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.
MK- D106: Convenient 1BR Condo, Lush Tropical Views
Embrace island living in this conveniently located, ground floor 1-bedroom, 2-bathroom condo at Maui Kamaole D106. The spacious open-concept layout features bedroom with a plush King bed with en-suite bath and a sleeper sofa for added sleeping flexibility. Enjoy your...
Escape to your private oasis perched on a cliff with a jungle view
Private island retreat with an awesome jungle view. Situated in an upscale Hilo neighborhood. Close to downtown, delicious restraunts, and a fun farmers market. This unit is a completely separate guest room that has a private entrance and private bathroom. Plus a...
Islander on the Beach ONE-BEDROOM unit #308, Top floor, incredible Ocean Views
NO RESORT FEE, FREE WIFI in the condo and FREE DEDICATED PARKING.Unique Top floor One-Bedroom unit #308 is one of the only two truly one-bedroom units available in the Islander on the Beach resort. It features a separate bedroom with a California King bed; living room...
Hale Nani: New Poipu Villa - Pool / Spa + Ocean Views
Breathtaking, sensational, divine. It’s impossible to overstate the appeal of this exceptional villa, with its spacious, elegantly appointed rooms and gorgeous grounds set against a dazzling backdrop of palm-fringed golf course, dramatic mountains, glittering ocean,...
Ocean view house, short walk to beach, lots of extras!
10 out of 10, Traveler Award winner for 2024. Hanalei Bay Villa 26 is one of our most popular Kauai vacation rentals with its great views, short walk to beach, and updated interior. Bali Hai sunset views are just steps away. This luxurious 2br/2ba home at Hanalei Bay...
PURE ELEGANCE*OCEANVIEW Renovated Condo in WAILEA
For travelers seeking luxury and an escape from life in the resort town of Wailea, this complex is one of the most exclusive sanctuaries. The newly renovated 1536 square foot condo is a spectacular beachfront vacation rental with panoramic ocean views and extensive...
Alii Villas#303 Fully Remodeled Top Floor unit with Ocean Views
Alii Villas 303 – Top Floor Remodeled Retreat with Ocean ViewsStep inside to find a bright, open-concept living area with updated vinyl plank flooring, tropical furnishings, and a spacious private lanai offering partial ocean views—perfect for guests to enjoy...
*Ocean View * Newly Remodeled *A/C * Beach Access
Stylishly remodeled, comfortable unit with split system a/c and incredible ocean view from the private lanai, kitchen, and master bedroom.Each bedroom features a king bed, private bathroom w/walk-in shower, Toto toilet, and custom vanity. Designer Poggenpohl kitchen...
Kailua-Kona Oceanfront Home
Welcome to our exceptional oceanfront property, a luxurious home in one of Kona's most exclusive neighborhoods off Kailua-Kona’s scenic Ali’i Drive. With stunning views of Holualoa Bay and breathtaking ocean sunsets, this architectural marvel seamlessly blends...
Exquisite Renovated Beachfront Haven - Experience Sugar Beach #329
SUGAR BEACH RESORT, #329One Bedroom / One Bath Oceanfront CondominiumWelcome to Sugar Beach Resort #329, a beautifully upgraded one-bedroom condo located in the heart of North Kihei. With koa wood flooring, modern upgrades, and panoramic oceanfront views, this condo...
Maui Resort Rentals: Honua Kai Konea 416 - 4th Floor 1BR w/ Mountain Views
Konea 416 is a luxurious one bedroom mountain view suite that enjoys expansive vistas of the West Maui Mountains. The suite is ideally suited to take advantage of some of the most beautiful sunrises anywhere. Coupled with frequent afternoon rainbows, you will cherish...
Westin Kaanapali Oceanview - Christmas & New Years Weeks - Studio
We own a 2-bedroom unit that is available as a 2-bedroom, 1-bedroom, or studio. This listing is for the studio unit.While most guests do not know which unit they will be assigned to until their arrival, this is a fixed unit, 7569. This unit is located on the 5th of 6...
Mauna Lani Islands Townhouse - Private location - Walk to Beach and Shops!
Welcome to Paradise! We hope to host your stay!B2 is located within the Mauna Lani Resort at The Islands at a private, gated community situated along the famed fairways of Mauna Lani golf course. Handsome townhomes set within gardens of flowering plumeria, hibiscus and...
Ocean Front Waikiki - Best Views! CALL NOW FOR APRIL/MAY CANCELLATION RATE!
Amazing oceanfront apartment on the 5th floor of Foster Tower Residences, overlooking Kuhio Beach and the landmark Duke Kahanamoku statue in Waikiki. This beautiful condominium has been completely renovated with all new updates in 2021. 2 full bedrooms plus 'bonus' room...
Stay in our Private Recently Updated Home in The Villages-Closest to The Shops!
OUR HOME IS CLOSEST TO THE SHOPS YET GUESTS LOVE THE SPACIOUS GROUNDS AND PRIVACY OF OUR UNIT.We continue to update and refresh our home to ensure it's the optimal space for your stay in paradise including:*All new comfortable beds *Brand new quartzite kitchen...
Ali'i Kai 1-202 · Beautiful Mountain View Condo in Princeville
Recently remodeled 2-bedroom, 2 bath condo close to many amazing beaches. This unit features great mountain views and you can even peek at the ocean from the dining area to check out the swell. Close to restaurants, spas, shops, golf, and tennis this is the perfect...
KBM Resorts | FREE CAR | Mahana | Oceanfront | Gorgeous 2-Bedroom Condo! MAH-301
Stunning Oceanfront, 2-Bedroom Villa, Direct Ocean Views, Includes Rental Car!*Special Offer - Book any KBM rental Home in Hawaii for 6 nights or more with an arrival date between Jan 1 - Dec 31, 2025 & receive a complimentary 4-door rental car from Hertz, Alamo, Avis,...
Professional Design: Ocean View: Private Apartment
Summary:Designed by Twin Islands Interior Design Group - Escape to Big Island and indulge in the tropical paradise of Hawaii with this charming 1 bedroom, 1 bathroom Airbnb property. Enjoy an ocean view from your breezy porch and sleep peacefully in a comfortable...
❤️PiH❤️SPARKLING WATERS ★ Hilton Passes ★ Large Pool & Waterfall Spa ★
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to the newest elegant home, Sparkling Waters, in our Hawaiian Luxury Collection.Sparkling Waters is a wonderful new large single level 4 bedroom, 3 bathroom home. This home has one of our largest private heated...
Napili 1st-level serene and peaceful retreat
Welcome to Napili Shores E135, a stunning ground-level 1 bedroom 1 bathroom condo nestled in the heart of Napili featuring a garden view and split AC system. This condo sleeps up to 4 guests. This resort does not have elevators. The living room is enhanced by an...
Puu Poa Ocean Bluff Condo, Incredible Views, Walk to Beaches
Are you looking for the absolute perfect condo for your once in a lifetime vacation to Kauai? Do you want breath taking views from almost every room? Do you want to be within walking distance to multiple beaches? How about be close to shops and dining? Do you want...
Coconut Villa Entire home in KoolinanWalking distance to the shops and beaches
Enjoy your morning coffee or evening cocktails out on our lush tropical lanai with the tranquil backdrop of the Ko Olina golf course. Take in the stunning sunsets from this perfect vantage point.Our villa is located in an ideal location; everything is within walking...
Kuhio Shores 217 Superior Air Conditioned Condo at Kuhio Shores
Mini split Air Conditioning system just installed to make your Kuhio Shores 217 cooling experience perfect. Open windows, trade winds, fans to hear the soothing sounds of the ocean. And now if none of the above works you have use of a quiet, efficient air conditioning...
Private and Quiet Luxury Beach House 5 minute walk to beach TVNV#5151
Live like a local in this professionally designed two bedroom, two bath retreat, offering the perfect blend of luxury and laid back Hawaiian charm. The area is known for its slowed down pace and ocean-centric lifestyle to escape the hustle and bustle of city life.The...
Big 3BR / 4BA (3056sq ft) Kona Home with Pool/Jacuzzi, OceanView (Sleeps 16 max)
BEFORE BOOKING, PLEASE THOROUGHLY READ ALL ITEMS LISTED BELOW ...Three bedroom HOSTED property (Main House; 3056 sq ft / 284 sq m) sitting on a single level with a panoramic view of the ocean. We are fully Hawaii County bill HB 108 COMPLIANT; our General Excise Tax...
KBV 35G2 Best Rate LUXE OceanFront Villa w Oceanview | Lanai | AC
Kapalua Bay Villas 35G2 Fabulous OceanFront Getaway on the Kapalua Coast. Updated Luxury 1Bedroom Condo with Expansive Ocean Views for Sunsets FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu'au, Golf,...
Kaanapali Alii -11th Floor - Ocean & Mountain View
Spectacular Ocean and West Maui Mountain views can be enjoyed from this luxurious 11th floor newly remodeled condominium. This family owned 2-bedroom vacation home offers vacation privacy in one of the most desired upscale resort locations in Hawaii. Kaanapali Alii is...
Ko Olina Beach Villas B301: Serene Beachfront Luxury w/ Pool Views
Welcome to the captivating Ko Olina Beach Villas B301 by Gather, a luxurious three-bedroom, three-bathroom beachfront vacation rental with unbeatable views and space for up to eight guests. This third floor unit, adorned with direct ocean and poolside views, provides a...
2Bd/2Ba Condo at Lagoon Tower Hilton Hawaiian Village Sleeps 6
Nestled within the renowned Hilton Hawaiian Village, this spacious 1,025 square foot, two-bedroom, two bath condo offers the ideal retreat for families seeking relaxation and adventure.Step into the expansive living room, where ample seating invites you to unwind after...
Waiulu Villa 119A – Bright & Updated | Includes Onsite Staff & Daily Housekeeping
Recently Updated! Located in the popular Waiulu Villa neighborhood, this luxurious 2 bedroom, 2 bath single-level lower floor corner villa was just updated with new furnishings and decor in the living room, dining room and lanai. Accommodating up to 4 guests, this light...
Kaanapali Alii | 255
This two-bedroom, two-bath residence with an open floorplan offers sweeping ocean views and features a warm and inviting contemporary design. This spacious vacation rental can comfortably accommodate up to six guests.The primary bedroom has a king bed, a flat-screen...
COMPLETE REMODEL | Central AC | WIFI | vrKCV
vrKCV - White Sands Village 220, Professionally Managed by Kona Coast VacationsExperience Island Living at Its BestWelcome to your perfect Hawaiian retreat! This beautifully appointed 2-bedroom, 2-bathroom condo is located directly across from White Sands Beach—also...
Trendy Hawaiian Monarch Studio | Ocean View | Pool
Relax in this beautifully renovated, modern studio at the Hawaiian Monarch building. Located at the beginning of Waikiki, this unit offers ac, smart tv, wifi and cable. It is a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The...
MRR Presents Kaanapali Ali'i 465 - Renovated 2BR Corner Suite w/ Gorgeous West Maui Mountain Views!
Luxuriously renovated and meticulously maintained, suite 465 boasts epic views of the majestic West Maui Mountains and the Kaanapali Royal Golf Course from its 6th-floor vantage point. Its stunning interior has been beautifully updated with modern tile flooring, custom...
North Shore Condo Rental at Kuilima
Relax to swaying palms, stunning seas and a tropical breeze! You deserve it! Step right out the lanai onto fairway one of the Fazio golf course. Swaying Palms is an end unit, situated within the complex to provide lots of natural light, privacy, and a more spacious...
Stunning Luxury Estate 🌺 Superb Private Lanai & Breathtaking Sunsets! 🌅 Keauhou Luxury Estate
Experience island lifestyle in one of Kona's most desirable gated communities: Keauhou Estates.Amazing home with 3 bedroom with 3 and 1/2 baths. Beautiful great room, dinning room and gourmet kitchen overlook the pool to the ocean beyond. Imagine a beverage and sunset...
Tranquil Ground Floor Unit Central Honolulu w/ AC
Honolulu is waiting for you at this awesome 1-bedroom apartment - ground floor unit. This quaint space features a cozy living room with a sofa bed, perfect for relaxing after a day of exploring. The bedroom boasts a comfortable queen bed, ensuring a good night's sleep...
Hawaiian Luxury at Mauna Lani Point J105n1-bedroom 1.5 Bath @ Mauna Lani Resort
Get ready to relax in this fabulous 1-bedroom condo in Mauna Lani. This terrific property features a king bed, and a day/child bed, along with 1.5 bathrooms. The primary bathroom has a large walk in shower and a Japanese soaking tub. The living room offers an additional...
Spacious 3 Bed 2.5 Bath House in Kahakai Estates
Please note, effective Jan 1st. 2026, Hawaii`s Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...
2 Bed 2 Bath Surfing & Snorkeling in Kahaluu Bay
Aloha! Come and stay at the Hale Hamoa created for everyone with everything we love about Hawaii. Only 1 minute walk to one of the best snorkel beaches on Kona Side and the Surf school next door. The condo comes with all the essentials you need for an awesome vacation...
Beachfront Spectacular Ocean views , steps to white sand Beach & walk bike Path
Listen to the sound of the waves from this beautifully furnished corner unit and admire the views up and down the coast from the spacious lanai. Upgraded with granite countertops and travertine floors in kitchen and bathrooms. Unit 219 is very private with unobstructed...
New Listing! My Perfect Stays
Kaanapali Shores 732 is a Studio condo with central air conditioning that can accommodate up to 4 guests. Located on the seventh floor, you will find an open-concept layout and tropical-inspired decor with a sense of island serenity. When it's time to rest, unwind on...
Mahana 1117 - Direct Oceanfront - Special Rates!
Mahana 1117 - DIRECT oceanfront in Kaanapali. Located on the 11th floor of the The Mahana at Kaanapali, the full panorama from your lanai captures breathtaking views of neighbor islands - and is a perfect spot for those famed Maui sunsets. Mahana 1117 features: •...
Great Location - Snorkel, Surf & Sunsets!
Beach Villas at Kahalu’u is right across the street from the best snorkeling beach on the Big Island! See green turtles and reef fish! The ground floor condo has 2 bedrooms, one with a king bed, the other with twin beds, and 2 bathrooms, each connecting. There is a...
13th Floor Waikiki Shore - Ocean-front / King Bed / AC
Welcome to Waikiki Shore – Your Perfect Oceanfront Escape!Located in the heart of Waikiki, this stunning 1-bedroom, 1-bathroom condo offers unbeatable ocean views and direct access to the world-famous Waikiki Beach. With modern amenities, a prime location, and a...
Paia Family Cottage - Walk to everything in Paia Town
Walk to everything in Paia Town. Paia Family Cottage is well equipped, with comfortable indoor, and sweet outdoor living spaces for everyone. There is AC in all bedrooms and living room. And a yard where kids can play, with views out over the green sugar cane fields....
Fantastic Hana Bay Oceanfront Location! 5-Minute Walk to Hana town & beaches!
AUTHENTIC HAWAIIAN BEACH HOUSE ON HANA BAYManini Cottage captures the relaxed comfort and charm of a true Hawaiian beach house in a rare and secluded oceanfront setting. Perched at the edge of Hana Bay, this one-bedroom, one-bath cottage features open-concept living, a...
Luxury Ko Olina Oceanfront Villa O1105 w/ Stunning Ocean Views near Golf Course
Welcome to Ko Olina Beach Villa O1105 by Gather, a luxurious 3-bedroom, 2.5-bathroom retreat nestled in the heart of the stunning Ko Olina Resort in Kapolei, HI. This villa is designed for up to 6 guests and offers an exceptional blend of modern comfort and breathtaking...
Ocean Front Dream Suite- Spectacular Views! 2Bedrooms/2Bath Steps to Amenities!
Wake up to unforgettable views and the soothing sounds of the ocean waves a few steps away! Build your book of Maui memories and support the economic recovery of Maui, owners and their teams! This is where you will find relaxation and inspiration for adventure! This...
Liko Lehua Cottage in Volcano - Hot Tub & Fireplace - Mauna Loa Estates
Liko Lehua Cottage - Your Hawaiian Forest Retreat!Escape to the enchanting Liko Lehua Cottage, a hidden gem just six minutes from the awe-inspiring Hawaii Volcanoes National Park. Nestled in the lush, serene Hapu'u forest of Mauna Loa Estates, this newly reimagined...