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.
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...
Spacious 4-Bdrm - AC & Big ocean views!
Bring the whole family—or even two! This expansive two-level, 4-bedroom, 4-bath home in the heart of Kailua-Kona offers incredible space, comfort, and island charm. Designed for large groups and gatherings, you’ll have plenty of room to relax, connect, and make memories...
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...
KONA OASIS
"KONA OASIS" at Kailua Bay Resort, located in the heart of Kona town, where you can walk to numerous locations such as restaurants, local events, coffee shops, night clubs, shopping, and the pier/sandy beach. This top floor condo is complete with everything one could...
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 condo...
Kona Alii 302: Upscale 1BR Ocean View Condo w/ AC, Lanai & Resort Pool Access
Kona Alii 302 by Gather offers a front-row seat to the beauty and excitement of Kailua Kona. Located directly on iconic Alii Drive, this upgraded one-bedroom, two-bath condo features ocean views, comfortable furnishings, and a bright open layout designed for relaxation....
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...
Oceanfront home with shared pool, hot tub, spacious private lanai, & WiFi
Pono Kai Resort B203Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy this newly upgraded and attractive oceanfront condo at Pono Kai Resort, centrally located right in the heart...
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...
One Acre of Tropical Paradise on the Big Island
Welcome to Hale O Makani!BEFORE BOOKING PLEASE READ!! ***This home cannot be used for parties, events, or workers/visitors with heavy equipment and large trucks. This home uses exterior video surveillance and non-compliance with this rule will result in immediate...
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...
Two Bedroom Ocean View Deluxe Luana Kai C303
C303 with AC,is a deluxe, 2 bedroom, 2 bathroom, partial ocean view condo, with a king size bed upstairs and 2 twin beds downstairs. Great views over the pool area to the ocean, Maalaea Bay and the West Maui mountains. The floors are tiled except the bedrooms which are...
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 4 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...
Island getaway with pool & BBQ area
Summary:Private Location, Mauna Lani Beach Club Access, Great PoolThe Space:Welcome to your tropical getaway in Palm Villas at Mauna Lani - the perfect retreat for families & friends to unwind in island comfort! Enjoy peaceful sunsets, resort amenities & beach access...
VI 601 OceanFront Condo w New AC Ocean Views Pool
Valley Isle 601 Wonderful Oceanfront Location with Stunning Views of Molokai & Kahana Bay 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...
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...
Kauhale Makai 434 | Incredible Pacific Views!
Kauhale Makai 434 is a beautifully appointed two-bedroom, two-bath condo located in the heart of Kihei, Maui, Hawaii. Situated on the fourth floor of an elevator building, this oceanfront retreat comfortably accommodates up to four guests and offers unforgettable views...
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...
Updated ground-floor condo with partial ocean views, heated pool, & hot tub
Vista Waikoloa #A-105Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Upgraded comfort and tropical resort-style living are yours at this luxe island retreat. Complete with a...
2015 DODGE RAM PRO MASTER 2500 Diesel HIGH TOP CAL KING TEMPURPEDIC MATTRESS!!!!
2015 DODGE RAM PROMASTER 2500 Diesel -HIGH TOPâ€¼ï¸ â€¼ï¸â€¼ï¸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 have an...
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 local and...
@Marbella Lane - Paradise Gem w/breathtaking views
Summary:Discover tranquility in this charming house of 4 bedrooms within a secure gated community, nestled in the captivating Makaha Valley. Ideal for family or friends, indulge in relaxation and forge lasting memories amid breathtaking ocean and mountain vistas....
Walk to Magic Sands Large Home w/ Private Pool, Hot Tub, Terrace & 2 W/Ds
Kona Kanewa HomeOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'You need never leave this four-bedroom home to have a memorable vacation in Kailua-Kona, as you'll have your very own...
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...
This newly listed condo boasts 3 spacious bedrooms and 2 luxurious bathrooms.
Welcome to our newly listed vacation rental in the prestigious Halii Kai community! This stunning condo offers the perfect blend of luxury and relaxation, with 3 spacious bedrooms and 2 luxurious bathrooms. The meticulously maintained ground-floor location provides easy...
Prince Kuhio 133. Sweet Studio across the street from the Ocean
Prince 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 PK's. The condominiums are light, bright comfortable and airy. . The complex has beautifully...
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...
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 lush...
Hale Keaka: Luxury Modern Estate w/ Pool, Outdoor Showers, Hot Tub & Ocean Views
This newly built 6-bedroom luxury retreat invites guests to experience Kaua‘i’s south shore in modern, ocean-view elegance. Set within the prestigious Kukui‘ula community in Koloa, Hale Keaka at Kukui‘ula blends architectural sophistication with relaxed island...
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...
Cozy Cute Condo Kihei Maui Vista Complex
Located in sunny South Kihei at Maui Vista Complex enjoy what this 1-bedroom condo has to offer. With a comfy king bed, WiFi, AC, 2 smart TVs, washer & dryer our guests can relax and unwind after a day at the beach. The "Beach Closet" at the entrance has everything you...
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 – AC, Resort style amenities, Poipu Paradise Awaits!Just 100 yards from beautiful Brennecke’s Beach and a...
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 the...
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...
Washlets! A/C, Washer/Dryer, Dishwasher, Wi-Fi, Pool, and 1 FREE Parking!
Fairway Villa #1217 – 2345 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy Oahu's tropical beauty from this contemporary Hawaiian two-bedroom, two-bath condo (723 sq.ft. plus 151 sq.ft. lanai). Sleeps up to 6.The Fairway Villa is a...
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, Queen Novaform 14 inch gel memory foam mattress in the bedroom and a queen sofa sleeper in...
Poipu Oceanview Studio
If you want to maximize your tropical enjoyment, this ocean-view studio offers just that. The exterior wall is all glass with a large slider opening onto a spacious lanai. The sun rises over Prince Kuhio Park warming the lanai for that morning cup of coffee. Enjoy the...
Keauhou Kona Surf & Racquet Club Townhouse #4
ABSOLUTE OCEANFRONT! AIR CONDITIONED! REMODELED!Nestled at the edge of a secluded cove and beach, the newly remodeled 'Waving Turtle' Oceanfront Townhome offers dramatic ocean views from its lanai, living room, kitchen, master bedroom and master bathroom. It offers...
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 flooring,...
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...