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!
Recently Renovated - Iconic Ocean Views
Wailea Elua 1202 is a stunning vacation rental property that offers visitors a truly luxurious and unforgettable experience in the heart of Maui\'s renowned Wailea resort area. Situated just steps away from the pristine white sands and crystal-clear waters of Ulua...
Wailea Elua Village 104 is a stunning Wailea condominium rental that offers a truly unparalleled Hawaii vacation experience. Situated along the pristine golden sands of Ulua Beach on Maui\'s southern shore, this luxurious one-bedroom, two-bathroom condo provides guests...
Ocean View Condo Overlooking Golf Course
Wailea Ekolu Village condo #1203 is an exquisite one-bedroom, two-bathroom ocean view retreat designed for discerning travelers seeking the best of Wailea. This sanctuary offers a seamless indoor-outdoor living experience, allowing guests to enjoy breathtaking panoramic...
Complete Renovation - Everything Brand New | Wailea Ekahi 6F
Wailea Ekahi Village 6F is a premier vacation rental located in the heart of Wailea, Maui. This one-bedroom, two-bathroom condo located within the resort community of the Wailea Ekahi Village, a low-density collection of condo clusters set across 34 acres of beautifully...
Spacious Condo on Favorite Local Beach
Wailea Ekahi 54B is a luxurious one-bedroom two-bathroom vacation rental offering an exceptional blend of comfort and elegance, set within the stunning Wailea Ekahi Village. This inviting ground floor condo boasts a prime location with direct access to lush, tropical...
Bright & Colorful Beach Condo at Wailea Ekahi
Wailea Ekahi 52 is a luxurious vacation rental property located in the heart of the idyllic Wailea resort community on the southern shores of Maui. This spacious, one-bedroom, one-bathroom condominium offers guests a serene and indulgent island getaway, with all the...
Walk to Waves & Snorkeling - Great for Families
Wailea Ekahi Village tropical vacation condos are situated above Maui\'s beautiful Keawakapu Beach and close to all the top Wailea resort hotels. Enjoy easy access from your vacation condo at Wailea Ekahi Village to the restaurants and spas of the Grand Wailea, Four...
Walk to Favorite Beach - Wailea Ekahi 50C
Experience the ultimate in island luxury with a stay at Wailea Ekahi 50C, a beautiful one-bedroom, one-bathroom vacation rental situated in the heart of Wailea. This elegant ground floor condo offers the perfect blend of modern comfort and tropical charm. From the...
Wailea Ekahi Village 49C is a charming vacation rental located in one of the most popular Wailea vacation rental communities. This one-bedroom ocean-view condo offers a perfect blend of comfort, luxury, and tropical ambiance, making it an ideal destination for travelers...
Sunset & Ocean Views | Fun Resort Amenities
Wailea Ekahi 49B is a stunning ocean view condominium located in the heart of the renowned Wailea resort area. Nestled along the pristine white sand beaches of Keawakapu Beach, this luxurious condo complex offers sits on 34 acres of lush tropical landscaping. Spanning...
Ekahi 47E | Hot tub | Pool | Sunset Views
Wailea Ekahi 47E is a beautiful vacation rental nestled within the landscaped 32 acres of lush tropical gardens that make up Wailea Ekahi Village. This condo offers a precise blend of comfort and tropical elegance, making it the perfect home to relax and unwind after a...
Elevated Ocean Views | Walk to the Beach
Wailea Ekahi 47D is a spacious and beautifully updated one-bedroom, two-bath condo located in one of Waileaâs most sought-after beachfront communities. Perched on a gentle slope, this upper-level unit offers breathtaking ocean views from the private lanai, perfect for...
Indoor-Outdoor Tropical Living - Wailea Ekahi 47B
Welcome to your tropical retreat at Wailea Ekahi Village 47Bâan ideal vacation escape for families or a group of friends. This beautifully appointed ground-floor residence offers the perfect blend of comfort, space, and convenience. With serene garden views and easy...
Platinum Rated and Professionally Managed
Escape to paradise in this beautifully appointed one-bedroom vacation rental nestled in the lush tropical gardens of Wailea Ekahi Village. Located on Mauiâs sunny south shore, 26D is a tranquil second-floor unit that offers the perfect blend of privacy, comfort, and...
Snorkel Directly Out Front - Makena Surf C105
Enter the cool marbled foyer of Makena Surf C105, a luxurious 1,600 sq. ft. ocean view vacation rental on the first floor of the prestigious Makena Surf resort. As you make your way to the elegant living area, you\'ll be greeted by sliding doors that showcase...
Beach Sunsets from Your Lanai - Makena Surf B204
Experience the ultimate beachfront getaway at this luxurious 2-bedroom oceanfront vacation rental at Makena Surf, located on the stunning shores of Maui. This exquisite condominium offers breathtaking views of the Pacific Ocean and the nearby islands, including Molokini...
Beachfront Condo - Location, Location, Location
Makena Surf A204 is a luxurious oceanfront residence offering a serene Hawaiian retreat. This spacious 1,600 square foot condo, located on the second floor, boasts breathtaking ocean views and direct access to the pristine Po\'olenalena Beach. The open-concept layout...
Luxury Oceanfront 3-bedroom Retreat with AC in the heart of Kihei
Nestled in Kihei, this delightful condo boasts 3 bedrooms including 2 king beds, 1 queen bed, and 1 bunk bed. With 3 bathrooms featuring a bathtub, shower, and jetted bathtub, guests will feel right at home. The additional living room space with 1 queen bed and 1 full...
Chic Maui Studio Steps from Beach & Ocean
Aloha and welcome to Banyan 308. Our remodeled 250 square foot studio is one of the most stylish at the Maui Banyan. Steps away from Kama’ole Beach II in the heart of South Kihei within walking distance to world-class beaches, shopping and amazing restaurants.We’re...
New Listing! Unique, modern 2bd close to the beach
Welcome to Maui Banyan P202 & P202A, a bright and inviting two-bedroom, two-bath condo with a connecting door that comfortably accommodates up to six guests. Wake up to soft ocean breezes and Maui sunlight streaming onto your private lanais. Located directly across from...
NEW - Steps to the beach - A/C in living areas & bedrooms. Also host to #10879
Experience Island Living on Maui’s Beautiful South ShoreStay in one of Kihei Akahi’s rare townhouse units, just 75 steps from the sand. A106 combines comfort, convenience, and ocean views for the perfect Maui getaway. It offers guests the opportunity to enjoy the best...
Kamaole Nalu 506 - Ocean Front
Book with us and come to Maui to explore everything we have to offer!Stunning ocean views from the lanai of your oceanfront condo. Just steps away from beautiful Kamaole I & II beaches, a wide range of restaurants, shops and activities make this convenient location a...
Oceanview Penthouse Maui Retreat – Ideal for a Peaceful, Upscale Escape
Step into comfort, style, and panoramic beauty at this beautifully remodeled 1-bedroom penthouse condo at Island Surf that sleeps 4, perfectly suited for mature travelers seeking both relaxation and convenience. Whether you're enjoying morning coffee on the private...
Kihei 2 Bedroom Condo Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Located in South Maui, nestled within five acres of lush tropical landscaping. This low-density complex features amenities such as a large swimming pool, hot tub, tennis and pickleball...
Stunning Koa Resort Condo | 2Bd/2Ba With A/C | Steps to Beach
Welcome to your Maui Hawaii retreat! Just steps from the beach, this beautifully renovated 2-bedroom, 2-bath condo with Split AC system throughout blends modern comfort with the spirit of aloha. With 1,066 sq. ft. of stylish living space plus a spacious 164 sq. ft....
Cozy Studio at WorldMark Kihei – Maui Getaway for Two
Enjoy a simple and comfortable Maui escape in this studio suite at WorldMark Kihei. Perfect for couples or solo travelers, this suite offers everything you need for a relaxing stay in paradise.Inside the studio, you’ll find a queen Murphy bed that tucks away for extra...
The Spirit of Aloha-1Bed/1Bath in Tropical Resort
Located in Kihei, this welcoming apartment lets you experience it all. There's convenient onsite parking, so you can leave your vehicle behind and head out to Maalaea Bay Beaches and Kalepolepo Beach Park, just a short walk away. Relax by the outdoor pool or sip a drink...
Fully Remodeled Oceanfront Condo MAKENA SURF RESORT, #F-206
Makena Surf #F-206Discover the beauty of Maui’s southern coastline at Makena Surf #F-206, a luxurious 2-bedroom, 2-bathroom oceanfront condo that sleeps up to 4 guests. Set within a gated community of lush tropical gardens and pristine beaches, this retreat combines...
Maui Lea at Maui Hill - 1 Bedroom/2 Bathroom/Full Kitchen Weekly Booking Only
Maui Lea at Maui Hill sits on a tropical bluff overlooking the clear blue of the Pacific, just minutes from the premier resort area of Wailea. Guests of the the resort are invited to explore the resort's twelve acres of lush tropical landscape, or take a dip in the...
Kamaole Sands - Deep Lanai with Inner Courtyard and Ocean Views!
Kamaole Sands, Building 10, with some of the best ocean, fountain, and garden views in the complex. Relax on the large private lanai with a tropical ceiling fan, perfect for savoring Maui`s breathtaking sunsets.Discover paradise in this stunning condo at Kamaole Sands,...
Maui Banyan T308 | Spacious 2BR w/ Garden & Mountain Views by Kamaole II
Sunny 2-Bedroom Condo with Garden Views – Across from Kamaole II Beach!Welcome to your perfect Maui getaway! It is ideal for anyone looking to unwind just moments from the beach.• Located just a short distance from the crystal-clear waters of Kamaole Beach Park II, one...
Fantastic Location - Beautiful Beach Front Condo -Makena Surf # B-208
Makena Surf B-208Welcome to Makena Surf B-208, a luxurious oceanfront condo that combines the serenity of beachfront living with upscale finishes and exceptional comfort. Located in the prestigious Makena Surf Resort, this second-floor unit boasts panoramic views of the...
Chic Coastal Living in the Heart of Wailea
** PLEASE NOTE: The Pool will be closed from September 15th - September 18th, 2026, for yearly maintenance. A brand-new split air-conditioning system has been installed throughout the property, ensuring year-round comfort with contemporary efficiency and quiet...
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Kauhale Makai 510 - Ocean and Mountain view 1 bedroom
Book with us and come to Maui to explore everything we have to offer!Simply amazing 1-bedroom suite with the most gorgeous ocean views. Relax on your balcony with the cool ocean breezes while whales breach in the background. Listen to the waves roll in while you drift...
Kihei Ali’i Kai Duo Getaway – Steps from Kamaole Beaches
This listing is a combination of 2 separate units close to one another.The ResidencesWelcome to Kihei Ali’i Kai, a relaxing condo community in sunny South Kihei, just a short stroll from the golden sands of Kamaole Beaches I, II, and III. Tucked back from bustling South...
Beautiful 1 BR Oasis Maui Banyan
Steps from Kamaole Beach II! This updated 1-bedroom Maui condo is your perfect Kihei home base. Enjoy a modern, fully equipped kitchen, A/C, and a large private lanai. The living room has a queen sofa-sleeper for extra accommodation. You're just a short walk from local...
Maui Banyan A-202 Unit B | Tropical Views, Pool
Escape to your tranquil island haven at Maui Banyan A-202, a beautifully appointed one-bedroom, one-bath condo situated in the heart of sunny Kihei. Just a short stroll from the pristine sands of Kamaole Beach II, this tropical retreat combines laid-back Hawaiian charm...
Kihei Akahi Ocean View Condo! Steps to Kamaole Beach II, Dining & Shopping
Wake up to ocean views and walk across the street to world-famous Kamaole Beach II!This updated condo in the peaceful Kihei Akahi complex features a full kitchen and beach essentials.Relax on the lanai with panoramic views of the Pacific, West Maui, and nearby islands....
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
across from Charley Young beach #2
Experience Kihei like a local in this 1-bedroom condo. This gorgeous property offers a living room with a sofa bed, perfect for extra guests. With amenities like an iron, hair dryer, and AC, guests can relax and unwind in comfort. Our place is equipped short stays to...
Completely Remodeled-Breathtaking Ocean Views & Sunsets-Luxury Finishes-Ac
Book With Confidence, This Stunning, Newly Remodeled 1 Bedroom, 1 Bathroom Condo At Kamaole Beach Royale. 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...
New Listing | Modern Maui Retreat – Steps to Beach & Pool!
Your Island Escape Awaits!Welcome to your serene Modern Maui Retreat! This beautifully remodeled 1-bedroom, 1-bath condo in sunny Kihei offers the perfect blend of modern comfort and tropical charm — ideal for couples, solo travelers, or remote workers seeking a...
Maui Banyan Resort F-203A Stunning Studio With AC
Beautiful Studio - Steps to Beach - Vaulted Ceiling **This is a beautiful studio condo with vaulted ceilings and is right across from the beach! The Maui Banyan is conveniently located in desirable South Kihei (Where all the amazing sandy swimming beaches are). This is...
Maui Banyan F103 Stunning 1 Bedroom Condo with AC
Maui Banyan F-103 Ground Floor Condo - Complete Remodel. **Please note: This is a ground floor unit, although there are stairs down from the parking lot and another set of stairs down to the ground floor hallway. Everything in the unit has been upgraded! Floors, newly...
Most Expensive Luxurious Oceanfront Estate on Makena Beach-6BR/7.5BA 8,030 Sq Ft
Step into island luxury at this breathtaking oceanfront estate on Makena Beach, one of Maui’s most exclusive and pristine stretches of coastline. With 8,030 square feet of elegantly designed living space, 6 spacious bedrooms, and 7.5 bathrooms, this private retreat...
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Wailea Ekolu 1608 | 1 Bedroom | Prime Wailea Location with Golf Course Views
Experience the beauty and convenience of Wailea from this tastefully appointed 1-bedroom, 2-bath condo at Wailea Ekolu 1608. Perfectly situated along the fairway of Wailea’s prestigious Blue Golf Course, this ground-level home offers comfort, privacy, and stunning...