
Hawaii Rentals
- From $624 per night (USD)
VRBO
Hale Lani ~ Heavenly Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This beautifully decorated one bathroom with a loft is the perfect space for your next family vacation! This well-appoin ...
From $624 per night (USD)VRBO
- From $343 per night (USD)
Expedia
Hale Kai O Kihei Condo w/ Free WiFi, Shared Pool-Waves Await
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hale Kai O Kihei 101 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $343 per night (USD)Expedia
- From $290 per night (USD)
VRBO
Sugar Beach Resort Condo w/ Private W/D, Ocean View-Snorkel, Surf, Swim
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sugar Beach Resort 313 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $290 per night (USD)VRBO
- From $310 per night (USD)
Expedia
Sugar Beach Resort Condo w/ Shared Grill, Shared Pool/Hot tub-Beach Lovers Dream
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Sugar Beach Resort 507 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $310 per night (USD)Expedia
- From $276 per night (USD)
VRBO
Kihei Akahi Condo w/ A/C, Shared Pool-Surf, Bike, Golf, More
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Kihei Akahi DG08 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $276 per night (USD)VRBO
- From $457 per night (USD)
Expedia
Sugar Beach Resort Condo w/ Shared Grill, A/C-Surf, Bike, Golf, More
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sugar Beach Resort 225 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $457 per night (USD)Expedia
- From $588 per night (USD)
VRBO
Mana Kai Maui Resort condo with WiFi & W/D access - near everything
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Mana Kai Maui Resort 201C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $588 per night (USD)VRBO
- From $259 per night (USD)
Expedia
Hale Kamaole Condo w/ Shared Pool, Shared Grill-Surf, Bike, Golf, More
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hale Kamaole 167 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $259 per night (USD)Expedia
- From $248 per night (USD)
VRBO
Kihei Akahi Condo w/ Shared Grill, Free WiFi-Beaches and Beyond
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Kihei Akahi C307 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $248 per night (USD)VRBO
- From $298 per night (USD)
Expedia
1Br Princeville Sands Condo with Pool and Hot Tub (137-A)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Are you looking for a updated condo in Princeville for your vacation? If so... You have arrived! This wonderful 1 bedroo ...
From $298 per night (USD)Expedia
- From $412 per night (USD)
VRBO
Turtle Bay Condo w/ Pool Access & Golf Course!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Pack your bags and retreat to Oahu's peaceful North Shore in this well-appointed and updated 1-bedroom, 1-bathroom Kahuk ...
From $412 per night (USD)VRBO
- From $504 per night (USD)
Expedia
Golfers Fave! Lanai+Wet Bar, Kitchen, AC, WiFi, Flat Screen+Laundry–Kanaloa at Kona 502
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Castle Kanaloa at Kona #502 - Why leave this stylish 1,850sf villa? To golf just outside the door! Perks include AC, cei ...
From $504 per night (USD)Expedia
- From $216 per night (USD)
VRBO
Kihei Kai Nani #11-343 Renovated, Large Lanai, across Kamaole Beach II!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Same day bookings (meaning arrival is within 24 hours of making the reservation) requires a phone call to Rentals Maui f ...
From $216 per night (USD)VRBO
- From $350 per night (USD)
Expedia
Kuhio Shores 415 Top Floor Oceanfront Condo with central a/c
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
New mini split Air Conditioning system just installed to make your Kuhio Shores 415 cooling experience perfect. Open win ...
From $350 per night (USD)Expedia
- From $325 per night (USD)
VRBO
#605 Top Floor Unobstructed Ocean View/Sunsets, New quiet A.C.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Island Surf #605 Condo Description: JUNE UPDATE: New central AC was just installed ! Incredibly quiet !! Individual ...
From $325 per night (USD)VRBO
- From $470 per night (USD)
Expedia
Best Value - Beautiful remodel - Whole Unit A/C - Ocean Views - Best location
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Spectacular remodel. All living areas have been upgraded. Whole unit air conditioning and oversized king bedroom. Ocean ...
From $470 per night (USD)Expedia
- From $513 per night (USD)
VRBO
Affordable Luxury @ $300-370 a Night - Golfer's Paradise!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Golf Villas at Mauna Lani places you in the midst of this legendary and hallowed land. Imagine gently greeting the ...
From $513 per night (USD)VRBO
- From $659 per night (USD)
Expedia
Luxury king suite w A/C, Surfboards, Walk to Beaches & 1 Hotel, Massage Chair
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
As an experienced traveler and VRBO guest myself I've come to appreciate how important it is to find a place to stay t ...
From $659 per night (USD)Expedia
- From $291 per night (USD)
VRBO
Ilikai 815 City / Mountain Views 2 Double Beds, Sofa Bed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
MOUNTAIN & CITY VIEWS. STEPS TO WAIKIKI BEACH. Walking distance to shopping mall, restaurants, shops, buses, rental cars ...
From $291 per night (USD)VRBO
- From $1069 per night (USD)
Expedia
Kiahuna Lani at Poipu: Brand New Pool! Tropical Luxury on the Golf Course w/ A/C
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Kiahuna Lani at Poipu by Gather, a luxurious retreat nestled within the exclusive Wainani community on Kauai' ...
From $1069 per night (USD)Expedia
- From $221 per night (USD)
VRBO
Escape to Paradise at the Maui Vista \"3rd Bld 1b/1b\"
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Maui Vista Resort is South Maui's Best Value, offering 1 and 2 bedroom condos. Consisting of 3 buildings, pools, tennis ...
From $221 per night (USD)VRBO
- From $747 per night (USD)
Expedia
Unforgettable Ko Olina 11th Floor Penthouse, Direct Ocean View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This ocean tower 11th floor two bedroom, two bath 1466 SF luxury Penthouse villa is located in Oahu's most prestigious b ...
From $747 per night (USD)Expedia
- From $414 per night (USD)
VRBO
Summer Fill in Special 189/nt Updated Designer Condo w/ Ocean Views
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Grand Champions 79! Located in the lush Wailea resort area, this 1 bedroom/two bath villa has been completel ...
From $414 per night (USD)VRBO
- From $406 per night (USD)
Expedia
Koa Resort 1D- Special location- private and quiet- Air conditioning!!!!
- Bedrooms:
- 0
- Bathrooms:
- 1
- Sleeps:
- 4
A beautiful tropical garden setting awaits you from this first floor location. The one bedroom one bath apartment is up ...
From $406 per night (USD)Expedia
- From $550 per night (USD)
VRBO
Immaculate and Chic! Come relax in our luxury unit…
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to our villa......First and foremost, our condo is professionally cleaned and disinfected using best-in-class me ...
From $550 per night (USD)VRBO
- From $1920 per night (USD)
Expedia
Luxurious Tropical Home with Heated Pool, 5min to Wailea Beach, Mini Split ACs!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Discover the breathtaking Wailea area in Kihei and indulge in top-notch tropical life at this lavish four-bedroom holida ...
From $1920 per night (USD)Expedia
- From $1122 per night (USD)
VRBO
15th Floor Panoramic Ocean View Penthouse. BEST VIEW in Ko Olina!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Your vacation starts once you arrive at the Ko Olina Beach Villa Resorts with a big smile and friendly wave entering the ...
From $1122 per night (USD)VRBO
- From $402 per night (USD)
Expedia
KM 114 2BD w Ocean Views AC Pool Near Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Kauhale Makai 114 Ground Floor 2Bedroom, 2Bathroom Condo with Ocean Views, Pool, and Hot Tub. Just Steps to the Ocean fo ...
From $402 per night (USD)Expedia
- From $448 per night (USD)
VRBO
Beautiful Mountain View in Waikiki Sunset + Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a ...
From $448 per night (USD)VRBO
- From $538 per night (USD)
Expedia
FABULOUS BEACH HOUSE, OCEAN FRONT VIEW, BEST LOCATION, WALK TO BEACH, RELAXING!.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
STEPS AWAY FROM KAHALU'U BEACH!! PIECE OF PARADISE!! PRIVATE BEACH HOME!! COVID 19/ .... OPEN SPACE! Best priced in th ...
From $538 per night (USD)Expedia
- From $414 per night (USD)
VRBO
Gorgeous Diamond Head Views from 34FL with Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a ...
From $414 per night (USD)VRBO
- From $529 per night (USD)
Expedia
Ocean View Oasis with Free Parking: A Waikiki Gem!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a ...
From $529 per night (USD)Expedia
- From $205 per night (USD)
VRBO
Luxurious Condo - Wonderful Ocean Views - in the Heart of Kailua-Kona
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Relax and pamper yourself in this well-appointed condo with wonderful ocean views. This is NOT your average vacation re ...
From $205 per night (USD)VRBO
- From $470 per night (USD)
Expedia
Lae Nani 534 Fantastic view is what we have, none better on the island of Kauai
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
COMPLETELY REMODELED AND NEWLY INSTALLED SPLIT SYSTEM AC!! Come and enjoy this beautiful condo with unparalleled view of ...
From $470 per night (USD)Expedia
- From $423 per night (USD)
VRBO
Stunning BEACHFRONT Ground Floor Condo – Fully Renovated & Ready to Welcome You
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience the ultimate in Tropical Beach Living at this beautifully renovated, ground-floor 1-bedroom, 1-bath condo at ...
From $423 per night (USD)VRBO
- From $1582 per night (USD)
Expedia
Top Rated 5 Bedroom with Private Heated Pool and Spa in Waikoloa Beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Ainamalu - Protected Land - is a newer resort area on the big island. This is a luxurious and unique oasis: it is away f ...
From $1582 per night (USD)Expedia
- From $199 per night (USD)
VRBO
Apartment in town-walking distance to everything
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly remodeled one bedroom unit in the village. 5 minute walk to start of Ironman, beach, shopping and restaurants. Cen ...
From $199 per night (USD)VRBO
- From $394 per night (USD)
Expedia
Lae Nani 114 Beautiful Ground Floor Beachfront Condo in Kapa'a!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This beautiful ground floor condo is 50 steps from one of the best looking pools on Kauai. The condo is blessed with gre ...
From $394 per night (USD)Expedia
- From $236 per night (USD)
VRBO
Special Rate! Ground Floor at Royal Sea Cliff, Central AC!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Royal Sea Cliff is an architectural wonder that sits on the pristine Kona Coast. If you are looking to be close to town ...
From $236 per night (USD)VRBO
- From $437 per night (USD)
Expedia
Malia Makai - F - Honu - A/C, Ocean Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
MALIA MAKAI - F AT KOLOA KAI VACATION RENTALS Honu Your Modern Island Escape in Poipu Welcome to Malia Makai F – Honu, ...
From $437 per night (USD)Expedia
- From $266 per night (USD)
VRBO
Kalama Terrace P-307 - 3rd-floor walkup, 7 min walk to Charley Young Beach, AC!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Kalama Terrace P-307, a charming one-bedroom condo located in the heart of sunny Kihei. A short walk from Kih ...
From $266 per night (USD)VRBO
- From $258 per night (USD)
Expedia
sweet escape - Moloka'i living
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
**ALOHA...before booking - our condo is located on Molokai not Maui. Our condo is located on the 3rd floor (B326) One b ...
From $258 per night (USD)Expedia
- From $279 per night (USD)
VRBO
1 Mi to Beach: Kailua-Kona Condo w/ Pool Access!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Community Amenities | Private Lanai Tucked away on the quiet side of Kailua-Kona, this 1-bedroom, 1-bath vacation renta ...
From $279 per night (USD)VRBO
- From $511 per night (USD)
Expedia
Kiahuna Plant. Ground Floor #114,AC, Athletic Club, Tennis Courts and much more
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Sunny Poipu Beach! Enjoy this ground floor, newly decorated condo and relax on your private lanai while being ...
From $511 per night (USD)Expedia
- From $670 per night (USD)
VRBO
Stay in our Private Recently Updated Home in The Villages-Closest to The Shops!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
OUR HOME IS CLOSEST TO THE SHOPS YET GUESTS LOVE THE SPACIOUS GROUNDS AND PRIVACY OF OUR UNIT. We continue to update an ...
From $670 per night (USD)VRBO
- From $426 per night (USD)
Expedia
Updated Beachfront Condo with Stunning Views and Resort Amenities Luana Kai C306
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Luana Kai C306 offers a great beachfront location in North Kihei. Enjoy your private lanai with gorgeous views of the We ...
From $426 per night (USD)Expedia
- From $327 per night (USD)
VRBO
Hawaiian Prinicess one bedroom\n1990/NUC-2240
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Aloha! Welcome to the West side of Oahu where the sunsets are amazing and the beaches are serene! This newly furnis ...
From $327 per night (USD)VRBO
- From $307 per night (USD)
Expedia
Awesome 1 Bedroom at Waikiki Banyan #907 T-1
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Aloha and welcome to your beautiful new home-away-from-home at the Waikiki Banyan, just a couple blocks from Waikiki Bea ...
From $307 per night (USD)Expedia
- From $486 per night (USD)
VRBO
Aloha Condos, Kanaloa at Kona, Condo 1904, Oceanfront, AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Unit 1904 in Kanaloa at Kona is a top-floor, air-conditioned luxury condo located in Kanaloa at Kona. Spacious 3 Bedroom ...
From $486 per night (USD)VRBO
- From $1129 per night (USD)
Expedia
MRR Presents Kaanapali Ali'i 262 - Brand New Remodel, 6th Floor Corner 2BR w/ Partial Ocean AND Mountain Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome home to this luxuriously remodeled 6th-floor corner two-bedroom suite at the popular Kaanapali Alii in the heart ...
From $1129 per night (USD)Expedia
- From $474 per night (USD)
VRBO
Spacious open living meets lush garden tranquility
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Maui Kaanapali Villas A209 is a 1-bedroom, 1-bathroom condo on the 2nd floor that offers central A/C, high-speed Wi-Fi, ...
From $474 per night (USD)VRBO
- From $401 per night (USD)
Expedia
Fabulous Ocean Views from Front Row Condo!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Why come to Maui and not be able to see the ocean? Enjoy dining from my lanai looking right at the ocean! My one bedroom ...
From $401 per night (USD)Expedia
- From $431 per night (USD)
VRBO
Pineapple Paradise at Poipu Crater A/C In Bedrooms
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Poipu Crater is our slice of paradise AND it's literally located inside of an extinct volcanic crater. Nestled into the ...
From $431 per night (USD)VRBO
- From $503 per night (USD)
Expedia
Kuleana 408 Oceanfront Condo - Ground Floor - 5 Star Reviews
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Kuleana Resort, the most beautiful property location in the world . Two ground floor side-by-side condominiums. Ren ...
From $503 per night (USD)Expedia
- From $426 per night (USD)
VRBO
Beachfront Resort - Ground Floor - Corner Unit - Steps to the Beach-Pool-Spa!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This ground-floor, corner-unit condo is located steps from the pool area and steps from the beach! It’s shaded in the a ...
From $426 per night (USD)VRBO
- From $282 per night (USD)
Expedia
Serene, Restored House from Sugar Days with Sweeping Ocean Views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
LATEST NEWS: VOLCANO ERUPTION THE VOLCANO: The volcano eruption has little effect on our part of the island. The ...
From $282 per night (USD)Expedia
- From $404 per night (USD)
VRBO
Panoramic Ocean View Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our little slice of paradise. Our condo is located across the street from Cove Park in Kihei at the Shores of ...
From $404 per night (USD)VRBO
- From $439 per night (USD)
Expedia
Palms at Wailea #1903 Luxe Remodel, Ground Floor, Walk to Beach and Shops!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Why stay in a crowded hotel when you can stay in this spacious, stunning, air conditioned 5 Star condo? The Palms at Wai ...
From $439 per night (USD)Expedia
- From $920 per night (USD)
VRBO
Oceanfront Condo with Spectacular Ocean Views! Makena Surf F-201
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Makena Surf is an exclusive oceanfront property in World Famous Wailea-Makena! One of the best-kept secrets on South Mau ...
From $920 per night (USD)VRBO
- From $334 per night (USD)
Expedia
Nani Kai Hale #304 on Sugar Beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Nani Kai Hale 304 is a 1 bedroom, 2 bath condo with central air conditioning for your comfort. This well stocked, but un ...
From $334 per night (USD)Expedia
- From $976 per night (USD)
VRBO
Hale Hiwa Hiwa By Parrish Kauai - AC & privacy at Wainani village
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Hale Hiwa Hiwa or our "Beloved Home" at Wainani is the perfect place to spend a relaxing and pampered vacation on Kauai. ...
From $976 per night (USD)VRBO
- From $554 per night (USD)
Expedia
Pili Mai 4B: Lovely Poipu Condo w/Shared Pool, Spa, AC & Beautiful Lanai Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Pack your golf clubs and get ready to enjoy modern Hawaiian living in this exclusive Poipu community. Located on the ren ...
From $554 per night (USD)Expedia
- From $539 per night (USD)
VRBO
Ilikai 2018 Ocean / Lagoon View Renovated - K Bed, Sofa Bed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
EXCELLENT OCEAN, LAGOON VIEWS! STEPS TO WAIKIKI BEACH. Fireworks from the Lanai. Walking distance to shopping mall, res ...
From $539 per night (USD)VRBO
- From $3395 per night (USD)
Expedia
Designer Oceanview Estate w/Pool & Spa, at Hualalai Resort: 122 Hainoa
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
September 15 – Mid-November, 2025 The Hualalai Resort Spa will be undergoing enhancements to the outdoor aqua-thermal ar ...
From $3395 per night (USD)Expedia
- From $1003 per night (USD)
VRBO
Large family home along the ocean and bike path in Kauai. Sleeps 7! TVNC #4247
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Live like a local at Oceanfront Harmony, a professionally managed and operated vacation rental located -- as the name sa ...
From $1003 per night (USD)VRBO
- From $1697 per night (USD)
Expedia
Oceanfront Penthouse at Sands of Kahana|3BR/3BA|3 Lanais|Panoramic Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Indulge in the pinnacle of island luxury at this newly remodeled 3-bedroom, 3-bathroom oceanfront penthouse at the prest ...
From $1697 per night (USD)Expedia
- From $3428 per night (USD)
VRBO
KBM Resorts | FREE CAR | Molokai At Montage Kapalua Bay, Ocean view 3-Bedroom Penthouse with Daily Housekeeping, Spa!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Lavish 3-bedroom top-floor penthouse with panoramic ocean views, expansive lanai with Viking grill, and high-end finishe ...
From $3428 per night (USD)VRBO
- From $438 per night (USD)
Expedia
Stunning Beachfront - Hale Kai O Kihei 112
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your perfect escape in Kihei! This bright and beautifully updated oceanfront ground-floor one-bedroom condo i ...
From $438 per night (USD)Expedia
- From $279 per night (USD)
VRBO
October WOW ONLY 89/nt.A/C-Free parking-No resort fees
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This unit has been our getaway for some time and now we invite you to share our little piece of PARADISE! The location ...
From $279 per night (USD)VRBO
- From $466 per night (USD)
Expedia
F507 - 2 Bedroom/2 Bath - Steps from the Beach, Super Clean!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is a legal vacation rental! This unit has been on VRBO for years (ID 124914, by super host Micki Jacobs) with hundr ...
From $466 per night (USD)Expedia
- From $890 per night (USD)
VRBO
Ma'alaea Surf, D9 - Oceanfront Condo - remodeled two-bedroom, 2nd Floor
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Our property IS NOT impacted by the recent news of potentially prohibiting Short Term Rentals (STR) in Maui. Ma'alaea ...
From $890 per night (USD)VRBO
- From $595 per night (USD)
Expedia
Gorgeous House Next Door to 1Hotel Hanalei Bay - Awesome Views Unit #10
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
*Please review the current quarantine requirements on Kauai at: https://www.kauai.gov/covid-19 before booking. Hanalei ...
From $595 per night (USD)Expedia
- From $293 per night (USD)
VRBO
Ground-floor getaway w/ a furnished patio, shared pools, grills, & shuffleboard
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Plantation Hale E7 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $293 per night (USD)VRBO
- From $345 per night (USD)
Expedia
Spacious kitchen in South Maui. Cook, dine, relax
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This complex is perfectly located in sunny South Kihei, close to the beaches, restaurants and shopping, but far enough a ...
From $345 per night (USD)Expedia
- From $353 per night (USD)
VRBO
Malia Makai - G - Starfish - A/C - Beautiful Views of the Poipu Coastline
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
MALIA MAKAI G AT KOLOA KAI VACATION RENTALS STARFISH Your Tropical Oasis in Poipu Welcome to Malia Makai G – Starfish, ...
From $353 per night (USD)VRBO
- From $385 per night (USD)
Expedia
🏖️Ocean & Golf Course Views | 2 Bdrm with Loft | AC | Private Lanai
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
vrKCV - Country Club Villas 334, Professionally Managed by Kona Coast Vacations Welcome to Country Club Villas #334 – O ...
From $385 per night (USD)Expedia
- From $453 per night (USD)
VRBO
Malia Makai - E - Egret - Beautiful Remodel, A/C, Ocean View
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
MALIA MAKAI E AT KOLOA KAI VACATION RENTALS EGRET Your Sleek Tropical Escape in Poipu Welcome to Malia Makai E – Egret ...
From $453 per night (USD)VRBO
- From $277 per night (USD)
Expedia
Beautiful Oceanfront Resort With Walk Out Lanai to the 4 Resort Pools and Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our unit is a privately owned hotel room located in the Outrigger Kauai Beach Resort and Spa. This is a serine ground f ...
From $277 per night (USD)Expedia
- From $341 per night (USD)
VRBO
One bedroom oceanfront property \n1990/NUC-2241
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Aloha! Welcome to the West side of Oahu where the sunsets are amazing and the beaches are serene! The is one bedroo ...
From $341 per night (USD)VRBO
- From $1634 per night (USD)
Expedia
500 Feet to the Ocean!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
The Home was built in 1935 ( Hawaiian Style) with about 3,000 square feet. That is 4 bedroom 4 bathroom (en-suite) All ...
From $1634 per night (USD)Expedia
- From $378 per night (USD)
VRBO
Blue Horizon, lush fairways. Your golf course stay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Kapalua Golf Villa 20V3 is a luxurious 1-bedroom, 1.5-bathroom villa that can accommodate 2 guests. It has everything y ...
From $378 per night (USD)VRBO
- From $681 per night (USD)
Expedia
Welcome to Maui! Gorgeous 2br/2 ba Luxury condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our beautiful 2-bedroom, 2-full bath corner unit condo at the beautiful Honua Kai Resort and Spa. Our luxurio ...
From $681 per night (USD)Expedia
- From $538 per night (USD)
VRBO
Private Condo w/ Amazing Sunset View, Shared Pools/Hot Tub - Walk to Beaches
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Manualoha 504 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $538 per night (USD)VRBO
- From $596 per night (USD)
Expedia
Pili Mai 4C: Lovely Poipu Condo w/Shared Pool, Spa, AC & Beautiful Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Pili Mai 4C welcomes you to modern island living in the heart of Poipu. Nestled on the renowned Kiahuna Golf Course, thi ...
From $596 per night (USD)Expedia
- From $1349 per night (USD)
VRBO
Luxury Fairwayfront Estate w/Private Pool, Spa, AC & Stunning Views: Kamilo #217
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This stunning property is now accepting longer-term stays at reduced rates. Please inquire for details. Welcome to Maun ...
From $1349 per night (USD)VRBO
- From $368 per night (USD)
Expedia
Ocean Front, Ground Level 1 Bedroom with King, Sleeps 4, with Cold AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A one bedroom, King Size bed, with a Queen Sleeper couch and AC (2 Ductless Mini Splits on the walls in the Living Room ...
From $368 per night (USD)Expedia
- From $317 per night (USD)
VRBO
Ocean-Marina Views Condo Steps Away from the Beach w/Awesome Ilikai Amenities
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property manageme ...
From $317 per night (USD)VRBO
- From $3529 per night (USD)
Expedia
Luxury Oceanfront Estate
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
STVR- 19-365146 NUCR 20-1787 TMK - (3) 7-5-005-096 GE/TAT - 051-694-0288-01 Transcend paradise with our absolute ocean ...
From $3529 per night (USD)Expedia
- From $415 per night (USD)
VRBO
2 Bedroom Ocean Jeep
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
"Maui Gold "is our vacation home away from home. Situated perfectly in Kihei’s most popular area with a 2 minute walk to ...
From $415 per night (USD)VRBO
- From $668 per night (USD)
Expedia
Oceanfront**Brand New AC throughout*On Sandy Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled directly on a stunning sandy beach, Hale Pau Hana is a boutique complex offering convenience and amenities withi ...
From $668 per night (USD)Expedia
- From $309 per night (USD)
VRBO
Three Palms
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Situated at 600 feet elevation on the side of Hualalai Volcano, Three Palms is a private, two-room (plus a bath) suite i ...
From $309 per night (USD)VRBO
- From $473 per night (USD)
Expedia
Chic Condo Near Waikiki Beach - Free Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a ...
From $473 per night (USD)Expedia
- From $516 per night (USD)
VRBO
Breathtaking Panoramic Bali Hai with Unobstructed Bali Hai Ocean View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Named by Condé Nast Traveler as one of the top tropical resorts in the world. This is truly the Hawaii of your dreams. ...
From $516 per night (USD)VRBO
- From $1732 per night (USD)
Expedia
Hale 'Imi Ola: Ocean Views, Luxury, Balinese Charm
- Bedrooms:
- 0
- Bathrooms:
- 4
- Sleeps:
- 8
Hawaiian ease meets Balinese charm in this uniquely elegant, custom-designed South Shore villa, with luxuries galore & v ...
From $1732 per night (USD)Expedia
- From $401 per night (USD)
VRBO
Amazing steps to the OCEAN experience!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Is it OK to come to Maui? Yes. Today is February 19 2025 and Lahaina is showing signs of rebuilding but it can still u ...
From $401 per night (USD)VRBO
- From $2599 per night (USD)
Expedia
Spectacular home with ocean and golf course views!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
Welcome! We hope you enjoy a fabulous stay with us in this picturesque Hawaiian home! Managed by LoveRentals and your ...
From $2599 per night (USD)Expedia
- From $278 per night (USD)
VRBO
Cute and Cozy Couples Retreat w/ Private Lanai, Mountain and Ocean Views, A/C
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Sealodge B4 is an unpretentious, laidback getaway in the heart of Princeville, perfect for couples looking to enjoy a tr ...
From $278 per night (USD)VRBO
- From $308 per night (USD)
Expedia
Hale Momona - Charming Ground Floor Island Hideaway with Ocean Views!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
You'll love the ocean views, charming interior, and accessible ground floor location of Hale Momona. The sliding glass ...
From $308 per night (USD)Expedia
- From $448 per night (USD)
VRBO
Beach Lover's Haven: Cozy Condo with Ocean Views and Free Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a ...
From $448 per night (USD)VRBO
- From $3151 per night (USD)
Expedia
Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 18
Legally permitted short term rental - permit BBKM2020/0003 Hello! You may have heard or read that Hawaii has recently pa ...
From $3151 per night (USD)Expedia




































































































