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.
Waikiki Studio 12th Floor Paradise
Looking for somewhere to unwind and relax... This cozy studio located on the 12th floor in Waikiki is the spot. With its prime location just one block away from Waikiki Beach, this hidden gem studio offers a king bed, small couch, and a well-equipped kitchen within...
Marriott Vacation Club, Waikiki 1BR sleeps 6
Summary:Escape to Marriott Vacation Club, Waikiki, a vacation ownership property in the heart of Honolulu. Centrally located in a premier shopping and dining district near Waikiki Beach. Each offers a kitchenette, dining area, and premium amenities including a rooftop...
NEW! KBM Resorts | FREE CAR | Oceanview Luxury Villa | Hale Moana At Montage Kapalua Bay, Sleeps 10! 3-Bedroom Condo with Daily Housekeeping, Spa! MON
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Marriott's Waiohai Beach Club in perfect Koloa 2 bedroom Sleeps 6
Welcome to Hawaiʻi's Garden Isle, Kauaʻi. The unspoiled terrain invites you to explore rugged cliffs, towering waterfalls and lush foliage. Marriott's Waiohai Beach Club is a superb location on the golden sand crescent of Poʻipū Beach, widely considered one of America's...
Beautifully Renovated 2-bedroom condo with AC, sleeps 6, North Shore Oahu
Your tropical getaway awaits at this beautifully renovated Turtle Bay condo. Featuring two bedrooms with a king bed, a queen bed, and bunk beds, the space comfortably accommodates families or friends. Two full bathrooms add convenience, while air conditioning ensures...
Spacious 6-bedroom beachfront estate with hot tub, AC, near shopping center
Experience what Hauula has to offer with a stay at our estate. This is one of the most unique homes on the entire North Shore. Perfect for large groups who want to be right on the ocean, away from traffic, close to restaurants and grocery stores. It has all the...
Riverfront condo across from ocean. Sleeps 6
This memorable condo is the perfect home base for your trip to Poipu. Guests will find one comfortable bedroom with a king bed and two spacious living rooms featuring a sofa bed each, ideal for extra company. The bathroom includes a relaxing bathtub with shower and a...
Napili Point | 2 Free Rental Cars | KBM Resorts | Water Front | 2 Units, 4 Bedrooms | NAP ML-2096
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Ocean Front | 2 Units, 6 Bedrooms | HK ML-1101
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Kaanapali Alii 194
Kaanapali Alii 1942 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Enjoy a view of the stunning Pacific Ocean and Kaanapali Alii’s curated grounds in Kaanapali Alii 194, a luxury two-bedroom condo. This residence features bright...
Hale Alapi'i Lanikai Getaway: Newly Renovated Near Beach & Hiking
Just a short stroll from turquoise water and powder-soft sand, Hale Alapi‘i Lanikai Getaway by Gather is a serene 4-bedroom, 3-bath retreat set in Kailua’s coveted Lanikai neighborhood. Recently renovated interiors meet breezy outdoor living, surrounded by tropical...
Oceanfront Poipu Palms #101 - Stunning Views, Pool, Trade Winds, Ground Floor
Welcome to Poipu Palms #101, a rare ground-floor oceanfront corner condo in one of Poipu’s most peaceful and beautifully situated boutique complexes. With just 12 units, Poipu Palms offers an intimate coastal retreat. Watch sea turtles and whales from the sundeck right...
Kahana Village 34 Direct Ocean Front Views 2BD Kahana Condo
Kahana Village 34 NEW LISTING Amazing 2 Bedroom, 2 Bathroom, West Maui Beachfront Getaway Steps to the Beach, Pool, and Hot Tub! Wake up to the sound of waves and breathtaking views at this beautifully remodeled two-bedroom, two-bathroom, two-story condo at Kahana...
Luxury Oasis Resort Villa
Summary:This newly renovated luxurious Villa is nestled in the quiet neighborhood of Ko Olina Hillside This Villa has 3 bedrooms 1 sleep sofa and can sleep up to eight guests Choose to spend your days on the Ko Olina Championship golf course or at one of the 4 lagoons...
Royal Sea Cliff Kona 306 Garden View 2 Bedroom
- 3rd floor condo with lanai on the south side of the building- Maximum 6 persons including children and infants- Master bedroom with 1 king bed and bathroom with walk-in shower and double sinks- 2nd bedroom with 1 king- Queen sofa sleeper with premium mattress in...
Kiahuna Plantation Resort 195 Oceanfront 1 Bedroom
- Second floor oceanfront condo with unobstructed ocean views- Walk-up, no elevators- Tropical beach décor and original artwork by Coco in the living area- Custom tiled floors throughout- Custom kitchen with upgraded stainless steel appliances, microwave, full size...
31Fl Ocean & Diamond Head Views 2BR/1BA in Waikiki
Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Enjoy your stay in this cozy 604 sq ft 2-bedroom condo plus 56 sq ft lanai on the 31st floor, just 2...
Hualalai Golf Villa - Exquisite Views & Fully Remodeled
Welcome to your dream vacation at our spectacular Hualalai Resort Golf Villa, perfectly situated overlooking the 18th fairway of the world-renowned Hualalai Resort Jack Nicklaus Signature Course, with captivating ocean views beyond. This second story front-row Villa...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Extra Large Lanai | 3 Units, 5 Bedrooms | HK ML-1233
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Kahana Village 26 2BD Direct Ocean Front with Amazing Sunsets
Kahana Village 26 NEW LISTING Enjoy West Maui Like Never Before from this Relaxing Island Oasis, with Sunsets from the Beach Front Pool, Hot Tub, and BBQ's! This two-story retreat offers the perfect combination of space, comfort, and breathtaking views of the Pacific...
1-Bed/1-Bath, Furnished, In-unit W/D, High floor, Breathtaking Views Waikiki
Best view and location in Waikiki!! Imagine starting your mornings with this view... Only 2 blocks from world famous Waikiki Beach, restaurants and shopping, International Marketplace, but also on the quiet, safe side of Waikiki. Conveniently close to Honolulu Zoo,...
Beachfront Retreat: Elegant Views w/ Full Kitchen. Onsite Parking and Pool!
Step into your spacious and beautifully designed suite, where modern comfort meets tropical charm. Each unit features a fully equipped gourmet kitchen, furnished lanai, in-room washer and dryer, and luxurious bedrooms and living areas.Why Stay Here?Whether you’re...
Waikiki Beach 1-BR Oceanview Condo...Steps to the Sand! Beachviews.
Welcome to your ownWaikiki Beach 1-Bedroom Oceanview Vacation Condo Rental...just steps to the sand,Famous Waikiki Locale. One of the few beachfront condo properties in Waikiki, Relax on our Spacious Lanai framed by coconut palms, in a beautiful tropical setting. Steps...
Royal Garden at Waikiki | Two Studio Suites
Summary:This listing is for 2 Studio Suites at Club Wyndham Royal Garden at WaikikiEach Studio Suite Features:• Size: 311 - 381• Kitchen: Partial• Baths: 1• Accommodates: 2 Guests• Beds: King Bed - 1Room Amenities• Hairdryer• In Room Safe• Broadband Internet Access• DVD...
4 Bedroom Ocean View Home w/Private Pool
*Please note that this private home requires a minimum stay of 30 nights for bookings online. If you are interested in a shorter stay, please call our reservations team to discuss options.Feel a sense of serenity wash over you the moment you step inside your Hale Malie...
Keauhou Palena#1403 Top floor, Exquisite Stunning Remodel on Golf Course!
"WOW!" A Truly Stunning Keauhou Palena condo, nestled in the historic Keauhou Bay area—just a short distance from the bay.This upstairs unit was thoughtfully and completely renovated in 2023, showcasing exceptional attention to detail. Enjoy peekaboo ocean views from...
Kapalua Bay Villas | Oceanfront | KBM Resorts | 2 Units, 2 Bedrooms | ML-3488
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Beautiful home with separate ohana, ocean views, lanais, private gazebo, firepit
Pualani Island Getaway - Main House & Ohana- 30-night minimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your hidden gem in Kailua-Kona, HI, where breathtaking sunset...
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | 180 Degree Views | 2 Units, 3 Bedrooms | KBV ML-1999
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Royal Kahili 401A by Gather: Oceanfront Suite & Resort Pool
Experience oceanfront elegance at Royal Kahili 401A, a top-floor corner suite in Kailua-Kona, Hawai‘i. This stunning two-bedroom, two-bath retreat spans 1,029 square feet and offers panoramic views of the Pacific Ocean, blending modern comfort with island serenity....
8th Fl Waikiki Sunset | Parking | Pool | AC
Stay just one block from world-famous Waikiki Beach in this 8th-floor condo, complete with free parking and WiFi. Perfect for families, couples, or friends, this comfortable retreat offers a convenient location close to the beach, Honolulu Zoo, Kapiolani Park, shopping,...
Oasis Retreat: Beautiful 4BR 2BA
Welcome to our Serenity Retreat in the heart of Mililani, Hi. Our retreat is nestled in a peaceful neighborhood and offers a perfect blend of comfort and serenity, making it an ideal getaway for those seeking a rejuvenating escape.This particular unit is located at the...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Extra Large Lanai | 2 Units, 4 Bedrooms | HK ML-1239
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Luxury Maui Condo | Ocean Views + Resort Perks
Summary:Prime Location Steps to White Sand Beaches Ocean Mountain Views from Private Lanai Resort Perks Pool Hot Tub Tennis BBQ Spacious Stylish Condo w 2 Full Baths Fast WiFi Smart TV Work Stream Easily Sunset Paradise Perfect for Romantic Getaways Free Parking Self...
Kaanapali Alii Unit 181v
Kaanapali Alii 1812 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 181, located at Maui's exclusive Kaanapali Alii Resort. This is a gorgeous one-bedroom ocean-view condo with a fully enclosed den that...
Sunset Shores - Waialua Oceanfront Retreat - 30 Day Rental
**This property may not be rented for less than 90 consecutive days. Rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied**Welcome to Sunset Shores! Located in Waialua on the North Shore of Oahu, this...
37FL-Upgrade 1BR-Ocean View Full Kitchen w/Parking
A perfect ocean view from the 37th floor! This beautifully renovated, bright, and breezy condo is ideally located just steps away from Waikiki Beach and Kapiolani Park — the perfect getaway for couples or small families. Enjoy from the large windows, you’ll be treated...
Aqua Aloha Surf Waikiki 1100 Superior Studio with Lanai and Partial City View
Aqua Aloha Surf Waikiki #1100 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 261 Sq Ft.Aqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo travelers. On-site...
Aloha Living at Waikiki Lanais | Pool + Gym
Enjoy views of the palm tree dotted Ala Wai and lush mountains from our 1 bedroom / 1 bathroom apartment at the Waikiki Lanais building. This property features a full kitchen, breakfast bar, dishwasher, dining area, and private lanai. Building amenities include a...
LUXURY 2-Bed Condo, Kitchen, Wi-Fi, Parking, W/D, AC, LEGAL Monthly Rental!
Allure Waikiki Penthouse #3504 – 1837 Kalakaua Ave.(LEGAL 30-Night Minimum Rental in the Resort Zone! ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Experience luxury Waikiki penthouse living at its finest! This 2-bedroom, 2-bath condominium with high-end touches...
Wyndham Paniolo Greens | Five 2BR/2BA Suites
Summary:This resort is a lush, tropical retreat in the heart of Hawaii's Big Island featuring spacious suites with private lanais. Explore all the island has to offer with golf and beautiful beaches located just minutes away, or stay on-site and enjoy the many amenities...
Sugar Beach PH17 - Direct Oceanfront 1 bedroom
Aloha! When you think about Hawaii, do the following images come into your mind? The blue Pacific ocean? Long sandy beaches? Palm trees swaying in the gentle breeze? Warm sunshine? Tropical islands on the horizon? Stunning romantic sunsets? And also, in one word;...
Brand New Rental Direct Ocean Front Ko Olina Beach Villas
First time in rental pool! Owner previously used it as a vacation home only, barely occupied during the year.This ocean front 4th floor Beach Villa is located on Ko Olina Resort's pristine 2nd Lagoon in the Beach Tower which is closest to the beach. One of 14 true...
The Gardenia TVU-1870 - Ke Iki Beach Bungalows
Pictures speaks louder then words! The Gardenia Bungalow has a king bed in the bedroom and a Twin Bed in the living room. The outside deck is partially covered with a Bali Day Sofa Bed for lounging and tables and chairs for dining. Includes an outdoor shower. Beachfront...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Amazing | 3 Units, 5 Bedrooms | HK ML-1772
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Maile Hale-Serenity Home
Experience resort-style living in this 5BR/4BA luxury retreat in Mauna Lani. Designed for relaxation and entertaining, the home features a private pool and spa with waterfall, lush tropical landscaping, spacious lanais, a gourmet chef’s kitchen, media room, and a serene...
Valley Isle Resort #1102 - Vacation West Maui
★Free Parking, Free Wifi, No Resort Fees★New Split Air Conditioner System in Bedroom and Living Room! New Vinyl Floors!!Escape to a haven of tranquility and breathtaking ocean vistas at Valley Isle Resort 1102, your beachfront condo on Maui's sun-kissed west coast. This...
🏖️Across from Magic Sands | Pool, AC, Tennis & BBQs
White Sands Village #224 | Across from Iconic Magic Sands Beach | 2-Bedroom, 2-Bath Condo with Central ACWelcome to White Sands Village #224 — a beautifully updated 2-bedroom, 2-bath condo, perfect for families or couples looking for comfort, convenience, and a prime...
Relaxing oceanfront getaway with views from the lanai, shared pool and hot tub
Kona Bali Kai #404Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to Kona Bali Kai, your oceanfront paradise in Kailua-Kona, Hawaii! Nestled along the stunning Aliʻi Drive,...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Exceptional Value | 2 Units, 3 Bedrooms | HK ML-1297
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...