Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas

Two-story, oceanfront condo with pool, water Views, & balcony

Mahina Surf 214Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Slip into Hawaiian time at this gorgeous, two-story, family-friendly condo. Brew up your Kona coffee and prepare all...

New Listing! Palms at Wailea 1501! Ground floor with Ocean views!

Welcome to our magnificent Oceanview retreat, nestled within the highly coveted Palms at Wailea. This nicely updated ground floor 1-bedroom, 2-bath unit promises an idyllic Hawaiian escape, complete with all the essential comforts and amenities you could desire.Step...

Honu Hale: Exquisite Kona Vacation Home with Pool, Hot Tub & Oversized Chess Set

Set above the Kona coastline with sweeping views of Lyman’s Bay and Holualoa Bay, Honu Hale is a spacious, view-drenched retreat designed for families and groups seeking comfort, privacy, and effortless indoor-outdoor living. With five bedrooms, multiple lanais, a...

Back in the Rental Program Just in Time for Winter, Amazing Oceanfront Views!

ABOUT THE CONDO...This beautifully decorated one bedroom direct oceanfront condo provides GREAT views of the pacific blue and is centrally located on the West side of Maui. From the Paki Maui Resort you are within walking distance of a grocery store, Farmer's Market,...

Keauhou Punahele Golf Course and Ocean View

Hawaii, Big Island, Kona, Keauhou Punahele, golf course with the ocean in the background. The condo is located close to Keauhou Bay, Keauhou shopping center (with cinema) and snorkel/surfing beaches.We have owned this top floor 3 bedroom/3 bath room unit overlooking the...

Island getaway with heated pool - walk to dining

Alii Villas 201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Boasting a pool and an oceanfront location at the Alii Villas, a choice island getaway awaits at this updated condo....

Dlx Beachfront Maui 2-Bedroom Condo...Steps to the Sand! West Maui/Ocean Views!

Welcome to your own 2-Br Beachfront Maui Condo...Ideally located just 5 min. north of Kaanapali resort, in beautiful West Maui/Kahana. You'll love the Oceanfront Views...framed by the outer islands of Molokai & lanai, as you listen to the sound of the surf from the...

Lava Lounge-Pool view/walkout access, 2 Queen Beds

Fully remodeled ground floor unit with direct pool access and waterfall views at the private beachfront resort, Outrigger Kauai Beach Resort & Spa.Ideally located between the North and South side of Kauai. Less than three miles from the airport and a short drive from...

1 bedroom condo, kitchen, lanai, Princeville

Our 1BR condo is beautifully appointed giving guests a wonderfully tropical 'sense of place' to help renew, refresh and relax one's mind and body. Featuring one bedroom (Cal King) with flat screen TV, en suite bathroom, lanai, full kitchen, relaxing living room with...

Spectacular two-story ocean-view home on two acres with covered lanai

Big Island Getaway, Ocean View ParadiseOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Offering breathtaking ocean views and a prime location in the Hamakua Heritage Corridor,...

Beautiful Oceanfront! Huge Lanai! Summer Specials!

Hale Ono Loa #311Flat screen TV, Cal King bed, HUGE lanai, onsite laundry facilities. All tile flooring! Tastefully remodeled! Swim in the large in ground pool and snorkel with turtles right in front of property! Fully equipped condo is supplied with all basic amenities...

NEW | Brand NEW AC | Steps to Beach on Kiahuna Plantation

Come and relax at this 1-bedroom condo with lanai, located at the tranquil & lush Kiahuna Resort.The condo is centrally located in Poipu and is within a 5 min walk of the beautiful Poipu Beach and includes complimentary access to the Poipu Beach Athletic Club, includes...

Family Vacation Home w/Ocean View at Makaha Valley in Secure Gated Community

Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.May 2025 the Community Pool, Jacuzzi, and Gym are now OPEN!!This locally owned, green, garden home with breathtaking Ocean and ; Mountain...

Fairway Villas Waikoloa F6 Large Luxury Corner Villa with Golf Fairway Views

Waikoloa Fairway Villa F6 is the ultimate getaway with merged indoor/outdoor living spaces and our 3 bedroom, and 3 bath townhome is perfect for up to six guests. Our well-maintained end unit has lots of light and breezes. We have high-end furniture, amazing gallery...

KBM Resorts | FREE CAR | Honua Kai Konea | 1-Bedroom Beautiful Ocean & Mountain views! HKK-922

** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...

Kahana Sunset A8 - Direct Oceanfront - Two Lanais - Free Fun

Treat yourself to this direct oceanfront tropical getaway at Kahana Sunset Resort. When you enter this beautifully remodeled 2 bedroom/2.5 bath condominium, you will be immediately captivated by the breathtaking views of the Pacific ocean. With two oceanfront lanais, it...

2-bedroom vacation home just 11 minutes from Kailua Pier

Welcome to our charming 2-bedroom vacation home in Kalaoa! Nestled just a short 11-minute drive from the vibrant Kailua Pier, this property offers the perfect blend of comfort and convenience for your island getaway. As a traveler, you'll delight in the array of...

Upscale 2BR/2BA Ocean View in Waikiki + Parking!

Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...

Tropical Paradise Getaway in Hawaiian Beaches, Pahoa, HI

We have an amazing Hale for your tropical paradise getaway. This clean, quaint, tropical getaway is in the perfect location to explore the East side of Hawaii. Whether you enjoy Hiking, Volcano exploring, Water Falls, Snorkeling, Kayaking, or what ever you enjoy, this...

Best Maui Location * REMODELED Condo*BRAND NEW AC!!

*As of December 2024 the owner has upgraded the property and now there are split AC's throughout the property to ensure all guests are comfortable and cool at any time of the day* You will wake up each morning surrounded by freshwater ponds and the sounds of waterfalls...

Quaint 1bd garden view in great location

Paki Maui 120 is a 1-bedroom, 1-bathroom condo located on the first floor with wonderful garden views from your lanai and floor-to-ceiling sliding glass doors, bringing natural light into the condo. The condo does not have air conditioning. Enjoy preparing meals at home...

Gorgeous Lagoon View At The Ilikai Hotel! Firework view on Fridays!

Beautiful Lagoon View on the 16th Floor!Looking for a place with breathtaking views, this condo is for you! Step out to relax on the your lanai & enjoy the views of the Duke Kahanamoku Lagoon & Pacific Ocean. End your week with the Friday night fireworks, off the...

DIRECT SANDY BEACHFRONT just steps away fr the patio.Ground Fl.condo 1bed2ba2pkg

Situated in the destination spot on the north shore of Oahu in Haleiwa Town. As soon as you step into the condo, the beautiful blue ocean view takes your breath away. Listen to the ocean waves while relaxing on the patio or step onto the sandy beach perfect for...

Partial Oceanview #107 at Hana Kai Maui - 1 Bedroom, corner unit

“Kama” – Unit 107 – is a 1-bedroom, partial ocean view condo located in Hana Kai’s Mauka (upper) building. This is a ground floor, corner unit with a King-size bed in the bedroom and a full size futon couch in the living room. There is a pass-thru window from the...

Hunter Hales KALA cottage is the Perfect Getaway!

Hunter Hales “KALA” is one of two identical 810 sqft cottages on one half acre lot privately located just behind the Haiku Town center. This listing is for “KALA”cottage. Conveniently located at the start of the Road to Hana. Enjoy the quiet laid back life style of a...

Aloha Awesome Views! Oceanfront Condominium, Maui Sunset A219

BREATH TAKING VIEWS!! Our beautiful 1200sq ft, 2 bedroom, 2bath condo, has ocean and mountain views from the Lanai and Haleakala Mountain views from the bedrooms. Master has a King-size bed with private bath, second bedroom two twin beds with bath. The condo has a...

Aston Maui Kaanapali Villas C259: Studio garden view condo on Kaanapali Beach

Maui Ka’anapali Villas #C259: Studio garden view condo at Beach Front Resort on N. Kaanapali Beach*There is currently NO Air Conditioning. The Air conditioning system is undergoing emergency maintenance through June 2024. Experience the verdant garden views at this lush...

Cozy Ground Floor Condo at Kihei Akahi C-108. A/C to be installed soon!

Air conditioning will be installed as soon as more inventory is available on Island. I am very conscientious of climate change, but the increasing temperature and the comfort of my guests influenced my decision to install a/c. My condo at Kihei Akahi C-108 is not just a...

Great Ocean View, One Bedroom at the Ilikai Hotel

1 Bedroom Deluxe Lagoon View on the 13th Floor!Look no further, you've found PARADISE! This 1-bedroom is over 500 sq ft of space, making is spacious for a single traveler, family, or friends traveling together. Situated in the 40 stack of the Ilikai Hotel, this location...

Walkable condo with two pools, hot tub, tennis, grill & beach access

Maui Kamaole D105Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...

Perfect for a Couple Getaway! Oceanview, Close to Beaches, Shops & Restaurants!

WELCOME TO VALLEY ISLE, LOCATED IN THE HEART OF KAHANA!Valley Isle Resort is a low density oceanfront property located on Kahana Bay in West Maui. Your within walking distance to restaurants and stores. Centrally located between Kaanapali and Kapalua and just a short...

KA 401 Spacious Studio w Mountain Views Pool AC

Kaleialoha 401 Gorgeous Mountain View Studio - In Oceanfront Resort FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple...

Puumoi ocean view hideaway

Puumoi ocean view hideaway is a colorful and comfy one bedroom accommodation that boasts some of the best sunrise views on the Hamakua coast.The property is on a 20 acre horse ranch with a sprawling grass lawn right outside the door. In the valley below the barn is a...

Kolea 14F | Heated Pool, Gym & More!

Summary:This vacation home has 2 bedrooms and 2 bathrooms spacious enough to house up to 5 guests. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Kolea 14F is nestled along tranquil blue waters and soft sand beaches of Anaeho'omalu Bay...

Kapaa Shore Resort B118, Ocean View, Walk to Town, Bike Path, Comp Wifi/Pkg

Kapaa Shore Resort B118, Ocean-View, Ground Floor, End Unit. Kauai Vacation Rental on the Coconut Coast. Accommodates up to 4 guests, including children and infants.Ground floor, one bedroom, one bathroom, ocean-view unit with heated pool, hot tub, and BBQ grills.612...

Oceanfront 3BR/3BA at Kona Reef: Spectacular Views, Ideal Location!

Relax on the Kona Coast in scenic Kailua-Kona, this vacation home features oceanfront views and is perfect for a family or group of friends. Kona Reef is next to Honles Beach and is blissfully tranquil. Enjoy being close to the iconic Alii Drive and downtown Kailua...

Hale Kamaole 220 Second floor condo, easy access to best beach on Maui!

This one bedroom condo has a Ocean & Garden View. Artistically decorated with beautiful tiles used in kitchen and bathroom, walk-in tile shower. Updated completely in Hawaiian style. King bed in bedroom with queen hide-a-bed in living room. Cabinetry in kitchen area...

Hilton Waikoloa Pool Pass thru June 2025. Golf Discounts. Kolea 16B

This vacation rental is professionally managed by ResorticaHawaiiKolea 16BPlease scroll down for detailed informationHilton Pool Pass: Valid for stays now through December 31, 2026. Maximum 6 persons per pass (children under the age of 5 are not counted towards the 6...

KBV 23B1 Kapalua Bay Upgraded OceanFront Villa

Kapalua Bay Villas 23B1 Sensational OceanFront 1Bedroom Kapalua Bay Villas with Designer Upgrades, Ocean Views, Central AC, Pools, Tennis Courts, and Close to Famous Golf Courses Enjoy the tropical breezes and the tranquilizing sound of the ocean as you relax in your...

Maui Dream - Remodeled Ocean View Penthouse, Steps to World Class Beach

Come stay at our remodeled Maui dream home!Amazing location right across from Charley Young Beach (next to Kama'ole 1), wonderful Maui swimming and snorkeling beach. The condo has an ocean view from lanai. Charley Young Beach is directly across the street.Our condo is...

MAUI is PARADISE at Kihei Alii Kai C307 - Quiet side of complex.

Welcome to Maui and our beautifully tropical décor 1 bedroom, 3rd floor condo – C307 in Kihei Alii Kai. We are in the upper building on the "quiet side of the complex", close to the parking lot and elevator access. The grounds are beautiful tropical fauna.We boast a...

Outstanding Oceanfront 🌅 Deluxe Condo! ✨ Kona Reef D-14

Just one of the wonderful experiences you came to Hawaii for.... an outstanding oceanfront condo to make your stay complete.Our fresh one bedroom unit is on the second floor of the D building of the wonderful Kona Reef Resort, really only six steps up! (Unit D14), From...

Maui Banyan Q-109 Unit B | Steps to the Pool!

Perfect for kids and grandparents! Most convenient unit in Maui Banyan!We are so happy to be offering Maui Banyan Q109B. This unit is our home away from home in Maui. We chose this condo specifically because it is exactly what our family wants. It is on the ground floor...

Hilo Home w/ Private Deck + Stunning Ocean Views!

Get the most out of your next trip to the Big Island with this stunning Hilo vacation rental! With 2 private decks overlooking the water and picture windows throughout, this cliffside, 2-bedroom, 2-bath home ensures plenty of breathtaking views for the entirety of your...

Hale Kauwela | Ko Olina | Resort Villa w/ Views

Summary:Welcome to Hale Kauwela in Ko Olina. Kick your feet up at this gorgeous villa perfect for your paradise vacation. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Professionally and locally designed, this condo captivates...

Unobstructed View of the Big Blue Pacific and A /C Throughout

Enjoy awesome ocean views from almost every room in this ocean front, three bedroom, 1126 square feet, fabulous unit! Living room, dining room, kitchen, Master bedroom and second Master offer 'front row' spectacular views of the Blue Pacific, West Maui mountains,...

Waikiki Sunset Mountain View Near Beach + Parking

Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...

Aloha Vibes w/ Ocean Views, Near Beach + Parking!

Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Relax in this beautifully renovated 18th-floor condo at Waikiki Banyan (Tower 1), just steps from...

Maui Kamaole Kihei Resort I Beaches, Pools, Tennis

Prime South Kihei location across the road from Kamaole Beach lll and a 15 minute walk or 5 minute drive to Keawakapu Beach. Set on a 23 acres, Maui Kamaole is a lush, tropical resort with two swimming pools + spas, and two tennis courts.J201 is a large, upgraded condo...

Ma'alaea Surf Unit E5-2BD Beachfront Condo, AC, Wi-Fi, Pool, TV, Kitchen

Ma'alaea Surf, Unit E5, the most glorious and romantic sunset views at is why the architect who designed Ma'alaea Surf chose this unit for his home. Steps away from the wonderful walking beach and pool. This fully equipped unit features flat screen tv, cable, Wi-Fi,...