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.
Makanui 522 - Mountain Views, FREE membership to the Poipu Beach Athletic Club
MAKANUI 522 AT KOLOA KAI VACATION RENTALSMountain-View Condo with Pool Access and Close to Iconic BeachesWelcome to Makanui 522, a stunning 2-bedroom, 2-bathroom, 2-level condo offering breathtaking mountain views, modern comforts, and easy access to Poipu’s...
Kona Makai 6-203 BEAUTIFUL OCEAN VIEWS ON 2ND FLOOR, 1 bedroom/1 bath
Kona Makai#6-203 is a great property that Knutson & Associates is proud to represent! This nicely appointed 1 bedroom, 1 bath condo has wonderful open ocean views to enjoy! ~Fully Equipped Kitchen with Stove/Oven, Microwave, Dishwasher, Fridge/Freezer~Washer Dryer...
Aston Whaler at Kaanapali 1173: 2 Br Ocean View corner Suite on the 11th Fl
The expansive floor plan creates a very spacious two-bedroom, two-bath condo. This well-appointed condo has been completely remodeled with top-of-the-line finishes and furnishings. The lanai wraps around from the mountainside to the center courtyard and offers sweeping...
Amazing Ocean Views, A/C, Walking Distance to Beaches - Kapalua Bay Villa #31B3
Staying at Kapalua Bay Villa 31B3 offers more than just a luxurious retreat — it immerses you in the very heart of Maui's breathtaking coastline. This beautifully upgraded bi-level, 2-bedroom, 3-bathroom villa combines modern comforts with timeless island charm,...
Unit 115 Endless Ocean Views Await!
A LITTLE BIT ABOUT THIS CONDO....You can't beat this view, sitting on your private lanai, you look directly at the grounds, pool and the ocean. This one bedroom has a comfortable king sized bed. The sofa in the living room folds out to a queen sleeper. The kitchen is...
Newly-renovated beautiful spacious Condo w/ fabulous mountain & golf course view
Paniolo Greens at Waikoloa C212Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The tropical haven you've been dreaming of, this newly-renovated, corner unit Waikoloa Village condo...
*IMPRESSIVE Sunset Views and Perfect Location*
Located on the 5th floor, this unit sits directly across from the most desirable Kamaole Beach I and within steps of dining, a grocery store, and shops! With renovations throughout and a King Bed and TV in the bedroom, this unit is extremely ideal. There is even a pull...
One-Bedroom Condo with A/C and Fantastic Ocean Views
Our Prince Kuhio 206 condominium is a charming one-bedroom unit that has been recently updated. This vacation retreat features slab granite counters, new kitchen and bath tile, new carpet, new appliances and cookware, and a generous king bed. It is close to everything...
Beach Lover's Haven: Cozy Condo with Ocean Views and Free Parking!
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Aloha Condos, Napili Bay Resort, Condo 217, Beach View
Napili Bay Resort condo 217 is a perfect, serene retreat with stunning views and easy beach access. Guests praise the comfortable bed, well-stocked kitchen, and thoughtful extras like beach chairs and welcome baskets. The lanai offers a peaceful, partial ocean view, and...
Island Jewel — Ocean Front North Shore Paradise
An island jewel on the North Shore of Oahu, this cottage is situated right on the water in a quiet, serene, and peaceful setting. Surrounded by palms and gentle trade winds, the cottage is located in a gated, old-style Hawaiian setting, offering all of the amenities...
Newly Renovated Ocean View Condo 🐳 Stunning Views From The Lanai! 🌅 Kona Reef E-22
Two great views from one lanai (ocean and pool) - oceanfront over the pool. Living room offers a queen-sized sofa bed and other seating to view the ocean or watch your cable TV. Kona Reef has an open floor plan, and your newly remodeled kitchen has an ocean view. Your...
Casa De Emdeko# 323 1/1 Remodeled ,Top Floor, Oceanview, AC, Elevators!
Casa#323 is a Beautifully Remodeled Top Floor 1 bedroom, 1 bath condominium at the Oceanfront Casa De Emdeko Condominium Development. This special property is close to the elevator on the 3rd floor for ease of access. Located in the heart of Kailua-Kona, The Casa De...
Honua Kai Resort~9th Floor with Full Ocean View!
Aloha & Welcome to Paradise – Unit 925K at Honua Kai Resort & SpaBrand new interior and exterior paint + all Tommy Bahama furniture!Experience luxury living at its finest in this stunning 3-bedroom, 3-bath condo on the 9th floor of the Konea Tower at Honua Kai Resort...
Beautifully Updated 3 Bedroom Villa on Fairway with Ocean View
Truly a piece of paradise. We have visited this beautiful island for the past 25 years, and finally decided to invest in our own property. We've searched out the perfect place so that you don't have to! Located in the Grand Champions Villas, this condo/villa (#69) is...
KIHEI AKAHI - REMODELED, AC, 4K TV, KAMAOLE BEACH!
E Komo Mai to our brand new remodeled two bedroom ground floor unit artfully designed with you in mind! This Unit, tucked away in the beautifully landscaped Kihei Akahi Resort, is only steps away from the famous Kamaole II Beach.This is one of the few 2 bedroom units of...
Beach, shops, restaurants are steps away!
We have one of the prime units in Plantation Hale, a quaint, two-story, laid-back condo complex with a superb location right across the street from the beach. Ours is one of the only units that was completely gutted and remodeled. We also have an ocean view.Our closest...
North Shore Kauai Villa, Ocean Views, Private Hot Tub with Ocean Views, Beach Gear, AC in Bedrooms
Surf Song, in Princeville Kauai, is a luxury private licensed vacation rental home with four air conditioned bedrooms and four ensuite bathrooms. It is situated on a bluff overlooking the Pacific ocean on the iconic North Shore of Kauai. Enjoy ocean vistas from almost...
Kailani Suite- Corner Ocean View 1 Bd/1ba
SPECIALS TA-200-805-1712-02 In Hawaiian, Kailani means Heavenly Sea...Kailani's panoramic view will connect you to the heavenly ocean in a breathtaking and some say "mystical experience " only Hana can provide.The owners of Bamboo Valley Inn in Haiku, Maui are now...
Spacious 1 Bedrm Unit. Stunning Ocean View, in South Kihei, Maui.
Free Wireless Internet access. Enjoy the ocean breezes and panoramic unobstructed ocean views from this second floor unit. This condo and location will be more than you could ever expect. It sure did surprise us. Great sunrise and moonrises over Haleakala, from the...
Fresh & Clean, Air Conditioned Second Floor Condo in Princeville
Aloha, Welcome to Sandpiper Village . Located in the beautiful North Shore Princeville Resort area. This property is walking distance to Swimming, Snorkel and Surfing Beaches, Princeville Makai Golf, Tennis and Pickle Ball Courts, Restaurants and Shopping. Inside you...
Ground floor unit close to the ocean
Napili Shores F150 is a ground-floor condo with a one-bedroom, one-bathroom layout that can accommodate up to five guests and features a split air conditioning system. Tastefully decorated with Hawaiian-inspired decor, this unit has everything you might need for your...
Spectacular Bottom Floor Villa in Waikoloa Resort
Walk to A-Bay Beach, located within Waikoloa Beach Resort. Welcome to paradise in our spacious 2 bedroom 2 bathroom bottom floor oasis overlooking the 1st hole at Waikoloa Beach Golf Course. The Waikoloa Fairway Complex is conveniently located within the Waikoloa Resort...
High-end condo with open-concept design
E Komo Mai “welcome” to Kapalua Golf Villa 25P 3&4! This 2-bedroom, 2-bathroom villa is nestled on the Kapalua Bay Course and can accommodate up to 6 guests. Enjoy cooking in this fully equipped kitchen that features granite counter tops and full-size...
Beautiful Ocean View Maui Sunset Condo - B213
Escape to the sunny shores of Kihei, Maui and experience the ultimate island getaway at our charming 1-bedroom condo. Nestled just a short 18-minute drive from the stunning Wailea Beach and 10 minutes from the pristine Kamaole Beach Park, you'll be perfectly positioned...
Your Oceanview Corner of Paradise: The perfect condo in the heart of Kihei.
This walk-up condo in the first building of Kihei Kai Nani is across the street from lovely Kamaole II, in a string of the some of the most beautiful beaches on Maui. If you use the map feature, you can see this is in building one - 200 feet from the beach! Yay! Choose...
Outstanding Wailea 3 bed/2 ba Grand Champion #94 - big lanai and ocean views
Bldg. 10 - Unit #94 - New, New New. New roof, new carpet, new appliances, new bed - renewed throughout, an impeccable 3 Bedroom + 2 Bathroom paradise condominium at the Wailea Grand Champion Villas. This is the finest that Wailea Grand Champion Golf Villas has to offer...
Kahana Sunset B4B Early Summer Specials at OceanFront Condo Just Steps to Ocean
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays. Welcome to Kahana Sunset B4B, a beautifully remodeled 1-bedroom, 1-bath hideaway nestled in the boutique beachfront enclave of Kahana...
Kaanapali Shores Ocean View POST FIRE SAVINGS Unit 203 2BR 2BA
UNIT 203 (Remodeled in 2020) 2-Bedroom, 2-Bath Central Air-Conditioned Unit with a full kitchen, dining area, living room & 2 lanais. The bedrooms and Living Room all have an ocean view. A NEW pull-out sofa that turns into a Queen Bed allows for up to 2 additional...
EL J222 Remodeled Studio w Pools Hot Tub AC Gym Cabana
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...
Sleeps 4, Full kitchen & AC. Pool, hot tub, tennis court, bbq grills! And Beach!
Aloha, Our studio condo is very cozy and clean! It sleeps up to 4 with a cal. king bed and a queen size futon. The pool, hot tub, tennis courts and bbq grills are all very close by. Located across the street is Kalepolepo Park, which has great beach access and the...
❤️PiH❤️ Family Tides ★ Five Bedrooms ★ Resort Pool & Waterslide Pass
Brought to you by Paradise in Hawaii Luxury HomesWelcome to the newest elegant home, Family Tides, in our Hawaiian Luxury Collection.Family Tides is a wonderful large single level 5 bedroom, 5 bathroom home. With two ohana (family) suites this home is the perfect...
Waipouil Beach Resort Beautiful Garden & Peek Ocean View!
Beautiful Garden & Partial Ocean View, a 1 Bedroom, 2 Bathroom Condo at the Top Rated, 1st Class Waipouli Beachfront Resort & Spa on the beautiful island of Kauai.There is Central AC in this condo as well as a full size washer and dryer for laundry!Enjoy Oasis on the...
Great Unit with a Private Lanai
Our complex is zoned hotel/resort and therefore won't be affected by any future ban on short term rentals, which will be for apartment zoned units only, You can book with confidence and not worry about a cancelation. Unique qualities of this unit are its central...
Steps to the Beach, Dining and Shopping! Spring Specials! Inquire now!
Location is everything with this property. Not only are you less than two minutes from the beach and a large swimming pool, you are also walking distance from restaurants and shops of every kind. This unit is away from the street and on the second floor thus, very...
Haleiwa Waterfront House
LEGALLY LICENSED VACATION RENTALLocation, location, location! This lovely home is perfectly situated on a beautiful white sandy beach, at the end of a quit cull de sac. You will find all the space and privacy that one needs to enjoy a nice peaceful holiday. Historic...
Puamana 58-1 Oceanfront Comfort in Puamana
Amazing views, gorgeous sunsets and the sound of breaking waves await you at this wonderful three bedroom 21/2 bath townhome in Puamana. The home is located on the quiet north end of the property with close proximity to the club house, tennis courts, and the ocean...
Unit 120 Island bliss with great views!
A LITTLE ABOUT THIS CONDO....This condo sleeps up to four guests, with a king size bed and a queen size sofa sleeper in the living room. The pleasant island-style furnishings and fully equipped kitchen provide an environment where guests can feel comfortably at home....
Resort Living Off the Beaten Path
***WE ARE ON OAHU, AND CONTINUE TO WELCOME TOURISM***The fabled North Shore of Hawaii is a hidden jewel off the beaten path. Enjoy wonderful dinners watching the sunset on your peaceful breezy lanai.This spacious condo has 1 bedroom, 1 bath, plus loft and is fully air...
1BR Top Floor, Beachfront, Stunning Views, & Poolside Fun Kihei Kai Nani
This property is hotel zoned, and not being affected by the recent proposed legislation.LOCATION! LOCATION! LOCATION! Welcome to Kihei Kai Nani!Kai Nani is centrally located in sunny South Kihei with easy access to famous Kamaole II Beach Park and walking distance to...
LAST MINUTE SUMMER DEALS- Oceanfront getaway in Kihei, Maui.
A perfect oceanfront view from the living room or lanai. Make a coffee or mix up your favorite beverage in the fully appointed kitchen, then sit on the lanai and look at sunrise or sunset from this oceanfront unit. It has everything you need to be the perfect home base...
Beautiful single level unit! Last minute special!
Welcome to KaMilo 111, where your Big Island Vacation truly begins! Enter the door to this beautifully furnished home and you will immediately feel the wear and tear of your long journey here begin to melt away, as you open up the 15 foot pocket doors and step onto your...
Island oasis on golf course w/private lanai, pool, tennis, WiFi, & ocean views
Waikoloa Villages E108Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find yourself enjoying a favorite beverage while overlooking the signature sixth hole of The Village Course at...
New Listing! Lovely North Shore Gem in Princeville
Treat yourself to this beautiful north shore retreat at The Plantation at Princeville. This meticulously maintained and thoughtfully decorated 3-bedroom, 3-bathroom condo offers the perfect blend of Hawaiian charm and modern comfort. Each room features in own en-suite...
New Listing! Palms at Wailea 1501! Ground floor with Ocean views!
Welcome to our magnificent Oceanview retreat, nestled within the highly coveted Palms at Wailea. This nicely updated ground floor 1-bedroom, 2-bath unit promises an idyllic Hawaiian escape, complete with all the essential comforts and amenities you could desire.Step...
Amazing private home with AC, Pool, Garage, Hot Tub and Toys N27C
PROPERTY DESCRIPTIONWelcome to your immaculate North Shore oasis! This 3-bedroom, 2.5-bath home is surrounded by tropical foliage, with a lagoon-like pool with a hot tub and expansive sun deck. This upscale rental is a fantastic spot for families, weekend excursions,...
Great 2025 Rates!! Koa Resort Unit 4I - Spacious and Beautiful 3 Bdrm / 2 bth
Koa Resort Unit 4i is a fantastic place for a relaxing and enjoyable vacation in a tropical paradise. The condo has been renovated and features 3 bedrooms and 2 bathrooms, making it perfect for families or groups of up to 6 guests. Each bedroom has split air...
OCEANFRONT, gated Kapalua Bay Villa 29B4 - Molokai view, steps to water!
Kapalua Bay Villas 1-bedroom, 1-bathroom villas located in the exclusive gated oceanfront community16 acres with sandy beach and ocean viewsTwo poolsTennis courtsNewly renovated and furnishedACFree parking and No resort Fees!Experience all Maui has to offer at this...
Honu Hale: Exquisite Kona Vacation Home with Pool, Hot Tub & Oversized Chess Set
Aloha and welcome to Honu Hale by Gather, your Hawaiian home away from home. This luxury Kona vacation home is located in an upscale neighborhood just 2 miles away from Magic Sand Beach, Kahaluu Beach Park, and downtown Kona. Honu Hale has 5 bedrooms, 3.5 bathrooms and...