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 Sunset A307 Fabulous Oceanfront Complex Featuring Magnificent Sunset Views
Recently renovated in July of 2024, featuring new cabinets, vanities, countertops, appliances, fixtures, doors and painted throughout. Spend your vacation on the beach, at the beautiful Maui Sunset complex, where our lovely, one bedroom condo is located. Take a relaxing...
Wailea Ekolu 703 / Beautiful Ground Floor, Expansive Lanai, Ocean Views & Aircon
Indoor outdoor living with Fantastic Ocean views from this spacious 2 bed/ 2 bath ground floor private condo! Enjoy early morning walks or a relaxing dip in the pool. This unit has been completely remodeled from top to bottom, all new windows and double pane sliding...
Hard To Beat Oceanview 2Br/2Ba - Newly Renovated - Saltwater Pools & Pickleball!
CANCELLATION IS POSSIBLE!! See standard cancellation terms outlined in our Rental Agreement. We are also willing to work with our guests to make their vacation possible, especially with Covid issues and potential travel restrictions.You’re invited to stay in our Kihei...
TOP FLOOR CORNER PRIVATE STUDIO, AFFORDABLE WAILEA, WALK TO BEACH
Last minute DISCOUNTED RATES We appreciate your support as a small, self managed Maui family owned rental instead of renting from a large mainland management company. Enjoy sunny South Maui in our lovely studio top floor condo at the award-winning Grand Champions...
Tropical Luxury Villa: Indoor-Outdoor Living, Gourmet Kitchen & Spa Bathrooms!
Stay longer, enjoy more! Book 10+ nights and receive a free mid-stay clean. Book 14+ nights and get one night free!This property is hotel zoned, and not being affected by the recent proposed legislation.Ho'olei 24-6! Gorgeous 3 Bedroom Garden View Villa! Luxury at its...
Spacious Wailea Townhouse + Ocean Views! Ekahi 48A
Welcome to Wailea Ekahi 48A, offering the largest floor plan with gorgeous ocean view! This beautiful 2 bedroom/2.5 bath is the perfect retreat for couples or families. The first level of this spacious condo features a sunken living room complete with convertible queen...
Paradise Awaits on Maui's Best Beach!
Welcome to our Maluhia (Peace) Condo at Mana Kai #304” – The sun, sand, smells and pristine blue green ocean is just what the doctor ordered!This condo is completely brand new as of 10/2025. Full remodel, floors, cabinets, bathrooms . . . everything you need for an...
LOW MAY RATES Just across the street to the beach ! Read our EXCELLENT Reviews!
LOVELY and remodeled condo # 108 at Kihei Resort ! BRAND NEW KITCHEN REMODEL , New laminate FLOORS, New furniture, KING BED BRAND NEW, New Italian Queen sofa sleeper with foam mattress . Sleep well in your Luxrious Jade Euro Top Hybrid which is Individually Encased...
Ma'alaea Surf, Unit D5-1BR Ground Floor Beachfront Condo, AC, Wifi, Pool, TV
In the heart of paradise, Unit D5 at Ma’alaea Surf Resort awaits with its newly refurbished charm. Nestled just 5 steps away from the soft embrace of the white sandy beach, this ground floor haven of comfort and a touch of Hawaiian country style living, D5 envelops us...
Wailea Beach Villas PH211 - 2 Bedroom Garden View Penthouse
Indulge in entertainment abound when vacationing in Wailea Beach Villas Penthouse 211. After you’ve spent an action-packed day at the beach or hiking one of Maui’s scenic trails, return to your vacation residence and discover some more relaxing...
Amazing Ocean Views - Steps To Beach - Newly Remodeled
Our luxurious one bedroom, one bath, non-smoking condo has amazing ocean views, and breathtaking sunsets from the beach. We are located at Sugar Beach Resort, which is steps away from the white sandy beach, and incredible ocean access.As you relax on the private lanai,...
A Piece Of Paradise!
Unit 231 which is in the Plumeria building offers stunning ocean, island, sunset and mountain views from the living areas as well as the bedroom! You won't find ocean views from the bedroom in many Kihei properties. The unit is on the second floor and the closest one...
Across the beach! Beautifully remodeled Kamaole Sands #9-308.
Welcome to our Ohana, Maui Lemurian Condos. Located at Kamaole Sands resort in the heart of Kihei, our home away from home. Kamaole Sands is a beautiful, South Kihei resort, located directly across from Kamaole III Beach and easy walking distance to Kihei Village....
Ultimate Luxury: Chef's Kitchen, Soaking Tub, & Private Lanai in Stunning Villa!
Stay longer, enjoy more! Book 10+ nights and receive a free mid-stay clean. Book 14+ nights and get one night free!This property is hotel zoned, and not being affected by the recent proposed legislation.Enjoy your perfect Maui getaway in this spacious and gorgeous...
Fantastic panoramic sea views - Best beaches - great location - well managed
Enjoy panoramic ocean views and stunning Maui sunsets from your lanai. We think our unit really is something special. Located away from the elevators and other foot traffic .... this quiet one bedroom unit, located in Bldg. D, is the perfect vacation getaway. In June of...
Breathtaking Pool & Ocean Views! - Updated Corner Unit -Sugar Beach #412
Sugar Beach Resort #412 – Updated Corner UnitWelcome to Sugar Beach Resort #412, a beautifully upgraded one-bedroom, one-bathroom oceanview condo with a prime corner location overlooking the pool and Pacific Ocean. This stylish retreat blends comfort and convenience,...
Ma'alaea Surf Unit C4-1BR Ground Floor Beachfront Condo, AC, Wifi, Kitchen
Ma'alaea Surf, Unit C4 is totally upgraded and is a conveniently located ground floor unit, just steps away from the small pool. This beautiful unit features a contemporary, well-equipped kitchen, with alder cabinets and Caesarstone counters, a comfortable spring-free...
Maui Banyan fave! Ocean View, Renovated, Steps to the Beach, King Bed, Split AC
We would like to welcome you to Maui Banyan H-308, a spacious 1-bedroom, 2-bathroom, tastefully furnished vacation rental condominium with private lanai and a sweeping ocean view.For long stays, (28+ nights), a long stay discount of 15% will be automatically reflected...
Unobstructed 180-degree Western Views just steps from Maui's Best Beaches.
KIHEI AND SOUTH MAUI ARE OPEN TO VISITORS AND WERE NOT AFFECTED BY RECENT WILDFIRES. For volunteer opportunities during your stay, go to: gohawaii.com/malamaWith whale-watching, sunsets, and swaying palm trees in between, this top-floor, one-bedroom unit has one of the...
OceanFRONT, UPDATED, 4th Floor, 1BR Cali King, Non-Smoking, SHARP!
2024 NEWS AND BEYOND: POOL CLOSURE NOTICE (ONE WEEK IN SEPTEMBER): The ENTIRE POOL AND DECK AREA will be CLOSED for TWO WEEKS beginning on the SECOND MONDAY of EVERY SEPTEMBER. Travelers, please make a note of this for future stays with us!Hello 1st time Guests and...
Upgraded unit with Panoramic Ocean and Mountain Views
With stunning views of the Pacific ocean, West Maui mountains, and Haleakala, this deluxe 2-bedroom unit is beautifully decorated, spacious and comfortably furnished. Upgraded with quartz countertops throughout and free ultra high speed internet (400 mbps with 2G and 5G...
KIHEI KAI NANI condo #203- Great Location , Steps to KAMAOLE BEACH II
The Kihei Kai Nani Resort is a popular, long established, South Maui vacation destination located in a fine area. Our Deluxe 1-bedroom condo has a beach and ocean view. The interior is 621 sq.ft. and the lanai is an additional 100 sq. ft. We are located near the very...
Oceanfront, two-bedroom, recent full remodel, gorgeous sunsets every night
Hale Kai O Kihei CondoNewly remodeled, beautiful and comfortable, steps from the sandy beach. Drift to sleep at night to the soothing sounds of the waves.The beautifully furnished condo, featuring kitchen, bath, air conditioning, telephone, free WiFi, smart TV, and a...
Ocean-View Condo - Shared Pool & Hot Tub - Internet, Washer & Dryer, Water-View
Kihei Ali'i Kai D204Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Maui perfection awaits at this thoughtfully updated vacation rental! This dreamy retreat has been recently...
Ocean Front Beautiful Bottom Floor Condo B117, 1 minute walk to beach
Beautiful Ground floor condo is great for kids and older people, Like having a huge yard right off your lanai. 300 feet to ocean and 17 feet to pool. Fully stocked condo. Queen Bed in master, and two twin beds in spare bedroom. No elevators to deal with. Home away from...
Wailea Beach Villas PH301 - 3 Bedroom Ocean View Penthouse
Wailea Beach Villas Penthouse 301 offers an unparalleled vacation experience with its luxurious 2,500 square foot ocean view suite. Situated on the third floor and accessible via a private elevator, this penthouse ensures privacy and tranquility. The suite features...
Hotel Zoned, Legal STV Rental in Beautiful So Kihei. Just Steps to the Beach!
Recently remodeled, come to Maui and enjoy this stylish and clean Hotel Style Room in the Tropical Setting of the Maui Banyan Resort. This unit is located on the second floor with a small lanai that is great for watching sunset or enjoying your morning coffee. There is...
HO'OLEI #93-2-BEAUTIFULLY APPOINTED VILLA-SLEEPS 8-METICULOUS CLEANING
Book With Confidence This Luxurious 3 Bedroom, 3.5 Bathroom (2426 sq. ft) Villa That Provides Everything That You Need To Have A Great Vacation. The House Offers Tremendous Vacation Experience With It's Amenities, Location, And Level Of Finishes. It Is Managed By PMI...
3 minute walk to the beach! Close to restaurants/shops. Updated, clean with A/C
Our beautiful updated condo in the Maui Vista complex is conveniently located on the ground floor of Building 1, which gives direct access to the beautiful garden, heated pool and walkway to Charley Young Beach. It is well furnished and includes a well stocked kitchen,...
Ekahi Ocean View Escape and close to beach (21F)
Hawaii Tax ID: TA-200-429-5680-01TMK: 210080600026We invite you to stay in one of Ekahi's premier ocean view units; with a 3 minute walk to the top rated Keawakapu Beach. Your home away from home is also close to private amenities including 4 pools (2 very close to the...
Gorgeous Remodel, BEST location! KAKC206
This is a brand new unit; light, bright with beautiful breezes! Fantastic location in the complex. Close to everything you want/need in Kihei! Gorgeous sunset views. Come be our guest and enjoy the comforts of being in Paradise!!Aloha and welcome to PARADISE!!! This...
Garden view. Free WiFi & phone (US only) Many extras. Great Kihei location
This is a beautiful condo decorated with a tropical theme. Sleeps 2-4. It has a new A/C unit in the living room, quiet ceiling fans in the living room and bedroom, and sunscreen and drapes to prevent overheating in the afternoon. On many days the cool ocean breezes...
Island Surf 506 | Incredible Views + Amenities!
Within steps of sunny Kalama Beach’s warm turquoise waters, you’ll discover the perfect Maui, Hawaii getaway for a romantic retreat or small family vacation or friends’ trip at Island Surf 506.Light, bright, and beautiful, Island Surf 506 has everything you need...
Coursefront Condo with Shared Pool & Hot Tub, Private W/D, WiFi, and Ocean View
Wailea Grand Champions 146Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy a sweeping view of the world-class Wailea Blue Golf Course and splendid sunset over the ocean from...
206 - Gorgeous Remodeled Oceanfront One Bedroom Unit! Fantastic!
* This is one of the premier 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 (in season) from your private Lanai * 100 feet from one of the finest beaches in Maui -...
Wailea Beach Villas PH302 - 2 Bedroom Ocean View Penthouse
Wailea Beach Villas Penthouse 302, with breathtaking views of the pristine Pacific Ocean, awaits. Take joy in the comfort of luxury and tranquility as it seamlessly infuses with lush tropical surroundings creating long lasting memories. Impeccable contemporary finishes...
Modern Coastal Remodel I Koa Resort 1G
Fully equipped with flat screen smart TV & cable, high speed internet, IPad, printer and office desk; you will have all of the comforts of home or a hotel business center. The kitchen is fully stocked with all of your cooking and entertaining needs, including new top of...
$149 a night Book Now B -208 Ocean View, Pool
Welcome to Waiohuli Beach Hale B -208, your peaceful Maui escape in an oceanfront paradise!Located upstairs in this charming low-key complex, B-208 is beautifully remodeled with granite countertops, tiled floors, modern cabinetry, and a fully equipped kitchen with...
Maui Sunset B201: Beautiful 2 Bedroom, 2 Bath, Kihei Condo. Sleeps up to Six
Beautiful, spacious, Kihei Maui ocean side of road, two bedroom, two bath condo. Maui Sunset, unit B201. Top quality remodel in 2015 with granite counter, custom kitchen and bathroom vanities. Enjoy the garden view and all the amenities of the highly acclaimed Maui...
Prestigious oceanfront condo, perfect location
Welcome to Mana Kai 810, a luxurious, top-floor ocean front condo offering the complete Maui experience. Recently renovated, this stunning 2bd/2ba retreat features new flooring, fresh paint, and stylish contemporary furnishings blending modern comfort with the timeless...
Sugar Beach Resort Condo w/ Shared Grill, A/C-Surf, Bike, Golf, More
Sugar Beach Resort 225Our 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...
OCEANFRONT CONDO - $359-May 15! Kihei Sands Beachfront Condos-B8
We can't wait to welcome your party of 4 to Kihei Sands Beachfront Condominiums B8 in sunny South Maui! Condo B8 is a 2-bedroom, OCEANFRONT townhouse-style condo on the 2nd level (no elevator) with stunning views of Haleakala, West Maui Mountains & Pacific...
WAILEA EKAHI 28C 2 LANAI'S GROUND LEVEL, OCEAN VIEW
COMPLETELY RENOVATED WITH GREAT LOCATION . WONDERFUL MORNING AND EVENING OCEAN VIEWS. LOCATED NEXT TO ONE OF THE 'QUIET' POOLS FOR AFTERNOON COOLING OFF. PLEASE NOTE :**The State of Hawaii will most likely be increasing the transient accommodation tax by .75% effective...
APRIL BLOWOUT ONLY 229/nt Oceanview TWO bedroom-TWO baths. Read our reviews.
UNIT # 1-404 is located in a PRIME LOCATION IN BUILDING 1 just across the street from the world known Kamaole Beach III Beach Park. Beautiful swimming beach with wide pockets of gold sand , breathtaking sunsets, picnic tables, a large grass area and a nice playground....
Lovely Appointed Studio With Ocean & Mountain Views - Location, Best In Kihei
****LAST MINUTE 15% DISCOUNT - for reservations between Nov. 22 and Dec. 25. Please inquire with the manager, Barb.****The Maui Banyan is NOT impacted by the potential legislation regarding short term rentals on Maui.*****See our additional one and two bedroom options...
Spectacular OCEANFRONT Only 10 Steps From Beach
** PLEASE NOTE THE FOLLOWING DATES: -Sugar Beach Resort BBQ area will be closed starting July 1st, for 3-4 weeks-Due to power washing and painting project, your Lanai will not be available JULY 31st-AUG 6th from 8a-4p Mon-Fri -Sugar Beach Resort pool will be closed from...
Ocean Views & Modern Aloha Luxury in Heart of Wailea
Welcome to our Ohana. The Hawaiian word "Ohana" means family and embodies the spiritual quality of kindness and love for all of the human family. Our Ohana offers a modern gourmet kitchen, and a living area that is welcoming, bright and airy. Feel the ocean breeze on...
Designer Villa Luxurious 3BR/3.5BA, Private Elevator, Resort Pool, Beach Access!
This property is hotel zoned, and not being affected by the recent proposed legislation.The Best Villa Experience at Ho'olei in Maui awaits you at this 3 bedroom, 3.5 bathroom villa at Ho'olei. This home is the best located Villa at Ho'olei and one of the closest homes...
Updated 2 Bedroom/2 Bath/2 Lanai Condo, Split AC System - Here 2 Day Gone 2 Maui
Come experience PARADISE in this beautiful, NON-SMOKING, peek-a-boo ocean view, end unit on the third floor (with elevator) that offers extra privacy. This clean and spacious, 1089 square foot, remodeled/updated two bedroom, two bath, two lanai unit is located directly...
#162 Ground Floor Peak Ocean View New Stearns & Foster CA King Bed
This is one of the best locations at Hale Kamaole, ground floor walk out to the pools, tennis court, bbq's and of course the Beach!! You will be right at the beach, there is super boogie boarding, great sunsets, & lots of beach walking! Hale Kamaole is a beautifully...