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.
THIS DOESN'T GET BETTER....Welcome to PARADISE! YES YOU CAN HAVE IT ALL! HEAVEN!
JUST INSTALLED SPLIT AIR CONDITIONING IN ALL THE ROOMS... ULTIMATE IN COMFORT, BRAND new 75" smart tv.... in 2022; New floors, paint, doors, linens, furniture, lights in fans, and and more;). this PERFECT LOCATION TO THE BEACH.... AMAZING MEMORIES, JUST TO START;)...
Ocean View - Studio - Westin Kaanapali Ocean Resort Villas North - 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...
Luxurious 2BR/2BA in Poipu, Kauai: Island Paradise Awaits at Nihi Kai 507
Experience Island Paradise at Nihi Kai 507 in Poipu, Kauai! Relax and unwind in this professionally decorated and remodeled, well-appointed, highly sought-after 2BR/2BA split-level condo. Equipped with AC in both bedrooms and all living areas, you will enjoy your stay...
Savor The Best - Beautifully decorated with Golf Course And Ocean Views
Come enjoy Paradise the way it was meant to be experienced, in this 4 bedroom, 3.5 bath Luxury home in the new KaMilo development. Nestled at the edge of the 11th green of the Francis H. I'i Brown North Course, this unit's stunning Golf Course and Ocean views await the...
Hale Kamaole 218 Second floor condo, easy access to best beach on Maui!
Good Ocean View and mountain View. Very updated condo with extra spacious kitchen cabinets. New walk-in shower with remodeled bathroom cabinets. King bed in bedroom and queen hide-a-bed in living room. Rattan bedroom furniture. Comfy furniture in living room. Full...
5 Star Must See C102 Maui Eldorado Kaanapali
Aloha! We welcome you to enjoy your next vacation at the Maui Eldorado Kaanapali C102 in this designer decorated 1 bedroom vacation condo - perfect for a couple, or a family up to four! This newly remodeled condo was just completed in end of 2020 with wood tile...
Snowbird-friendly oceanfront condo with heated pool, lanai, and amazing views
Poipu Shores 101COur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Don’t just vacation in Hawaii, live in total luxury at Poipu Shores 101C with central air-conditioning and...
Newly renovated piece of paradise. Experience Old Hawaii at its best.
Located just past the town of Hawi in North Kohola, this historic Plantation House dates back to the 1940's when the Union Mill company farmed the land for sugar cane. It once belonged to the plantation doctor. Our renovation has focused on maintaining the style and...
Aloha Villas 1 Breathtaking Ocean View, Steps to the Beach, Great Location
Escape to serenity at Ehaki Villa, your beachfront oasis in South Maui. Wake up to the sound of crashing waves and breathtaking ocean views. Imagine sipping your morning coffee on the private lanai, the gentle ocean breeze whispering through your hair as you gaze at the...
CLOUD 9 BEACH HOUSE, Walk to Beach, Oceanview. Many Amenities, Very Clean, Legal
Big Discounts for Last Minute BookingsYour support is appreciated as a small private family owner who lives on Maui instead of renting from a large management company.Welcome to our 3 bedroom, 2 bath Cloud 9 Beach House right on the edge of Wailea. This property is...
Perfect Getaway! Newly Updated Condo! Steps to Beach & Dining! Read our Reviews!
Escape to paradise in our beautifully renovated one-bedroom condo in the popular Kihei Alii Kai complex in South Kihei! Just a one-block stroll from the golden sands of Kamaole Beach Park I, our "home away from home" is the perfect retreat for couples seeking a relaxing...
North Shore Oahu: Stunning Beachfront Custom Home
Welcome to our custom-built beachfront home on Oahu's picturesque North Shore! This stunning property is designed to provide you with the ultimate beachside retreat, complete with breathtaking ocean views.As you step inside, you'll be greeted by an open and spacious...
Kehena Beach Oceanfront Retreat - Incredible Views of Ocean from Every Room
Discover the ultimate oceanfront retreat on the Big Island at Kehena Cliffside Estate — a private, gated luxury rental designed to showcase breathtaking views of the Pacific Ocean from nearly every room. Nestled along the dramatic cliffs of Kehena, this spacious...
Hale Moana | Ko Olina Beach Resort!
Summary:Kick your feet up at Hale Moana in Ko Olina, the newly-renovated villa perfect for your paradise vacation. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Professionally and locally designed, this condo captivates Kapolei's...
Oceanfront Beach House Makai
Minimum 30-day consecutive rental required. Please contact the Host for availability. Oceanfront 3-bedroom home on private, gated property. This unique property offers year-round swimming, private beach access, and astounding ocean and mountain views.This unique,...
BEACHFRONT LEGAL PRINCESS CONDO VIEW FREE PKG/WIFI, POOL,HOT TUB,TENNIS/PICKLE 6
*See AC info below please!FREE PARKING & HI-SPEED WIFI! NO RESORT FEES!BEACHFRONT! AWESOME! 180º UNOBSTRUCTED OCEAN & SUNSET VIEWS! LIGHT, BRIGHT, AIRY, AND SUPER CLEAN CONDO THAT SLEEPS 4! POOL, HOT TUB, TENNIS, PICKLE BALL, PING PONG—2 OUTSIDE SHOWERS & BBQ...
🏖️Oceanfront 5 Bedroom Home | Pool | Close to Beaches | vrKCV
vrKCV - Hale Kipa, Professionally Managed by Kona Coast VacationsSituated directly on the ocean, this 5-bedroom 3-bathroom home has a gated entry and is located on Alii Drive, close to beaches, shopping & all the activities that the Big Island has to offer! The main...
Luxury 3br Poipu Estates Home w Private Pool
This home is a true Poipu gem. Located in the Poipu Beach Estates neighborhood, this home features a spacious open floor plan with a covered lanai. The kitchen flows seamlessly into the living area creating the perfect place to gather and “talk story.” All of the...
AC!! Stunning Ocean Views - Walk to the beach #133-134
Cleaning is always a top priority and we are committed to ensuring the safety of our cleaning staff and guests. In addition to our normal full cleaning extra disinfecting includes all highly touched areas such as handles, knobs and switches. This condo has everything...
This Pic is Your Gorgeous Ocean View~Top Floor~Beachfront~Free parking, WIFI, AC
Aloha and welcome to our TOP FLOOR, gorgeous panoramic OCEAN VIEW, ISLANDER ON THE BEACH unit 341 in Kauai. Direct ocean view unit! This is a beachfront property. You are steps to the white sand Wailua beach. You get this ocean view everyday!Our unit offers the exact...
OCEANFRONT- THE WHALES ARE HERE! Kihei Sands Beachfront Condos - A9
Are you looking for a quick trip to Maui for a special occasion - or just need to get away? If you're looking for an unpopulated spot with a 3-8 mile drive of dining, shopping & nightlife, Kihei Sands is the spot for you! Come to paradise and stay in our popular,...
Totally renovated, closest to the beach! Last minute specials!
TOTALLY RENOVATED & CLOSEST TO THE BEACH!! Welcome to Ekahi 20e! Our total renovation is now complete! After a day at the beach, relax on our super comfy furniture and watch our 50" Sony Bravia smart tv , or enjoy your playlist using our Yamaha Bluetooth sound bar. All...
Home Away from Home, totally renovated.
We have fully renovated the unit as of December 2013, and decorated it in a Hawaiian motif. We've installed new all wood cherry kitchen cabinets, granite counter tops, appliances, and kitchen utensils. Along with new paint throughout the condo. Both bathrooms have been...
Beachfront ,Groundfloor, Oceanfront Corner unit 114 - Steps to the Beach!!!
still dates available in November 2025!!!! Discounts and good ratesUnit 114 is beachfront Kihei -w perfect sunsets and wonderful fresh mornings - Remodeled and upgraded w/ granite countertops, new cabinets, crown molding- our unit is new ! Stainless appliances- Plan to...
Ko’Olina Kai 1041Fn30 day minimum rental in beautiful 2 BR ground floor villa.
This professionally decorated first floor end unit is located in a gated community just a five minute walk to the golf club or the shops at Ko'Olina Station. Each bedroom features a King Bed with lots of pillows, and ample closet space. There are two big screen TVs...
Puu Poa - Magnificent Oceanfront Condo
*Updated Magnificent Vacation Home* Incredible Ocean Views, Sounds, & Breezes* Directly on the Ocean, Bali Hai views* Updated Kitchen, Hard Wood Floors* High-speed Internet, 60 inch and 40 inch HDTV with extensive premium cable channels plus Netflix* New Furnishings,...
Luxury Mauna Lani Resort Villa - Beach Access!
Escape to the 'Paradise of the Pacific' with a stay at this idyllic 3-bedroom, 3-bath Mauna Lani villa! Guests will enjoy all of the comforts of home, as well as community amenities like an outdoor pool, spa, and historical fish ponds and trails on-site. This Kamuela...
Oceanview Poipu Studio Condo with Pool, Gardens, Steps from the Ocean!
We welcome you to our little piece of paradise!Our lovely, oceanview, air-conditioned condo looks out on Prince Kuhio Park and beyond to the beautiful Pacific Ocean. Our place is the perfect honeymoon destination or a romantic getaway . . . . Enjoy ocean views and...
Upgraded! Steps to Kamaole II Beach, Sunset Views, Pools & Tennis #H505
Your dream Maui vacation awaits you at this beautifully upgraded condominium located across the street from Kamaole II Beach Park. Surrounded by lush tropical landscape, Maui Banyan is just steps away from restaurants, shops, and ocean activities. The island of Maui...
Right on the water! End Unit! C206
For the most memorable vacation, come stay with us at C206 Lokelani! C206 is the closest two bedrooms unit to the beach access. This 1350 sq. ft. unit has 2 bedrooms and 2 full bathrooms with large ocean front lanais on each level. The townhouse style will accommodate...
Cute, Peaceful Budget-Minded Studio Condo with full kitchen and Hawaiian Decor
Located on the Princeville Resort Makai Golf Course, this peaceful, Hawaiian style 600 Sq Ft condo has a private lanai, dedicated parking and a pool on site. Between the golf course and the lanai is the Queen's Carriage tree tunnel trail where you can walk in about 5...
Prince Kuhio Poipu ~ Ocean View, quiet, comfortable, end unit-ground floor
Welcome to Kauaʻi's sunny Poʻipū. Enjoy a cozy comfortable stay in our superbly situated ground floor quiet, private end unit. This studio opens onto an east facing lanai with gentle trade winds overlooking the historical Prince Kuhio Park. Enjoy a slice of the...
A Princeville Suite for all your Needs
This comfortable island suite is only 15 minutes from magnificent Hanalei Bay and just a short stroll to Queen's Bath, Hideaways, and Aninni Beach. And a short distance to shopping and restaurants. This charming suite has a large living, dining area and one bedroom with...
Spacious 3 BR, Walk to Best Beaches & Shops in South Kihei! Sleeps 8
'The Very Best Location on Maui !' Our Kamaole Beach Royale offers three bedrooms and two baths in 1380 square feet of comfort and privacy! Walk to shopping, restaurants, and the best beaches on Maui! Watch our Virtual Tour (video tab is next to the photo4s tab) .for an...
Updated Oceanfront Condo with Stunning Views, Lanai, & Beach Access #614
*Panoramic Ocean, Sunset and Winter Whale Views*Favorite Beach Location*Updated, Clean CondoMana Kai 614 is a gorgeous, upper floor condo in a highly sought after building. Full ocean view, this home was recently updated with new kitchen and bathrooms. All convenience...
Kaanapali Royal Luxury Spacious Condo with Ocean View (sleeps 4-6)
First time offered as a rental unit! Walking distance to Kaanapali Beach (voted one of the best beaches in America) and Whaler's Village, a popular dining and shopping complex! The spacious, over 1700 square foot property sits on the 16th fairway of the Royal Kaanapali...
5A - 2 Minute Walk to the beach/main pool, well-equipped, see reviews!
Hawaii Tax ID: W66713090-01 Oceanfront complex, one-bedroom, two-bath, single-level, ground-floor unit. REMODELED.Quiet location. NO TRAFFIC NOISE (you are in paradise there should be none), very close to beach and main pool pavilion (2 min walk). Beautiful Garden View...
Christmas/Xmas and New Year's Weeks 51 & 52 @ Marriot's Maui Ocean Club Hawaii
Christmas and New Year's Eve at the Marriott Maui Ocean Club doesn't need much of a detailed explanation and its pretty much equivalent to the best two weeks of the year in paradise.The listing is for a 1 Bed / 2 Bath Garden View Villa with one bedroom, living room, two...
Oceanfront Penthouse Condominium Spectacular Beachfront View
This Menehune Shores Condo is unit #620 and is an oceanfront/oceanview penthouse, which has 885 square feet with two bedrooms and two baths. The master bedroom is on the oceanside of the building and has a King-size bed. The second bedroom has a Queen bed plus a pull...
Modern Kaanapali Royal 2BR - Pool, Beach, Views, Golf Access
***Roof Update as of September ‘25 - Please be aware that Kaanapali Royal will replacing its roof through September 2025. There will be daytime noise through this period. My building is complete and the roof is new! ***Kaanapali Royal - large modern two bedroom, two...
Napili Shores A-201 - Get Your Spring/Summer 2025 Dates Booked Now!
Napili Shores A201 is an oceanfront studio unit within the Napili Shores Resort on the beautiful Island of Maui. The resort's A building directly faces and has an unobstructed view of beautiful Napili Bay, frequently called the Jewel of Maui. Swimming, snorkeling,...
Kona Cabana - ground-floor condo with ocean/golf views, pools & hot tub access
Country Club Villas 124Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in the stunning scenery from your expansive lanai, just steps from the 18th fairway of the Kona Country...
Kona Magic Sands Oceanfront Studio #307 with COOL A/C
COOL A/C!!! UNIT # 307 AT KONA MAGIC SANDS!We purchased this unit in 2017. Since then, we have made lots of upgrades to the already "good bones" of this unit. Check out our great reviews!!This unit is designed and set up for TWO ADULTS.We are sure that you will enjoy...
Hilton Pool Pass for thru June 2025 and Golf Discounts. Waikoloa Colony Villas26
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Colony Villas 2604Please scroll down for detailed informationPLEASE NOTE: Waikoloa Colony Villas 2604 is listed for sale. Guests may be asked to accommodate real estate showings or inspections...
Welcome to Mango Cottage
PLEASE NOTE: Listed rates are based on two guests. An additional $40/nt per guest will be added. Please enclose the total number of guest when booking (including children)... Mango Cottage is an original beach house located at the private and quiet end of Puako Beach...
Hale Ohana, Private, Oceanview home w/pool, Licensed TAT home
Set on the slopes of Koko Kai, this spacious, two-story, family-style home offers panoramic ocean views and breathtaking sunset over Diamond Head. Decorated with a touch of island decor, this villa is perfect for indoor/outdoor living. The large full kitchen, two living...
Designer Renovated, One Bedroom, Free Parking, Washer/dryer, Walk To Beach
Newly renovated 1 BR/1 BA unit located 21/2 blocks from Waikiki Beach and one block from the International Market Place.Shopping, restaurants, grocery store, bus line and everything Waikiki has to offer are all within walking distance. 15th floor lanai...
Dancing Ferns in Volcano, Hawaii
Dancing Ferns in Volcano, Hawaii is a fantastic place to stay and visit Hawaii Volcanoes National Park just a few minutes drive from our house. Our main house has 3 bedrooms and 2 bathrooms, full kitchen, large dining area, large living area with SMART TV, Free WiFi,...
LL A203 Gorgeous OceanFront 2BD w AC Sunset Ocean Views
Lokelani A203 Spacious 2Bedroom, 2Bathroom Condo with New AC System Throughout & Your Private Lanai 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...
nWestMaui 2 bed/2 bath ground floor condonOcean front resort close to beaches
WELCOME TO THE PAPAKEA RESORT IN WEST MAUI!! West Maui 2 bed/2 bath ground floor condoOcean front resort close to beachesCondo is being renovated with new bathrooms and updating kitchen for 2026!Our condo has stainless appliances, Luxury Vinyl flooring and recently...