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.
VI 601 OceanFront Condo w New AC Ocean Views Pool
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 Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Maui Sunset A518 Top floor Unbelievable Ocean Views
Spectacular ocean views from this 5th floor, 2 bedroom, 2 bath unit at the Maui Sunset.Nicely decorated,lovely kitchen, Property features beautifully manicured grounds, tennis courts, BBQ grills and sparking, large pool and Jacuzzi. Queen size bed, 2 twin beds and a...
Sugar Beach 207 Ocean Views in Upgraded Beachfront Condo Home
Book with us and come to Maui to explore everything we have to offer!Great updated unit with great views! You will love the remodeled bath and updated electronics and kitchen with upgraded cabinetry and central AC. Take time to relax with your morning coffee as the...
Honua Kai Hokulani 824: Beautiful Luxury 1BR/1BA, Mountain View Retreat!
This property is hotel zoned, and not being affected by the recent proposed legislation.Honua Kai Hokulani 824! Great location with Mountain views! This one bedroom/one bath located at the highly desired Honua Kai Resort offers the perfect Hawaiian getaway.This inviting...
2015 DODGE RAM PRO MASTER 2500 Diesel HIGH TOP CAL KING TEMPURPEDIC MATTRESS!!!!
2015 DODGE RAM PROMASTER 2500 Diesel -HIGH TOP‼️ ‼️‼️Attention to all customers!!!!! PLEASE PLAN AHEAD OF TIME !!!!if you plan trip to Maui and rent a camper van, you MUST have a reservation with either Camp Olowalu or at National Parks (or both) (or you may...
Updated unit, modern and clean
Hawaii Tax ID: TA-109-440-8192-01TMK: 390080030053Experience true oceanfront living in this recently updated Hale Kai O'Kihei 314 condo! This unit features modern furnishings with touches of island decor and custom, one of a kind artwork from both...
Relax at Kanaloa #1301—2-bed, 2-bath with golf views and high-speed internet.
Aloha and Welcome to Kanaloa at Kona, #1301. Relax at this 2-bedroom, 2-bathroom, Hawaii-style home. Enjoy the golf course view, high-speed internet, and more. Upon entry, you are welcomed by an open layout of the living room, dining area, and kitchen. Enjoy the ample...
KONA MAGIC SANDS#213 2ND FLOOR DIRECT BEACHFRONT, BEST VIEWS IN KONA!
**LOOK NO FURTHER! YOU HAVE FOUND THE PERFECT PROPERTY!**Kona Magic Sands#213 is a DIRECT oceanfront, 2nd floor condo that is meticulously maintained, beautifully furnished, and has absolutely anything any guest could dream of. Wifi, beach gear, linens, dishes you name...
Prince Kuhio 133. Sweet Studio across the street from the Ocean
FOR OUR INTER ISLAND AND KAUAI GUESTS; ASK ABOUT OUR STAYCATION COVID-19 SPECIALS UNTIL DECEMBER 15thPrince Kuhio Condominiums - These ocean view studio and one bedroom condominiums are located directly across the street from a small beach and the surfing area known as...
Sugar Beach Resort Condo w/ A/C, Private W/D-Great Location
Sugar Beach Resort 424Our 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...
Completely redecorated Aug. 2019 1 block to beach, free wi-fi, parking, and AC
SUPERBLY LOCATED! This completely remodeled ( August 2019) professionally decorated 2 bedrooms 2 baths condominium is conveniently located 1 block from downtown Kailua-Kona, Pier, and beach. 1 block from restaurants and shopping. Watch incredible ocean sunsets from your...
Beautiful * REMODELED condo by TOP beach
Nestled in the vibrant heart of Kihei, this airy and inviting second-floor condo spans 655 square feet, offering a delightful tropical retreat. Step onto your own private lanai, where the gentle breeze carries the sweet fragrance of plumeria and offers serene views of...
Charming Retreat with Majestic Ocean Views!
Welcome to one of the best locations in Princeville—beautifully updated with modern flooring, stylish furniture, and fresh island-inspired décor! Perched on a bluff above the sparkling Pacific, this beautifully updated condo at Pali Ke Kua offers sweeping views of...
BEACHSIDE BUNGALOW REMDLD 2 BD/2BATHBATH GR FL WALKOUT SUITE -5 MIN FROM BEACH!
Aloha! . Maui Banyan is an ideal and popular vacation getaway, conveniently located in South Kihei, just a short walk away from the beautiful Kamaole Beach Park II (lifeguard-attended) and the nearby shops and restaurants. The grounds are beautifully landscaped &...
Kauai Beach Villas, Access Kauai Beach Resort pools, Walk to beach, FREE PARKING
Lihue vacation condo with kitchen and 2 lanai'sKauai Beach Villas D 11, 2-Bedroom, 2-Bath, 3rd Floor Unit (no elevator) with Private Lanai off of the Living Room, Walk to Beach. No resort fees, free Wifi and free Parking!Enjoy tropical lagoon views, on a centrally...
An Affordable Alternative to Expensive Accommodations in Poipu
When you arrive, just park in the driveway between the yellow lines... the car on the far right will be partly on the gravel. The front door is never locked and there will be a welcome note for you taped to the inside door post. Please take it to your room which will be...
Cozy 1bd Kihei condo steps to Kamaole Beach
Kihei Kai Nani 368 is a 1-bedroom, 1-bathroom condo located on the 3rd floor that offers 1 window A/C unit and can accommodate up to 4 guests. Please note that this condominium does not have an elevator. Enjoy the tranquil setting on your private lanai with a tropical...
Gorgeous home with lanai, AC, outdoor pool & tennis - walk to dining & beach
Manualoha 608Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Manualoha 608 is the perfect home for your whole ohana! Just 100 yards from one of Poipu's finest beaches, Brennecke's...
Beautiful Remodel Partial Ocean View - Kaanapali Alii #2104
Kaanapali Alii 2104 is a spacious 10th floor condominium offering Kaanapali’s best location and partial ocean views at value pricing! You’ll enjoy West Maui Mountain views from your lanai, a fully equipped kitchen, dining room, washer and dryer, and access to all of...
Your Perfect Maui Vacation Awaits You
Located on Kaanapali Beach, one of the most beautiful beaches in the world, you will enjoy all the comforts of home in this cozy, newly renovated comfortable one bedroom, one bath condo located in the 'E' building of the desirable Maui El Dorado Resort. Enjoy coffee on...
Ocean view · Prime location · Luxury condo
Located right across the Kamaole 1 beach in Maui, our condo offers breathtaking 180° views of Maui's best. From Molokini crater to the island of Lanai, from beautiful sunsets to splashing whales, you will have the front row seat. Conveniently located in the heart of...
"Picture Perfect: Oceanfront Gem on the Top Floor at Wailua Bay View!"
"Picture Perfect" Oceanfront Beauty Top Floor at Wailua Bay View!View of the Sea from this cozy condo! Sun, Surf, and white sand beaches are calling you to come and relax. Let the view take your breath away and the sound of the waves your soul. Stylish decorated condo...
A/C and Ocean front pool, 1bedroom Condo on Ali’i drive in the heart of Kona ❤️
Relax at the Oceanfront Pool while you plan your adventure in Hawaii. Beautiful 1 bedroom ground floor condo on the scenic Ali'i Drive less than a mile from town. Full kitchen, brand new Queen Novaform 14 inch gel memory foam mattress in the bedroom and a queen sofa...
Unit 107 Tranquil Oceanfront Retreat
A LITTLE ABOUT THIS CONDO.....Welcome to Polynesian Shores 107, your perfect Maui escape where island charm meets modern comfort. This beautifully maintained ground-floor condo invites you to relax and unwind the moment you step inside.Featuring a cozy queen bed in the...
Hale Kamaole 341 Third floor condo, easy access to best beach on Maui!
Fabulous Ocean and Garden View – one of the BEST views on the property. There is new furniture and a king bed in the master bedroom, the loft has new furniture and a queen bed. Downstairs, the bedroom has new furniture with a king bed. The living room has wood...
Waimea Condo < 1 Mile from Mauna Lani Beach Club!
Breathe in that fresh ocean air during a relaxing stay at this vacation rental. With 3 bedrooms, 2 bathrooms, a private lanai, and access to pool, tennis courts, yoga classes, and more, this Mauna Lani condo promises a worry-free retreat. Stroll through Kalahuipua'a...
Ocean View ~ Sunsets ~ Jungle ~ Mountain ~
PARADISE FOUND..! A UNIQUE and VERY SPECIAL Location offering VIEWS that few others can provide: Lush Mountain Waterfalls, Amazing Bali Hai Sunsets, Jungle Valley with Tropical Birds Singing & the Crashing Sounds of the Distant Blue Ocean. This Condo is Situated on a...
Kahana Sunset C8 - Beautiful Views - Special Rates!
Tropical landscaping, sparkling heated swimming pool and delightful surprises, like the sandy beach of Keoni Nu'i Bay, surround you while staying at Kahana Sunset. Unit C8 has been fully renovated and features granite countertops, tile floors/baths, air conditioning and...
Keauhou Kona Surf & Racquet 9303: Condo w/ AC, Stunning Views & Shared Pool
Picturesque ocean views and this newly renovated, Hawaiian-inspired space is sure to whisk you away to island time. Keauhou Kona Surf & Racquet #9303 has 3 bedrooms, 2 bathrooms, and can comfortably accommodate up to 9 guests, with all of the perks and amenities to give...
Brand-new AC in a stylish, contemporary condo
Kihei Akahi B102 is a 2-bedroom, 2-bathroom condo located on the ground floor featuring easy access to the resort grounds, a new split A/C unit in all spaces, and tile flooring throughout. Unit B102 can accommodate up to 4 guests. The master bedroom has a king-size bed,...
Beach front paradise! Kapaa Sands#23
This special place is close to everything, making it easy to plan your visit. The beach is only steps away. Three beaches within a five minute walking distance. Centrally located. 19 Restaurants and shops are within walking distance. Walk off the lanai down to the beach...
Garden Island Retreat - Islander on the Beach #116 - Studio Condo
Beautiful ground level studio #116 w/kitchenette at Islander on the Beach. Just steps away from the beach! Great, quiet location in the resort complex and has an ocean view from the lanai. Islander on the Beach, Hawaiian Style Resort, is set on six acres of oceanfront...
Steps from Magic Sands Beach! Enjoy this 2BR/2BA condo in White Sands Village.
Special Rate! Last Minute Deal when you book to arrive 2/28 - 3/4/2025.Steps from the beach at White Sands Village #334No need to drive to the beach -- you're right across the street! Just steps away! Enjoy this beautiful 2BR/2BA condo in White Sands Village across the...
Cozy Top-Floor Maui Parkshore Condo
Welcome to beautiful Maui and our inviting condominium at Maui Parkshore! From the lanai on the top floor of this well-located resort, your eyes will feast on the tropical, beautiful surroundings just two minutes from south Kihei’s favorite beach park, Kamaole III....
Enjoy Stunning Ocean Views From Living Room & Lanai, Bright Beautiful Condo
Address for this Condo: 800 S. Kihei Rd #402, Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to your home away from home, Koa Lagoon #402, where you will find everything you need to enjoy your perfect Maui getaway! Upon entering...
Kona Makai 4104: Delightful Oceanview Condo w/ AC, Shared Pool & Spa
Kona Makai 4104 offers a peaceful oceanfront retreat in the heart of Kailua-Kona. This newly remodeled 1-bedroom, 1-bath vacation condo features lush garden surroundings, unobstructed Pacific views, and resort-style amenities just steps from your private lanai. Whether...
Majestic Ocean View Top Floor Getaway On Kauai!
Top-Floor Ocean View Retreat at The Cliffs in PrincevilleEnjoy sweeping views of Hanalei Bay and the sparkling Pacific from this beautifully upgraded top-floor condo in one of Princeville’s most sought-after communities. Perched above Kaua‘i’s lush North Shore,...
Expansive Mauna Lani Resort Estate with Pool, Garden, Maid Service & Beach Access!
This 5 Bedroom, 4.5 bathroom sprawling family compound located in the prestigious Champion Ridge gated community just a short mile drive to the private Beach Club and oceanside restaurant. This spectacular home is surrounded by lush gardens and features a gigantic...
Ocean Front, One bedroom, Completely Renovated! King Bed
Spectacular Western view from this, third floor, direct ocean front condo. Waves breaking just 50 feet off the private lanai. This one bedroom, one bath condo has an open floor plan, full kitchen, spacious lanai and pull-out sofa in the living room sleeps two....
KKSR6104 GRND FLR, CORNER W/WRAP AROUND SCREENED IN LANAI! GARDEN & GOLF VIEW
Gorgeous, Highly Rated, Guest Favorite at the Surf & Racquet ClubUnit#6-104 is a well-maintained 2BR/2BA ground floor unit in a 15-acre, gated oceanfront complex at the Keauhou Kona Surf & Racquet Club. It's also an end corner unit with a large, wrap-around, ENCLOSED...
Kona Makai 3-203 2nd Flr, Ocean View, Remodeled Throughout!
NEW REMODEL AS OF FEBRUARY 2024! Enjoy amazing new features of Kona Makai 3-203 to include: All new flooring, Paint throughout, All new cabinets, All new granite countertops, New furnishings, appliances, and much more!! The Owners are the best! They take amazing care of...
KR203-Oceanfront Beautiful Condo
Beachfront Kealia 203 is a meticulously remodeled vacation rental, exuding charm and tranquility. The condo features light-colored tile flooring, extending seamlessly onto the lanai, offering a perfect spot to savor your morning coffee while taking in the awe-inspiring...
OCEANFRONT 1 Bed/1 Bath condo - Steps to the water! Incredible views!
Kuleana Resort in West Maui. Nestled on meticulously landscaped grounds, this second-floor unit offers panoramic ocean views from a spacious private lanai—perfect for sunset dining or spotting whales in season.Inside, enjoy the comforts of air conditioning, a...
Kona Pacific condo boasts ocean views l upgraded amenities l A/C
Ocean Views, Spacious Living & Aloha Vibes – Walk to Town, Unwind in ComfortExperience the best of island living in this beautifully appointed Kona retreat, where comfort, style, and convenience come together in one unforgettable space. Just a short walk from historic...
Inner Circle - Ground Floor - Close to Pool Gate
Aloha and Welcome to the Ohana.Memorable sunsets are guaranteed almost every night in Maui. This condo is Kamaole Sands #5-114 and is a ground floor unit which is steps to the pool gate. It is located in the INNER CIRCLE. You will enjoy a spacious one bedroom, two...
Ocean Front, Three Bedroom at Kanaloa w/ Breathtaking Views
Welcome to your dream vacation at Kanaloa at Keauhou, Unit 2003! Nestled on the stunning Kona coast, this oceanfront, second-floor condo offers breathtaking views and the perfect blend of Hawaii and island charm.Property Highlights:Oceanfront Location: Wake up to the...
Steps to the sand, oceanfront views, wild & beautiful!
Hanalei Colony Resort I1 is unique among north shore Kauai condo resorts. Recently voted one of Travel + Leisure's top 20 favorite resorts, these vacation rentals are directly on the path to follow, just take a few steps and you're on the sand. And I1 is the closest...
Great Location! Steps Away From The Beach. Easy Walk To Shops And Restaraunts
This cute condo on the second floor has one bedroom and bath. Permitted parking is available right in front of the unit. The kitchen is stocked with all the necessities of home. There is a balcony overlooking a lush tree belt, away from traffic noise - perfect for...
Kuilima 53 West - Best location @ Turtle Bay & Fully Updated
LICENSED VACATION HOME #90/TVU-0580 UP TO 20% OFF STAYS IN SEPTEMBER. ENJOY A VACATION AWAY FROM THE CROWDS. THIS UPDATED AND TASTEFULLY FURNISHED GROUND-FLOOR 1-BEDROOM, 1-BATH CONDO IS NESTLED BETWEEN PRISTINE SANDY BEACHES AND BEAUTIFUL MOUNTAINS AT THE TURTLE BAY...
Northshore Hawaiian Experience 1 Bedroom at Kuilima East
Aloha, Enjoy an Old Hawaiian Experience at Kuilima at the Turtle Bay Resort, an hour away from Waikiki but a century away in time. New Air Conditioner installed August 3, 2021. 2 TV’s, 50 “ new Smart in LR, 32” in bedroom.Your Master Suite with queen bed and...