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.
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Full 9th Floor Ocean AND West Maui Mountain Views
This tandem package combines 2 neighboring two-bedroom suites to create a 4 bedroom package that offers stunning ocean views in addition to views of the majestic West Maui Mountains.These neighboring suites provide a perfect opportunity to gather, reconnect, and...
SPECIAL DISCOUNT PRICE!Great Family 3BR OceanView of Waikiki Beach&Free PARKING
TAT Tax Registration identification number :TA-198-110-8224-01The GET tax number is :GE-198-110-8224-01TAT tax 10.25 % , GET tax 4.712% and CTA tax 3 % are charged separately on room charge .It automatically added to your rental cost and there no other hidden fees after...
Partial Ocean View King STUDIO with Kitchenette and FREE WIFI!
Aloha from Waikiki! We are a short-term vacation rental company, we are not part of the hotel. The Royal Garden is located at 440 Olohana St., walking distance to everything. Take a short stroll to Luxury Row on the Waikiki "Strip", and the Ala Moana Shopping Center or...
Direct Beachfront escape near Kaanapali
Discover the breathtaking oceanfront 1-bedroom condo in Honokowai. Enjoy the splendor of Kaanapali Beach and serenity of Napili Bay. Indulge in the communal pool and soak in the hot tub after a day of exploring the nearby Whalers Village. Stay connected with the...
Includes Mauna Lani Beach Club Pass. Fairways at Mauna Lani 2102
This vacation rental is professionally managed by ResorticaHawaiiFairways at Mauna Lani 2102. Includes Mauna Lani Beach Club PassPlease scroll down for detailed informationBedding Configuration:Main Bedroom: King BedGuest Bedroom: Queen BedGuest Bedroom: Two Twin...
🏖️Easy Walk to the Beach | Golf Community | Concierge Included | vrKCV
vrKCV - Palm Villas at Mauna Lani I23, Professionally Managed by Kona Coast VacationsExperience Resort-Style Living at Palm Villas I-23Enjoy a luxurious stay in this designer-furnished golf villa, located within the private, gated Mauna Lani Resort. Overlooking the 17th...
Stay in Hana Upstairs
Beautiful spacious studio with 1 queen bed, full kitchen (fridge, stove, oven, microwave, Keurig), ceiling fan, full private bathroom and wrap around covered deck. You'll be surrounded by the sights of trees and sounds of ocean and birds. The property is 2 acres of lush...
Hokulani 414 at the Honua Kai Resort ~ Light & Bright with Partial Ocean Views
Welcome to Hokulani 414, you're home away from home at the Honua Kai Resort! This 1 bedroom/1 bathroom condo is bright and airy, with lovely ocean views and comfortable furnishings. You are only a short stroll away from some of Maui's most beautiful beaches, sparkling...
ILIKAI 19th FL OCEAN VIEW - GREAT VALUE!
Beautiful Ocean & Lagoon Views from Bedroom, Living Room and Kitchen on the 19th floor of the iconic "Hawaii Five O" Ilikai Towers. Enjoy your Friday night Fireworks from the comfort of your own Lanai. The condo has a brand new quiet mini-split AC to regulate a perfect...
A Piece Of Paradise!
Unit 231 which is in the Plumeria building offers stunning ocean, island, sunset and mountain views from the living areas as well as the bedroom! You won't find ocean views from the bedroom in many Kihei properties. The unit is on the second floor and the closest one...
Across the beach! Beautifully remodeled Kamaole Sands #9-308.
Welcome to our Ohana, Maui Lemurian Condos. Located at Kamaole Sands resort in the heart of Kihei, our home away from home. Kamaole Sands is a beautiful, South Kihei resort, located directly across from Kamaole III Beach and easy walking distance to Kihei Village....
Ultimate Luxury: Chef's Kitchen, Soaking Tub, & Private Lanai in Stunning Villa!
Special Luxury Promotion Book 7 Nights and Enjoy the 8th Night FreeIndulge in the ultimate getaway at our luxury residence and extend your stay on us. Reserve seven consecutive nights and receive the eighth night completely free, the perfect way to elevate your vacation...
Fantastic panoramic sea views - Best beaches - great location - well managed
Enjoy panoramic ocean views and stunning Maui sunsets from your lanai. We think our unit really is something special. Located away from the elevators and other foot traffic .... this quiet one bedroom unit, located in Bldg. D, is the perfect vacation getaway. In June of...
8 GUESTS, 2 X ❤️AWESOME STUDIOS❤️ FREE PARKING, 5MIN TO OCEAN
IMPORTANT NOTE: This listing is for TWO ( 2 ) SEPARATE STUDIO APARTMENTS in the same building. They will likely be located on different floors. If you need a 2-bedroom apartment with bedrooms connected via a common area, please choose a different listing.Hotel Zoned &...
Guaranteed Ocean Front Villa at the Westin Kaanapali Ocean Resort Villas North
This 26-acre ocean front property is one of the newest luxury resorts on Kaanapali Beach, and features 3 swimming pools, whirlpools, poolside bar & food service, beach & cabana services, water sports kiosks, spa, fitness center, poolside grills for guests, tennis...
Breathtaking Pool & Ocean Views! - Updated Corner Unit -Sugar Beach #412
Sugar Beach Resort #412 – Updated Corner UnitWelcome to Sugar Beach Resort #412, a beautifully upgraded one-bedroom, one-bathroom oceanview condo with a prime corner location overlooking the pool and Pacific Ocean. This stylish retreat blends comfort and convenience,...
Ma'alaea Surf Unit C4-1BR Ground Floor Beachfront Condo, AC, Wifi, Kitchen
Ma'alaea Surf, Unit C4 is totally upgraded and is a conveniently located ground floor unit, just steps away from the small pool. This beautiful unit features a contemporary, well-equipped kitchen, with alder cabinets and Caesarstone counters, a comfortable spring-free...
Deluxe Island Retreat-Newly Remodeled - SUMMER SPECIAL
Paradise awaits you at this lovely seaside condo...….Relax amidst the lush tropical landscape that welcomes you to Ali'i Kai Condominiums. This ground-level unit opens up to an expansive tropical jungle on the “Mauka” (mountain) side, and to partial ocean views on the...
Maui Banyan fave! Ocean View, Renovated, Steps to the Beach, King Bed, Split AC
We would like to welcome you to Maui Banyan H-308, a spacious 1-bedroom, 2-bathroom, tastefully furnished vacation rental condominium with private lanai and a sweeping ocean view.For long stays, (28+ nights), a long stay discount of 15% will be automatically reflected...
Unobstructed 180-degree Western Views just steps from Maui's Best Beaches.
With whale-watching, sunsets, and swaying palm trees in between, this top-floor, one-bedroom unit has one of the best views in South Kihei. Located at the back of the complex, it's high up with no street noise--only the rhythm of the surf washing up on beautiful Kamaole...
Konea 312 at Honua Kai Resort ~ Stylish & Modern Upgrades, Light & Bright Condo
1 Bedroom + Den With Stylish Upgrades & Garden View ~ Hosted By Maui WestsideThis fully upgraded 1 bedroom plus den condo at the Honua Kai Resort boasts breathtaking views of the West Maui Mountains. With 915 sq. ft. of living space that has been renovated with designer...
Beautiful Spacious Cottage on 1.5 Acre of Lush, Gated Property. 30 Day Minimum.
A large private, free standing cottage/home with full amenities located 2 miles above Waimea Bay, including, in addition to the full bathroom, an added outdoor shower area, beautiful acre of green lawn and a TV room with 50' Plasma TV/DVD and quiet split Air...
Ilikai Hotel Partial Ocean View 2 BR Corner unit 18th Floor
(City View with City Flair) This first class accommodations in the world famous Ilikai Hotel is located at the gateway to Waikiki. This location is complete with a fully remodeled, spacious 2 bedroom, 2 bathroom and a beautiful views of the Pacific Ocean & City View of...
Upscale Penthouse with Ocean Views & 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...
OceanFRONT, UPDATED, 4th Floor, 1BR Cali King, Non-Smoking, SHARP!
2024 NEWS AND BEYOND: POOL CLOSURE NOTICE (ONE WEEK IN SEPTEMBER): The ENTIRE POOL AND DECK AREA will be CLOSED for TWO WEEKS beginning on the SECOND MONDAY of EVERY SEPTEMBER. Travelers, please make a note of this for future stays with us!Hello 1st time Guests and...
Upgraded unit with Panoramic Ocean and Mountain Views
With stunning views of the Pacific ocean, West Maui mountains, and Haleakala, this deluxe 2-bedroom unit is beautifully decorated, spacious and comfortably furnished. Upgraded with quartz countertops throughout and free ultra high speed internet (400 mbps with 2G and 5G...
KIHEI KAI NANI condo #203- Great Location, Steps to KAMAOLE BEACH II
The Kihei Kai Nani Resort is a popular, long established, South Maui vacation destination located in a fine area. Our Deluxe 1-bedroom condo has a beach and ocean view. The interior is 621 sq.ft. and the lanai is an additional 100 sq. ft. We are located near the very...
NSF 207 BeachFront Condo w Ocean Views BeachFront Pool
Napili Surf 207 BeachFront 1Bedroom Condo w/ Ocean Views from Napili Bay. Just Steps to the Beach for a Tropical Winter Retreat. BeachFront Pool Lounging & Whale Watch FREE daily activities included with your stay value up to $570! Complimentary admission, every day of...
BEAUTIFUL HOUSE WITH 7/AC,BED ROOMS AND OCEAN VIEW
Location: Hauula, North Oahu, Oahu, Hawaii, USA (LOCATED TWO MILES EAST OF THE POLYNESIAN CULTURAL CENTRE) Accommodations: House, 7 air-condition Bedrooms + Convertible bed(s), 3 full Baths (Sleeps 9-18)Keywords: 7/AC Bed Rooms HouseFIVE STAR EXPERIENCE FOR A FRACTION...
Oceanfront, two-bedroom, recent full remodel, gorgeous sunsets every night
Hale Kai O Kihei CondoNewly remodeled, beautiful and comfortable, steps from the sandy beach. Drift to sleep at night to the soothing sounds of the waves.The beautifully furnished condo, featuring kitchen, bath, air conditioning, telephone, free WiFi, smart TV, and a...
Awesome Ocean Views From Ground Floor, A/C, Recent Remodel, WI-FI
Our ground floor one bedroom (with Cal King bed) air conditioned condo offers luxury at an affordable price.Our unit is fully equipped with everything you will need to have a relaxing and memorable vacation. Remodeled kitchen with granite countertops, custom tiled bath,...
Kona Reef, F5 - Remodeled, Stunning Ocean View, AC!
* PERFECT LOCATION * BEAUTIFUL OCEANFRONT VIEWS *Leave your worries behind as you step into this exquisite beach-front sanctuary just minutes from downtown Kona. With breathtaking ocean views and an unbeatable location, this fully-remodeled, modern condo is the perfect...
Ocean Front Beautiful Bottom Floor Condo B117, 1 minute walk to beach
Beautiful Ground floor condo is great for kids and older people, Like having a huge yard right off your lanai. 300 feet to ocean and 17 feet to pool. Fully stocked condo. Queen Bed in master, and two twin beds in spare bedroom. No elevators to deal with. Home away from...
Wailea Beach Villas PH301 - 3 Bedroom Ocean View Penthouse
Wailea Beach Villas Penthouse 301 offers an unparalleled vacation experience with its luxurious 2,500 square foot ocean view suite. Situated on the third floor and accessible via a private elevator, this penthouse ensures privacy and tranquility. The suite features...
Enjoy ocean views and a private lanai at Akahi #408, 2-bed, 2-bath condo!
Come enjoy paradise at Keauhou Akahi unit #408, at this two-bedroom, two-bathroom property. Enjoy your private lanai, with ocean views, and BBQ!Keauhou Akahi is conveniently located in the Keauhou area of Kona. You are a close drive or walk to the stunning and iconic...
Newly renovated Waikiki Sunset unit with STUNNING Diamond Head and ocean views
**Need multiple rooms? Additional accommodation: please view my other unit located in the same building #2824127**Renovated and on a higher floor of "Waikiki Sunset". Indulge in a post card worthy view of world-renowned Diamond Head-including ocean, coastline and...
Summer Discounts for Fairway Villas at Waikoloa !!!
Enjoy your stay at this Hawaiian plantation style villa across the lake from the King's Shops and a short walk to the scenic Anaeho'omalu Bay. The villa is located on the 14th hole of the world class Beach Course in the heart of the Waikoloa Resort. Get ready to unlock...
Hale Ohia Seaside Charmer Near Iconic Big Island Beaches!
This is a solar powered 3 bedroom house in Kawaihae located a scenic 30 minute drive to the north of the Kona Airport. Unlike many Hawaiian rental properties, this home is centrally located near pristine beaches, places to eat and shop, and to area towns and areas of...
Hotel Zoned, Legal STV Rental in Beautiful So Kihei. Just Steps to the Beach!
Recently remodeled, come to Maui and enjoy this stylish and clean Hotel Style Room in the Tropical Setting of the Maui Banyan Resort. This unit is located on the second floor with a small lanai that is great for watching sunset or enjoying your morning coffee. There is...
Charming Kaloko Mountain Cottage with hot tub - private,secluded and cozy!!
Wonderful, private and cozy cottage up in the forest of Kaloko Mauka ( directly above Kona town!). Situated on 5 acres and 2700 foot elevation, this stand alone cottage is surrounded by beautiful ohia trees and is at least 300 feet from the main residence. The owners...
Luxury Kaanapali Alii 232; Private Condo-Hotel w/5 Star Service, on the Beach!
Weekly stays receive an automatic 10% discounted rate (outside of holiday dates). Only 50% due at booking.Why settle for just a hotel room when you can enjoy a tropical modern luxury residence at the Kaʻanapali Aliʻi Private Resort, directly on South Kaʻanapali...
"Sunrise Hale" at Islander on the Beach 329. A Oceanfront View Studio with AC
Sunrise Hale – Oceanfront Studio Bliss at Islander on the Beach 329Welcome to Sunrise Hale, a newly introduced, top-floor oceanfront studio at Islander on the Beach. With a bright coastal vibe and unobstructed views of the Pacific, this charming retreat invites you to...
Upscale Executive Retreat--Newly Renovated and Air Conditioning!
This newly renovated upscale condo is stunning! All new bathrooms, kitchen, flooring, and furnishings. Condo is very clean and comfortable and gets a great breeze, and we also have AC. We are located on the ocean facing section of the complex. Your comfort and...
DIRECT BEACHFRONT 3BR 2BA! INCREDIBLE VIEWS! Sleeps up to 12! AC!
Direct Beachfront!! Incredible Views!! A/C!!! In Resort zoned Hotel with on-site restaurant!!Beautiful condo right on the beach with fantastic ocean views! With over 2,000 square feet (including two lanai's) this 3 bedroom 2 bath condo is one of the nicest and largest...
HO'OLEI #93-2-BEAUTIFULLY APPOINTED VILLA-SLEEPS 8-METICULOUS CLEANING
Book With Confidence This Luxurious 3 Bedroom, 3.5 Bathroom (2426 sq. ft) Villa That Provides Everything That You Need To Have A Great Vacation. The House Offers Tremendous Vacation Experience With It's Amenities, Location, And Level Of Finishes. It Is Managed By PMI...
TRULY BEACHFRONT House + 2 cottages for extra guests or privacy
30 Day Rentals Available. High Speed Internet. Remote Work in Paradise!Popular beachfront rental well known as the LAIE BEACH RETREAT or LAIEBEACHRETREATSandy BEACHFRONT North Shore retreat located on the Hukilau Beach of Laie Bay! Our beautiful home is well known as...
Luxury Suite w/ Ocean View in Waikiki + 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...
Newly Renovated Modern Cottage: Walk into Historic Wailuku Town!
Brand new, freshly renovated, permitted & legal. Private entry & parking in front of entry. If you were looking for a great deal in Central Maui, you’re in luck as the rates offered for those who book now are very competitive to welcome you to get away to one of the...
Oceanfront 2 BR/2BA in Beautiful Sea Village.
Stunning oceanfront views from the lanai, the sounds of the surf on the rocks, and the spirit of Aloha welcomes you to our home in Hawaii.Sea Village is a beautiful oceanfront complex with well maintained gardens, swimming pool, hot tub, gas barbeques, parking, and...
Stylish Condo w/Central A/C, Shared Hot Tub, Pool, Free WiFi - near Poipu Beach
Pili Mai 12IOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Turn the key and step into the lap of luxury at this brand new, two-story condo in the plush Pili Mai community....