Wailea-Makena Rentals
From $1921 per night (USD)VRBO
Luxurious Ho'olei Villa with Ocean Views, Two Story Townhouse!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Stay longer, enjoy more! Book 10+ nights and receive a free mid-stay clean. Book 14+ nights and get one night free! Thi ...
From $1921 per night (USD)VRBO
From $413 per night (USD)Expedia
Beautiful, Renovated, Hale Kamaole 159
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hale Kamaole 159 is ready for your ideal Maui beach vacation! It is a recently renovated, exceptionally clean, 1 bedroo ...
From $413 per night (USD)Expedia
From $448 per night (USD)VRBO
1608 The sky in Wailea's amazing 180 view
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Come enjoy the best of Wailea, and its beautiful beaches at this desirable, very spacious one bedroom two bath condo. Th ...
From $448 per night (USD)VRBO
From $441 per night (USD)Expedia
Kamaole Sands 1-407, Partial OceanView, Corner Unit, King Bed, AC, Kamaole Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
New Split Air-conditioning System in all rooms! Welcome to our 2BR/2BA corner unit with partial Ocean View located at th ...
From $441 per night (USD)Expedia
From $710 per night (USD)VRBO
Wailea Luxury Retreat | Walk to Beach & Shops
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: 🏖 Prime Location – Walk to beaches & top dining 🛏️ King Suite + Sofa Bed – Comfort & space for all 🌅 Priva ...
From $710 per night (USD)VRBO
From $1882 per night (USD)Expedia
Sleeps 10, Family Favorite, Fully Upgraded Modern Renovated & Decorated Remodel
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
This elegantly remodeled and redecorated, modern vacation home resulted from the collaboration of sophisticated and tast ...
From $1882 per night (USD)Expedia
From $264 per night (USD)VRBO
Come Enjoy A Sun Soaked Beach Vacation!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hale Kamaole is a top spot on Maui to enjoy a relaxing sun soaked beach vacation! Welcome to unit 165! Our ground floo ...
From $264 per night (USD)VRBO
From $452 per night (USD)Expedia
Ground-Floor Oceanview Home w/Private Lanai, WiFi, Shared Pool + Lots of Privacy
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wailea Ekolu Village 203 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $452 per night (USD)Expedia
From $1482 per night (USD)VRBO
Makena Surf G-201 - Corner Unit with Amazing Views, Pools, Pickleball & Peloton
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
* * * * * IMPORTANT - A full remodel of unit G-102, (one level over, one level down) is scheduled for April 6, 2026 to N ...
From $1482 per night (USD)VRBO
From $502 per night (USD)Expedia
Spacious 2 bedroom 2 bath Palms at Wailea 1703
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Book with us and come to Maui to explore everything we have to offer! Enjoy the beautiful lanai and grounds of the Palm ...
From $502 per night (USD)Expedia
From $366 per night (USD)VRBO
Marvel at picturesque Views From This Premier Hawaiian Retreat!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Marvel at the picturesque views from this premier Hawaiian retreat of Grand Champions 35. Located in the heart of Wailea ...
From $366 per night (USD)VRBO
From $338 per night (USD)Expedia
Welcoming Condo with Free WiFi, Ocean Views, Shared Pool & Tennis - Walk to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Kamaole Sands 7-107 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $338 per night (USD)Expedia
From $406 per night (USD)VRBO
Kamaole Sands #6-106 Newly Renovated (2021), A/C, Great Location! Hot Tub!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Kamaole Sands #6-106 is a 1 Bd 2 Bath unit with a great location in the complex. It is beautifully renovated (Nov 2021) ...
From $406 per night (USD)VRBO
From $510 per night (USD)Expedia
BEST VIEW at Palms! We are OPEN and LOVE visitors. Fall price specials!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Please read FULL description and acknowledge house rules before booking--> Condo 1506. This 2 bedroom 2 bath is perfect ...
From $510 per night (USD)Expedia
From $1690 per night (USD)VRBO
Spectacular 3rd Row Villa at Ho'olei with Ocean Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Come relax and enjoy the good life at our spectacular ocean-view luxury villa, located directly across from the Grand Wa ...
From $1690 per night (USD)VRBO
From $2018 per night (USD)Expedia
Wailea Beach Villas | PH403
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Wailea Beach Villas Penthouse 403 offers a luxurious escape with stunning ocean views and ample space for the whole fami ...
From $2018 per night (USD)Expedia
From $295 per night (USD)VRBO
Maui Kamaole #J-103 Ground Floor, Full A/C, Across Kamaole III Beach, Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Maui Kamaole #J-103 is a 1 bedroom, 2 bath unit on the ground floor. It has split system air conditioning in both the li ...
From $295 per night (USD)VRBO
From $268 per night (USD)Expedia
Maui Kamaole D-109 Ground Floor Unit Beach Style, Full A/C, Kamaole III Beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Maui Kamaole #D-109 is a 1 bedroom, 2 bath unit on the ground floor. It has room unit air conditioning in both the livin ...
From $268 per night (USD)Expedia
From $511 per night (USD)VRBO
Ocean Views 1st Floor, Spectacular Remodel, Inner Courtyard, AC Throughout
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Check out our over the top remodel in every room. Redesigned throughout. Private guest room. AC in every room. The best ...
From $511 per night (USD)VRBO
From $1658 per night (USD)Expedia
Wailea Beach Villas | PH402
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the very best in tropical island living from ocean view Wailea Beach Villas Penthouse 402. Revel in sweet sun ...
From $1658 per night (USD)Expedia
From $576 per night (USD)VRBO
Steps to Kamaole 3 Beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 5
Hosted by VacaMaui We chose Kamaole Sands due to it's fantastic location directly across the street from Kamaole Beach ...
From $576 per night (USD)VRBO
From $403 per night (USD)Expedia
Hale Kamaole 108 - AC, Partial Ocean View, Across from Kamaole Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
E Komo Mai to our beautiful remodeled one bedroom ground floor unit which is located in South Kihei at the Hale Kamaole. ...
From $403 per night (USD)Expedia
From $467 per night (USD)VRBO
Kamaole Sands 7-406 - Courtyard and Ocean Views - Stunning Renovation - Split AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Kamaole Sands 7‑406, a beautifully appointed top‑floor 2‑bedroom, 2‑bathroom penthouse in the highly sought‑a ...
From $467 per night (USD)VRBO
From $382 per night (USD)Expedia
NICELY REMODELED-OCEAN VIEWS-LARGE LANAI-WELL EQUIPPED-AC-METICULOUS CLEANING
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Book with confidence, this nicely updated 1 bedroom, 2 bathroom (818 sq ft.) condo at Kamaole Sands. This condo is mana ...
From $382 per night (USD)Expedia
From $1598 per night (USD)VRBO
Wailea Beach Villas | PH410
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wailea Beach Villas PH410 is a fourth floor penthouse suite that overlooks the central swimming pool with spectacular vi ...
From $1598 per night (USD)VRBO
From $407 per night (USD)Expedia
Maui Beach Front Condo Walking Distance to Beaches and Restaurants, ocean views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Newly remodeled spacious 1180 sq feet 2 bedroom, 2 bathroom condo with vaulted ceilings. Located within easy walking dis ...
From $407 per night (USD)Expedia
From $300 per night (USD)VRBO
1BR, 2BA! Enjoy Fairway and Partial Ocean Views From Your Private Lanai!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Renovated 1 Bedroom 2 Bathroom! Kick back and relax on your own private lanai and take in wonderful garden, fairway, and ...
From $300 per night (USD)VRBO
From $403 per night (USD)Expedia
Breathtaking Ocean and Fairway Views! Top Floor #208
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This spacious one bedroom, two bathroom is perfectly situated in the prestigious Wailea Ekolu surrounded by lush tropica ...
From $403 per night (USD)Expedia
From $1364 per night (USD)VRBO
Exquisite Oceanfront Retreat - Makena Surf F-209 with Stunning Coastal Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Makena Surf F-209 Welcome to Makena Surf F-209, a beautifully elevated second-floor oceanfront condo that blends comfort ...
From $1364 per night (USD)VRBO
From $330 per night (USD)Expedia
Hale Kamaole #107 Ground floor condo, easy access to best beach on Maui!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This one bedroom unit has a great Garden View, and is located close to the pool and office. A brand new kitchen was inst ...
From $330 per night (USD)Expedia
From $394 per night (USD)VRBO
Haleakala Shores #A-411 Spacious 4th Flr Unit, 1 Block from Kamaole Beach III
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Haleakala Shores #A-411 is a 2 bedroom, 2 bath unit on the 4th floor. It has a partial ocean view, a fully-equipped kitc ...
From $394 per night (USD)VRBO
From $465 per night (USD)Expedia
Hale Kamaole 313 Third floor condo, partial view of the ocean!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This two bedroom condo has a good Ocean and Garden View. Master bedroom has a King bed. Down stairs bedroom has two twi ...
From $465 per night (USD)Expedia
From $450 per night (USD)VRBO
Wailea Ekolu 510 - Ocean Views, Private Lanais, Renovated 2-Story with Split AC!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This extra-spacious two-story town-home-styled condo has no common walls and no one above, with a premiere location at W ...
From $450 per night (USD)VRBO
From $715 per night (USD)Expedia
New Listing, Wailea Ekahi 4A, Close to Best Beaches, Shops of Wailea & World Class Golf
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to paradise at Wailea Ekahi Village 4A, Maui's dream vacation rental. This spacious 2-bedroom, 2.5-bathroom townh ...
From $715 per night (USD)Expedia
From $351 per night (USD)VRBO
Hale Kamaole 127 Ground floor condo, easy access to best beach on Maui!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This super-modern ground floor condo has been completely remodeled for your comfort and style. Kitchen has beautiful woo ...
From $351 per night (USD)VRBO
From $596 per night (USD)Expedia
Mana Kai Maui Condo - Right on the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Need a vacation? Is Hawaii calling you? Our 2-bedroom Mana Kai condo is fully equipped with everything you need and is ...
From $596 per night (USD)Expedia
From $396 per night (USD)VRBO
Ocean Views 2BR, Ground Floor and A/C! Ekolu 1405!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Conveniently located on the ground floor, you can soak in the ocean view while relaxing on a chaise lounge chair on the ...
From $396 per night (USD)VRBO
From $409 per night (USD)Expedia
Wailea Ekahi #25-C Near Keawakapu Beach, Garden View, A/C, Pool Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Ekahi Village #25C is a four-minute walk to Keawakapu Beach, one of the best rated beaches on Maui. It is a one b ...
From $409 per night (USD)Expedia
From $369 per night (USD)VRBO
Amazing Ocean Views, AC in every room, remodeled, #504
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Palms at Wailea 504 the most sought after complex in Wailea. Newly Remodeled, New AC in every room, Walk to Beach, ...
From $369 per night (USD)VRBO
From $693 per night (USD)Expedia
BEST BEACH, Kihei-Wailea, sunsets, turtles, whales, AC. APRIL & May openings
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Gorgeous condo, EPIC location, A/C ENJOY THE SOUND OF WAVES FROM YOUR LANAI. SEE SPECTACULAR SUNSETS, SANDY WHITE BEACH ...
From $693 per night (USD)Expedia
From $439 per night (USD)VRBO
WAILEA EKAHI 28C 2 LANAI'S GROUND LEVEL, OCEAN VIEW
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
COMPLETELY RENOVATED WITH GREAT LOCATION . WONDERFUL MORNING AND EVENING OCEAN VIEWS. LOCATED NEXT TO ONE OF THE 'QU ...
From $439 per night (USD)VRBO
From $842 per night (USD)Expedia
Maui Hill 70 - Renovated and Spacious 3/3 - Ocean View Condo - Sleeps 8 - AC!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Maui Hill 70 is a spacious and contemporary 3-bedroom, 3-bath split-level condo located in the best part of South Kihei, ...
From $842 per night (USD)Expedia
From $395 per night (USD)VRBO
Haleakala Shores A-301 - Golden Sand Beaches, Ocean Views, Sleeps 6, Split AC!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
You cannot get closer to the beach in South Kihei for this rate. This corner, front row unit features expansive ocean vi ...
From $395 per night (USD)VRBO
From $300 per night (USD)Expedia
2 bdrm 2 Bath Condo with Partial Ocean Views, Steps away from Kamaole III Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Spacious 1,200 square foot (with lanai) 2 bedroom 2 full bath condo with high beam vaulted open ceilings (Open air conce ...
From $300 per night (USD)Expedia
From $649 per night (USD)VRBO
Experience the Magic of Maui at Ekahi 13C
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Our remodeled and continually updated South Maui condo sleeps up to four guests and has a lovely greenbelt & ocean view ...
From $649 per night (USD)VRBO
From $500 per night (USD)Expedia
Spacious Kihei Condo - Kamaole Sands 1202
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Casual comfort means easy living in this 818sf tropical suite with lanai view of the Pacific and offshore islands of Mol ...
From $500 per night (USD)Expedia
From $301 per night (USD)VRBO
Beachside Condo in South Kihei - Ocean Proximity & Relaxation Without the Crowds
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Maui Parkshore 110 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $301 per night (USD)VRBO
From $1491 per night (USD)Expedia
HO'OLEI #93-2-BEAUTIFULLY APPOINTED VILLA-SLEEPS 8-METICULOUS CLEANING
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Book With Confidence This Luxurious 3 Bedroom, 3.5 Bathroom (2426 sq. ft) Villa That Provides Everything That You Need T ...
From $1491 per night (USD)Expedia
From $909 per night (USD)VRBO
Private Lanai with Ocean Views! Updated Furnishings! Polo Beach 203
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Relax on the lanai and enjoy sweeping views of Molokini and Kahoolawe Island at sunrise or sunset. Stroll along the worl ...
From $909 per night (USD)VRBO
From $434 per night (USD)Expedia
Highly Upgraded West Maui Condo! WiFi, Modern Kitchen, Lanai–Kamaole Sands 9304
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Slip into the island life in this air-conditioned 818sf suite with full kitchen for the convenience of preparing your ow ...
From $434 per night (USD)Expedia
From $487 per night (USD)VRBO
Wailea Serenity | 2 Bed, 2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This Grand Champions condo (#15 in building #2) is located in the heart of beautiful Wailea, a short walk to the beach, ...
From $487 per night (USD)VRBO
From $265 per night (USD)Expedia
Wailea 1 BR Condo, amazing lanai, close to everything, good pricing
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Update: The Maui county council has approved the ban on short term rentals in areas like ours, but with an effective da ...
From $265 per night (USD)Expedia
From $313 per night (USD)VRBO
Kamaole Sands #4-308 Partial oceanview, Full A/C! Fitness Center, Near Beach!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Kamaole Sands #4-308 is a third floor one bedroom two bath unit with a lovely partial ocean view from the spacious lanai ...
From $313 per night (USD)VRBO
From $847 per night (USD)Expedia
Stunning 2-bedroom Wailea Elua, walk to beach, ocean view!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Wailea Elua #101! A spacious 2-bedroom, 2-bath condo in the heart of Wailea’s resort area. Just a 5-minute w ...
From $847 per night (USD)Expedia
From $325 per night (USD)VRBO
Kamaole Sands 5-303 - Contemporary, Ocean Views, Prime Courtyard Location, AC
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
* * * * * A renovation in unit 5-403 (the unit directly above this unit) is scheduled for 8/15/25 to 10/15/25. During t ...
From $325 per night (USD)VRBO
From $765 per night (USD)Expedia
Delightful Oceanfront Island Gem w/ Views, Shared Pool, Beach Access, Free WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wailea Ekahi Village 5C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $765 per night (USD)Expedia
From $1083 per night (USD)VRBO
Bright and Luxurous Wailea Beach Villas I204
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
This property is hotel zoned, and not being affected by the recent proposed legislation. Located at The Wailea Beach Vi ...
From $1083 per night (USD)VRBO
From $273 per night (USD)Expedia
Redesigned 1BD/2BA Condo with Haleakala Views Near Wailea's Beaches and Dining
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Grand Champions 136 is situated in a lush tropical setting. This 1 bedroom / 2 bathroom is located on the top floor with ...
From $273 per night (USD)Expedia
From $565 per night (USD)VRBO
KAS 10203 Summer Retreat Remodel 1BD Across Beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Kamaole Sands 10203 Make Magical Maui Memories at Remodeled Kihei Home Across the Street From Beach Located Near Shops a ...
From $565 per night (USD)VRBO
From $471 per night (USD)Expedia
Ocean View Townhouse, Two Story, Central Air, Free Internet, & Washer & Dryer
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wailea Ekolu Village 410 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $471 per night (USD)Expedia
From $675 per night (USD)VRBO
Oceanfront 2BR Retreat with Stunning Views and Luxury Amenities Makena Surf B305
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Makena Surf B305! This unit is all about LOCATION and VIEWS! Makena is located a short five minute drive from ...
From $675 per night (USD)VRBO
From $553 per night (USD)Expedia
⭐Fabulous Front Row Condo w/ Amazing Ocean Views & Sunsets Pools Spa Free WiFi
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our little slice of Maui paradise. We travel the world, yet always find Maui our favorite place on earth. We ...
From $553 per night (USD)Expedia
From $401 per night (USD)VRBO
Beautiful Ocean View! Newly renovated kitchen and 2 Air Conditioners
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Our 2 bedroom condo is located on the 3rd floor at the Kihei Akahi and just steps away from one of the most beautiful be ...
From $401 per night (USD)VRBO
From $382 per night (USD)Expedia
Kam Sands 1Bd/2Ba Ground floor near pool and Kamaole Beach III
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Kamaole Sands #6-109 is a spacious, one bedroom two bath condo just steps away from the pool and a short walk through th ...
From $382 per night (USD)Expedia
From $441 per night (USD)VRBO
Wailea Ekolu 804- Ocean Breathtaking Views- 1Bd 2Ba /sleeps 4
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Special offer for Dec 19-28th! 15 % discount Due to Last minute cancelation. Wailea Ekolu is one of most sought after pr ...
From $441 per night (USD)VRBO
From $624 per night (USD)Expedia
New Listing, Wailea Ekahi Village 5F, Close to Oceanfront Pool Pavilion on Keawakapu Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Prime Location & Ocean Vistas: Escape to Maui's paradise at Wailea Ekahi Village unit 5F. This charming 2-bedroom, 2-bat ...
From $624 per night (USD)Expedia
From $623 per night (USD)VRBO
Private Oasis - 3bdrm Cottage on a Full Acre at Maui's Famous Keawakapu Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
It is just steps to Maui's Keawakapu Beach (literally 1-minute walk on paved sidewalk, no car needed) and is now availab ...
From $623 per night (USD)VRBO
From $283 per night (USD)Expedia
Quiet and Beautiful Place for a Hawaiian Getaway!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A quiet and beautiful setting for a wonderful Hawaiian getaway. Our condo was built in 2000 and is one of the newest in ...
From $283 per night (USD)Expedia
From $293 per night (USD)VRBO
Kihei surf side Great ocean view #309
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Great location to beach and terrific snorkeling. New A/C unit installed in both living room and bedroom to keep you comf ...
From $293 per night (USD)VRBO
From $508 per night (USD)Expedia
Modern Ground Floor Retreat - Kihei Surfside #110 - Perfect Oceanfront Grounds!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Kihei Surfside #110 – Ground-Floor Oceanfront Condo with Stunning Views Located just steps from Keawakapu Beach, Kihei ...
From $508 per night (USD)Expedia
From $391 per night (USD)VRBO
2bd Bliss with Ocean views in South Maui
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Kamaole Sands 10-412 is a 2-bedroom, 2-bath condo on the 4th floor that can accommodate up to 6 guests and has a window ...
From $391 per night (USD)VRBO
From $691 per night (USD)Expedia
Paradise is Here! Big Ocean Views in newly remodeled luxury condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Please read full description and acknowledge house rules before booking: Condo 1504. This 2 bedroom 2 bath is perfect ...
From $691 per night (USD)Expedia
From $1475 per night (USD)VRBO
Beachfront / Corner / Renovated / 2nd floor condo unit: F-204
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Literally sitting at the waters edge, this elegantly furnished and tastefully designed ocean front condo is so close to ...
From $1475 per night (USD)VRBO
From $1646 per night (USD)Expedia
Wailea Beach Villas | PH307
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
In Wailea Beach Villas PH307 you can immerse yourself in luxe tropical comforts blended with blue ocean views. This deli ...
From $1646 per night (USD)Expedia
From $298 per night (USD)VRBO
Updated 1 BR 2 BA Ground Floor Kamaole Sands Condo, Across the Street from Beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Kamaole Sands ground floor gem located in inner courtyard (building 7) steps from several great South Kihei Beaches with ...
From $298 per night (USD)VRBO
From $348 per night (USD)Expedia
Kamaole Sands -End Unit-Extra Large Lanai-Ocean View-Remodeled-Split AC System
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Aloha! --We also own another Maui Condos & Sunriver OR Vacation Properties, see below for VRBO #'s We invite you to esc ...
From $348 per night (USD)Expedia
From $578 per night (USD)VRBO
Incredibly Large Polynesian Style Villa in Wailea
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spend your vacation in this villa like Polynesian style vacation rental located at the beautiful Palms at Wailea Resort ...
From $578 per night (USD)VRBO
From $803 per night (USD)Expedia
CLOUD 9 BEACH HOUSE, MAUI FAMILY OWNED, Walk to Beach, Oceanview, Clean
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Big Discounts for Last Minute Bookings Your support is appreciated as a small private family owner who lives on Maui i ...
From $803 per night (USD)Expedia
From $1089 per night (USD)VRBO
Captivating Ocean Views from Polo Beach Club 805! Direct Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Book Your Stay and Get a $300 Gift Card! Planning a getaway? Book a stay of 5+ nights between September 24th and Novemb ...
From $1089 per night (USD)VRBO
From $383 per night (USD)Expedia
#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This Wailea Ekolu retreat goes hand in hand with your Maui experience. Here you will find a clean, open, beautiful condo ...
From $383 per night (USD)Expedia
From $1066 per night (USD)VRBO
Unforgettable Maui Escape: Experience Wailea Elua 1402, Your Oceanfront Haven!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Wailea Elua #1402 – Oceanfront Luxury with Spectacular Views If you're searching for an exceptional oceanfront condo on ...
From $1066 per night (USD)VRBO
From $692 per night (USD)Expedia
Spacious Wailea Townhouse and Ocean Views! Ekahi 48A
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Wailea Ekahi 48A, offering the largest floor plan with gorgeous ocean view! This beautiful 2 bedroom/2.5 bath ...
From $692 per night (USD)Expedia
From $439 per night (USD)VRBO
Private and Sweet Wailea 1 BD+2 BA Grand Champions Villa
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Bldg. - 6 - Unit#54 - New Furniture! New personal amenities! new soft goods! An impeccable 1 Bedroom + 2 Bathroom parad ...
From $439 per night (USD)VRBO
From $505 per night (USD)Expedia
Luxury on a Budget at Grand Champion Villas - 2 Bd+2 Bath- 6th night FREE!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
6th night free! discounts applied when booked. offer good until Dec 15th, 2025. Bldg. 13 - Unit #118 - wonderful upgrad ...
From $505 per night (USD)Expedia
From $486 per night (USD)VRBO
Stunning Oceanview 1 level 2B w Split AC at Kamaole Sands!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our newly renovated beautiful seaside single-story 2 bd 2 ba condo at the highly rated Kamaole Sands, located ...
From $486 per night (USD)VRBO
From $964 per night (USD)Expedia
Magnificent Ocean Views From Polo Beach Club 705, with Direct Beach Access!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Magnificent ocean views from Polo Beach Club 705, with direct beach access! Enjoy the serenity and privacy of one of the ...
From $964 per night (USD)Expedia
From $576 per night (USD)VRBO
Wailea Sunset Condo -Wailea Ekolu Village #607- Summer Get Away Special
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our piece of paradise. Why stay in a resort hotel like the Four Seasons or the Grand Wailea when you can save ...
From $576 per night (USD)VRBO
From $456 per night (USD)Expedia
Kihei Style w/WiFi, Flat Screen, DVD, AC, Kitchen, Lanai+Laundry–Kamaole Sands 4204
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Keep it “island-style” cool in this tropical 818sf suite with tile floors, air conditioning and ceiling fans. Convenienc ...
From $456 per night (USD)Expedia
From $501 per night (USD)VRBO
You'll Love The Ocean Views! 5 Star Hospitality! Hoʻokipa at Wailea Ekolu.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
ALOHA! Immerse yourself in the warmth of Aloha at Our Maui Condos - Ho'okipa at Wailea Ekolu Village. Discover the true ...
From $501 per night (USD)VRBO
From $475 per night (USD)Expedia
Kamaole Sands -Inner Court-Extra Large Lanai-Ocean & Garden Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Aloha! Quick note: --We also own 2 other Maui Condos & Sunriver Oregon Vacation Properties, see below for VRBO #'s We ...
From $475 per night (USD)Expedia
From $964 per night (USD)VRBO
New Luxury Remodel, Ocean End, On the Beach! 5-STAR Luxury Condo In Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
MANA KAI 503 - MOST LUXURIOUS CONDO IN THE MANA KAI MAUI RESORT. Please review and sign the rental agreement and send i ...
From $964 per night (USD)VRBO
From $388 per night (USD)Expedia
Amazing Oceanview! Wailea Ekolu 1BR/2BA - Walk to Golf!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Lesli's luxury Wailea Ekolu Village Condominium is a 900-square-foot, one bedroom, two bath, oceanview condo, occupying ...
From $388 per night (USD)Expedia
From $331 per night (USD)VRBO
Maui Kamaole CONDO M102 TOTALLY RENOVATED
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
LOCATION: MAUI KAMAOLE, South Kihei (Kamaole III Beach Area), Maui, Hawaii, USA Transient Accommodation Registration ID ...
From $331 per night (USD)VRBO
From $319 per night (USD)Expedia
CLEAN, MAUI FAMILY OWNED, PRIVATE, TOP FLOOR, Lots of amenities, Oceanview!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
DISCOUNTED RATES FOR LAST MINUTE OPENINGS We appreciate your support as a small, self managed Maui family owned rental ...
From $319 per night (USD)Expedia
From $333 per night (USD)VRBO
BUILDING 10 Unit #107 1 bedroom/2bath, ground floor, large lanai, ocean view
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
800 square foot condo 1 bedroom 2 bath, sleeps 4 max Full kitchen, stove/oven/microwave/dishwasher Washer and dryer in u ...
From $333 per night (USD)VRBO
From $442 per night (USD)Expedia
Maui Hill #J-113 Ocean View, Spacious, Full A/C, Wifi, Near Beach Great Rates
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Maui Hill #J-113 is a 2 bedroom, 2 bath ocean view corner unit on the ground floor. This unit provides our guests a luxu ...
From $442 per night (USD)Expedia
From $917 per night (USD)VRBO
Highest Guest Rating at Mana Kai, Best Ocean Views, Luxury Amenities, Ocean End
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
THE TOP-RATED, 5-STAR LUXURY VACATION RENTAL CONDO AT MANA KAI WITH DIRECT OCEAN VIEWS ON KEAWAKAPU BEACH: This is the ...
From $917 per night (USD)VRBO
From $392 per night (USD)Expedia
SUMMER DISCOUNTS! IMMACULATE 1st floor, sleeps 4-5, GORGEOUS, across from beach!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
**SUMMER 2024 DISCOUNTS!!! *** 5-star CONDO FOR LESS!! Look no further! Your search for the perfect resort condo for yo ...
From $392 per night (USD)Expedia
From $412 per night (USD)VRBO
Budget Luxury Wailea Ekolu 1403 -1 Bed/2 Bath Vacation Condo-6th night FREE!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
6th night free! discounts applied when booked. offer good until Dec 15th, 2025. Fresh new upgrades - new king bed, new ...
From $412 per night (USD)VRBO
From $1705 per night (USD)Expedia
Ultimate Luxury Chef's Kitchen Soaking Tub and Private Lanai in Stunning Villa!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Stay longer, enjoy more! Book 10+ nights and receive a free mid-stay clean. Book 14+ nights and get one night free! Thi ...
From $1705 per night (USD)Expedia