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.
Spacious, Super Views, Sunsets Galore! - 30 DAY MIN ~ Hale Kohola
Summary:Spacious with beautiful Sunset ViewsThe Space:There is a 30 Day Minimum Rental is Required for this property. Hale Kohola, “The House of the Whale” is situated on 3 acres in an ideal location on the Kohala Coast, with panoramic views of the ocean and...
OCEANFRONT RESORT- $259 /nt - 2 Bed/2 Bath Kihei Sands Beachfront Condo-B7
Whale Season is back on Maui! Bringing unforgettable moments and breathtaking views. Combine that with our REDUCED WINTER PRCING and you've got the recipe for a truly memorable island escape!From our crystal-clear mosaic-tiled OCEANFRONT PATIO & POOL, you'll be just...
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...
Kauai Exclusive - Pili Mai 5L - Four Bedroom Suite - AC, Pool & Fitness Center
Enjoy this brand-new, two-level suite with plantation-style architecture. Pili Mai 5L is a spacious 4-bedroom, 3.5-bathroom condo featuring two master bedrooms with ensuite bathrooms, upgraded amenities such as A/C, Marbau flooring, granite countertops, Bosch...
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: January 6 to January 31, 2026. 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 dates.Oceanfront one bedroom plus a...
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...
KIHEI AKAHI - REMODELED, AC, 4K TV, KAMAOLE BEACH!
E Komo Mai to our brand new remodeled two bedroom ground floor unit artfully designed with you in mind! This Unit, tucked away in the beautifully landscaped Kihei Akahi Resort, is only steps away from the famous Kamaole II Beach.This is one of the few 2 bedroom units of...
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
Whale season is in full swing, and so are our prices - taking a dive to give you the best deal of the year! Come watch these giants from your oceanfront condo, soak up the sun, and enjoy winter on Maui like never before!Now's the time to book a vacation & get ready for...
Cliff House - Stunning Private Home with Ocean View and Pool and Spa
Nestled in the remote 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...
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:...
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...
Oceanfront Maui Paradise | Sunsets | Whale Watching | C10
Experience paradise at Ma'alaea Surf C10, a luxurious 2-bedroom, 2-bathroom oceanfront condo offering breathtaking sunset views and prime whale watching during winter months. This thoughtfully designed vacation home features a spacious open-concept living area, a...
Fabulous Maui Condo with Stunning White Sand Beach - W35405649-2
Kihei Beach Condo, Romantic Kamaole II White Sand Beach, Huge Pool - W35405649-2Welcome to my romantic, tropical island retreat. The charming vacation condo is located across from a stunning white-sand beach, Kamaole Beach II, a 2 minute walk from the condo's front...
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...
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...
Honu Hale: Exquisite Kona Vacation Home with Pool, Hot Tub & Oversized Chess Set
Aloha and welcome to Honu Hale by Gather, your Hawaiian home away from home. This luxury Kona vacation home is located in an upscale neighborhood just 2 miles away from Magic Sand Beach, Kahaluu Beach Park, and downtown Kona. Honu Hale has 5 bedrooms, 3.5 bathrooms and...
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,...
Oceanfront Oasis with Stunning Views 2BR 2 BR
Take advantage of this newly listed direct Oceanfront Condo with stunning views. My updated condo features unobstructed views of Maui's beautiful turquoise waters with Molokai and Lanai in the background. The striking panoramic views will immediately put you in your own...
Enjoy Beachside Living! Relax at the Popular Colony Surf #307
*Check-in Assistance Fee for Colony SurfFor check-in assistance outside of Aska Gateway's operating hours (9 am - 5 pm HST Monday through Friday) and on federal and state holidays, the check-in assistance fee is $200 (plus tax).**There is a water shut-off scheduled in...
Dlx Beachfront Maui 2-Bedroom Condo...Steps to the Sand!nWest 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. 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 Spacious...
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...
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,...
Experience Maui Sunset A504: ocean views, spacious living, and resort amenities!
Maui Sunset A504, great location with peaks of the ocean! This 1bedroom/2bath condo offers the perfect getaway. Plenty of room for a small family or couples traveling together.Enjoy indoor/outdoor living with private lanai. Take in a peaceful Maui morning while sipping...
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 View
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...