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 - Palms at Wailea 1802
Located in the Kihei/Wailea area, in the world-famous Wailea Resort community, The Palms at Wailea complex boasts a beautiful pool, hot tub and is conveniently located close to the Shops of Wailea, luxury hotels, stylish boutiques, great restaurants, tennis, the Wailea...
Beautiful penthouse suite with stunning ocean view, pool, hot tub & beach access
Sugar Beach Resort PH05Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Treat yourself to the unmatched beauty of Maalaea Bay from Sugar Beach Penthouse 5. You'll be situated mere...
Kihei Kai Nani - 1BR Unit, Just Steps Away From Kamaole Beach!
This 1BR/1BR, 2nd floor corner/end unit features a beautiful garden view and a remodeled tropical interior. The extra windows in the living room and bedroom create openness, ventilation and light. The trade winds and the peaceful garden setting make it one of the best...
MV 1410 2BD Condo w Pool AC Ocean Views Across from Beach
Maui Vista 1410 NEW LISTING Ocean View 2 Bedroom Condo. Perfect Backdrop for Your Hawaiian Vacation FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale Watching (seasonal), Sunset Dinner Cruise,...
Maui Family Owned/Managed - Keawakapu Beauty
A mere four minute walk from the lavish Keawakapu beaches will find you in the serenity of our peaceful condominium. Our quiet first floor unit has a partial ocean view where guests can enjoy the vibrant colors of a Maui sunset at the closing of the day on the patio....
Absolute Amazing View, One level, 2 Lanai’s,New bed types King,Queen,Twin Qsofa
Guests are sure to enjoy a memorable vacation in this fully furnished, 2 bedroom/2 bath condo. The master bedroom has a King size bed. The 2nd bedroom is furnished with a Queen size bed and a Twin size bed. There is a Queen pull out sofa sleeper bed in the living room....
Beachy Boho Retreat in the Heart of Kihei – Steps to Beach!
Ready to get away from it all? Say aloha to this beautiful beach side retreat in easygoing Kihei, ready for you and your guests to enjoy the fun, sun and experience why ‘Maui no ka ?oi’! Just across the street from the beach, this 2 bedroom, 2 bath condo sleeps up...
Wailea Beach Villas | D301
Discover for yourself why D301 is one of the most requested Villas in our vacation rental collection. Impressive artwork by internationally known Maui artist Elan Vital provides a fabulous backdrop to the welcoming great room in rich jewel colors of amethyst and jade...
Sugar Beach Resort - Ocean View, (Off Season Special Rates)
Beach Front Sugar Beach Resort, Ground Floor, Ocean View Unit. We recently remodeled this unit and it now represents outstanding quality. Enjoy all of the amenities in a clean, well kept property. The entire complex sits ocean front, there are no roads to cross, you are...
404 - Gorgeous remodeled oceanfront 1 bed/1.5 bath unit spectacular view!
This fourth floor oceanfront condo at the Kihei Surfside Resort is located on the sought after proximate ocean side of the building, and has a spectacular ocean view from the living room, dining area, lanai and kitchen areas. It is one of the larger one bedroom units...
Upscale escape with pool, hot tub & grill - near beaches & water sports
Maui Kamaole H110Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Paradise is Here! Big Ocean Views in newly remodeled luxury condo
Please read full description and acknowledge house rules before booking: Condo 1504. This 2 bedroom 2 bath is perfect for your stay on Maui. Enjoy the sweeping ocean views from the lanai with some of the worlds best sunsets! This is one of the ONLY condos on property...
A Premier Tropical Retreat at Kamaole Sands
Our condo is a distinctive one-bedroom, two-bath end unit vacation condominium rental (5-301) at beautiful Kamaole Sands, across from popular Kamaole III Beach Park in South Maui.........Smoke free condo and lanai. Top 'Superior' rating from our property management...
REMODELED-LARGE LANAI-GROUND FLOOR-AC-OCEAN VIEWS-METICULOUS CLEANING
Book with confidence, Wailea Ekahi 46 B is a brand new luxurious 1100 sq. ft. condo. 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 24/7. We are committed to...
Tropical Paradise Awaits: Steps to Sugar Beach, Pool, Hot Tub & Free WiFi!
Welcome to your perfect Hawaiian getaway! Nestled in the lush tropical gardens of Kihei Resort, this beautifully renovated one-bedroom condo offers the ideal blend of comfort, convenience, and island charm. Whether you’re seeking adventure or relaxation, our condo is...
Hale Hui Kai 104 on Keawakapu Beach
This private garden condo is on the first floor of the south side of the building ...about 50 steps along the pathway leads to the gem of south Maui, Keawakapu Beach!Keawakapu Beach, located on the south shore of Maui, Hawaii, is known for its stunning natural beauty...
Tropical Comfort - Two Story Ocean View Kihei Condo - Central Air
What a treat it is to dine on either one of your two oceanview lanais and watch the sun slip below the horizon! Did you see the green flash? Over a cool evening cocktail, plan to lazily walk across the street in the morning for a dip in the warm, crystal clear water of...
KB201-2 bedroom 2 bath Ocean Front Charming Condo with Central Air Conditiong
Experience the ultimate beachfront getaway at the Kihei Beach Resort unit 201, located on the stunning Sugar Beach of North Kihei. This beautifully appointed second-floor unit offers breathtaking panoramic views and convenient access to the beach and pool. The spacious...
Stunning Modern Beachfront Resort Vistas
Summary:Upscale remodel with high-end furnishings 2br oasis situated directly across from Kameole Beach. Fantastic lanai with direct ocean views. Experience the resorts many amenities such as tennis courts, pool and jacuzzi and grills. We provide everything from beach...
Hale Kamaole 243 - Chic Ocean View Suite
Book with us and come to Maui to explore everything we have to offer!Chic beautifully decorated condo conveniently located very close to world class beaches, shops, and restaurants! The unit offers an ocean view from the second story with easy elevator access, proximity...
Condo Ocean View 2BR, Beach, Pool, Tennis, Pickleball, WIFI Internet
Welcome to our home away from home at the Maui Vista Resort. Come and enjoy the warm sun, relax and have some fun in an incredible nice condo!Ours is building #1 (closest to the beach) and being on the top floor we have a nice view of the ocean too. The famous Charley...
Wailea Elua Village | 2401
Wailea Elua 2401 is a stunning condo that features a large private wrap-around lanai with breathtaking ocean views. Completely renovated, this beautifully designed rental offers a serene indoor/outdoor living space, perfect for enjoying Maui's year-round tropical...
OCEANFRONT Luxury Condo *180° SWEEPING Ocean Views
At 806 sq. ft. this newly remodeled two bedroom two bathroom unit provides everything you need for your time here on Maui. With hand carved mahogany furnishings, high end furniture throughout and beautiful ocean views, we guarantee you will fall in love with this space....
Couples Getaway! Beach, Pool, Tennis, AC. Video Tour!
**Escape to Your Peaceful Maui Retreat**Welcome to your island hideaway! Nestled in a quiet, tropical corner of South Kihei, our ground-floor condo offers the perfect blend of comfort, convenience, and tranquility. With lush garden views and easy access—no stairs...
Quiet, comfortable and across from gorgeous Charley Young beach
Clean, quiet unit on second floor with pretty garden view and shade on the lanai throughout the day so never too hot to sit outside. Perfect for morning coffee, lunch and evening libations! Quiet master bedroom with king size bed, no traffic noise, just birdsong. Large...
Newly Renovated Maui paradise condo steps away from the beaches of South Kihei
Condo, 1 Bedroom, 1 Bath, (Sleeps 4)Enjoy this newly renovated (November 2023) quiet unit in Maui Vista, across the street from the fabulous beaches of South Kihei. Unit features high-grade appliances in the well appointed cooks kitchen and stunning hardwood custom...
Beautiful Kihei Kai Nani 162, 1BR Condo by Kamaole Beach 2, Cal King, Wi-Fi, W/D
Beautiful and clean 1-bedroom vacation condo in South Kihei Maui. Kihei Kai Nani complex is directly across the street from Kamaole Beach 2. Walk to restaurants, shopping and fun beach activities. Sleeps 2-4; Cal King bed and Queen sofa bed plus comfy recliner chair....
Spectacular Oceanfront Views with Split AC -Wailea
Kihei Surfside #507 features Incredible views from the lanai, kitchen, dining, and living areas. Completely renovated featuring porcelain tile flooring, custom cabinetry, granite countertops, and a fully equipped kitchen with stainless steel appliances. Bath has a...
Fully Remodeled in 2021 All new Furniture
Fully Remodeled in 2021 All new FurnitureThis 2 bedroom, 2 bathroom condo (#602) is perfect no matter what you want out of your vacation. You will be located on one of the best beaches on Maui. Our unit has one of the top 6 locations at Mana Kai, being all the way in...
Kamaole Beach Royale 409 - Beautifully Renovated Condo & Commanding Ocean Views
The Kamaole Beach Royale 409 is conveniently located one block from beautiful Kamaole Beach I. This half-mile long beach is perfect for walking, swimming, sunbathing and building sandcastles with your keiki (children). The condo is within easy walking distance from a...
Punahoa Beach 201 - Direct Ocean Front, Beautiful Renovation, Split AC, Wi-Fi
Experience the ultimate ocean immersion at Punahoa Beach 201 and live your Maui adventure right on the beach with immediate access to the protective, warm-water swimming and vibrant snorkeling reef for which Kamaole I Beach is world renowned. Spectacular forever ocean...
Kihei Akahi Resort, ocean view, steps from the beach
Imagine fabulous views of the Pacific, Molokini, Kaho'olawe, Haleakala, & amazing sunsets. This Kihei Akai Resort 6th floor penthouse is a remodeled 1 bedroom, 1 bath unit located across from Kamaole Beach Park II. There is BRAND NEW split system AC unit installed. It's...
April 2025 ONLY 119/nt BOOK SOON.Newly remodeled kitchen.
Professionally cleaned , comfortable, high quality accommodations, this is exactly what you will get while staying at Kihei Resort. This ground floor unit has easy access with no stairs. Boasts a large living area and many comforts of home. Accommodates up to four...
Clean Ground Floor, One Bedroom Condo, Centrally Located, Reasonably Priced!
We offer a ground floor one bedroom condo. It is a modest condo with all the necessities of home so you can enjoy Maui for a reasonable price. Only steps away from the condo, through the atrium are the pool, kiddie pool, hot tub, picnic area with barbecue grills and...
Weekly and Monthly Discounts / Koa Lagoon Direct Oceanfront Top Floor Unit 603
Spectacular views of the ocean, West Maui Mountains and beautifully landscaped grounds await you from our (sixth) top floor oceanfront condo at KOA Lagoon in Kihei. You will enjoy brilliant sunsets and whale watching as you relax on our large lanai listening to the...
Paradise awaits! Oceanview Ground floor 1bdrm. Updated. #175 Hale Kamaole. Kihei
Kihei-Recently renovated condo., 1 br (very comfortable king size bed) & flat screen TV, 1 ba, living room w Queen size sofa bed, large flat screen TV, wireless modem & high speed internet. Ceiling fans in bedroom & living room. New A/C in bedroom. Fully equiped kitchen...
Maui Vista Resort. Aloha & Welcome to Maui. Time to kick back and have some fun!
Hello and Welcome to Maui. This is the closest Maui Vista unit to the beach across the street. This non-smoking 1 bedroom, 1 bath Maui Vista unit is located directly across the street from the world famous Charley Young Beach. High Speed Internet for Business. This unit...
SALE - Closest to the Beach - King Bed - Maui Banyan! -
As Maui residents, my wife and I can truly say there is no better place to live or vacation than Maui Banyan. We bought our condo with a long term goal in mind... retirement later but fun now. We shopped countless others all over Maui until finding the Banyan. Once we...
Wailea Elua 1401 - Beautiful Ground Floor 1BR Oceanfront Unit on Ulua Beach
Our Wailea Elua Village condominium is an exclusive ground floor beachfront property located in the heart of the resort community of Wailea Elua. It may be rented by two adults but no children are allowed. This relaxing low-density community consists of two-story...
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...
Best Sugar Beach Maui Direct Oceanfront Modern Luxury Condo #331
Quiet, peaceful getaway with amazing views. Enjoy walking on uncrowded miles of sandy beachfront along a nature preserve, sunbathing, snorkeling, swimming or boogie-boarding on your doorstep. Amazing picture-perfect views of ocean sunrise, sunset and rainbows greet you...
Kamaole One Heaven in Kihei - Unit #11
Our spacious, ocean front Kihei condo rentals, offer year round fun for you and your family. Whether it is a romantic stroll on one of the longest beach walks on Maui, or watching the winter antics of the humpback whales, there is nowhere like Kamaole One for a vacation...
Sugar Beach 314 Front Row Ocean Views in Beautifully Upgraded Beachfront Condo
Book with us and come to Maui to explore everything we have to offer!Beautiful oceanfront home with front row views. The best views on Maui with incredible sunsets from the Lanai (balcony). Upgraded unit with granite counter tops and glass back splash. This...
Coastal-Style condo with tropical Maui landscape
Keawakapu 206 is a bright and well-appointed 2-bedroom, 1-bathroom condo that can accommodate up to 4 guests and offers a split A/C in the living and master bedroom. Both of the bedrooms are furnished with a queen-sized bed. Furnished with unique contemporary and Asian...
EXCLUSIVE ELEGANCE*Pure LUXURY*OCEANFRONT
This newly remodeled one bedroom one bathroom unit provides everything you need for your time here on Maui. With modern touches, custom high end furniture throughout and beautiful ocean views, we guarantee you will fall in love with this space. Relax in your amazingly...
Ma'alaea Surf, Unit G5-1 Bd Beachfront Condo, AC, Wifi, TV, Kitchen, Pool
Ma'alaea Surf, Unit G5 - Just steps from one of Maui’s longest white sand beaches, newly remodeled G-5 has all the amenities of a luxury resort. Centrally located between the tourist's centers of Lahaina/Kapalua and Wailea/Makena, Maalaea Surf is just 15 minutes from...
Spectacular Oceanviews Surfrider 1 Bedroom Perfect South Kihei Location
Hawaii Transient Tax #TA-110-236-4672-01Gem in Central Kihei. Oceanviews from ground floor 478 sf apartment. Remodeled August 2021. Amenities 55'' Flat Screen TV in Living Room along with surround sound, IPOD dock, Blue Ray Disc Player, Wifi. Upgraded apartment with new...
OCEAN VIEWS-EXCEPTIONAL REMODEL-AC-WELL EQUIPPED-METICULOUS CLEANING
Book with confidence, this stunning 2 bedroom, 2 bathroom condo at Maui Kamaole that was just remodeled as of January 2020. Everything in the condo is brand new and finished with high end materials that you would be hard pressed to find in other rental units. This condo...
Hale Hui Kai 205 Two bedroom Two bath with AC and tropical garden views
This private garden condo is on the second floor of the north side of the building ...about 60 steps along the pathway leads to the gem of south Maui, Keawakapu Beach!Keawakapu Beach, located on the south shore of Maui, Hawaii, is known for its stunning natural beauty...
502 - Closest to Ocean spectacular view! Premium unit in building with A/C!
CLOSEST TO THE OCEAN, with breathtaking views! From your private lanai watch sea turtles playing in the surf below, or enjoy the evening sunset stretched out over the water. PLEASE NOTE: Bookings in this unit are for 1 or 2 guests only. The unit SLEEPS A MAXIMUM OF TWO...