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!
Oceanfront Penthouse Vistas
Summary:Completely remodeled penthouse 1bedroom 1 bathroom oceanfront condo on the top floor!Located in the sunny and vibrant beach town of Kihei. Beach chairs, umbrellas, luxury beach towels and a cooler are provided to enjoy your day at the beach! We strive to achieve...
The Maui Moon Oceanfront Condo- Perfect for couples!
Voted as one of the top 25 islands in the world 2020 by Travel and Leisure magazine. Maui is truly the garden paradise for your hard earned Hawaiian Vacation. Aloha and welcome to the Maui Moon Condo in the Menehune Shores oceanfront complex in low key Kihei located on...
Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed
• Split A/C units• King bed• Remolded 2019• Close to swimming poolKamaole Sands unit 6-302 was fully remodeled in September 2019, this bright one bedroom, two full bathroom retreat awaits you. Enjoy views of the Pacific from your third story lanai, freshly prepared...
Beautiful, Family Friendly 2 Br 2Ba Across Street From Beach.
Beautiful 2 bedroom 3 bed unit offers a quiet getaway and island view. Newly updated furniture and decor. Each building has a pool, tennis courts and barbecues. Quick stroll across the street to Beautiful Charley Young Beach. Great Shopping and dining options are a...
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...
Relaxing garden setting with ocean view A210
Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Premium condo suite located near the pool area. Second floor means easy access to tropical gardens and the ocean beyond. Quiet location features large private...
In the Action! Ground floor steps to ocean view pool
Located near the pool area, easy access to BBQ's, pool and beach. Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private patio. Condo has a dedicated free wi-fi internet router providing high speed internet for those who wish...
Maui Sunset A111, ground floor paradise
Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Maui Sunset A111, ground floor paradiseGround floor means easy access to tropical gardens and the ocean beyond. Quiet location features large private view deck...
Cant get any closer to the OCEAN!
Completely Renovated 3-bedroom Oceanfront at Menehune Shores with A/C The view doesn't get any better than this!! Pack your suit...Menehune 518 has everything else you'll need to enjoy your Maui vacation! This beautifully renovated upscale unit is located in South Kihei...
Beachfront Platinum Condo, updated. Gorgeous Ocean & Crater Views. Makena Surf.
Building B is the premier beachfront building at Makena Surf, set among lush tropical gardens. From our condo (B202), gaze endlessly at the ocean, watch the whales breach (seasonal), experience magical sun sets, step onto the beach to swim or snorkel with the turtles or...
Live da HI life with views of the ocean and steps to the beach
Ho'onanea is a 5star experience on Maui's South Shore.Take the convenient elevator to this third-floor residence with partial lanai views of both Haleakala and the ocean. Start each day with a cup of Maui coffee and sunrise on the lanai and end with a beautiful sunset,...
Maui Stunning Beachfront Luxury Ground Floor with A/C. *Nani Kai Hale 101*
Stunning luxury, ground floor condo directly on Sugar Beach, one of Maui's best beaches. The unit was completely remodeled floor to ceiling in 2017 and includes 2 bedrooms (2 king beds in each bedroom) each with en-suite bathrooms, a full luxury kitchen, living area...
Pure comfort in Paradise!
Location is everything with this property. Not only is the beach right across the street, you are also a short walking distance from restaurants and shops of every kind. This unit is away from the street completely remodeled from top to bottom in 2020 and on the second...
Exceptional Ocean Views - Renovated - Maui Kamaole #G-114, 1 Bd/2 Ba/ (Sleeps 2)
Welcome to your slice of paradise! Incredible ocean views, quiet, private and relaxing. The perfect place and location to call home during your stay in Maui. Note: Travelers to Hawaii will no longer be required to quarantine for 10 days provided they can provide a...
Spectacular Panoramic Ocean Views - Private Ohana - Wailea Custom Pole Home
Live like a local at the Ocean Blue Ohana. You'll have the entire private first floor of this amazing Hawaiian pole home on a half acre property in South Maui. As you enter the space, you will be drawn to the sweeping panoramic ocean views. You are sky-high, perched 500...
100KContemporaryHawaiian Reno in Wailea-Beach/Golf
Stunning 100K Recent Reno+New Decor for a Hawaiian Beach Vibe. Wailea is one of the most sought after resort addresses on Maui.Here you can relax in the luxury of the beautiful grounds+refreshing swimming pool+spa. World Class Golf+Shopping. Ground flr condo with...
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
The best location in Wailea! Quick 2-minute walk to Wailea beach, shops, restaurants & the stunningly scenic Wailea Beach Path. BOOKING CALENDAR/MINIMUM NIGHT STAY:Our calendar opens 1 year in advance. Please reach out if you want to inquire about specific dates prior...
On the Beach! Kihei Sands Beachfront Resort, Unit A1
Kihei Sands is a Direct Beachfront complex, Popular Unit A1 - An Amazing Location!Aloha & E Komo Mai to our beautiful Condo, Unit A1~We purchased and completely renovated A1, we love spending time here as a family! Since we are new to the condo rental experience, we do...
Beautiful Maui Kamaole 2 Br, 2 Bath condo with Ocean view! New Summer/Fall rates
Beautiful VRBO Premier Partner Designation and 5 Star Property is in the B building, across from main pool and a 5 min walk across from Kihei's favorite beach. 2 bedrooms, 2 bath, over- sized unit with many high quality, unique upgrades rarely found in a vacation...
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...
Direct Oceanfront on Maui's Finest Sugar Beach!
Boasting unbeatable ocean views and an oceanfront large pool, there is no better spot for your Maui vacation. This unique complex offers a library and lobby and is centrally located on Sugar Beach, the longest stretch of white sandy beach on this side of the island. You...
Kamaole Sands 4-213 - Beautiful Modern Renovation - Bright & Open - Split AC
Freshly remodeled throughout including a gourmet kitchen, Kamaole Sands 4-213 has been thoroughly updated to “second home” standards by its owners. Every guest convenience has been anticipated and addressed in this bright, open corner unit (more windows, more light,...
Cozy Treasure Nestled on a Lush Oceanfront Property - Wailea Elua 1508
Wailea Elua #1508 – Partial Ocean Views & Comfort Near PoolSet within the prestigious Wailea Elua Village, Wailea Elua #1508 offers an ideal balance of peaceful luxury and island convenience. This spacious 2-bedroom, 2-bathroom condo features partial ocean views, a...
Beach Paradise: 6 BR Kihei Beachfront Home with Pool
Legal Vacation Rental: Permit Number STKM2020/0002HOLIDAY SEASON: There is a 7 night minimum during the period Dec 18-27. There is a 10 night minimum during the period Dec 27-Jan 10.Chill Out with friends or family in this spacious two-story Maui beach house which...
KOA RESORT 3-F LOCALLY OWNED AND OPERATED Spacious beautiful ground floor condo
As owners who manage our own property, our commitment, to our guests, is to have a clean and comfortable experience.Our Ground floor unit is easy to access from the parking lot and all the amenities at Koa Resort. This One Bedroom/One Bath spacious condo is in a perfect...
Royal Mauian 309 - Direct Ocean Front, Renovated, Seconds to the Beach, Split AC
A unit renovation will take place in unit 310, next door to this unit, beginning April 7th through September 15th. Please expect noise as well as the potential for dust and debris during work hours. ------------------------------------------Royal Mauian 309 is a newly...
Two Bedroom Ocean View Deluxe Luana Kai Resort A203
Luana Kai A203 is a two bedroom/ 2 bath oceanview. Enjoy the spectacular view while dining on the lanai. This condo has a King in the master with two twin beds in the guest bedroom, and a sofa bed in the living room. A203 does NOT have AC. Includes Wifi, cable Tv, and...
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,...
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...
LAST MINUTE AVAILABILITY IN APRIL $ 100/Night DISCOUNT! 2 BR Ma'alaea Surf B4
Located just steps from the shore on Sugar Beach in beautiful Ma'alaea Surf Resort, this remodelled two-bedroom, two bathroom ground floor condo is your perfect vacation hideaway. The unit was taken to studs and completely rebuilt in late 2022 and every element was...
Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets
• Oceanfront• Split A/C units• King bed• Remolded Feb 2020• Beach access from condo complexFully remodeled in February 2020, this bright, beautiful one bedroom, one bathroom oceanfront property in Hale Kai O Kihei unit 213 welcomes you! This second floor condo is...
Maui Kamaole, 2 lanais, queen sofa beds, quiet, eco friendly, south Kihei condo
Enjoy a million dollar a year garden setting, steps from the pool, waterfall and spa, at this quiet, private one bedroom, two bath condo. The 2 lanais create a lovely cross breeze through the 850 square foot condo. Stay cool with 2 new mini splits as of 2025. Two full...
Modern Kihei Resort 2 Bedroom, 2 Bath Condo with AC - Steps to the Beach
RELAXING GARDEN RESORT:Kihei Resort offers a wonderful zen like experience. As you walk through the grounds of Kihei Resort, it is difficult not to enjoy the serenity of the beautifully landscaped grounds, smell the plumerias and hibiscus, as well as listen to the...
Maui Tranquility II - Relax & Feel Welcomed!
Maui Tranquility II - Relax and Feel Welcomed! This is the second chapter in our Maui Tranquility story. Another amazing place to stay on Maui, completely remodeled with meticulous attention to the details so you'll feel comfortable and appreciate the aesthetics,...
Wailea Ekahi 40A - 5-Star South Maui Oasis
Welcome to your piece of paradise in a completely remodeled, fully furnished, ground floor unit! Our home is located in Wailea Ekahi, one of the few Kihei and Wailea properties located directly on the beach; no need to cross a road or even sidewalk!Our private corner...
Captivating Ocean Views from Polo Beach Club 805! Direct Beach Access
Book Your Stay and Get a $300 Gift Card!Planning a getaway? Book a stay of 5+ nights between September 24th and November 9th, and you'll receive a $300 gift card to enjoy at some of the best spots around! Choose from Cafe O Lei, Kohola Brewery, or Cool Cats to indulge...
16B; Ocean View, Quiet Beachfront King Studio in Luxurious Wailea Ekahi Resort
Ocean View, King Bed, quiet Ground floor Studio condo, in the beautiful Wailea Ekahi Resort, near one of the 4 private pools and a short walk to the beach.Enhanced cleaning protocols and private ground floor entrance with Lanai opening onto the beautiful gardens and...
Spacious Maui Beach House, Private Pool, AC, Sleeps 6
GE: 184-440-0128-01TAT: 184-440-0128-01Aloha and welcome to the Hale Anna, Maui. The Hale Anna is a beautiful, private home located across a quiet street from miles of sandy beach. This home is a legal grandfathered vacation rental with the Maui County Department of...
WOW! Stunning Ocean Views, Large Deck &Luxury Beds
*Please note that per Maui county law, that two adults and two minors are allowed per bedroom. We are allowed to host up to 4 adults and 4 minors for a total of 8 guests. This is a private top floor unit of a 2 level home. Our favorite aspects of the home are:*Large...
Luxury Ocean View 2 bed/2bath Beautifully Remodeled; Unit #325
Relax in luxury in this 1100 sf property which has plenty of space to enjoy the views and beaches of south Maui. Quite possibly the nicest and most complete renovation in Hale Kamaole with every detail attended to in its upkeep. Upgraded AC in this modern beach style...
Beachside Bliss, Condo Just Steps Away From the Ocean - Sugar Beach #129
SUGAR BEACH RESORT, #129Welcome to Sugar Beach Resort #129 – a charming ground-floor condo that blends comfort, convenience, and beachfront beauty. With direct access to Maui’s longest beach, this updated retreat is perfect for morning walks, sunset strolls, and...
Exquisite on Paradise*Fully Upgraded with Ocean Views!
This freshly renovated condo offers stunning ocean views and a large, airy lanai with comfortable outdoor seating. Pack up the cooler and head to the beach or lounge by the pool and soak up the serenity that is Kauhale Makai.This roomy condo is just steps from the...
Ocean, Greenbelt and Haleakala view Ekahi 33E
Ekahi 33E offers a rare setting with views of the ocean, Ekahi's greenbelt and Haleakala. In Ekahi's lower village it's a short walk to the main pool and Keawakapu Beach. Renovation completed Jan 2020 & new to the rental market, 33E is exceptionally well furnished,...
ADORABLE*Modern Beachy Decor Studio in South Maui
** A Solar Panel Removal and Installation Project will occur in the KIHEI BAY SURF Complex in the month of July 2024. There could be times of intermittent noise and dust. Rates have been discounted to reflect accordingly.This studio offers every amenity to make for a...
Experience Aloha & Amazing Sunsets At Our 1bed 2bath Front Row Ocean View Condo
Under new ownership New furnishings, New LG Picture frame A/C units with whisper quiet fans, New sofa bed with regular mattress, New Bedroom set, Watch the whales from the private lanai, new refrigerator w/ ice maker, washer drier, computer and printer for your...
Romantic, Luxury Maui Getaway with Ocean View - Couples Only
Welcome to The Palms at Wailea – Your Island Paradise Awaits!Nestled in the prestigious Wailea resort community, The Palms at Wailea condo complex is one of Maui's most elegant destinations. Our 1-bedroom, 2-bathroom condo (Unit #1304) has been custom remodeled,...
OCEAN VIEWS-EXCEPTIONAL NEW REMODEL-AC-GREAT BEACH ACCESS-METICULOUS CLEANING
Book with confidence, this stunning 1 bedroom, 2 bathroom condo at Kamaole Sands that was just remodeled as of December 2019. Everything in the condo is brand new and finished with high end materials that you would be hard pressed to find in a rental unit. This condo is...
Maui Sunset B120 Beachfront, Ground Floor, Ocean-View, Families! Amenities! Pool
- Updated ground-floor, oceanfront condo.- Breathtaking, unobstructed sunset views!- Manicured park grounds directly accessed from the unit's lanai.- Tropical landscaping and outdoor pool with an activity desk for booking tours.- 2 bedrooms with sleeping for up to 6...
Across from BEACH! Remodeled in 2023! Split A/C!
1 Bedroom, 1 Bath, Sleeps 2 **This property is not being affected by the recent proposed legislation**Experience a tropical paradise with our recently remodeled convenient ground floor, remote work friendly, 1-bedroom, 1-bath Kihei Akahi condo in the coastal town of...
Oceanfront Vacation Rental in Kihei Maui. Hotel Zoned.
Looking forward to relaxing on the lanai, enjoying the most beautiful view - morning, noon and night? Want to enjoy incredible sunsets, watching the sky burst with a fiery glow of mesmerizing color? Would you like to open all the windows and hear the sound of the waves...