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.
Kona Reef#A-7: Direct Oceanfront Corner Unit,Newly Remodeled, AC,Walk to Town
Completely Remodeled First Floor Corner End Unit, One of the Best. Direct Oceanfront. THIS IS ONE OF ONLY 2 UNITS THAT HAVE LARGE LIVING SPACE 2 FULL BATHROOMS AND WINDOWS GALORE!Enjoy Split system AC that's Quiet AC & cools the bedroom or the living room or both!...
Zen Oasis Waikiki - Oceanfront Penthouse
Wake up to endless ocean horizons! This Zen-inspired penthouse marries sleek design with soothing décor for a truly restorative stay.Private lanai overlooking Waikiki BeachKing-size bed & fast Wi-Fi for work-cationsSteps to surf, dining and nightlifeAs Superhosts we...
Kaanapali Villas, Oceanfront Luxury Maui Condo #180
We welcome you to stay and relax in our well appointed oceanfront luxury, villa. Our villa offers breathtaking ocean views and is decorated with the finest touches. This one bedroom villa accommodates only two adults. The gourmet kitchen features custom cabinets, GE...
Poipu Sands 116 - Ground-Floor Condo with Pool & Hot Tub Access, Steps from Stunning Beaches
Summary:Ground-floor ocean-view condo just steps from Shipwreck Beach. Poipu Sands 116 offers a spacious two-bedroom layout, private lanai, pool and hot tub access, and complimentary Poipu Beach Athletic Club membership. A relaxed South Shore retreat close to beaches,...
Villa Kai Lani - Oceanfront Poipu Home with Pool, Spa & AC
Located on the dramatic Poipu Beach coastline, this distinctive estate among our Kauai oceanfront rentals offers its guests breathtaking views, unique architecture and a spacious layout. The five bedroom residence opens up to the ocean and is designed to fully take...
Ocean Front, Kuhio Shores, 30 ft = 9 m from water! A/C
ON THE OCEAN condominium "Turtle Haven" steps from the sea near Poipu with spectacular views. Swim, surf, snorkel, sunbath or just relax in a peaceful corner of Kauai Island. Dazzling views of the tropical Pacific Ocean welcome you as you step in the door. Your unit...
Luxurious, Remodeled 2-bed/2-bath, Wrap-around Lanai, Short Walk To Beach!
Bright, Airy, Spacious 2-bed/2-bath, Ground Floor - Aloha & welcome to Makanui @ Poipu Kai Resort. This wonderfully appointed 2-bedroom, 2-bathroom ground floor condo features an upgraded kitchen and bathrooms with granite countertops, stainless steel appliances and...
Sugar Beach Resort Condo w/ Shared Grill, A/C-Surf, Bike, Golf, More
Sugar Beach Resort 225Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Summer Reduced! Gorgeous Ocean and Pool View Villa O503!
Ocean Tower villa 503 has a gorgeous view over the pool to the ocean! This villa offers Hawaiian touches and high-end furnishings throughout. This villa is great for families or couples looking to get away! Photographs are of the actual villa.- 1,575 sq ft of living...
OCEANFRONT CONDO - $359-May 15! Kihei Sands Beachfront Condos-B8
We can't wait to welcome your party of 4 to Kihei Sands Beachfront Condominiums B8 in sunny South Maui! Condo B8 is a 2-bedroom, OCEANFRONT townhouse-style condo on the 2nd level (no elevator) with stunning views of Haleakala, West Maui Mountains & Pacific...
Wailea EKAHI 28C 2 Lanai's Ground LEVEL, OCEAN VIEW
COMPLETELY RENOVATED WITH GREAT LOCATION . WONDERFUL MORNING AND EVENING OCEAN VIEWS. LOCATED NEXT TO ONE OF THE 'QUIET' POOLS FOR AFTERNOON COOLING OFF. PLEASE NOTE :**The State of Hawaii will most likely be increasing the transient accommodation tax by .75% effective...
Charming Blue & White Beach Bungalow! A/C washer/dryer. 200 yards to the beach!
This condo is decorated and furnished with a comfortable tropical, 'home-away-from-home' feel. Since it is family-owned, we take great pride in keeping it immaculately maintained. The on-site management team, Castle Resorts & Hotels, will ensure that during your stay...
Paradise! Peaceful Oasis & Ocean View! Walk 2 Magic’s Beach! Free Parking! + AC!
Aloha! Come experience this spacious, 2nd floor, 2-bed, 2-bath tropical gem at White Sands Village Condominiums!! See our walk-thru VIDEO on YouTube!! https://youtube/37QtTgWOpoA (Sorry! A VRBO issue will not allow a hyperlink!) A fabulous location - just across the...
Surf and Racquet Club Paradise with Pickleball Courts/Pool/Air Conditioning
TIKI HALE LUA welcomes you to a beautifully uodated 2 BR / 2 BA Townhouse at Keauhou Kona Surf & Racquet Club. Our townhome, in this oceanfront complex, exudes pride of ownership with beautiful & comfortable furnishings, art work, entertainment systems, items for beach...
🏖️Ocean Front | Beautifully Appointed | Gated | vrKCV
vrKCV - Villa Kai at Kona Bay Estates, Professionally Managed by Kona Coast VacationsExperience Island Luxury at Villa KaiDiscover the essence of Hawaiian living at Villa Kai, a luxurious oceanfront villa that offers unparalleled comfort, privacy, and breathtaking...
Maui Resort Rentals: Marriott's Maui Ocean Club 2 BR Oceanfront Suite
Freshly Renovated 2 Bedroom Oceanfront Suite at Marriott's Maui Ocean Club. When you can’t afford a mediocre Maui vacation! Family time is limited, make the most of your vacation time with an out of this world Ocean front experience. Why pay for a small hotel room when...
Kuhio Shores #412 - Amazing Panoramic Top Floor Views and A/C!
This one bedroom one bath oceanfront unit is on the fourth floor of Kuhio Shores condominium located in sunny Poipu, Kauai. Fronting a sandy bay this four story complex offers some of the best ocean views, swimming and snorkeling available in Poipu! The interior of this...
Forever Ocean Views. Best Deal on Maui - Lowered Rates!!
Our Villa is located in Building 28 at The Ridge. It is one of the 2 best located of the 29 buildings at The Ridge. The Villa has 2-bedrooms and 3-bathrooms and everything including access to the Villa is ground level. The master bedroom has a king size bed (with the...
❤️PiH❤️OHANA TREASURE★ Closer to KaMilo Pools★ Bikes & Beach Gear
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Ohana Treasure, a part of our Hawaiian Luxury Collection.Ohana Treasure at KaMilo is a wonderful 4 bedroom home in the exclusive Mauna Lani Resort.We pride ourselves on provide some of the most sought after...
Snuggled against the ocean! Waterfront condo #119
Unit 119 is ocean front and truly you cannot get much closer to the Cove and the water. This unit has extraordinary views of the Cove turtles, spectacular sunsets with breathtaking sceneries for photo taking from the lanai. This unit has been home away from home for our...
Kulani - 2 bd Spectacular Views, A/C, Pool, WI-FI
Spacious air conditioned, two bedroom-two bath condo; a tropical paradise in the heart of Hilo. Comfort with Aloha.Kūlani—close to paradise in Hawai’ian.Kūlani and the peace and tranquility of its tropical setting are your welcome to Hilo. — Three private lanais...
APRIL BLOWOUT ONLY 229/nt Oceanview TWO bedroom-TWO baths. Read our reviews.
UNIT # 1-404 is located in a PRIME LOCATION IN BUILDING 1 just across the street from the world known Kamaole Beach III Beach Park. Beautiful swimming beach with wide pockets of gold sand , breathtaking sunsets, picnic tables, a large grass area and a nice playground....
Lovely Appointed Studio With Ocean & Mountain Views - Location, Best In Kihei
****LAST MINUTE 15% DISCOUNT - for reservations between Nov. 22 and Dec. 25. Please inquire with the manager, Barb.****The Maui Banyan is NOT impacted by the potential legislation regarding short term rentals on Maui.*****See our additional one and two bedroom options...
Maui Resort Rentals: Honua Kai Hokulani 533 – Upgraded 5th Floor Oceanview Studio
Peace and tranquility await your arrival at Hokulani 533, a spacious and luxurious oceanview studio that provides impressive vistas of the Pacific Ocean and solitude from the prevailing trade winds. This Honua Kai gem features recently upgraded flooring, new enhanced...
Stunning Maui Condo with Ocean Views – Your Tropical Paradise Awaits!
Beautiful ocean-view condo E309 (E Building). Non-Smoking. Our sun deck outlooks to the beautifully manicured Papkea gardens. Koi fish ponds, pools and a perfect view of the ocean. This condo comes with everything you need including a fully equipped kitchen, a...
Direct Beachfront with Spectacular Oceanviews!
Hosted by VacaMauiWe chose Milowai in Maalaea due to it's fantastic convenient and direct oceanfront location. It is only 20 minutes to almost anywhere on the Island and we love to see and do it all.The unit is on the ground floor directly on the ocean and is literally...
Maui Resort Rentals: Honua Kai Konea 304 – Expansive 2BR w/ Partial Ocean & Mountain Views!
Konea 304 is an expansive two-bedroom suite that offers guests the best of both worlds. Enjoy beautiful partial ocean views, as well as stunning views of the West Maui Mountains right from the comfort of your spacious lanai.As the very first two-bedroom back from the...
Beautiful Ocean view Hawaiiana style 1 bedroom condonn
Welcome to Royal Kahana 714. This spacious (777 square feet with a 150-square-foot lanai) 7th floor 1 bedroom, 1 bathroom condo offers ocean and pool views. This unit is tastefully appointed with classic Hawaiiana decor. The bedroom features a king size bed & the living...
Maui Resort Rentals: Marriott's Maui Ocean Club 2 Bedroom Oceanfront Villa
Two-Bedroom Oceanfront Villa at Marriott's Maui Ocean Club - New Lahaina or Napili Towers! With its premier location, luxurious accommodations, and sprawling tropical grounds, Marriott Maui Ocean Club is a perennial Maui favorite, delighting couples and families with...
Amazing Ocean view on the 9th floor Beach Villa O-911!
Wake up to panoramic ocean views from the 9th floor of the Ocean Tower at Ko Olina Beach Villas Resort. This upgraded 3-bedroom, 3-bathroom villa is just steps from Oahu’s most beautiful lagoons and beaches—perfect for families, couples, or group getaways. Enjoy a...
Beautiful Oceanfront Kona Bali Kai 3rd Floor Condo
Imagine yourself with a cool tropical drink in hand, relaxing on your private lanai just 30 feet from the ocean . . . the warm ocean breeze blowing through your hair, and the calming sound of the waves washing ashore . . . this doesn't have to be a dream! It is the...
Napili Shores H-167 - Steps to Napili Bay - Complimentary Activities Every Day!
Napili Shores Resort H-167 - 1BD/1BA Perfect for family vacations, the lanai of this air-conditioned ground floor one bedroom / one bath Napili Shores condominium extends into the grass and landscape of Napili Shores Resort. You will be only a few steps to the white...
Pili Mai Family Condo 5K, 3 Bedroom, 3 Bath, Mountain View, Large Lanai
Pili Mai is the south shore's newest development and adjacent to Poipu's ocean view Kiahuna Champion Golf Course. The perfect place to get away for family and friends. This spacious condo provides the backdrop for creating amazing memories you will be talking about for...
Custom Home Walking Distance to the Grand Hyatt and Shipwreck Beach
Privacy and seclusion are the highlights of the Rusty Sunrise vacation rental, a palatial three bedroom and four and a half bath luxury home in the Poipu Kai Resort community. This home is a short walk to the Grand Hyatt and its first-class restaurants and shops. It is...
Halii Kai 12B: 2 BR, 2 BA Condominium in Waikoloa, Sleeps 6
The Halii Kai 12B villa located in the Waikoloa Beach Resort is nothing short of spectacular. It has a stunning ocean view across the signature hole of the Waikoloa Beach Golf Course. The lanai is the perfect place to watch the sunset after a full day of activities. It...
Spectacular OCEANFRONT Only 10 Steps From Beach
** PLEASE NOTE: Sugar Beach Resort pool will be closed from SEPT 8th - SEPT 24th for annual maintenanceIndulge in the ultimate relaxation as you unwind in the luxurious embrace of your California King bed, serenaded by the soothing melody of waves gently crashing at...
Updated ocean view retreat near Poipu Beach; A/C, pool, gym and restaurants.
A Perfect Day in Paradise...Greet the morning with freshly brewed coffee on your spacious lanai with expansive garden and ocean views from this top floor unit. Making breakfast is easy in your bright, beautiful open kitchen with stainless steel appliances. Then pack up...
Garden view condo just steps to white sand beach
Hono Kai C10 is a 1-bedroom, 1-bathroom, 3rd-floor condo that offers tropical views from your private lanai, high-vaulted ceilings, and ceiling fans in the living room and bedroom. This property does not have elevators. Unit C10 can accommodate up to 4 guests. The...
Gorgeous, Ocean Front, Walking Distance to 3 Beaches! Kapalua Bay Villa #29B3
Kapalua Bay Villa 29B3 offers a rare opportunity to enjoy refined oceanfront living in one of Maui's most exclusive resort communities. This impeccably maintained 1-bedroom, 1.5 bath villa is positioned to capture sweeping views of the Pacific, with floor-to-ceiling...
Newly Renovated, Spacious, Emmalani Court #214 with A/C
Emmalani Court is a resort condo property situated on the Makai "Oceans" golf course. This spacious, 1100 sq ft,. two bedroom condo is an excellent home base for your Kauai adventures. Whether you are into relaxing by the pool with a book or venturing out on a hike or...
Beautiful Ocean Views from Premium Newly Remodeled Top Floor Unit: Papakea J401
Come to Papakea J401 for your perfect Maui vacation! Amazing view of the ocean, from the 4th/top floor, corner unit. You’ll enjoy whale season or sail boats from your private lanai with dining table and lounge chair. J401 is a short walk to the pool, spa,...
Stylish 1BR Apartment with AC, Full Kitchen & W/D - Just Steps to the Beach
Welcome to our newly renovated 1-bedroom apartment in Kailua, Oahu. This rental offers everything you need for a comfortable stay, providing a family-friendly atmosphere that will make you feel right at home.Whether you prefer to barbecue on the covered lanai or take a...
Lae Nani 113. Swimmable Beachfront! Ground Floor with A/C, renovated, accessible and convenient.
Summary:Swimmable Beachfront! Ground Floor with A/C, Renovated, Accessible and Convenient.The Space:This newly renovated, ground floor condo is next to the pool. Only steps to bar-b-ques, beach and pool. Great sunset views. Watch your family from your lanai while they...
'Fern Cottage' Island Escape with Rainforest View!
Have the ultimate Hawaiian getaway by staying at this vacation rental studio. With a beautifully appointed living space, this alluring cottage is ideal for a couple or small family out for a memorable tropical retreat. Nestled in a lush rainforest just 6 miles from...
Impeccable 2-Bedroom Villa near Hanalei Bay's Pristine Sands
This elegant stand-alone villa nestled in the treetops features walking paths to several beaches, including the famous Hanalei Bay. It looks out to the emerald mountains and the Makai Golf Course. It’s tranquil and private yet close to it all, including the Bali Hai...
Princeville Condo with AC, Pool, Garage, Beach Gear 27B
Set amidst lush, garden landscape and just steps from the resort's tropical pool and poolside lounging area, this beautiful Princeville vacation home can be your base for all the activities Kauai has to offer, or you can spend your days relaxing, meditating or heading...
Konea 501 at Honua Kai Resort~ BBQ on Private Lanai With Frontline Ocean Views
Welcome to Konea 501, where large and luxurious interiors await you alongside breathtaking frontline ocean views! As the top unit of only five 2-bedroom suites at the Honua Kai with direct ocean views and private outdoor kitchens, Konea 501 boasts a premier vantage...
Maui Resort Rentals: Honua Kai Hokulani 618 - 6th Floor 1BR w/ Partial Ocean & Mountain Views
Hokulani 618 is a spacious and luxurious one-bedroom suite that offers views of the tranquil blue Pacific Ocean as well as views of the lush West Maui Mountains from its large lanai. Enjoy the views because this is one of the few one-bedroom suites at Honua Kai with...
Ocean and Lava View from 400 sq ft Off Grid House- Amazing sunrises & Sunsets
We call it the Octopus house - and sometimes Pulpo or Tako for short. This is a tiny off grid house! Quaint and comfortable with power, hot and cold running water and a full bathroom, that s 1500 feet from the ocean cliffs, a short walk and great place to fish from or...
Ground floor condo with WiFi, lanai, shared pool, pool spa, hot tub, tennis
Shores at Waikoloa 108Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Live your best life at this stunning ground-floor condo in the heart of the action here at Shores at Waikoloa!...