedroom, two-and-a-half-bath townhome that comfortably accommodates up to four guests. This beautifully designed residence features island-inspired décor, creating a cozy and inviting atmosphere perfect for families or...
Villas By The Cove, Penthouse II · Ocean View Penthouse Steps from the Beach
Welcome to the newest addition to the Villas by The Cove, our Oceanview Penthouse II. This modern home has stunning ocean views, three bedrooms and three full baths, private gated parking, private lanais on both levels, and a large shared pool and bbq pavilion.The open...
Enjoy sunsets-Beautiful Oceanview Pac Shores perfect for couples and families!
Book dates now to Dec 21 to receive an additional 15% discount. Book for 7+ days receive additional 10% discount.Start your mornings on the third-floor lanai for sunrise and end the day at Charley Young beach for spectacular sunsets. Watch turtles cruising the waves and...
Gorgeous Wailea Elua 2Bd+2Ba 1st Floor, Ocean View Paradise Condominium #2301
New living room furniture and lanai furniture - Absolutely Lovely! Wailea Elua Village #2301 is a premier vacation condominium located in Elua Village which is directly on the sugar sand of Ulua beach in Wailea. This impressive vacation condominium is constantly in high...
Luana Kai B212 Ocean View. South Maui WeathernRelax...Steps to the Beach!
Beautiful single level condo in South Maui! Our unit is located on the second floor with an ocean view, recent updates, close to shopping, beaches and activities. The view can be enjoyed on our expansive double sized lanai for casual dining. You will feel at home with...
Modern 1BD Condo with Pool Steps from Beach
Summary:Discover the allure of Maui with this chic and comfortable one-bedroom condo, a perfect retreat for those seeking both relaxation and adventure. Newly remodeled in December 2023, this fifth-floor gem offers stunning ocean views and is just steps away from the...
Top Floor, remodeled, oceanview & steps from beachn
Welcome to Kihei Ali'i Kai A404. This remodeled, top floor, ocean view, 2 bedroom 1 bathroom condo is your perfect Maui getaway. Enjoy sunsets & ocean views from your large private lanai. The condo has a fully equipped kitchen, new AC, new towels & linens, & beach gear...
Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub
• 2 fully stocked kitchens • Outdoor hot tub and private jacuzzi tub in the penthouse• Fully fenced yard and lush tropical garden• Top-of-the-line amenities.• Have fun with the whole family at this stylish place.• Feel free to message us with questions or...
Wailea Ekolu 1106 May & June Deals at Remodel Condo for Peaceful Island Getaway
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Wailea Ekolu 1106, a newly remodeled 2-bedroom, 2-bath upper-level townhome tucked into the serene Wailea Ekolu Village on...
Kihei Holiday Stunning Ocean View #309 2bd/1ba condo, 1 min walk to the ocean.
***Notice (July 2025) regarding Short Term Rentals on Maui: Kihei Holiday Condominium is legally zoned (H-1/H-M) for short term vacation rentals and is not affected by the new rules in Maui County for many other properties! Your booking is safe with us!!!Maui Ocean...
Beautiful and Serene Maui Kamaole Condo I-209
This ocean view, two-bedroom, two-bath condominium is located near the front of Maui Kamaole and is located up one flight of stairs on the second level. Inside you will notice it is designed in the style of a townhouse with the master bedroom on the main floor and a...
Dream Hawaiian Getaway at Stunning Oceanfront Maui Sunset!
Welcome to your dream Hawaiian getaway at Maui Sunset, a stunning oceanfront complex known for its lush, beautifully landscaped 5-acre grounds. This newly updated 1-bedroom, 2-bathroom condo offers everything you need for a comfortable and unforgettable stay.Step into a...
Stunning! Fully Air-Conditioned Penthouse Level Ocean Front 1 Bedroom - #609
Simply Exquisite! The photos say it all!This fully air-conditioned penthouse level unit is sure to make your stay in Paradise a romantic and memorable one! Recently remodelled and expertly finished by the best tradesmen, it boasts travertine marble flooring throughout,...
1 Bed/2 Bath Condo with Sensational Ocean View
Welcome to paradise at Maui Kamaole's J115. The breathtaking view from our condo will entice you to stay here. You'll want to return because it's a clean, quiet, well-appointed, well-equipped retreat with plenty of extras. You'll love the gentle trade winds that sneak...
Beautiful Wailea Ekolu Townhouse- Spectacular View- Your Perfect Maui Get-Away
Welcome to Happy Everything!10 Wailea Ekolu Complex!A premier, fully re-modeled, well appointed and comfortable 2-story townhouse situated on hole 10 of the famous Wailea Blue Golf Course at beautiful Wailea, Maui. Comfortably sleeps 6. Spectacular views of the Ocean...
Wailea Beach Villas E-302 on Wailea Beach
Modern living, in one of the best locations at Wailea Beach Villas, with outer island and sunset views that are unmatched. Centrally located in the complex, and only steps away to both pools on property as well as the white sand beach and Wailea Beach path, leading you...
Discount Week Rates! Elua Premier 2-Bedroom Front-Row... Oceanfront Unit!
Ulua Beach Premier 2-Bedroom Oceanfront Unit...Unobstructed Ocean Views!Welcome to Wailea Ulua #1002! This recently renovated luxury beachfront 2 bedroom/2 bath residence is located in the heart of Wailea on Maui Sunny South Shore. Within steps of the unit you are on...
Deluxe Top Floor Unit w/Ocean View-Maui Vista 2408
Premium upgrades, superior furnishings & charming decor make this condo a comfortable place to settle while on Maui. This vacation condo is so much more than just a place to sleep and cook, it will be your home away from home. Have breakfast on the lanai, take in the...
WOW!!! Great Winter Special Minutes from the Beach. NEW AC for your Perfect Stay
Top to bottom fully renovated 2 bdr 2 bath 1244 sq ft condominium in Maui Kamaole. Largest floor plan in the complex.Enjoy ocean views and the quiet location of our unit located in the D Cluster of Maui Kamaole. Tastefully decorated with all the amenities including...
'The Aloha Spirit ' Relaxing Retreat
We have remodeled our spacious one bedroom condo with amenities to be our home away from home. We invite you to make it yours while you enjoy the finest beaches and sunny weather of Kihei. Keep in touch with free wireless internet.Perfect for two people featuring a...
Wailea Elua 1304 - Spectacular Oceanfront Condo with Panoramic Views
Wailea Elua #1304 – Oceanfront Comfort in the Heart of Wailea’s Resort CommunityWelcome to Wailea Elua #1304, a beautifully appointed 2-bedroom, 2-bathroom oceanfront condo offering the perfect blend of luxury and relaxation. Nestled in one of Wailea’s most...
Kihei Surfside #304: Spectacular Oceanfront Retreat with Unforgettable Views
Experience the perfect Maui escape at Kihei Surfside #304—an oceanfront retreat offering unforgettable views and coastal comfort. Just steps from Keawakapu Beach, this updated one-bedroom, one-and-a-half-bathroom condo captures the essence of island living with...
Ma'alaea Surf, Unit A4-2 BR Ground Floor Beachfront Condo, AC, Wi-Fi, Pool
Ma'alaea Surf, Unit A4 - Just steps from one of Maui’s longest white sand beaches, newly remodeled A4 has all the amenities of a luxury resort. Centrally located between the tourist's centers of Lahaina/Kapalua and Wailea/Makena, but once you’ve settled in your...
Maui Beach Bungalow, the hippest property on Maui.
THE HOUSE: Light and airy bungalow (single story) located on Halama Street, the most walkable street in Kihei. The bungalow was designed by an interior designer with beautiful and fun touches throughout. Across the street from the ocean and just steps from one of the...
Fully Loaded 1 Bedroom 2 Bathroom Condo in Kihei, Maui!
This stylish place to stay is perfect for your trip. Fully loaded with everything you need in the kitchen and out on the beach! You'll have a wonderful experience staying at this condo. Kick back and relax with the A/C or hangout outside on the lanai with a very...
WE 907 Breathtaking Ocean Views from the Top of Wailea 2BD Amazing Location
Wailea Ekolu 907 NEW LISTING! FREE daily activities included with your stay value up to $956! Complimentary admission, every day of your stay*: Lu'au, Golf, Whale Watching (seasonal), Sunset Dinner Cruise, Molokini Snorkel Trip, Alpaca Farm Tour, Pineapple Farm Tour,...
Panoramic Views - Fourth Row Ho'olei - One of a Kind 112-4
Newly Remodeled in 2023! Come relax and enjoy the spectacular ocean and island views in this rare three bedroom condo perched on the very top row fourth tier in the Ho’olei community.This spacious unit has 3 bedrooms, 3.5 bathrooms, a large living room, fully equipped...
Stunning Oceanview 2BR Condo - Steps to the Beach - Newly Remodeled!
Escape to Paradise – Oceanview 2BR Condo at Kihei HolidayEnjoy breathtaking ocean views from this beautifully remodeled 2-bedroom, 1-bathroom condo, perfectly situated across from Sugar Beach—Maui’s longest walking beach. Whether you’re relaxing on the lanai or...
A Tropical Retreat with Garden & Water Views + Resort Amenity Access
Welcome to Maui Kamaole C-109, a serene ground-floor condo located in the heart of Kihei, Hawaii. Perfect for a small family or a couple’s getaway, this inviting vacation rental comfortably accommodates up to 4 guests with its spacious primary bedroom and a queen...