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 Banyan Q-109 | Tropical w/ Resort Amenities
Maui Banyan Q-109 is an idyllic condo for an idyllic vacation. Not only is the ground-floor unit across the street from Kamaole Beach II and a short walk from Kamaole Beaches I and III, but it’s also within a gorgeous resort that features swimming pools, tennis...
Sugar Beach Resort Oceanview 1 bed/1 bath - Last minute)deal $200/nt March 17-25
Come experience Paradise! 1 Bedroom Condo right at the water's edge. Perfect for those who want to get away from it all, this condo has everything you need. The living room and kitchen have full ocean views. This perfect piece of Paradise offers a beautiful white sand...
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
No Additional Fees except HI state tax.The Condo you are Renting is the Condo in the Pictures. 715 S. Kihei Rd., Kihei, HI 96753 Unit 254Purchase Traveler's InsuranceAloha! When you rent this condo, you will be renting from me, Kevin. I own, manage and maintain this...
April rates ONLY 129/nt ! Accommodates 6 guests/ 2 BEDROOM !
Charming Ground-Floor Retreat at Kihei Holiday just steps away from the renowned Sugar Beach, this beautifully updated 2 bedroom, 1-bathroom condo offers a serene and inviting escape to Maui. Beachfront Access & Seasonal Whale Watching just across the street! Both...
Roomy condo with sunset views
Maui Vista 2417 is a 2-bedroom, 2-bathroom condo offering amenities such as a washer/dryer and 1 air-conditioning unit in the living room. Located on the fourth floor, the spacious condo accommodates up to 6 guests, featuring a King-sized bed in the master bedroom, a...
WAILEA EKAHI VILLAGE 27C -- HUGE 2 FLOOR TOWNHOUSE WITH SPECTACULAR OCEAN VIEWS!
*****UPDATE: New, mini-split air conditioning system installed in August, 2025*****Ekahi Village 27C is a beautifully-decorated, updated and meticulously-maintained one bedroom, one-and-a-half bathroom condo in South Maui's prestigious Wailea resorts. The condo features...
Tropical condo & ground-floor lanai with pools & hot tub - snorkel, surf, swim
Maui Kamaole C108Our 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...
Weekly and monthly discounts / Koa Lagoon direct Oceanfront Condo Unit 607
A spectacular view of the ocean, West Maui mountains, Ma'alaea Bay, and the beautiful, landscaped grounds await you from our direct oceanfront condo lanai. With our condo being a direct oceanfront unit, the sunsets from the lanai are amazing. While relaxing on the lanai...
207 - Lovely Oceanfront One Bedroom Unit!
* This is one of the nicer one bedroom one bath units at the Kihei Surfside! * This ocean front condo has been significantly upgraded * 70 feet from the ocean - Watch the whales from your private Lanai * 100 feet from one of the finest beaches in Maui - Wonderful...
Kamaole Sands 7-206 - Renovated, Courtyard Views, Steps to the Beach, AC
Welcome to Kamaole Sands 7-206, a beautifully updated 1-bedroom, 2-bath vacation rental in the heart of South Maui. Located on the second floor of the highly desirable Building 7, this stunning condo offers the perfect blend of comfort, style, and convenience for your...
Maui Vista condo, in the heart of Kihei!
Aloha! Enjoy this recently remodeled 3rd floor (easy access from elevator), 1 bedroom, 1 bathroom condo at the Maui Vista #2306 in South Kihei. This condo is quietly located in the second building, away from traffic, directly above the pool, with a partial ocean view...
Villas By The Cove, Villa 6 · Short Walk to the Beach from a Modern Villa Oasis
Villa 6 at Villas By The Cove is a spacious 1 bedroom Villa. Newly remodeled, and conveniently located, this 700 sq. ft. 1 bedroom villa offers privacy and comfort set back in a tropical lush garden filled with mango and palm trees. Villa 6 sleeps two adults in one King...
Beautiful Kamaole Beach Park two bed two bath Condo
No need to load the family in the car, just grab the cooler, beach chairs, umbrellas, and beach towels ( all provided in your unit) and take a 2 minute walk to three amazing sandy, safe beaches with lifeguards: Kamaole 1, 2, & 3 Beaches. Maui's finest beaches for...
FIVE STAR MAUI CONDO FIRST CLASS GOLF AND BEACHES PRICELESS....nnnnnnn
The condo has been completely remodeled from top to bottom everything is brand new. Includes central air which most units don't have. New granite counters tops throughout the condo. New Wifi in the condo. Top of the line washer, dryer, refig and dishwasher all...
Classic Beachfront Studio Apartment Right On Charley Young Beach
Say Aloha to this beautiful, oceanfront property and charming 2nd floor studio perched on a bluff overlooking Charley Young Beach. True Hawaiian style is based on informality and lacks pretense. That's exactly what you’ll find here, a humble home situated on a...
Maui Kamaole I-205; 2 bedroom ocean view condo
The Maui Kamaole complex is a deluxe AAA 3-Diamond ocean view property. Amenities include 2 pool and recreation areas, including one with a waterfall and sand-bottom tropical spa/hot tub, and gorgeous landscaped grounds, as well as 2 new tennis courts.Beautiful Kamaole...
Oceantfront Dream- 2 Bedroom/2 Bath Expansive View - Corner Unit
Beachfront condo #410 is a 2 bed/2 bath corner unit in building 10, on the southern edge of the property. Corner units in end buildings like this mean, extra windows with a more expansive ocean view & extra light. In this case it also means an extra-large lanai that...
KR501-Ocean Front- Gorgeous View of White Sand Beach & Palm Trees - Paradise!
This charming fifth-floor condo offers a delightful retreat with stunning ocean views. The well-appointed kitchen provides a picturesque backdrop of the ocean-view lanai, creating a serene atmosphere for cooking and dining. The spacious master bedroom is furnished with...
Beautiful Condo Steps to a Great Beach . Stunning Pool that is Ocean Front.
Enhanced Cleaning recommended by WHO/CDC have been implemented. After thorough cleaning with soap, all surfaces will then be disinfected. All touch points will also be disinfected. (Key pads, door knobs, light switches, faucets, toilet flushes, garbage cans, remote...
Come explore the peace & beauty of Maui! Across street from Kamaole II beach
DREAMING OF HAWAII? We invite you to stay at our family-owned Maui Banyan condo in sunny, South Maui. This 1BR/2BA second floor condo (Building H, unit 203) is right across the street from Kamaole II Beach, considered to be among the best of the beaches on Maui. Arrive...
"Your Sweet Maui Retreat" Remodeled 1 Bedroom steps from Kihei's best beaches.
This perfectly located condo is in the heart of Kihei, just 5 walking minutes to the best beach in Kihei. Many of the favorite shops and restaurants are located within 5 minutes of our new remodeled condo. From the spacious living room to the large lanai, our bright...
100% Walk Score to Eat & Play Across from Kamaolé Beach. 2bd 2bd AC Kihei Condo
** ACROSS THE ROAD FROM KAMAOLE BEACH ** Catch the Peek-a-boo Ocean View from the LanaiStart your stay with all the amenities you need for a more affordable vacation!Conveniently located in the heart of Kihei where you can walk to dine, shop, surf, snorkel, boogie board...
Private lanai steps from the Fairway, fully stocked for a home-like experience
Very comfortable! Relax on your own private lanai steps off the Second Fairway. Feel the wonderful trade winds sweep across the Greens and take in the aroma of the beautiful Plumeria trees and Hawaiian foliage. This unit is fully stocked with all the amenities needed to...
Beachside Retreat with High-Speed Wi-Fi and Pool
Summary:🏖️ Walk to the beach, shops & top restaurants 🌅 Stunning garden lanai – perfect for coffee & wine 🛏️ Ultra-comfy queen beds for a restful sleep 💦 Resort-style pool, hot tub & BBQ area 📺 Smart TV & high-speed WiFi for entertainment 🚗 Free...
Great 2bd condo on iconic Sugar Beach
Kihei Sands B2 is a 2-bedroom, 2-bathroom condo located on the 2nd floor that offers a three-split air conditioning system - one in every room and can accommodate up to 6 guests. Access to the second floor is by stairs only; this low-rise complex does not have an...
KBR #302 - 2 Bedroom/2 Bath Ocean Front Upgraded Condo on Sugar Beach!
Tiled throughout, the interior of this upgraded 2 bedroom/2 bath unit is clean and bright with a view that stuns you every time you walk through that front door! The beautiful furnishings and gorgeous granite & stainless-steel kitchen add to the appeal. While you...
Steps to beach! - Kihei Holiday 113
This beautiful, Two-bedroom/One-bath condo is just a two-minute stroll from one of Kihei’s most stunning beaches! Watch the sunset over the ocean accross the street, take long walks along the sand all the way to Maalaea Harbor, or cool off with a dip in the warm...
Deluxe Two Bedroom Partial Ocean View Luana Kai Resort B307
Unit B307 with AC is a deluxe, two bedroom two bathroom. It has a partial ocean view and courtyard view with tiki torches at night. B307 has a full wall mirror in the living room. A mix of carpet and tile graces the floors. The furnishings are rattan and wood. The...
GC 163 Spacious Wailea 2BD w AC Pool Close to Beach
Grand Champions 163 Spacious 2Bedroom, 2Bathroom Luxurious Wailea Condo. Ideal Location to Walk to Beach, Tennis, Golf, Fine Dining, Luxury Shopping, and so much more. FREE daily activities included with your stay value up to $956! Complimentary admission, every day of...
Sugar Beach Resort #305
Beach Front Sugar Beach Resort. 3rd Floor, Ocean View Unit. Beautifully updated unit with sweeping ocean views. Enjoy all of the amenities in a clean, well-kept property. The entire complex sits ocean front, there are no roads to cross to get you onto the beach! 305 is...
n180 Degree Oceanfront Condo with Amazing Sunsets Night after Night
Our condo is literally 50 yards from the calming waves of the Pacific Ocean! 180 degree oceanfront views from your second floor lanai. Beautiful front lawn with pool and swaying palm trees stretching in front of a 58 unit, 3 story condo building. Comfortably furnished,...
Ma'alaea Surf Unit C1 Beachfront Condo, 2BR Ground Floor, AC, Wifi, Kitchen
Ma'alaea Surf, Unit C1 is deluxe in every sense. C1 is a conveniently located ground floor unit, just steps from the small pool. This unit is splendidly furnished. It features, central AC, Wi-Fi, TV, fully furnished kitchen, convenient parking, tennis and pickleball,...
Oceanfront 3rd Floor Unit at Maalaea Kai Complex
Enjoy the beautiful seascapes, surrounding islands and lovely Hawaiian skies above meticulous, palm-lined grounds. Winter whale season from approximately the end of Nov to mid April. Catch the occasional view of resident turtles from the lanai. The peace within may...
Ocean View-Top Floor-A/C in All Rooms-Pacific Shores
We want you and your family to enjoy our two master bedroom, two full bathroom, completely remodeled, fully air-conditioned, top floor condo with beautiful diagonally placed tile throughout...No condo above us or to one side which means quiet time is REALLY quiet...
2nd-floor condo with amazing ocean views, private lanai, & updated interior
Hale Li'ili'i at Keawakapu #201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Beautiful ocean views and sunset vistas abound at this private piece of Hawaiian paradise. Along with...
Oceanview 2 + 2 Fabulous Condo! Best Value Walk to Everything
The Shores of Maui overlooks the crystal clear Pacific Ocean on Maui's sunniest shore. This condo is the only one that has two private lanais! It is a one block walk to beautiful Charley Young Beach, one of Maui's finest swim beaches and directly across the street from...
Kauhale Makai 106 - 1BR, Remodeled, AC, Oceanfront Property!
This 1 bedroom, 1 bathroom condo was just completely remodeled. The Beach is right in front of the oceanfront property. Incredible sunset views year round and just minutes away from shopping, grocery stores, restaurants and golfing.The unit is situated on the north side...
STUDIO: Kalama Beach Park, South Maui Gardens, Food Trucks, Hula Shows, Luaus
This unit is directly across from the beach.Clean & Comfortable - Fabulous Location, and has many extras. Many guests feel there is no need to rent a car. Speedi Shuttle runs from the airport to Island Surf.You can walk to many beaches: Charley Young Beach - The Cove -...
Beautiful Lanai Views, Oceanfront Complex W/ Large Lawn Perfect For Sunset!
***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Beautiful completely remodeled oceanfront condo at Maui Sunset. This tropical oceanfront complex has long been revered for the immaculate and beautifully landscaped grounds that spread over 5 acres. Ocean...
Ma'alaea Surf #G-7 – Coastal Comfort with Modern Amenities
Ma‘alaea Surf #G-7 – Ocean View Townhouse RetreatWelcome to Ma‘alaea Surf #G-7, a two-bedroom, two-bathroom townhouse-style condo offering beautiful ocean views and a spacious two-story layout. With a remodeled interior, central air conditioning, and access to...
Oceanview condo with shared pool, tennis & beach across the street
Kihei Ali'i Kai B301Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Start your Valley Isle experience right with this oceanview condo in the heart of Kihei Town. Nicely appointed...
Elegant 1bd/2ba with Private Lanai & Beach Access in Kihei - Kamaole Sands 8-206
Your Hawaiian getaway starts here. Welcome to one of the best locations in Kihei, Kamaole Sands 8-206. This 1bd/2bath unit is the perfect spot for your Maui vacation!As you enter you will be pleasantly welcomed by this elegant and spacious condo. The living area is open...
OCEANFRONT RESORT - WE ARE ON THE WATER! - Kihei Sands Beachfront Condos - B4
Maui has never been more affordable! Condo B4 is a beautifully renovated 2B/2Ba townhouse-style unit located on the second floor (no elevator.) Remodeled with the highest quality furnishings, appliances, linens and furniture, all with your comfort & enjoyment in mind....
Sugar Beach Resort Condo w/ Private W/D, Free WiFi-Snorkel, Surf, Swim
Sugar Beach Resort 214Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Faces Kamaole Beach Park 3, Ground Floor, Large Lanai, ocean view
Unit 1-103 is on the ground floor of the highly desirable Building 1 at Kamaole Sands Resort. This condo complex faces the beautiful Kamaole Beach Park 3, which is well known for boogie boarding, snorkeling, and watching the sunset. Beach towels and beach chairs are...
Lush Garden Charmer - Breathtaking Sunsets
You will feel at home in this cozy but spacious one bedroom, one bath, ground floor condo. It is furnished and equipped with all the amenities of home. It has a fully equipped kitchen with microwave, full size stove and refrigerator, drip coffee maker, keurig, rice...
OCEANFRONT RESORT- $299 through May 15! Kihei Sands Beachfront Condo-B10
Welcome to Condo B10 in sunny South Maui! This second-story (no elevator) condo is perfect for two couples or perhaps two BFFs who wish to have a little more space to spread out, each with their own bathroom & bedroom.Our remodeled KITCHEN boasts modern full-size...
ATTRACTIVE & Updated 1 Bed 1 Bath in Kihei Maui!
This adorable and tranquil unit with an open and airy floor-plan, tile and laminate flooring throughout and tasteful Hawaiian décor. Our updated condo is located near the pool and is spacious & tranquil. You will love the fresh, open and airy floor-plan of this unit,...
Oceanfront Condo at the Mana Kai Maui, Luxurious, Designer Remodeled
Hawaii Tax ID: TA-127-536-5376-01TMK: 390040230081Mana Kai 711 is situated on one of the most prestigious beaches in all of Hawaii and spares no expense when it comes to luxury and unobstructed ocean views. Mana Kai is situated on the famous...
Perfect Maui Beach Home: Penthouse, Great Views, From $195
This is our Maui home, a 4th floor penthouse. We recently put in new furniture, carpet and paint. This condo has been a part of our family since it was new in 1974 and we have carefully remodeled it for maximum comfort and enjoyment. There is a new flat screen (4K, HDR)...