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!
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...
Direct Ocean Views at Kihei Akahi A105: Spacious 2-Level Townhouse, Beach Access
This property is hotel zoned, and not being affected by the recent proposed legislation.Kihei Akahi A105 offering direct ocean views! Prime location with beach access right across the street! This spacious 2 level townhouse is perfect for families or couples traveling...
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...
Relax in Style! Renovated Hotel Zoned Condo! Your Maui Banyan Getaway!
Experience the Best of Kihei in Our Beautifully Renovated 2BR/2BA Maui Banyan Condo!Welcome to your tropical retreat in sunny Kihei! This stunning fully renovated 2-bedroom, 2-bath condo comfortably accommodates up to 6 guests with a king bed, two full-sized beds, and a...
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...
Charming 1 Bedroom w/Lanai - Kamaole Sands 10213
Kamaole Sands unit #10-213 located on the second floor: This charming one-bedroom/one-bathroom partial ocean view features modern Hawaiian décor throughout the space. The open-concept layout and design were curated with style and comfort in mind so that guests will...
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...
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...
⭐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...
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! ✅ 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 limited cable channels✅...
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
**Please note that the pool will be closed from Wednesday, September 4 through Thursday, September 12 due to pool deck maintenance**This attractive 2-bedroom, 2-bath S. Kihei vacation rental overlooks the pool area and offers ocean views beyond. Recent renovations in...
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!
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 spot whales offshore during the winter season.Two bedrooms and two bathrooms provide space and privacy for...
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, brand new AC system,, & beach gear for...
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...
Worldmark kihei in beautiful Maui , walking distance from beach
Tropical yet sophisticated, this Maui resort just steps from the beach delivers the experiences that’ll create memories you'll treasure for a lifetime. Take in this serene island’s historic, natural, and contemporary bests.
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...
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...
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...
Oceanview Poolside Paradise – Maui Kamaole L-201 - Your Dream Island Escape!
Maui Kamaole, #L-201 – Modern Island RetreatEscape to Maui Kamaole #L-201, a beautifully remodeled 2-bedroom, 2-bathroom condo located on a scenic hillside in South Kihei. This spacious upper-level unit offers a tranquil atmosphere with tropical garden surroundings,...
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
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, and Tea Farm Tour. (S3)*One...
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...
Remodeled 1BD/2BA in Best South Kihei Location, split A/C, 3 min from the beach!
Aloha and welcome to Tranquil Turtle Retreat at Maui Banyan! Our recently remodeled owner-managed condo is located right in the heart of South Kihei close to world-class beaches, shopping and amazing restaurants. We have thought through all the details to make your...
Remodeled Quiet Oceanfront Corner Unit on 3rd Floor at Sugar Beach Resort
This unit is remodeled and ready for you to call home for your stay! Walk down the stairs and onto the longest walking beach in Maui! Heading South on the beach, you are a 5 minute walk to delicious Sugar Beach Bakery and Ululani Shave Ice. Head North on the beach for a...
Beachfront Kihei! A True Beachfront Experience!
Unbelievable main floor beach front condo. Unit 5 of Kamaole One is a 2 bedroom, 2 bathroom, 1100 + sq ft corner unit condo perfect for 4 people. Located in an unforgettable location directly on family favorite Charley Young Beach. The beach features a sand bottom,...
Luxury Villa Steps from Wailea Beach with Resort Amenities & Stunning Upgrades
This property is hotel zoned, and not being affected by the recent proposed legislation.Wailea Beach, voted one of the top beaches in the world, is a short walk from Ho'olei Villas. This amazing beach offers numerous activities such as paddle boarding, snorkeling, sea...
Recent remodel - Large 1BR w/ ocean view and walk to excellent beaches/eateries
Recently Remodeled (2021)!Large 1BR unit at highly desirable Shores of Maui. The Shores is a place that people return to year after year, so once you've stayed there you'll likely do the same and return for years to come. A small 50 unit condominium complex with a mix...
U WANT 2 BE HERE!! Romantic 5* Reviews!!
Trust us- our property inspires you like no other!Looking for that special place to inspire you, and relax you and your family like no other?Our friendly and exceptional service sets us apart from others and you will enjoy your stay so much that you will want to return...
Gorgeous Elua 1 Bd+2Ba Executive Vacation Condominium - #2011
2011 Wailea Elua Village - The very best in accommodations that the Wailea Elua Village has to offer. Immaculate, contemporary and beautiful - a state-of-the-art 1 Bedroom + 2 Bathroom vacation condominium that can accommodate up to 4 guests with an expansive lanai...
New "Beachy" 1BR, 2 Bth Kihei Condo w/Ocean/Mtn View-No Resort Fees!
It's cold and rainy outside...but not in Maui. We invite you to come and visit our condo and enjoy not only our 1 BR, 2 bath, full kitchen, LR, DR and no resort fees condo but also our private oasis. Palm trees are swaying, tropical breezes, island birds singing their...
Hale Hui Kai 211 Large Lanai overlooking the beach
South Maui oceanviews from both bedrooms and the living room/kitchen. This private oceanfront condo is on the second floor of the south side of the building ...about 30 steps along the pathway leads to the gem of south Maui, Keawakapu Beach!Keawakapu Beach, located on...