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.
STUNNING OCEANFRONT PENTHOUSE 2Bd/2Ba *Fully Renovated, Pool * Poipu Palms Koloa
This magnificent end unit Penthouse was completely remodeled with everything new just a couple years ago! The Pacific Ocean stretches out as far as you can see in front of you. You often see turtles, spinner dolphins and even whales when they are in season! Enjoy the...
Relaxing Gardens - Peaceful Retreat w/Panoramic Ocean Views
Welcome to our private, peaceful retreat on Hawaii Island's Hamakua Coast - Relaxing Gardens. Unwind and enjoy the panoramic ocean views from our home atop a hill in Laupahoehoe, Hawaii. Our lush gardens will delight your senses with color, fragrance and even a few...
Lush Garden Views, w/A/C, Lanai, Sleeps 6-HLK #23G
This 1,677 square-foot, two-story, Hawaiian-themed townhome will excite everyone to move in to this vacation space. The kitchen is a beautiful modern space with clean cabinetry and modern stainless steel appliances including a refrigerator, stovetop, oven, dishwasher,...
Pualani Villa by Gather: Luxe Princeville Retreat w/ Pool & Hot Tub
Escape to Pualani Villa by Gather, a stunning three-bedroom + den, 2.5-bathroom townhome in the heart of Princeville’s prestigious resort community. Offering a beautifully designed living space, this two-story retreat combines modern luxury with island charm, creating...
Ko Olina Kai 1083C: Contemporary 3BR, Private Lanai, Walk to Beach & Dining
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Ko Olina Kai 1083C by Gather, a...
Poipu Sands 513 - Ocean Front with Awesome View of Beach
POIPU SANDS 513 AT KOLOA KAI VACATION RENTALSOceanfront Tranquility on Kauai’s Sunny South ShoreDiscover a slice of paradise at Poipu Sands 513, a ground-floor oceanfront retreat located in the heart of Poipu. With unobstructed views of the sparkling Pacific Ocean and...
The Makai Manor - Beautiful Newly Built Spacious Home
This newly constructed home made it's grand debut August 2021. We are pleased to invite you to this stunning property. The home is located next to a beach park and has gorgeous ocean views. The neighborhood is quiet and extremely family friendly. Everything you will...
AMAZING HOTEL ZONED BEACH FRONT CONDO ON SUGAR BEACH. RESERVE WITH CONFIDENCE!
Ready for a beach vacation in paradise?!? Beach front complexes on the south shore of Maui are generally not this close to the shoreline and most are apartment zoned and may be subject to recent proposals to convert to longer term housing rentals. Nani Kai Hale is hotel...
Tropical hideaway near Kehena Black Sand Beach with WiFi & washer/dryer
Tropical Dolphin B | 31-Day MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover a dreamy tropical retreat at this two-bedroom, one-and-a-half-bath home in the Puna...
Ocean front studio condo w/views of pool, ocean & Sleeping Giant Mountainn
Great location in Kauai's Coconut Coast especially for sunrises over the ocean from your private balcony. This cozy 2nd floor corner unit condo offers guests a retreat with a king bed, views of the ocean, pool & Sleeping Giant mountain. Its sturdy cynderblock...
Maui Resort Rentals: Honua Kai Konea 929 – 9th Floor 3BR W/ Stunning Ocean Views from All 3 Bedrooms!
This exquisite three bedroom oceanview residence boasts epic views of the Pacific Ocean from its premier 9th-floor vantage point, well above the tropical foliage of the Konea Tower interior courtyard. The views are abundant throughout and even continue into all 3...
Tranquil cottage in peaceful Kohala farm setting
This studio cottage sits on 5 acres of orchard, gulch and gardens with the Kohala coast as a backdrop. The owners farm the back 20 acres with cattle, sheep, goats and chickens. We are located midway between the towns of Hawi and Kapa'au--both known for their quaint...
Brand New Luxury Maui Kamaole Condo Grd Flr D112
Mana Hale, Maui Kamaole D-112 is a totally renovated gorgeous ground floor, 1 bed 2 bath partial ocean view condo. It features a full kitchen, brand new air conditioning system, new amenities including large screen TV, Roku players, washer/dryer, workstation, and...
Wailea Ekolu 505 ~ Big Ocean Views ~ New Furnishings
Spectacular Ocean and Sunset Views!!A short walk or drive to Wailea’s best beaches.Newly furnished and well appointed home will provide an exceptional experience.Wailea Ekolu is peaceful and spacious development with dinning, coffee, shopping and Maui's best beaches...
Marriott's Kauai Beach Club - Luxury 2 Bedroom Condos
The Kauai Beach Club resort features an array of amazing on-site amenities such as a 26,000 square-foot pool rimmed with colonnades and waterfalls, a children's pool, spa, fitness center, and two 18-hole championship golf courses designed by Jack Nicklaus. The resort...
Pualani Hale: Upcountry Maui Villa with Breathtaking Views
Aloha, sorry but at this time we are not hosting to families with children younger than 12 Mahalo.PermitsBBMP2019/0006 & SUP2 2019/0003GE-081-730-0480-01 & TA-081-730-0480-01This is a BnB not a STRHOwners live on property.We encourage you to respectfully enjoy our...
Newly Updated Alii Kai Princeville Condo w/ Yard & Stunning Views
NEW LISTING: Located in the Ali`i Kai Resort in picturesque Princeville, this newly-renovated, modern condo offers 2 bedrooms with Cal King and Queen beds, 2 full baths, washer and dryer, a spacious living room, well-appointed kitchen, and dining area. The condo is on...
Keauhou Gardens - Top Floor Hideaway
Spacious top floor condo offering a nearly 180 degree ocean view from a large private lanai overlooking a free form pool and spa tub with lava waterfall.This roomy 1600 square foot unit is newly air conditioned and features a condo wide glass wall opening the generous...
Sands of Kahana 243 was $560/nt, now $425/nt
Rent with confidence. Our condo is in a resort property that is zoned Hotel and is exempt from the new Short Term Rental prohibition. We offer a very friendly cancellation policy.BEAUTIFULLY REMODELED HOME AT THE SANDS OF KAHANA! THE REMODEL INCLUDES ZONED AIR...
Privacy in Princeville with Pool, Ocean & Mountain
Nestled within the tranquil community of Princeville, Hale Kaweonui offers guests a one of a kind experience. From the moment you step inside, you are greeted with original designs with thoughtful details throughout. Ascend the custom-designed staircase with Merbau...
🌺 Support LOCAL: NEW! Mākaha Valley Home With Large Studio And Amazing Backyard
🌺 Mahalo (thank you) for choosing to support LOCAL! 🤙🏻We are brand NEW! We know you have many options available to you in this neighborhood from big corporations and companies but we promise that you will be pleased with your decision. 😊SUPER family friendly...
White Sands Village#206: Beachfront, Ocean Views, Elevator, No Stairs!
White Sands Village#206 is a spectacular addition to Knutson & Associates Vacation Rental Inventory. Welcome to the best location you can rent that's this close to the only major white sands beach in Kona! This premium unit is located on the 2nd floor & faces towards...
Private 3BR Hualalai Villa with Pool & Spa
This beautiful and meticulously maintained home situated on the 9th hole of Hualalai's Jack Nicklaus golf course with Pacific Ocean views is available for private rentals. Perfectly located, the home is just a short walk or golf cart ride (two golf carts provided) to...
Kaanapali Ocean Front 1 Bedroom! Mahana 617!
GORGEOUS VIEWS OCEAN FRONT MAHANA 617! KAANAPALI BEACH, A/CWelcome to Mahana 617! This oceanfront one bedroom, one bath condo sleeps 2-4 features stunning panoramic views of the ocean, beach and outer islands from the living room, dining area, bedroom, and lanai. Living...
Stunning Pool with Ocean View From Private Lanai 1200' Above Sea Level!
Relax and unwind in this NEW 2 bedroom, 1 bath property in the lower, self contained level of a two story home.Your complete privacy is assured as you have the entire lower level to yourself with your own private lanai (400 sq ft) and no internal stairway to the unit...
Waiulu Tropical Sanctuary: A Luxury Oceanview Estate at Hualalai
Imagine waking in the primary suite of Waiulu Tropical Sanctuary, where collapsible walls vanish to reveal ocean breezes and poolside serenity—a magical start to your Hualalai escape. Masterfully redesigned by Henderson Design Group, this 4-bedroom estate, with a...
Unique Corner Studio Condo Incredible Ocean and Canal Views!
About this space Your Ideal Vacation Stay Here! The view is awesome from this newly remodeled, spacious studio condo on the 27th Floor of the Hawaiian Monarch Hotel, just a few blocks from Waikiki Beach! This clean, modern, luxurious space is in a great location to...
Beautiful, Luxury Oceanfront Condo- Great View, A/C, Wi-Fi, Central Location
Enjoy cool island breezes, breathtaking ocean views, and whale watching in a brand new, fully renovated 3rd floor condo by the ocean. The convenient location in Maalaea leaves you minutes away from beautiful beaches, restaurants, and all Maui destinations. An open...
Ocean & Lush Garden Views, Just Steps to Poipu Beach Park, Walk to Restaurant
The Beach Place Duplex -- for people who love the ocean and beaches. Rent the main floor of this beautiful home in sunny Poipu Beach. It is across the street, just 100 feet, to Brennecke's Beach, a popular body surfing beach. Poipu Beach Park, a great family-friendly...
Maui Resort Rentals: Honua Kai Hokulani 650 – 6th Floor Oceanfront 3BR King Kamehameha Suite. 5800+ Sq. Ft. of Indoor/Outdoor Living Area!
We are proud to present this jaw-dropping 3BR/3.5BA oceanfront King Kamehameha Suite representing the pinnacle of resort accommodations on Maui. From the moment you enter this oceanfront paradise, you will be struck by its stunning 6th-floor location boasting...
Welcome to Luana Garden Villa 3D
Situated along the captivating Kaanapali Beach on Maui's western coast, Luana Garden Villa stands as the illustrious final phase of the Honua Kai Resort & Spa experience.This exclusive villa is part of a four-unit building in the newest development phase at Honua Kai...
Magical 4 Bedroom 3 Bath Home with Awesome Mountain Views
The moment you enter this extraordinary 2000 ft plus home you will be greeted by beautiful custom designed tile floors that lead to 3 downstairs bedrooms, one is a large master suite with king-bed, flat screen T.V. with full bath. The sliding doors open to the large,...
Panoramic Ocean Views-Kapalua Ridge Villas 1BR/2BA- Large 1125sq.ft.
Summary:Aloha and Welcome to Kapalua Ridge #321- a coastal chic 1bd/2ba vacation condo with Panoramic ocean, sunset, and Molokai views. We are proud to share our condo with you that was recently refreshed, very comfortable, clean, and well equipped. The vast majority of...
Cozy Tropical Retreat Guest House with AC
Our Tropical Retreat Guest House is a luxurious 1 bedroom, 1 full bath resort-style guest house located in one of Hilo’s premier subdivisions. Our guest house is truly a tropical paradise with a very spacious living area. The guest house opens up to a beautiful...
Oceanfront Luxury Living w/ Private Pool and Spa
This permitted (STVR # 19-350867) stunning 3 bed/3.5 bath home offers the comfort of a spacious, private home with magnificent ocean views. Come relax and enjoy what we hope you’ll feel is like your home away from home. We have outfitted our home with many extras for...
![Sleep to Surf Sounds & Trade Winds [or AC!] While Enjoying Your Oceanfront Home.](https://media.vrbo.com/lodging/19000000/18960000/18955800/18955754/5f6c3ef4.jpg?impolicy=ccrop&w=1000&h=666&q=medium)
Sleep to Surf Sounds & Trade Winds [or AC!] While Enjoying Your Oceanfront Home.
Our comfortable, fourth-floor, south shore condo is right ON the ocean so you will SEE --and HEAR-- the sound of the surf as soon as you open your front door. The condo, with stylish, contemporary furniture, boasts a comfortable king-size bed. Relax "at home" and enjoy...
Kona coffee farm retreat, with full ocean views near Kailua Kona!
Escape to a lush and secluded mountain retreat Kona coffee farm, just minutes away from sun-kissed beaches, Kailua and Captain Cook. Enjoy picturesque sunsets and stargaze at night. Relax in peaceful moments surrounded by full ocean views, exotic flowers, coffee trees...
Beautiful Ocean/Resort View Villa- in Ka'anapali: Westin Nanea-2 bd 2 ba
Hi! Please "CONTACT HOST" about a you are interested in BEFORE booking. Inventory is always in flux. I can reserve most dates 8-12 months out, but not always. Anything less than 8 months is hit and miss depending on the month you are interested in going. But I am always...
Maui Resort Rentals: Westin Nanea Villas 2BR Oceanfront Villa
2 Bedroom Oceanfront Villa at Ka'anapali's Newest Luxury Beachfront Resort! Located on 16 prime beachfront acres on Ka’anapali North Beach, The Westin Nanea Villas is Kaanapali’s newest beachfront resort. The resort features 390 elegantly appointed 1, 2, and 3...
Lae Nani Condo 317
Paradise awaits you in this beautiful ground floor, one-bedroom, two-full-bath Lae Nani Condo, Unit #317 on the beautiful Garden Isle of Kauai!Located on Kauai’s beautiful Coconut Coast (East side), this Condo has all the amenities you would ever need for a restful...
DIRECT BEACHFRONT WAILEA PANORAMIC OCEAN & OUTER ISLAND VIEWS 4Bd 3BA 3892 s.f.
4 Full Bedrooms & 3 Full Baths; Total 3892 S.F Beachfront Wailea: Ocean Panoramic & Outer Island Views, Penthouse K-208READ ALL OUR REVIEWS for Your Best Insights.The Wailea Beach Villas Finest Upgrades. Complete Renovation. Contemporary Sleeps Comfortably up to 8...
Maui Resort Rentals: Honua Kai Hokulani 814 - Top Floor 1BR w/ Partial Ocean & Mountain Views!
This beautifully appointed top floor "penthouse" suite boasts one of the best one-bedroom locations available at Honua Kai. Enjoy generous partial ocean views from the balcony and primary bedroom in addition to great views of the verdant West Maui Mountains. This suite...
Stunning Ocean View In Luxury Home In Keauhou Estates
Enjoy spectacular 180-degree ocean views from this 3 bedroom, 3700 square foot luxury home in Keauhou Estates on the Big Island of Hawaii. The house has an open floor plan, marble floors throughout most of the main living spaces, and large rooms with tasteful and...
Luxury Living in Allure Waikiki with Free Parking
Indulge in an elegant and spacious 1 bed 1 bath plus powder room with large balcony luxury condo unit in the prestigious Allure Waikiki. The unit is conveniently located at the edge of Waikiki. A premiere destination for world class shopping on Kalakaua Avenue's luxury...
Absolute Oceanfront on Ancient Lava Cliffs! Whales, dolphins, turtles!
Swap the daily grind for luxurious absolute oceanfront tranquility with an escape to Paradise Breeze Retreat in Keaau, Hawaii. Only a 25 minute drive from Hilo Airport but a world away from stress. Stunning panoramic oceanfront views from every room and the audible...
Cute Seaview Studio! Steps from Kamaole 2 Beach & Pool 🌺 Maui Banyan Resort
Relax in our cute studio apartment at the Maui Banyan Resort, just a few steps from the gentle, sandy shores. Take in glimpses of the ocean from the lanai and embrace the aloha spirit.✓ Right across the street from Kamaole Beach II✓ Kitchenette w/ microwave + fridge...
Ocean View - 1 Bedroom - Hyatt Ka'anapali Beach - Full Resort Access
Enjoy a luxurious stay for a fraction of the cost. Typical savings range from 30-70% when comparing our rates to direct resort bookings. All of our units are managed and maintained by the resort. Upon arrival, guests will check-in at the resort’s front desk using...
Luxury 2 bedroom in Waikiki!
Welcome! We hope you enjoy the newly renovated and spacious 2 bedroom/2 bathroom. This high-floor unit has an amazing wrap-up lanai deck featuring 180 views of Diamond Head, the ocean, the mountains, the sunrise, sunset, and metro Honolulu. You’ll be a 10-minute walk...
Large 3-bedroom condo in Kona Coast Resort with AC, WiFi, fitness room - NEW!
Kona Coast Resort #1-301 is a 3 bedroom, 2 bath condo with fantastic ocean views and all of the amazing amenities of a 5-Star Resort! Enjoy two swimming pools, three spas, a sauna, a playground, tennis/pickle-ball courts, volleyball courts, and two fitness centers.Relax...
Ocean Front Condo at Kanai A Nalu
WELCOME to Our Beautiful Ocean Front Condo at Kanai A Nalu, on the quiet side of Maui. Our ocean front unit, located on the third floor overlooks the grounds Lush Tropical Garden as well as the Crystal Blue Waters of Maalaea Bay. Kanai A Nalu is a beautiful beachfront...