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.
Tropical Oceanside Oasis - A bright and spacious studio on the beach!
Bask in the sunshine & aloha while relaxing in our bright, spacious & serene studio. The property boasts lush, tropical surroundings filled with swaying coconut trees, birds of paradise, orchids & koi ponds. This comfortable, airy top-floor unit is a stone's throw from...
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...
2 Bedroom Lockoff Villa at Westin Ka'anapali Ocean Resort Villas
Spread out with the whole family in this spacious two-bedroom suite.If the majesty of Maui’s beaches and mountains weren’t enough to sell you on a trip to Hawaii, perhaps the allure of this world-class wellness resort will tip the scale. Situated on Ka’anaplai...
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...
KHV 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...
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!nBeachviews.
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...
Ridge Villas Gold Ocean View 2 Bedroom at The Kapalua Villas Maui
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
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...
Hale Malie - 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...
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...
Oceanfront Paradise | Maui Sunset 2BR/2BA Condo
Welcome to your Maui getaway at the beautiful Maui Sunset Resort in Kihei. This spacious 2-bedroom, 2-bathroom vacation rental offers the perfect combination of comfort, convenience, and breathtaking oceanfront views. Whether you’re traveling with family, friends, or...
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...
Kaanapali Alii Unit 181v
Welcome to Kaanapali Alii Unit 181, a luxury vacation rental nestled in Maui's exclusive Kaanapali Alii Resort. This deluxe condominium offers a stunning view of the Pacific Ocean, framed by swaying palm trees and the pristine grounds of Kaanapali. Immerse yourself in...
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...
Luxury 1-bedroom villa in welcoming Princeville, Kauaʻi with WiFi, AC
Your home away from home in Princeville, Kauaʻi with 1 bedroom. This marvelous villa features a cozy living room with a sofa bed, perfect for relaxing after a day of exploring. The bedroom boasts a comfortable king bed for a restful night's sleep. Enjoy modern...
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...
Maui Resort Rentals: Honua Kai - 6 Total Bedrooms with Over 3800 Combined Sq Ft and Stunning Premier Ocean Views!
This exceptional pairing combines a stunning 3BR Premier Oceanview suite overlooking the resort's lush interior courtyard and pools with a neighboring 3BR Oceanview suite offering not only stunning views of the blue Pacific but also vistas of the majestic West Maui...
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...
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...
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....
🏖️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...
Waikiki Skyline 28th Floor Hawaiian Monarch
Located in Honolulu, this hotel suites is a dream. With a cozy bedroom featuring a queen bed, a bathroom equipped with a hair dryer and bathtub, and convenient amenities like an iron and AC, guests will feel right at home. Experience a fabulous stay in the heart of the...
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...
Honua Kai Konea 307 Ocean View 2 Bedroom 2 Bath
Konea Unit 307 Konea 2 Bedroom Ocean View- Exclusive on-site provider with the only homes meeting the prestigious AAA 4-Diamond designation- Beautiful views of the Pacific Ocean and Kaanapali Beach from private spacious lanai with dining table, chairs and glass railings...
Regency on Beachwalk City View 1 Bedroom
Ideally located near Waikiki Beach, this inviting one-bedroom condo comfortably accommodates up to four guests and offers all the comforts of home.City View 1 Bedroom 1 Bathroom• Kitchen includes ceramic stove top, microwave, dishwasher, refrigerator, coffeemaker,...
Kiahuna Plantation Resort 63 Royal Garden 1 BD
Enjoy the serenity of Kauai from this inviting one-bedroom condo with garden views. A perfect blend of comfort and charm, just a short walk from the island’s most famous beach. Unit 63 Royal Garden View 1 Bedroom 1 Bath• Second floor end unit in building 11 with...
4th Floor Oceanfront Unit in Westin Nanea Ocean Villas: 2 Bed/2Bath, Unit #8410
Stunning Oceanfront Two Bedroom/Two Bath Condo. Guaranteed Unit #8410 (Fourth Floor, Oceanfront Center Unit). Huge Oceanfront Lanai/Balcony off the Living Room. Both bedrooms are likewise oceanfront -- both squarely and fully face the ocean. A very spacious 1260 square...
Condo in Waikiki
The gorgeous and incredible Hilton Hawaiian village Waikiki beach resort,Grand Islander towers over the legendary Waikiki coastlineYour cozy getaway awaits in Honolulu at this phenomenal condo. This 1-bedroom retreat features a king bed, a sofa bed, a bathroom with a...
Marriott's Kaua‘i Beach Club | One-Bedroom Villa
Summary:Escape to Marriott's Kauai Beach Club, nestled on the stunning Kalapaki Beach in Lihue, Hawaii. This beachfront resort offers a perfect blend of relaxation and adventure, with access to a pristine beach and a variety of amenities. Enjoy breathtaking ocean views,...
Beautifully Remodeled 3/2 space in Wahiawa Heights
This stunningly renovated furnished 3 bed / 2 bath unit in sought-after Wahiawa Heights awaits you. Nestled in on the second floor of this cozy home, immerse yourself in the alluring charm of the transformed 3-bedroom, 2-bathroom abode, designed to be your tranquil...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Family Friendly | 2 Units, 4 Bedrooms | HK ML-2468
** 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...
🏝️Summer Deals - Romantic Beach Getaway - Steps to Beach 🏝️
This one-bedroom/one-bathroom condo has been remodeled and beautifully furnished without missing any details for your romantic getaway. Everywhere you look you will appreciate the beachy details and Hawaiian theme with clean modern design. From the lanai, you have view...
❤️PiH❤️ Hawaii Magic ★ Sunset & Ocean Views ★ Near Pools
Hawaii Magic! Brought to you by Paradise in Hawaii Luxury HomesWelcome to our 4 bedroom Hawaii Magic Villa at KaMilo, on the Big Island of Hawaii a part of our Hawaiian Luxury Collection.It's is a wonderful 4 bedroom home with 3.5 Bath (Mahina Model) equipped for up to...
Kapalua Golf Villas | 2 Free Rental Cars | KBM Resorts | Large Bedrooms | 2 Units, 3 Bedrooms | KGV ML-2111
** 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...
2 Oceanfront Units in Napili Lani, Sleeps 10
This listing is a combination of 2 separate units close to one another.This rare pairing of two oceanfront units offers an ideal setup for families or friends traveling together. Nestled on scenic Puna Point in Napili, both condos sit just steps from Maui’s famed...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Gorgeous Beachfront KoOlina Resort+Amenities.1BR Condo
𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 on this elegant, 𝐬𝐩𝐚𝐜𝐢𝐨𝐮𝐬 𝟏-𝐁𝐞𝐝𝐫𝐨𝐨𝐦 𝐕𝐢𝐥𝐥𝐚 at one of...
Beachfront 8th Floor Sans Souci Studio - 30 Day Rental
With only a handful of Honolulu properties being truly Beachfront, This 8th Floor Studio offers unique charm and superior location at The Sans Souci on Oahu's desirable Gold Coast.Wake up to the sounds of the Ocean and enjoy a relaxing coffee or breakfast as you watch...
Ridge Villas Gold Partial Ocean View 2 Bedroom at The Kapalua Villas Maui
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...