OceanFRONT, UPDATED, 4th Floor, 1BR Cali King, Non-Smoking, SHARP!From $249/night · Sleeps 4
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!
Rental Finder
Find Kihei Rentals by Condo or Resort
Rental Listings
Kihei Vacation Rentals Listings
Map View · Page 23
Kihei Vacation Rentals Map
OceanFRONT, UPDATED, 4th Floor, 1BR Cali King, Non-Smoking, SHARP!From $249/night · Sleeps 4
Newly Renovated Closest to Ho'olei Pool, Wailea Beach, the Grand, Fitness CenterFrom $999/night · Sleeps 8
Feb special Beautiful Beachfront 1/1 condo on the beach with free parking & W/DFrom $250/night · Sleeps 2
OCEANFRONT CONDO - $359-May 15! Kihei Sands Beachfront Condos-B8From $289/night · Sleeps 4
Kamaole Sands BUILDING ONE Ocean View- 2BR/2BA- Large Lanai & A/C THRU-OUTFrom $299/night · Sleeps 6
Large Sunny 2BR/2BA, Great Beach. Price for 5 or more nts includes Tax/CleaningFrom $259/night · Sleeps 6
Quiet, Private Paradise M208 steps to the tropical pool and tennis courtFrom $271/night · Sleeps 5
Upgraded unit with Panoramic Ocean and Mountain ViewsFrom $322/night · Sleeps 5
Cozy 2bd condo, steps from Kamaole III beachFrom $143/night · Sleeps 6
Wailea Ekahi 51F Oceanview - Walk to BeachFrom $347/night · Sleeps 4
Beautiful 2 Bdrm Oceanfront Kihei Condo! Great December rates!!From $350/night · Sleeps 4
Escape to Paradise – Your Dream Wailea Getaway Awaits!From $239/night · Sleeps 6
A Rare Find: Legal Beachfront Vacation Home on Maui’s Sunny South ShoreFrom $2,423/night · Sleeps 14
Kihei Akahi D514- Panoramic view! Owner managed- Hotel zoned- A/C throughoutFrom $195/night · Sleeps 4
$149 a night Book Now B -208 Ocean View, PoolFrom $210/night · Sleeps 4
Haleakala Shores A-301 - Golden Sand Beaches, Ocean Views, Sleeps 6, Split AC!From $242/night · Sleeps 6
*** Beautiful Oceanfront Maui Condo Right on Sugar Beach ***From $220/night · Sleeps 2
Elegant Ocean-Front Penthouse, #616From $550/night · Sleeps 4
Family-friendly condo near Kihei and WaileaFrom $150/night · Sleeps 7
1 Bdm/2 Bth Near Oasis Pool! UP TO 15% OFF FOR SPRING/SUMMER BKNGS!From $200/night · Sleeps 4
Spacious 1 Bedrm Unit. Stunning Ocean and beach View, in South Kihei, Maui.From $207/night · Sleeps 4
OCEANFRONT RESORT- 2x2 Spring Pricing! Kihei Sands Beachfront Condo B14From $229/night · Sleeps 6
Poolside Wailea Condo, Walk to Keawakapu Beach, 4 Resort PoolsFrom $283/night · Sleeps 4
Maui Sunset B201: Beautiful 2 Bedroom, 2 Bath, Kihei Condo. Sleeps up to SixFrom $301/night · Sleeps 6
Wailea Ekahi 28C 2 Lanai's Ground Level, Ocean ViewFrom $360/night · Sleeps 4
Beautiful, Ground Floor Condo, Steps to the Pool and BeachFrom $319/night · Sleeps 6
Maui Hill 70 - Spacious 3BR/3BA for 8, 2 King Suites, 3 Lanais, Pool, Near BeachFrom $950/night · Sleeps 8
Stunning! Fully Air-Conditioned Penthouse Level Ocean Front 1 Bedroom - #609From $397/night · Sleeps 2
Three Bedrooms at Kamaole Sands-Nice!From $495/night · Sleeps 6
OCEANFRONT RESORT - 5* LUXURY $349 to 5/15! Kihei Sands Beachfront Condos-B11From $549/night · Sleeps 4
2BR, 2 BA Ocean View, Reduced Rates for 2026From $175/night · Sleeps 6
3 minute walk to the beach! Close to restaurants/shops. Updated, clean with A/CFrom $203/night · Sleeps 2
Oceanfront Condo Maui SUNSET#215-A, Sleeps 4From $207/night · Sleeps 4
From $249/night
OceanFRONT, UPDATED, 4th Floor, 1BR Cali King, Non-Smoking, SHARP!
2026 and beyond: The ENTIRE POOL AND DECK AREA will be CLOSED for TWO WEEKS beginning on the SECOND MONDAY of EVERY SEPTEMBER. Travelers, please make...
From $999/night
Newly Renovated Closest to Ho'olei Pool, Wailea Beach, the Grand, Fitness Center
One of a kind four bedroom Ho'olei home in Wailea!Breathtaking is the best word to describe this luxury townhouse-style villa at Ho’olei, situated in...
From $250/night
Feb special Beautiful Beachfront 1/1 condo on the beach with free parking & W/D
Sugar beach Resort unit# 336 is on the third floor. It has wash and dryer in the unit and free parking on the property. The property is perfect for...
From $289/night
OCEANFRONT CONDO - $359-May 15! Kihei Sands Beachfront Condos-B8
Kihei Sands Beachfront Condos - Book now - prices have never been this low!Sept 25-Oct 6 - $249/nightOct 10-20 - $289/nightOct 27-Nov 3 -...
From $299/night
Kamaole Sands BUILDING ONE Ocean View- 2BR/2BA- Large Lanai & A/C THRU-OUT
GE/TA# 146897766401Maui temperatures seem to keep going up so please note Kama'ole Sands 1-405 has a "three zone split air conditioning system". When...
From $259/night
Large Sunny 2BR/2BA, Great Beach. Price for 5 or more nts includes Tax/Cleaning
THIS CONDOMINIUM IS A LEGAL SHORT TERM RENTAL(STR).Minimum stay 5 nights. Maximum number of guests is 6, including infants.LATEST REMODEL SEPTEMBER...
From $271/night
Quiet, Private Paradise M208 steps to the tropical pool and tennis court
Be our guests at Beautiful Maui Kamaole, located at the border of Wailea across from KamaloeBeach III. Our Condo is located in the newest part of the...
From $322/night
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...
From $143/night
Cozy 2bd condo, steps from Kamaole III beach
Welcome to Maui Parkshore 413 — your tropical home away from home! This beautifully appointed 2-bedroom, 2-bathroom condo without A/C comfortably...
From $347/night
Wailea Ekahi 51F Oceanview - Walk to Beach
Our spacious Wailea Ekahi 1 bedroom, 2 bath condominium is fully appointed and includes phone, radio, high speed wi-fi internet connection, color TVs...
From $350/night
Beautiful 2 Bdrm Oceanfront Kihei Condo! Great December rates!!
Beautifully remodeled and freshly painted building exterior, this luxurious unit (2nd floor, #203) features natural stone flooring throughout....
From $239/night
Escape to Paradise – Your Dream Wailea Getaway Awaits!
Welcome to your tropical retreat at Grand Champions Villas in Wailea, where luxury meets tranquility. Imagine unwinding in the hot tub while watching...
From $2,423/night
A Rare Find: Legal Beachfront Vacation Home on Maui’s Sunny South Shore
This oceanfront Kihei estate is a beautifully restored 4-bedroom, 3-bath beachfront retreat on Maui's sunny south shore, perfect for families and...
From $195/night
Kihei Akahi D514- Panoramic view! Owner managed- Hotel zoned- A/C throughout
Kihei Akahi. D 514 .. across from Kamaole II Beach Park VIEW: Panoramic 5th floor views of ocean and outer islands of Molokini, Kahoolawe, and Lanai...
From $210/night
$149 a night Book Now B -208 Ocean View, Pool
Welcome to your laid-back Maui beach escape.Waiohuli Beach Hale B-208 is the kind of place where mornings start with ocean air and coffee, and days...
From $242/night
Haleakala Shores A-301 - Golden Sand Beaches, Ocean Views, Sleeps 6, Split AC!
This front-row corner condo at Haleakala Shores A-301 delivers one of the best beach-proximity values in South Kihei. Located directly across the...
From $220/night
*** Beautiful Oceanfront Maui Condo Right on Sugar Beach ***
🌴☀️🌴 TOURISM WELCOME! We are a fully legal Short Term Rental (STR) condo and have been hosting for 12+ years (Premier Hosts). While parts of Lahaina...
From $550/night
Elegant Ocean-Front Penthouse, #616
Our condo offers all of the comforts of home in a tropical paradise setting. You've traveled a long way for your Maui vacation, so who not make the...
From $150/night
Family-friendly condo near Kihei and Wailea
Maui Vista 2413 is a spacious two-story, 2-bedroom, 2-bathroom condo offering comfortable amenities like air conditioning, a washer/dryer, and a...
From $200/night
1 Bdm/2 Bth Near Oasis Pool! UP TO 15% OFF FOR SPRING/SUMMER BKNGS!
********************************************************************Health and Safety Updates: CDC hospitality cleaning by our professional cleaning...
From $207/night
Spacious 1 Bedrm Unit. Stunning Ocean and beach View, in South Kihei, Maui.
We have recently installed a split air conditioning system so there is A/C throughout the condo. Including the bedroom. Free Wireless Internet...
From $229/night
OCEANFRONT RESORT- 2x2 Spring Pricing! Kihei Sands Beachfront Condo B14
Aloha & welcome to Condo B14! Our fully equipped KITCHEN has everything you need to feel right at home, including spices & oils. Bring your favorite...
From $283/night
Poolside Wailea Condo, Walk to Keawakapu Beach, 4 Resort Pools
Wailea Ekahi 42B | Poolside Paradise Steps from Keawakapu BeachWelcome to Wailea Ekahi 42B, your private tropical retreat in one of Maui's most...
From $301/night
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...
From $360/night
Wailea Ekahi 28C 2 Lanai's Ground Level, Ocean View
GREAT LOCATION . WONDERFUL MORNING AND EVENING OCEAN VIEWS. LOCATED NEXT TO ONE OF THE 'QUIET' POOLS FOR AFTERNOON COOLING OFF. PLEASE NOTE :The...
From $319/night
Beautiful, Ground Floor Condo, Steps to the Pool and Beach
From the moment you arrive here, you will find everything you need to enjoy a relaxing and laid-back vacation on Maui! This 2 king bedroom / 2...
From $950/night
Maui Hill 70 - Spacious 3BR/3BA for 8, 2 King Suites, 3 Lanais, Pool, Near Beach
Welcome to Maui Hill 70, a spacious three-bedroom, three-bath South Kihei vacation condo offering approximately 1,395 square feet of interior living...
From $397/night
Stunning! Fully Air-Conditioned Penthouse Level Ocean Front 1 Bedroom - #609
Simply Exquisite! The photos say it all!This fully air-conditioned penthouse level unit is sure to make your stay in Paradise a romantic and...
From $495/night
Three Bedrooms at Kamaole Sands-Nice!
Imagine being steps away from your morning beach walk...Imagine sunsets and people-watching from your lanai...(blah, blah, blah...)Seriously, while...
From $549/night
OCEANFRONT RESORT - 5* LUXURY $349 to 5/15! Kihei Sands Beachfront Condos-B11
This HIGH-END five-star luxury condo's impeccable remodel was made with your comfort in mind. Kihei Sands' ONLY true 2-bedroom unit has a full upper...
From $175/night
2BR, 2 BA Ocean View, Reduced Rates for 2026
This is our 2nd Floor, Ocean view condo. There is a condo above this unit. You have a designated parking spot directly in front of the condo. Please...
From $203/night
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...
From $207/night
Oceanfront Condo Maui SUNSET#215-A, Sleeps 4
MAUI SUNSET IS A FABULOUS OCEAN FRONT PROPERTY. Has a community swimming pool, heated during winter months, hot tub, gym, tennis courts, putting...