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.
perfect studio suite on Kauai HI
About this spaceEscape to a South Pacific paradise on Kauai's North Shore to discover a world of tropical pleasures and condo resort-style amenities.Overlooking Anini Bay, Ka Eo Kai offers a variety of nearby recreational options including zip lining, family fun...
Comfort and Convenience! Outdoor Pool, Beach Access, Near Honolulu Museum of Art
Experience a memorable and charming island getaway in Honolulu!This listing is for a room within a hotel.✦ Your room is 264 sq. ft, equipped with complimentary toiletries, high definition TV, available with Premium cable.✦ Cleaning services included in the nightly...
8th Floor 2BR Corner Suite with Oceanview Balcony
Maui Resort Rentals is proud to present this stunning residence at the iconic Whaler resort on Kaanapali Beach, newly launched on April 24th, 2026, and now accepting bookings for stays beginning May 4th, 2026!Whaler 823 is a beautifully remodeled 2BR/2BA corner suite...
Waikiki Studio Retreat | AC, Wi-Fi & Full Kitchen 301
Waikiki Studio Retreat | AC, Wi-Fi & Full Kitchen 301.Book your private oasis in WaikikiThis charming condo is the perfect getaway, featuring a full kitchen, AC, & Full bathroom for your convenience.Located within walking distance to the stunning beaches of Waikiki....
Honua Kai | Wrap Around Lanai | KBM Resorts | Wrap Around Lanai | 3 Units, 8 Bedrooms | HK ML-3461
** 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...
** 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 | 4 FREE CARS | KBM Resorts | Front Alii Suite | 4 Units, 8 Bedrooms | HK ML-3179
** 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...
** 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 21062 Bedrooms | 2 Bathrooms | Sleeps 6 | Mountain View________________________________________Welcome to Kaanapali Alii 2106, a two-bedroom mountain view retreat in Maui’s exclusive Kaanapali Alii Resort. From this elevated corner, enjoy sweeping...
Making The Best Memories Along The Way! Outdoor Pool, Oceanfront!
When it comes to comfort, convenience, and an aloha spirit - you found the right place to stay. Relax by the pool, indulge in our buffet dinner, and enjoy views out over Kahului Bay. All this is yours within 10 minutes of the airport, and you'll be close to many of the...
Studio w/ Kitchenette • Washer/Dryer • Princeville
🏖 Resort Highlights:✔ Cliffside resort above the Pacific Ocean 🌊✔ Heated pools, whirlpools & children’s pool 🏊♂️✔ Fitness center & spa services 🧘♀️✔ On-site dining, pool bar & marketplace 🍹✔ Family programs & kids’ club 🛝✔ Close to Hanalei Bay, Na Pali Coast & golf 🌴🌴...
Wailea Perfection - Professionally Managed
Welcome to your dream vacation in Wailea, Maui! This beautiful two-bedroom residence combines comfort, style, and convenience for an unforgettable stay in paradise. Upon entering, you\'ll be welcomed by a spacious, open living area, tastefully furnished for a relaxed...
SANS SOUCI 607-⛱Gold Coast Beautiful Beachfront Villa-Sleeps 6-Monthly Rental
Sans Souci Vacation Rentals2877 Kalākaua Ave 607Honolulu, HI 96815⚠MONTHLY RENTAL⚠Disclosure: All reservations require a 30-day contract. In compliance with the Ordinances of the City & County of Honolulu, the Property will be made available to you for your use and...
Luxury Condo w/ Resort Pool/Spa, AC, Ocean View & Spacious Lanai: Park Lane Sky
Park Lane Sky Resort is a luxury 3 bedroom vacation condo perched on the seventh floor above Honolulu’s Ala Moana coastline, capturing sweeping ocean, park, city, and Koʻolau mountain views through floor to ceiling glass. This contemporary holiday home features a...
KBM Resorts | 4 Free Cars | Napili Point | Water Front | 4 Units, 6 Bedrooms | NAP ML-3912
** 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...
Your Home Away From Home! Partial Ocean View, Outdoor Swimming Pool!
The excitement of Waikiki Beach is at your doorstep at this Honolulu property!This listing is for a room within a hotel.✦ Your room is 453 sq. ft, equipped with complimentary toiletries, high definition 46-inch TV, available with Premium cable.✦ Cleaning services...
This premier 8th-floor offering pairs five neighboring ocean and partial oceanview residences totaling over 4700 sq ft of combined living space, creating the perfect retreat for large groups and families to gather, reconnect, and celebrate in comfort. Boasting...
Kiahuna Plantation Resort 47 Royal Garden 1 BD
Ideally located near Kauai’s iconic shoreline, it’s a tranquil home base for your stay. Enjoy this cozy 2nd floor unit that blends cottage charm with the beauty of lush island surroundings. Unit 47 Royal Garden View 1 Bedroom 1 Bath • Fully equipped kitchen includes...
Deep blue direct ocean views, AC, 2B2B, Pool, 2 min Snorkel & Magic Sands beach
This oceanfront luxury offers breathtaking views of both lush jungle and the endless blue Pacific. Wake up to the sound of ocean waves and tropical birds. Watch surfers, dolphins, and whales from your private lanai overlooking panoramic deep blue Pacific & lush green...
Oceanfront Modern Coastal Remodel - Serene Sunsets & Relaxation on Large Lanai
The Space:Surf Shack Properties welcomes you to your Oceanfront Vacation! Newly Remodeled Modern Coastal 2 Bedroom/ 2 Bath (Sleeps 6) Condo on the 6th floor at the Hololani Resort with a large lanai in Kahana, West Maui!✔ Breathtaking Views of the Ocean and Molokaʻi✔...
The Westin Kā‘anapali Ocean Resort North-Studio
Summary:Explore the summit of a dormant volcano. Or hike through a rainforest to a 400-foot waterfall. There’s no better place than Maui for a once-in-a-lifetime experience. The Westin Kā‘anapali Ocean Resort Villas maintains relationships with the top tour operators on...
Kiahuna Plantation Resort Oceanfront 1 Bedroom
Step out to unforgettable oceanfront views from this one-bedroom condo on Kauai’s most iconic beach. Perfect for a romantic getaway or a peaceful escape, it offers comfort, charm, and waves right at your doorstep. Oceanfront 1 Bedroom• Fully equipped kitchen includes...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Close To Beach | 2 Units, 5 Bedrooms | HK ML-1634
** 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...
Last Minute Special! 2 Bedrooms & Steps to Beach! Pool & Hot Tub!
Welcome to your perfect Maui retreat at Kihei Holiday Condo #114 — a beautiful ground-floor retreat designed for effortless beach living and unforgettable island memories. Located in desirable North Kihei, this bright and breezy 2-bedroom, 1-bath haven is just steps...
ONE-OF-A-KIND Luxury Home (NOAH'S HIDEAWAY, LUXURY BED AND BREAKFAST, MAUI) located in the desirable Kaanapali Vista neighborhood. ENJOY a RESORT LIFESTYLE with 2 min golf cart ride to Kaanapali Beach and Whaler's Village. This stunning property is available from SEPT...
Waikiki Condo in Honolulu By Duke Kahanamoku Beach
Walk to Friday Night Beach Fireworks | City Skyline ViewsEscape to paradise at this Honolulu launchpad! Shop at Ala Moana or Hilton Hawaiian Village, or soak up the sun at Ala Moana Regional Park or Magic Island Park — all less than a mile away. Return to your retreat...
HGVC The Grand Waikikian, Beachfront Resort & Spa
Set among 22 acres of pristine Waikiki beachspace, Hilton Grand Vacations Club at Hilton Hawaiian Village provides visitors with spectacular amenities and an unrivaled position in the heart of paradise. Guests are treated to access to the very best stretch of Waikikiu's...
Oceanview + Resort Pools, Dining, and Spa Access
Escape to paradise at Royal Lahaina Resort & Bungalows, set along Maui’s iconic Kaanapali Beach. Enjoy direct beach access, two oceanfront pools, on-site dining, tennis courts, and lush tropical gardens. Just minutes from Whalers Village and Lahaina Town, this resort...
Honua Kai | 2 FREE CARS | KBM Resorts | Mountain and Ocean Views | 2 Units, 5 Bedrooms | HK ML-3553
** 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...
Hawaii Vacation! Outdoor Pool, Kitchenette, Onsite Dining, Minutes to Beach!
Family-friendly property with a pool, only 2 blocks from the beachThis listing is for a room within a hotel.✦ Your room is 1440 sq. ft, equipped with complimentary toiletries, TV.✦ Cleaning services included in the nightly price.There are a few additional details to...
Please kindly note this property is located on Molokai island. This property is neither located on Maui nor accessible from Maui except by air travel.Game-ready court access and classic island tranquility await at this beachfront retreat in Wavecrest Resort. Sun, surf,...
Beautiful 1-bedroom Wakiki Banyan Hotel, free parking/WiFi, peek of Ocean View.
Wakiki Banyan hotel beautiful one bedroom featuring a queen bed, oke full size bed and a cozy sofa bed in the living room. Guests enjoy a pleasant bathroom equipped with a hair dryer for added convenience. The space feels inviting and comfortable, perfect for relaxing...
Spacious Suite with Private Lanai and Stunning Ocean and Mountain Views
Experience Kauai’s beauty from our spacious condo suite, featuring mountain or ocean views, a private lanai, and a fully equipped kitchen. Ideal for families or couples, it includes toiletries, laundry essentials, and kid-friendly touches. After exploring Hanalei Bay or...
Recently Renovated - Iconic Ocean Views
Wailea Elua 1202 is a stunning vacation rental property that offers visitors a truly luxurious and unforgettable experience in the heart of Maui\'s renowned Wailea resort area. Situated just steps away from the pristine white sands and crystal-clear waters of Ulua...
Westin Princeville 2-bedroom villa on the beautiful North Shore of Kauai
Experience Princeville like a local in this 2-bedroom villa. The villa features two king beds and two queen sofa beds, Guests enjoy two full bathrooms, with jetted bathtubs and two sets of washers and dryers. Full kitchen and a second mini kitchen in the second lockoff...
The Cicak Shack - a perfect beach hideaway
Wake up to the sound of gentle waves and the scent of fresh ocean air in our Cicak Shack (pronounced ChEE-Chak, an Indonesian word for gecko). This is a sweet space with tons of charm and cicak accents throughout, perfectly located just feet from the sand of the vibrant...
Royal Kahana 1010 2BD Coastal-Luxe Oceanfront Retreat w/ Lanai, AC & Stunning Maui Views
Royal Kahana 1010 Enjoy Epic Sunsets from this Stunning 2 Bedroom West Maui Oceanfront Retreat Welcome to your Maui Retreat: Royal Kahana 1010 is a stunning tenth-floor corner residence where uninterrupted ocean views stretch from the golden coast of Ka'anapali to the...
Making The Best Memories Along The Way! Unit with Ocean View, Pets Are Welcome!
Discover the magic of Maui from this amazing harborfront property!This listing is for a room within a hotel.✦ Your room is 300 sq. ft, equipped with complimentary toiletries, TV.✦ Cleaning services included in the nightly price.There are a few additional details to know...
Kiahuna Plantation Resort Ocean View 1 Bedroom
Take in stunning ocean views from this bright and breezy one-bedroom condo on Kauai’s most famous beach. Perfect for couples or small families, it offers comfort, style, and an unbeatable location. Ocean View 1 Bedroom • Fully equipped kitchen includes full size...
Kksr#6301 Ocean/Golf Course Views, Top Floor, Corner Unit, Cathedral Ceilings
Keauhou Kona Surf & Racquet Club #6-301 — Top-Floor Corner with Panoramic ViewsWelcome to Unit 6-301 at Keauhou Kona Surf & Racquet Club, a truly unique and rarely available top-floor 2 bedroom corner condo offering expansive ocean, coastline, and tropical garden views...
Bay Villas Ocean View 1 Bedroom at The Kapalua Villas Maui, Full Kitchen
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...
Super awesome ocean view,ocean front studio with full kitchen, free resort fees
Soak in stunning ocean vistas from this stylish studio just steps from the beach. Perfect for couples or friends seeking tranquility.Royal Kahana is an oceanfront resort on the West coast of Maui between the Kaanapali and Kapalua neighborhoods. Royal Kahana has some of...
Ocean View House near Sheraton Kona Resort & Spa
Fully remodeled 2-story house (one unit of a duplex) of 2215 sf 3 bed room 3 full bath room all in like-new conditions in a resort-like gated community with swim pool/spa/tennis court & lots of grass/trees. Stunning ocean view, watch sunset from every room. Very clean,...
Wyndham Waikiki Beach Walk|3BR/2BA King Balc Suite
Summary:This tropical escape boasts an impressive 7.7 acres of on-site fun. The family-friendly resort is only a block from popular Waikiki Beach and serves up a game room, children’s activities, and an outdoor pool.We understand the importance of an ocean view for your...
Stunning Ocean View Villa with Private Concierge Service
Welcome to Hale Kealohikai...House of the Simmering SeaThis ocean view and golf course front villa boasts incredible finishes and furnishings. You will enjoy four Bedroom Suites and four and a half bathrooms with all bedrooms featuring outdoor showers. Located in the...
Kapalua Ridge Villas | 2 Free Cars | KBM Resorts | 2 Units, 2 Bedrooms | KRV ML-3669
** 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 1 bedroom at Bali Hai Kauai
About this spaceEnjoy the beautiful Island of Kauai while staying in one of the island's leading resort community. Nestled between the lush, tropical mountains of Kauai's north shore and the beautifully manicured resort amenities.Enjoy first class amenities including...
Premium 1BR at Westin Nanea – Maui Resort Living Steps from Kaanapali
Enjoy elevated island comfort in this one-bedroom Premium Resort View villa at The Westin Nanea Ocean Villas on Kaʻanapali Beach. Perfect for couples or small families, this spacious residence features a private bedroom with a plush king bed, a separate living area with...
Waialua Beachfront Getaway: Oceanview, Walk to Bch! w/Pool/Game room
Welcome to Waialua Beachfront Getaway by Gather, an exquisite oceanfront retreat on Oʻahu’s North Shore. This five-bedroom, four-bathroom home offers direct beach access, a private pool, and luxurious island living in a peaceful setting. Designed for families and...
Aqua Aloha Surf Waikiki 507 | City Views – Pool & BBQ
Aqua Aloha Surf Waikiki 507 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed+ (1) Queen Sofa sleeper, Sleeps 4, 360 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that...