Where Happiness Lives!From $539/night · Sleeps 6
South Maui Beach Condo Town
Kihei Vacation Rentals
Kihei Vacation Rentals – Oceanfront Condos & Resorts 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 stay, Kihei offers the sunshine, affordability, and island charm to make your Maui vacation unforgettable. Start exploring your right Kihei vacation rental today!
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Kihei Vacation Rentals Listings
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Kihei Vacation Rentals Map
Where Happiness Lives!From $539/night · Sleeps 6
Plantation HouseFrom $859/night · Sleeps 6
Makena Surf G-201 - Amazing corner unit, Luxurious Renovation, Panoramic ViewsFrom $1,176/night · Sleeps 6
Villa 2From $255/night · Sleeps 4
Rare Single Level 2 Bedroom-Spectacular Ocean Views-Ac-Meticulous CleaningFrom $339/night · Sleeps 6
Luxury Villa Steps from Wailea Beach with Resort Amenities & Stunning UpgradesFrom $1,198/night · Sleeps 8
Newly Renovated Condo - Next to the beach!From $157/night · Sleeps 2
Beautifully Studio Condo just steps to the Beach. Stunning Ocean Front Pool.From $295/night · Sleeps 2
Wailea Ekahi Ocean Studio: Couples Retreat, Just 300 Feet To Keawakapu BeachFrom $440/night · Sleeps 2
Maui Family Owned & Managed - Wailea Grand Champions VillaFrom $485/night · Sleeps 6
Wailea Ekahi 10C - Just steps away from Main Pool & Beach! - Family ManagedFrom $539/night · Sleeps 4
Trev's Surfside Hideaway- Kihei MauiFrom $168/night · Sleeps 4
🌺Paradise awaits you...Come experience our "Ohana Beach Condo" 🌺From $195/night · Sleeps 2
Awesome Oceanfront Condo, Great Views, Steps to the Beach, KR#207From $230/night · Sleeps 3
Updated Kamaole Sands CondoFrom $255/night · Sleeps 4
Spacious Maui Beach House, Private Pool, AC, Sleeps 6From $570/night · Sleeps 6
Kamaole Sands 10-403 - Stunning Renovation - Penthouse Level - Split AC - Look!From $588/night · Sleeps 6
Eye-popping luxury with huge ocean views. Quick walk to Kihei's Best BeachesFrom $358/night · Sleeps 5
Beachfront Retreat with Stunning Ocean Views at Hale Pau Hana on Kam II Beach.From $1,200/night · Sleeps 4
Ekahi 27A: Priceless Ocean View from a Private LanaiFrom $165/night · Sleeps 4
Oceanfront: Amazing Location, Steps to the Beach! Split AC, Pool, King BedFrom $197/night · Sleeps 7
Heavenly Oceanfront Condo!!! PH22 Steps to the Beach!!!From $319/night · Sleeps 4
Koa Resort 5i-updated 3BR, Pool, Tennis, Hot Tub, Zoned AC, Sleeps 9, pool viewFrom $385/night · Sleeps 9
Kihei - Tropical Cottage Across from the Beach - PERMIT # STKM 2015/0003From $450/night · Sleeps 4
Ma'alaea Surf Unit E4-2 BR Ground Floor Beachfront Condo, AC, Wi-Fi, Pool, TVFrom $652/night · Sleeps 6
101 - 2 bed/2 bath with A/C! Ground Floor Oceanfront with Breathtaking Views!From $449/night · Sleeps 4
Steps to Beach. Stunning View. Lovely 2BR Condo near WaileaFrom $689/night · Sleeps 6
Breathtaking Sunsets; Upscale Furnishings, Gorgeous Lawns For Kids + You To PlayFrom $167/night · Sleeps 4
Ma'alaea Surf Unit E3-1 BR Ground Floor Beachfront Condo, Wi-Fi, AC, Pool, TVFrom $206/night · Sleeps 4
Jaw Dropping Ocean Views from Second Story, 2 Bedroom Unit 2DFrom $540/night · Sleeps 4
⭐Fabulous Front Row Condo w/ Amazing Ocean Views & Sunsets Pools Spa Free WiFiFrom $321/night · Sleeps 4
Kamaole Sands 3104-Bright and Fresh!From $221/night · Sleeps 4
❤️epic Panoramic Ocean View⭐️renovated-Dual Ac❤️owner Mgmt🐳From $285/night · Sleeps 4
From $539/night
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....
From $859/night
Plantation House
Summary:The Plantation House, where classic elegance meets modern luxury is perfect for couples, families, or groups of up to six guests. This serene...
From $1,176/night
Makena Surf G-201 - Amazing corner unit, Luxurious Renovation, Panoramic Views
* * * * * Renovation projects are scheduled from April 6 through November 20, 2026 in units G-102, G-105, and G-303. Guests may experience...
From $255/night
Villa 2
Summary:Villa 2 is perfect for couples or small families seeking a tranquil Maui getaway with easy beach access, tropical surroundings, and modern...
From $339/night
Rare Single Level 2 Bedroom-Spectacular Ocean Views-Ac-Meticulous Cleaning
Book with confidence, this beautiful over sized, 2 bedroom, 2 bathroom condo that has stunning ocean views. This condo is managed by PMI Maui, a...
From $1,198/night
Luxury Villa Steps from Wailea Beach with Resort Amenities & Stunning Upgrades
This property is hotel zoned, and not being affected by the recent proposed legislation.Wailea Beach, voted one of the top beaches in the world, is a...
From $157/night
Newly Renovated Condo - Next to the beach!
This 1 bedroom unit is equipped with everything needed for an unforgettable vacation experience. Enjoy the ocean views and sunsets while relaxing and...
From $295/night
Beautifully Studio Condo just steps to the Beach. Stunning Ocean Front Pool.
LOCATION, LOCATION, LOCATION- Our Studio Condo in Building 9 is just steps from the Ocean Front Pool, Pavilion and Ocean. With Sweeping Views of the...
From $440/night
Wailea Ekahi Ocean Studio: Couples Retreat, Just 300 Feet To Keawakapu Beach
IMPORTANT — August 10 to October 16, 2026 Only: OCEANFRONT POOL IS CLOSED AND SIGNIFICANT NOISE AND CONSTRUCTION WILL OCCUR DURING THESE DATES. RATES...
From $485/night
Maui Family Owned & Managed - Wailea Grand Champions Villa
Located on the world-class Wailea Blue Golf Course. Our Wailea Grand Champions condo has been newly redecorated and furnished with decor that depicts...
From $539/night
Wailea Ekahi 10C - Just steps away from Main Pool & Beach! - Family Managed
Note: The main pool is closed for repairs until October 17th. The adjacent main pavilion is not closed. Unit 10C is very close to one of the other...
From $168/night
Trev's Surfside Hideaway- Kihei Maui
Our Kihei Maui condo offers all the comforts of home in a peaceful garden style setting. Located just steps from the beautiful Kamaole 1 beach park...
From $195/night
🌺Paradise awaits you...Come experience our "Ohana Beach Condo" 🌺
Our Maui Paradise awaits you! Be our guest at our "Ohana Beach Condos " VRBO #1628652... Our newly updated unit is on the southwest side of Maui,...
From $230/night
Awesome Oceanfront Condo, Great Views, Steps to the Beach, KR#207
Enjoy the gorgeous ocean views while sitting on the lanai and soaking in the beauty all around. This condo sits right on Sugar Beach, with 6 miles of...
From $255/night
Updated Kamaole Sands Condo
Desirable Kamaole Sands condo - across the street from Kam III beach. Great walkability – restaurants, groceries and amenities nearby. The home has...
From $570/night
Spacious Maui Beach House, Private Pool, AC, Sleeps 6
GE: 184-440-0128-01TAT: 184-440-0128-01Aloha and welcome to the Hale Anna, Maui. The Hale Anna is a beautiful, private home located across a quiet...
From $588/night
Kamaole Sands 10-403 - Stunning Renovation - Penthouse Level - Split AC - Look!
Kamaole Sands 10-403 is a beautifully renovated, penthouse-level two-bedroom, two-bath condo offering 1,188 square feet of comfortable living space....
From $358/night
Eye-popping luxury with huge ocean views. Quick walk to Kihei's Best Beaches
Our condo is a totally remodeled townhome with a serene and uninterrupted ocean and mountain view, from the lights of Wailuku Town past the island of...
From $1,200/night
Beachfront Retreat with Stunning Ocean Views at Hale Pau Hana on Kam II Beach.
Anchor Cove D2 is a single story property perched at the beachfront on the beautifully landscaped grounds of Hale Pau Hana Resort. Originally the...
From $165/night
Ekahi 27A: Priceless Ocean View from a Private Lanai
IMPORTANT NOTICE: Pavilion Pool Deck resurfacing Project - August 10 to October 16, 2026.The pavilion facilities WILL be available, including...
From $197/night
Oceanfront: Amazing Location, Steps to the Beach! Split AC, Pool, King Bed
Aloha from Sea Breeze at Menehune Shores! Our remodeled 2 bedroom and 2 bathroom oceanfront condo in Kihei, Maui offers breathtaking ocean views from...
From $319/night
Heavenly Oceanfront Condo!!! PH22 Steps to the Beach!!!
The perfect place for a romantic honeymoon, a restful getaway, or a fun-filled family vacation. Welcome to Penthouse 22. Our top floor, ocean front...
From $385/night
Koa Resort 5i-updated 3BR, Pool, Tennis, Hot Tub, Zoned AC, Sleeps 9, pool view
Koa Resort 5i is a rare find—an ideal retreat for families and friends seeking comfort, beauty, and the best of island life. Discover the relaxed...
From $450/night
Kihei - Tropical Cottage Across from the Beach - PERMIT # STKM 2015/0003
Come stay with us at our tropical and clean, 2 Bedroom, 1 Bath Cottage. Our cottage is across the street from a 5 Mile long beach in Sunny, Quiet,...
From $652/night
Ma'alaea Surf Unit E4-2 BR Ground Floor Beachfront Condo, AC, Wi-Fi, Pool, TV
Ma'alaea Surf, Unit E4, is conveniently located on the ground floor, just steps away from the large pool. It was completely remodeled recently. This...
From $449/night
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 ON-SITE PARKING AND NO RESORT FEES * FREE HI SPEED...
From $689/night
Steps to Beach. Stunning View. Lovely 2BR Condo near Wailea
Enjoy paradise at one of Maui's premier beaches. Our air-conditioned retreat features a clean, bright interior and stunning views from the main...
From $167/night
Breathtaking Sunsets; Upscale Furnishings, Gorgeous Lawns For Kids + You To Play
Just renovated ! Gorgeous Master bath! 1 bedroom, 2 bathroom ground floor condo that sleeps 4. Fully equipped kitchen, outdoor lanai, 2 televisions,...
From $206/night
Ma'alaea Surf Unit E3-1 BR Ground Floor Beachfront Condo, Wi-Fi, AC, Pool, TV
Ma’alaea Surf, Unit E3 is a conveniently located, beautifully appointed, expansive ground floor apartment near the large pool with fabulous ocean and...
From $540/night
Jaw Dropping Ocean Views from Second Story, 2 Bedroom Unit 2D
As you wake up in the morning, take in the beautiful view with the cool ocean breeze. Sit on the balcony with a refreshing drink as you appreciate...
From $321/night
⭐Fabulous Front Row Condo w/ Amazing Ocean Views & Sunsets Pools Spa Free WiFi
Welcome to our little slice of Maui paradise. We travel the world, yet always find Maui our favorite place on earth. We have stayed at Maui Kamaole...
From $221/night
Kamaole Sands 3104-Bright and Fresh!
Kamaole Sands 3-104 has some features that separate it from other condos and make it a great choice for your vacation:1) The lanai is not only...
From $285/night
❤️epic Panoramic Ocean View⭐️renovated-Dual Ac❤️owner Mgmt🐳
🌺 Dreaming of Maui? Stay in our fully renovated ocean-view condo in Kihei, just steps from Kamaole Beach! 🌊☀️ Check out our photos, amenities, rates,...