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.
Near Pauoa Bay Sunny Kulalani Getaway w/ Lanai, Pools & Amenities Galore
Kulalani at Mauna Lani 2002Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the gated Kulalani community, this spacious 3BR/2.5BA is your Pacific paradise. Interiors...
Recently renovated 1bd oceanfront retreat
You'll enjoy Papakea Resort A305's amazing oceanfront location! This lovely 1-bedroom, 1-bathroom condo offers some of the best views from Papakea Resort that is suitable to accommodate up to 4 guests. This west-facing condo will provide unobstructed oceanfront seats to...
Coastal Bliss: Modern Condo, Lanai, Hilton Pass
Discover paradise at Vista Waikoloa. This luxurious condo offers a private lanai, pool access, and proximity to stunning beaches. Enjoy exclusive Hilton amenities, including a pool pass, and experience the aloha spirit. Perfect for couples or families seeking a...
Spacious 2 bedroom villa with ocean views from master
Kahana Villa E409! This 2-bedroom, 2-bathroom condo features tall windows that allow in wonderful natural light and a private lanai with peek-a-boo ocean views from the 4th floor. Better ocean views are visible from the loft bedroom upstairs and bathrooms. This property...
Cozy Waterfront Condo with Pool & Private Deck - Stunning Views from Every Room
Hale Ono Loa 208Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Sit back, relax, and watch the sun set into the Pacific and the turtles play in the reef below from the comfort of...
Kauai Exclusive - Kauai Kailani 310 - 3 Bed - Ocean View Suite
This desirable top-floor, ocean view suite is located within the oceanfront Kauai Kailani Resort. Newly remodeled, this suite is a fresh find on Kauai’s Coconut Coast in Kapaa.Fitted with new, top-quality furniture, kitchenware and linens, this three-bedroom top floor...
🏖️Paradise Getaway- Enjoy a Huge Golf Discount | Golf Course and Lake Views | vrKCV
vrkcv - Fairway Villas Waikoloa I21 - Professionally Managed by Kona Coast VacationsParadise Getaway at Fairway Villas – Incredible Golf Discounts with Stunning Golf Course and Lake Views!Escape to paradise at Fairway Villas I-21, a beautiful 2-bedroom, 2-bathroom...
Kona Alii 302: Upscale 1BR Ocean View Condo w/ AC, Lanai & Resort Pool Access
Welcome to Kona Alii 302 by Gather, an exquisite one-bedroom, two-bathroom condo nestled in the vibrant heart of Kailua Kona, HI. This third-floor unit, designed to accommodate up to four guests, boasts a prime location on Alii Drive with breathtaking ocean views,...
Serene ocean-view studio with pool/hot tub, ground-floor access, & covered lanai
Islander Inn 147 - Oceanview Central Kona OasisOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A true Hawaiian welcome is waiting for you at this Kailua-Kona condo! With a central...
Bright and Beautiful Princeville Studio, Private Lanai, Pool (209B)
PROPERTY DESCRIPTIONWelcome to Princeville! If you are looking for a stunning hotel alternative for a fraction of the price, you've come to the PERFECT hale. Princeville Sands Studio has a great sitting area, microwave, fridge, King bed, beautiful full bathroom, beach...
Heeia Bay Paradise – Spacious 3 BDR Steps to Beach
Summary:Paradise is calling you home at Heeia Bay on the Big Island of Hawaii!The Space:This incredible 3-bedroom home is located in the popular tourist destination of Kailua-Kona, known for its beautiful beaches, clear waters, and lush scenery. From swimming, to...
Water-view 3rd-floor condo with lanai, pool & hot tub - near sights & dining
Kauai Beach Villas E5Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This third-floor condo is centrally located to explore the entire island and is the perfect home base for all of...
Maui's #1 Kaanapali Beach, OCEAN VIEW, Walk to Whaler's Village K217
Situated in the Kaanapali Beach Resort area, enjoy this spacious ocean view studio. Voted by Conde Naste as the #1 Kaanapali Beach. At Maui Eldorado Resort K217, highest condo on property. Enjoy fabulous sunset views from your bed or lanai. Relax in this comfortable and...
Fairway Villas D5 at the Waikoloa Beach Resort
Summary:Have a wonderful tropical getaway in this 2 bedroom/2 bathroom vacation home. The home can accommodate up to 6 guests. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:The Waikoloa Fairway Villas are located in an exquisite...
Award Winner - Hawaii's Hidden Hideaway - Bed and Breakfast
Hawaii's Hidden Hideaway is an AWARD WINNING Bed and Breakfast. Recipient for two years in a row the MOST ROMANTIC HIDEAWAY AWARD, voted by it's guests. Featured in the TRAVEL magazine and other international publications. We have free parking, free WiFi and NO RESORT...
Fresh and vibrant condo with lush garden views
Pacific Shores A216 is a beautiful 2-bedroom, 2-bathroom condo featuring cozy, ocean inspired interiors and access to fantastic amenities and can accommodate up 6 guests. Step inside to enjoy the bright and airy main living area furnished by LifeStyle Maui. It has one...
Hale Kamaole 333 Third floor condo, easy access to best beach on Maui!
Extremely nice two bedroom Maui vacation condo with a slight Ocean, garden and pool views. Very modern and clean. Refurbished and modernized in 2014 with beautiful solid bamboo flooring installed throughout, completely repainted and the purchase of new bedroom, living...
This Relaxing Golf Course Home is Calling You!
The beautiful two bedroom two bath home features a townhouse style floor plan with the master bedroom and bath upstairs for maximum view and privacy. This development provides the best golf course views and ocean views in the complex. Beautifully furnished with a fully...
Mauna Lani Beach Club Access, Quiet Location, Great for Families
**Please note that the pool area is scheduled to close on Sunday September 7, 2025 at 5:00 PM for pool repair and resurfacing. The project is expected to take up to one month. If everything goes as planned, the pool will reopen by the morning of Saturday October 4,...
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...