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 Ocean View Studio at Kihei Akahi
Welcome to Kihei Akahi! This is the perfect location for your Maui vacation. Step cross the street and enjoy Kamaole Beach 2, one of Maui's best swimming beaches. The condo has a fully equipped kitchen, making it ideal to enjoy dinners at home. The lanai is perfect for...
Best 2 Bedroom Condo In Wailea - Enjoy Paradise All Year
Aloha and welcome to our home at The Palms at Wailea. The ocean view will take your breath away the minute you step inside. But it's the condo renovation and our commitment to our guests that will keep you coming back.Our remodeled unit has beautiful floors, plenty of...
Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023
• Oceanfront• Split A/C units• King bed• Remolded June 2023• Beach access from condo complexFully remodeled in June 2023, unit 218 is bright, beautiful one bedroom, one bathroom oceanfront property in Hale Kai O Kihei welcomes you! This second floor condo is...
Wailea Elua Village 2006 - 2 Bedroom Ocean View Condo
Wailea Elua Village 2006 is a charming vacation rental that epitomizes the luxury and tranquility of Maui. This beautifully appointed two-bedroom, two-bath condo offers an ideal retreat for families or friends seeking a relaxing island escape. The residence boasts a...
Panoramic Ocean Views! Amazing Interior! Spectacular Wailea Listing!
Enjoy the exclusive Wailea lifestyle in this fashionably decorated, high-end suite with incredible ocean views!!!---This gorgeous, bright and spacious 1-bedroom, 2-bathroom top floor unit offers unmatched views of the ocean and the scenic Wailea greenbelt area. This...
Maui Kamaole H207: across the street from Kamaole Beach Park III in South K
PROPERTY PROJECT:The upper pool will be closed from November 11th through November 21st 2025 to re-coat the upper pool deck. Between the ocean views, floods of sunlight, and adorable tropical accents you are sure to find your piece of paradise in this cozy South Maui...
Maui Kamaole G211, picturesque ocean views!
Maui Kamaole G211, picturesque ocean views! This 2bed/2bath condo offers the perfect getaway for families or couples traveling together. Take in the relaxing views from your private lanai. Enjoy your morning coffee or dine al fresco with seating for four! With floor to...
STUNNING NEW REMODEL-SUNSETS-LUXURY-QUIET LOCATION-AC-LARGE LANAI
Book with confidence, this stunning, 1 bedroom, 2 bathroom (1022 sq. ft) condo that has been completely remodeled from top to bottom with modern finishes, where even the lanai sliding doors were replaced. This condo is managed by PMI Maui, a local Real Estate Brokerage...
Shores of Maui - Ocean View with pool
The Shores of Maui UNIT #208 overlooking the pool and ocean. Everything is first Class 'A', with granite in the kitchen & bathroom and new flooring throughout. All new class 'A' furniture, appliances, linens, carpet, 55' HDTV, NEW BEDS. Pack & Play crib and high chair...
Beachfront 2 Bedroom / 2 Bathroom Condo in Kihei
Indulge in luxurious island living at this oceanfront 2-bedroom, 2-bath condo in Kihei, Hawaii! This well-appointed condo is located directly on Keawakapu Beach, so you can spend your days splashing and snorkeling under the sun. Explore the excitement of the area at top...
Breathtaking penthouse ocean view in South Kihei
Menehune Shores is an oceanfront complex located in North Kihei, which is ideal for families and couples that don’t like rain, love beautiful sandy beaches excellent for swimming, snorkeling, sunset watching and enjoyable relaxed condo living! Truly oceanfront, there...
Wailea Beach Villas PH207 - 2 Bedroom Garden View Penthouse
Upon entering your Wailea Beach Villas PH207, you'll be captivated by the open floor plan, which seamlessly integrates a cozy living room, a quiet den with shoji screen doors, a gourmet kitchen, and a dining area. Sliding doors lead to a lanai equipped with a built-in...
4 bedroom beach home with added sofa bed, ocean view, swimming pool, Jacuzzi
Hale Lanui is located across the street from the ocean and has sweeping unobstructed views of the ocean and sunsets. This two story 2700 SF home is located on a residential street and has a swimming pool (lots of beach towels) and Jacuzzi for total enjoyment. There are...
Stunning Beachfront Retreat 45 steps from Sugar Beach
Welcome to your tropical paradise! Step into our inviting ground floor condo, just a stone's throw from the golden sands of Sugar Beach. Featuring modern furnishings and cozy beds, you'll feel perfectly at home here. Unwind on your private lanai, where you can soak up...
Where Happiness Lives!
The Grand Champions Villas are nestled in a premier location of Wailea, Maui and provide the experience you would expect from a world-class resort. This quiet, well-managed property features two pools, two whirlpool spas, with barbecue facilities surrounded by lush...
ONE BEDROOM OCEAN VIEW
Welcome to Kihei Akahi! This wonderful 1 bed /1 bath is the perfect location for your Maui vacation. Step cross the street and enjoy Kamaole Beach 2, one of Maui's best swimming beaches. The condo has a fully equipped kitchen, making it ideal to enjoy dinners at home...
Makena Surf C-107: Premier Luxury Condo • Local Art • 2 New Pools • Pickleball
Located in a hotel-zoned area, our condo wouldn't be affected by Bill 9 if it passes. Vacation rentals would remain completely legal here—no worries for your stay!PLEASE NOTE THAT THE SECOND BEDROOM CAN BE CONFIGURED WITH EITHER A KING BED OR 2 XL TWIN BEDSMAKENA SURF...
101 - 2 bed/2 bath with A/C! Ground Floor Oceanfront with Breathtaking Views!
When only the Best will do! * Beautifully remodeled AIR CONDITIONED oceanfront condo! * FREE HI SPEED WIRELESS INTERNET CONNECTION * FREE LONG DISTANCE CALLING TO USA AND CANADA * 100 feet from one of the finest beaches in Maui * Wonderful snorkeling and water sports at...
Beautiful Oceanfront Ohana: Spectacular Views, Pool, A/C, Best Beach&WOW Sunsets
Aloha and Welcome to our Maui Ohana!Relax and recharge at this tropical retreat, perfectly situated within a short walk to Wailea in the Kihei Surfside Resort. Boasting stunning ocean views, direct access to Maui’s best beach, Keawakapu, and a sprawling lawn with a...
Ocean view, fully remodeled, 2nd floor, few steps away from the best beaches
**Welcome to Your Perfect Maui Getaway!**Nestled on the second floor with breathtaking views, our recently remodeled rental unit offers a seamless blend of modern comfort and coastal tranquility. Enjoy stunning vistas from the lanai, overlooking a beautiful green belt...
Villas By The Cove, Penthouse I · Modern Oceanview Townhome Steps to the Beach!
Welcome to the newest addition to the Villas by The Cove, our Oceanview Penthouse I. 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 heated saline pool and bbq...
Wailea Elua 3 Bedroom+2 Bath Spacious Beach Home with Oceanview Lanai
This is the one! If it's available, you'll want to reserve it. A real Maui home-away-from-home. New carpet in bedrooms, new bedroom furniture, lots of additional new personal touches! If you are looking for an impressive vacation home with new Ohia wood cabinets,...
2 Bedroom Garden View - Maui Banyan #T108AB
Maui Banyan T108AB: With a functional floor plan and connecting door make this the ideal two-bedroom/two-bathroom ground floor unit for a family getaway. Exotic patterns and warm color tones set the mood while oversized windows allow for natural light and serene garden...
G302: Remodeled Maui Condo with Ocean & Sunset Views, Updated Kitchen & Baths
Beautifully remodeled home at one of Maui’s favorite properties! G302 is one of a handful of condos on property with a fantastic ocean and sunset view as well as views of Haleakala all from your own lanai. The kitchen and both baths have been fully updated. New vinyl...
Best Location @ Ekahi... year round sunsets from lanai, stroll to the Beach
What you will love about 14C: * CDC cleaning guidelines implemented * laundry done off site in professional grade CDC protocol machines* “Touchless” checkin * Expansive ocean view from multiple lanais* air conditioned, 3 flat panel tv's, fast internet, sonos...
Wailea Beach Villas PH209 - 3 Bedroom Garden View Penthouse
Welcome to Wailea Beach Villas Penthouse 209, a beautifully furnished 2,600 sq. ft. garden view suite that offers a serene escape overlooking the family pool. This open and airy vacation rental is designed for relaxation and leisure, featuring an expansive tiled great...
Upscale Oceanfront Penthouse Vistas
Summary:Full remodel and decorated in May 2023 with all new furnishings. This elegant 2-bedroom, 2-bath condo features luxurious touches paired with oceanfront serenity. Located in sunny Kihei at Menehune Shores resort, all of Maui is within reach. Beach chairs,...
Amazing condo with pools and hotub across from the beach
Welcome to Maui Kamaole! This wonderful 1 Bed/2 Bath condo is the perfect location for your Maui vacation. It is conveniently located across the street from the Kamole Beach Parks and is nearby shops and restaurants. This updated, fully equipped kitchen makes it perfect...
Wailea Elua Village 2012 - 1 Bedroom Ocean View Condo
Wailea Elua Village 2012 is a luxurious vacation rental located in the stunning Wailea area of Maui. This one-bedroom, two-bathroom condo offers an ideal retreat for couples or small families, providing a perfect blend of comfort and elegance. The property is part of a...
Maui Banyan king, 2 bathroom, steps to Kamaole beach, sleeps 4 - No parking fee
In Maui its all about LOCATION and this unit is in the perfect spot. Maui Banyan is located in prime South Kihei where the weather is sunny and beautiful year round. It’s across the street from Kamaole Beach II which is one of the few beaches in Maui with a lifeguard...
Wailea Ekahi 54A: Completely Remodeled & Panoramic Ocean View
Our Family has Two - Two Bedroom/Two Bathroom Units above and Below Each other in Ekahi Village. This is great for Families or large groups traveling together. Both units tend to be among the most popular in the entire complex! VIEWS: Ocean views from nearly every...
Wailea Elua: Huge Ocean Views, Pool, AC & Hot Tub
Summary:Nestled in the scenic beauty of Wailea, this inviting condo promises a delightful escape with everything you need for a memorable stay. Imagine waking up to ocean views, leisurely days by the pool, and evening strolls along the beach. This is a place where you...
Direct Oceanfront/Beachfront Luxury! Recently Remodeled
Experience a slice of heaven... Bask in the breathtaking views and sounds of the lapping waves from the lanai, living room, and master bedroom. Fall asleep and awaken gently to the sounds of the surf. Sit up in bed and gaze over the ocean, as easily as if you were on...
Palms at Wailea 1904! Nicely updated and great Wailea location!
Palms at Wailea 1904 is a nicely updated and well-located 2-bedroom, 2-bathroom condo in the beautiful area of Wailea. This condo is the perfect getaway for families or couples traveling together. It features a private lanai with lush garden views, making it a great...
Spacious MAUI ground floor condo for 5, full AC, 2 min walk to Kamaole 3 beach
Welcome to your slice of paradise at Hale Kamaole unit 111! This spacious ground floor unit in South Maui offers the perfect blend of comfort, convenience, and island charm. Immerse yourself in the relaxed vibes of this low-density complex, boasting 2 pools, a tennis...
Wailea Ekahi Village 3C - 1 Bedroom Garden View Condo
Wailea Ekahi 3C is a captivating vacation rental that offers a truly idyllic island getaway in the heart of Maui\'s picturesque Wailea resort area. Nestled within the lush, meticulously-maintained 34 acre Ekahi Village complex, this spacious one-bedroom, one-bathroom...
Tropical Garden View at a Beach Front Property-Kihei Kai Unit 17
Condo #17 is a garden view unit located on the lower level. This condo will sleep 4 comfortably with a King Size Bed and a sleeper sofa in the living room. Amenities included in this unit are the split system A/C, ceiling fans and TV in both the bedroom and living room....
Kihei Surfside 214 - 2 Bedroom-2 Bath Luxury Oceanfront Property with AC
* Accommodates up to 6 people! * Air Conditioned.* Great condo in a great location. * This ocean front condo has been upgraded. * Unobstructed ocean view - 150 feet from the ocean - Watch the whales from your private Lanai. * 100 feet from one of the finest beaches in...
New Luxury Remodel, Ocean End, On the Beach! 5-STAR Luxury Condo In Resort
Escape to Paradise: Mana Kai 503 – Maui’s Premier Oceanfront Luxury Condo RentalNew “Fill the Fridge” Option Now Available – Call 808 General Store located at the bottom of building 808-856-0052Immerse yourself in the ultimate Maui vacation rental at Mana Kai...
Newly Renovated High-end 1 bedroom, 2 bathroom Wailea Condo close to beach
The Palms at Wailea #1804 has been completely renovated, be among the first to enjoy this brand-new high-end renovation in Wailea in which every room has been updated. This bright, spacious condo has a refreshing beach personality, 1000+ sq. ft., and 2 large lanais for...
Maui Dream Place at Maui Kamaole G-209, Direct Ocean View, 2 Story Modern Condo
Maui Dream Place is our vacation home rental property in Maui, Hawaii. This two story condo has plenty of space for your family, plus hotel-style amenities which include access to two swimming pools, hot tubs and tennis courts. In our opinion, our condo has the best...
Ocean Front Renovated 2 BR/BA Luxury Condo w/ A/C . 2nd Floor Unobstructed View
Royal Mauian #212 LUXURY OCEANFRONT condominium on the SECOND floor (Unit #212) is 30 feet from the ocean at the CENTER of Royal Mauian Resort allowing you to enjoy the 180 degree panoramic UNOBSTRUCTED CENTRE ocean view of the Pacific Ocean. A few steps from the Royal...
Villa Moana 4 Bedroom
This is a listing for the top floor of our larger two-story eight bedroom villa. We sometimes rent just the top floor during certain periods of the year. The top floor is a 1,900 sq. ft. home with 4 bedrooms and 3.5 baths, an expansive covered deck, sliding glass walls...
Amazing OceanView, Best, Front Row, Retractable Awning for Lanai! Relax, Enjoy!
NEW:Why Rent this condo at Maui Kamaole, Kihei, HI, USA?You are ready for an escape to a beautiful location and relax at a home base that allows you access to ask Maui had to offer.CONSIDER THE FANTASTIC LOCATION in Maui, HI, USA, THE SPECTACULAR VIEW, OWNERS'...
Escape to Paradise at Beautiful Maui Kam In South Maui!
Our Hearts go out to the people, families, friends and loved ones of West Maui. Maui Travelers, please consider giving extra patronage to the small businesses, restaurants and services that are open throughout Maui that employ so many who are affected with personal...
Stunning ocean view! 2/2 in the heart of Wailea
Beautiful, spacious, modern 2/2 condo located in the heart of the Wailea Resort area with gorgeous, far-reaching ocean and island views, and surrounded by brilliant, lush, flowery grounds. Super-close to dining, golf, shopping, and only a short stroll to award-winning...
PERFECT Maui Getaway! Wailea Ekolu Luxury Ocean View Top Floor Condo
Welcome to ocean view luxury in the heart of Wailea; welcome to your perfect Maui getaway. This 2 bedroom, 2 bathroom renovated condo in the Wailea Ekolu neighborhood gives you all the amenities of home, combined with all the luxury of a resort, and all within a 15...
Secluded home with spectacular ocean and sunset views
Kihei's Hidden Gem (B&B permit #BBKM20210002)offers an ideal setting for your family or group to experience a memorable Hawaiian getaway. This brand new south Maui vacation rental boasts ocean, mountain, and sunset views, a private pool, central air conditioning, and a...
Beautiful Condo in Kihei Alii Kai, steps from Kam 1 beach
Welcome to our bright and beautiful condo, ideally situated near the front of the complex—just steps away from the beach! Thoughtfully upgraded with new furniture in Summer 2022, this is the only condo we own, and we’ve equipped it with all the comforts needed for...
Stunningly Renovated! Ocean View! Elua 2305
This property is hotel zoned, and not being affected by the recent proposed legislation.Welcome to Elua 2305. Your ultimate Maui vacation awaits at this fabulous listing! Don’t miss this incredible opportunity to enjoy the very best that Maui has to offer.Say Aloha to...