Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
KGV 19T6 Last Minute Special at 2BD Kapalua Villa w Panoramic Ocean Views
FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu’au, Golf, Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W3)*One...
Tranquil tropical retreat with pool, hot tub, and golf nearby
Maui Eldorado Resort E205Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel your worries melt away with the ocean breeze as you relax in style at this Lahaina home. Featuring...
IS 210 OceanFront Condo w Expansive Ocean Views Pool AC
FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale Watching (seasonal), Sunset Dinner Cruise, Molokini Snorkel Trip, Alpaca Farm Tour, Pineapple Farm Tour, and Tea Farm Tour. (S1)*One ticket per...
The Sandy Feet Retreat - Oceanfront top-floor corner unit on Kauai Coconut Coast
This gorgeous oceanfront, two bedroom, two bath condo at Lae Nani in Kapaa is the perfect place to relax and enjoy yourself with friends and family. Private, top floor corner unit (no one above you), featuring high ceilings, a fully equipped kitchen remodeled with...
Kona Isle E23 DIRECT OCEAN FRONT, REMODELED, 2nd floor, Gorgeous 1/1
Welcome to your beach paradise! This stunning oceanfront vacation rental offers breathtaking views of the sparkling blue waters right from your doorstep. With a Newly beautifully remodeled kitchen completed in May 2024 that is sure to impress. The kitchen features sleek...
Paradise Under the Plumeria Tree
Picture yourself in paradise. Our beautiful, clean, beach style rental is situated under a plumeria tree and is available for your relaxing stay in Kailua. We have taken great care in the design and high quality furnishings of our rental. We live on premises and are...
Royal Palm, Dec open dates, free HS-WIFI, Parking, Walk to Magics & Kahalu'u
Welcome to the Royal Palm Suite at Palm Hale, an inviting open-air unit in the vibrant area of Kona.This charming suite offers free high-speed Wi-Fi, a comfortable queen bed, cable TV, a fridge, a kitchenette with light cooking supplies, and a full bathroom with a tub...
Ma'alaea Surf, Unit E6 2 Bedroom Beachfront Condo. AC, Wifi, Kitchen, Pool
Ma'alaea Surf, Unit E6 - WHAT A VIEW! Sunsets on the patio (lanai)….Stunning views of the ocean and the West Maui Mountains…This 2 bedroom 2 bath second floor condo sleeps 4 on comfortable Cal King beds, and is on a property built in the unique Hawaiian tradition....
Ocean Views & Privacy! Best Value! Modern Ekolu Remodeled Home
Please email or call today!“Paradise Found” RECENT TESTIMONIALMy husband and I spent 10 WONDERFUL days in this unit at Ekolu Village for our honeymoon! We LOVED our condo and felt it was a very good deal! The community was very quiet...As the sun rose on our first...
Beautiful Mediterranean Architecture 4 BR Home in Poipu
Welcome to our South Shore Respite "Best Value" Retreat in sunny Poipu. Beautiful Mediterranean architecture home located inside the luxurious Kiahuna Golf Village community! Prime location- only 1 mile from famous Poipu Beach, 12 minute walk to shopping and...
1 Bedroom Condo w/Epic Ocean View - Kaha Lani 319
Castle Kaha Lani Resort #319 - Stand out over the Pacific in this 739 sq. ft. one bedroom oceanfront corner unit with convenient touches and island decor. Start the day off with Kauai’s beautiful sunrise before heading out on your Kauai adventure. The vaulted ceilings...
*Island Sands 512* Maui Spacious Prime Oceanfront! SPLIT A/C! Amazing Views.
New split system a/c cooling living room and both bedrooms! This 5th story unit offers gorgeous views of the ocean, Haleakala and peaceful Maalaea Bay that you can enjoy on your large, shady, private lanai which is accessible from the living room and master bedroom. The...
Beautiful, Extensively Upgraded Oceanfront Condo In Kihei
Beautiful extensively upgraded 2-bedroom/2-bathroom unit (sleeps 5). Beachfront with ocean views in a great location in the building! The master bedroom has a king bed with full ocean views. The guest bedroom has a queen and twin bed. There is a split (A/C) System with...
Makani Sands #305 Roomy 3brm Townhouse on the ocean
Makani Sands #305 is a freshly renovated & beautifully decorated 3 Bedroom, 2 1/2 Bath townhouse on the 3rd & 4th floor. With two lanais boasting incredible views of the ocean & neighboring islands of Molokai and Lanai you will have a front row seat for sunsets This...
New Upgrades! Tropical Decor Penthouse, Gr8 Ocean Views Full A/C Close 2 beach
We just completed a remodel of the condo September 2024. We hope that you will enjoy all of the new upgrades while staying at Leis of Luxury. Aloha and welcome to Leis of Luxury! When you arrive at the Kamaole Sands driveway you will be greeted by lush tropical gardens...
Spacious, Super Views, Sunsets Galore! - 30 DAY MIN ~ Hale Kohola
Summary:Spacious with beautiful Sunset ViewsThe Space:Please note, effective Jan 1st. 2026, Hawaii's Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and...
OCEANFRONT RESORT- $259 /nt - 2 Bed/2 Bath Kihei Sands Beachfront Condo-B7
From our crystal-clear mosaic-tiled OCEANFRONT PATIO & POOL, you'll be just steps from the beach - clean, sandy, unpopulated & stretching for miles in either direction. You'll find plenty shade under the table or lawn umbrellas - perfect for reading the book you found...
Wailea Ekolu 510 - Ocean Views, Private Lanais, Renovated 2-Story with Split AC!
This extra-spacious two-story town-home-styled condo has no common walls and no one above, with a premiere location at Wailea Ekolu unit 510. Enjoy panoramic ocean views from Makena and Molokini to the West Maui Mountains, from the lanai and from the inside of the unit...
Modern 2bd condo with lush, manicured greens
Welcome to Kihei Resort 227E, a charming 2-bedroom, 2-bathroom retreat nestled in the heart of North Kihei. This delightful unit offers a spacious open-concept layout adorned with modern decor, ensuring a stylish and comfortable stay for up to 6 guests. The fully...
Ocean view! 3 Bedrooms! Great Location!
Located on the 4th floor, closest unit to the elevator (which is also the elevator that is closest to the covered and open air parking lot), very spacious fully-appointed condominium with vaulted ceilings. Vented skylights, lanai with outdoor dining, showing off the...
Hale Kamaole 254 Second floor condo, easy access to best beach on Maui!
*5 Night Minimum stay required**Maximum of 4 guest only*Beautifully renovated, top floor condo on the cooler South side of the complex , away from the street noise and close to the upper pool, tennis court and BBQ area. Our condo comfortably sleeps 4 with a king bed in...
Hale Kamaole 138 Newly renovated condo easy access to best beach on Maui.
One-bedroom ground floor condo with Garden View and easy access to two pools and BBQ area. King bed in bedroom, with Murphy bed in living room - to sleep 4 people comfortably. Totally remodeled unit, new appliances, furniture and bedding throughout. Full Kitchen comes...
Remodeled Resort-Style Condo with Waterfall Views
The Cliffs is located on the north shore of Kauai on a park like setting overlooking the ocean ideal for watching summer sunsets or winter whale watching. Amenities include swimming pool, spa, tennis courts, gas barbecues and putting green. The Princeville resort...
Surrounding Island & Ocean View Paradise Condonn
Welcome to Royal Kahana 815. This spacious 8th floor 1 bedroom, 1 bathroom condo offers ocean & surrounding island view. This unit is tastefully appointed with classic tropical decor and has a remodeled kitchen with stainless appliances. The condo accommodates 4 guests....
Oceanfront Beach House - Tropical Paradise!
Oceanfront Beach House - Tropical Paradise!Our Tropical Paradise is oceanfront and conveniently located between historic Haleiwa and Waimea Bay at the world famous Chuns Reef beach. Great swimming, snorkeling, scuba diving, and surfing are right in the 'front yard.' Our...
Oceanfront Breezy Corner Condo w/ Air Conditioning by Alekona Kauai
Designed to take advantage of the cool trade winds and showcase Kauai's natural beauty, Poipu Kapili Condo #6 is the oceanfront condo you have been looking for. This two bedroom, three bathroom corner unit is stylishly decorated and can sleep up to four people.Guests...
The Pineapple Place, A gorgeous 9th floor Waikiki Apartment + Pool & Spa
Be close to the beach with the whole family at this stylish 1 bedroom central Waikiki apartment.When it comes to top locations with great views, The Pacific Monarch really stands out.This modern & stylish 1 bedroom apartment goes above & beyond usual...
Pono Kai Resort B304, Oceanfront, Walk to Town, Steps to Beach, AC
Pool Area Closure: SEP 2-NOV 2025 tentative pool closure scheduled (subject to change). The Kapaa Pool is less than a mile from the resort and Lydgate Beach ponds for swimming and snorkeling is 3.4 miles South of the resort. Discounts are automatically applied for these...
Beautiful oceanfront studio on the beach with outdoor pool & full kitchen
Kapa'a Sands 04Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This beautiful studio is right on the beach – walk right out from the back lanai any time and enjoy the beach and...
King Palm, Low rates check dates Ocean views walk to Magics Kahalu'u Free HSWIFI
Welcome to King Palm Suite at Palm HaleThe King Palm suite at Palm Hale is a spacious second-floor unit that offers stunning ocean views.Featuring one King bed in the bedroom and an additional twin bed in an extra room off the living area, this suite is perfect for...
Maui Resort Rentals: Honua Kai Hokulani 723 – Luxurious 7th Floor Oceanview Studio
Boasting one of the absolute best vantage points of any studio on offer at Honua Kai, Hokulani 723 is an undisputed gem. An optimal orientation towards the ocean and a stunning 7th-floor location combine to create a breathtaking Honua Kai studio experience. Enjoy the...
Kona Isle A4 Beautifully appointed condo. Ground Floor, Wifi, AC!
A4 at the Kona Isle is undeniably one of the BEST valued properties in the complex. Upgraded Cooktop, All Flooring, Linens, Bed, Doors, Fans, so many great things! Beautifully appointed, AC units in the bedroom, and living room, No stairs! Wifi!Netflix, Hulu Plus,...
Coastline View
Lyke Mauna Hale, a vacation home on the mountain side, sleeps up to six people. It offers split-level living with 2 bedrooms and 2 bathrooms upstairs and 1 bedroom, a playroom, and 1 bathroom downstairs with internal stairway. A large family or group can stay together...
Paradise Found! Private Lanai! Ocean view!<br>Compare our prices!!
Book today this amazing view room on the 7th floor of The Waikiki Grand. The Ocean/Beach , Diamond Head, Kapiolani Park and the Honolulu Zoo provide stunning views from your private lanai!Compare prices and book today....
Oceanfront Steps from Beach - Luana Kai A104
This beautiful direct oceanfront two-bedroom/two-bath condo is located just steps from the beach in the peaceful Luana Kai complex! Enjoy breathtaking sunsets, morning walks along five miles of Sugar Beach, and stunning views of the ocean, Haleakala, and the West Maui...
Oceanview, Air Conditioned, Centrally Located Maalaea Banyan Condo
Oceanfront 2 bedroom, 2 bath condo with a bonus loft bedroom. Oceanfront complex located near the Ma’alaea Harbor with breathtaking views of dormant Haleakala and Kahoolawe, just 20 steps away from the waters edge. The property has a pool, jacuzzi and BBQ. Perfect for...
Charming Surfer's dream Hawaiian Home near Lyman Beach on Ali'i Drive
Check out this charming family Hawaiian Hale that is full of Aloha near Lyman beach which is located in the heart of Kona. This single family home has two bedrooms and a one and half bath, (a true Jack and Jill bath) with breathtaking views from the Lanai. The main...
Waikoloa Beach Villas E32 - Gorgeous Luxury Villa Close to Beach and Shops!!
~Aloha~Our condo is located in the sunny Waikoloa Beach Resort on the Big Island of Hawaii. It's not nicknamed the Gold Coast by coincidence. It is the sunniest part of the island with the least amount of rainfall. The Waikoloa Beach Resort is 25 miles from Kona and 18...
OCEANFRONT- April 3-11 Just $189/NIGHT! Kihei Sands Beachfront Condo- A4
Are you ready to get out of dodge & join us for sunshine & breezy days, cool air conditioning, warm waters & beach living? Now's the time to book a vacation & get ready for an unforgettable family trip together. Family reunion, birthday, anniversary on the horizon? No...
Cliff House - Stunning Private Home with Ocean View and Pool and Spa
Nestled in the jungle of Huelo, our private Cliff House is a couple's retreat dream! Perfect for honeymooners or vow renewal, this spot is stunning and private with views of the ocean and Hanehoi Waterfall. Guests can expect everything they need for a romantic stay on...
1BR w/ Great Ocean Views, 1 Block to Waikiki Beach
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...
Ocean view 10th floor studio @ oceanfront resort
Welcome to Royal Kahana 1002. This 10th floor studio offers ocean & surrounding island view. This unit is tastefully appointed with classic Hawaiian decor, features a king size bed & a twin sofa sleeper. The condo accommodates 3 guests. Keep cool with central AC &...
🏖️Direct Ocean Front | Close to Town | AC | Upper Floor | vrKCV
vrKCV - Kona Bali Kai 314, Professionally Managed by Kona Coast VacationsExperience a Big Island getaway by staying at Kona Bali Kai. Kona Bali Kai #314 is an oceanfront unit with 2 bedrooms and 2 bathrooms - perfect for a small family or group of friends. Kona Bali Kai...
Pinetrees Hanalei Cottage with A/C
This delightful, two-story cottage is on the beach and to the center of quaint Hanalei town. Enjoy mountain views and the ocean from the second floor of this charming cottage. All around you is the lush foliage for which Kauai's north shore is famous. Cottage:Bedroom 1:...
Luxury ocean-view condo with 4 lanais, pool, & hot tubs - walk to Queen's Bath
Cliffs EscapeOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Never let the ocean out of sight at this beautifully renovated condo, located a short walk from the famous Queen's Bath,...
Nani Kai Hale 601 on Sugar Beach
Nani Kai Hale 601 is a 1 bedroom, 2 bath top floor condo with high efficiency split air conditioning. Light and bright tropical décor and a picture window facing the beautiful Pacific ocean. The kitchen is well equipped for preparing a quick snack or some delicious...
Fabulous Maui Condo with Stunning White Sand Beach - W35405649-2
Welcome to my romantic, tropical island retreat. My The charming vacation condo is located across from a stunning white-sand beach, Kamaole Beach II, a short walk from the condo's front door. Parking is directly in front of the condo.If you are looking for convenience,...
Kauai Exclusive - Hale Kahanalu #6 - Steps to Poipu Beach
With an epic location, cozy ambiance and serene ocean views, this suite is the perfect choice for couples or a single traveler. Positioned in the top corner of complex, you’ll have plenty of privacy, and great panoramic views.This two-bedroom, one bath suite is warm,...
139-2 Hale Aloe Great spot to spend a vacation in the sun!!
Hale Aloe, your affordable tropical getaway, remains a peaceful retreat amidst Puamana’s recovery efforts following the Lahaina fire. While the landscape has changed, this charming 2BR/2BA garden-view home continues to offer a private, comfortable oasis, just 100...