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.
Royal Kahana Maui 303 Ocean View Studio
Relax in your charming studio with panoramic ocean views, close to world-class beaches and local dining. Ideal for small families or friends. Unit 303 Ocean View Studio• 3rd floor studio with balcony overlooking the ocean • Studio kitchen includes microwave,...
Napili Point | 3 Free Rental Cars | KBM Resorts | Ocean View 1-bedroom Villa At Napili Point Maui | 3 Units, 5 Bedrooms | NAP ML-1568
** 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...
Pu'ukala Sunset Estate w/ Amazing Ocean Views! by RedAwning
Escape to the breathtaking beauty of the Big Island and make your vacationdreams come true in this splendid 3-bedroom, 2-bathroom vacation rental home.Nestled in the heart of Kailua-Kona, this tropical paradise offers an open andspacious interior, complete with all the...
Royal Kahana Maui 1109 Oceanfront 1 Bedroom
Enjoy your stay in this spacious oceanfront one-bedroom, where spectacular views and serene surroundings create the perfect setting for groups, families, or couples. Unit 1109 Oceanfront 1 Bedroom 1 Bath• 11th floor condo with beautiful oceanfront views and views of the...
Kiahuna Plantation Resort 132 Ocean View 1 Bedroom
This ocean-view one-bedroom 1st floor condo offers front-row access to Kauai’s most famous beach. With cozy living spaces and all the comforts of home, it's an ideal escape for two to four guests. Unit 132 Ocean View 1 Bedroom 1 Bath• Fully equipped kitchen includes...
Aloha Condos, Kanaloa at Kona, Condo 2105, Oceanfront, AC, Renovated
A modern, top floor ocean view condo 50 feet from the ocean featuring ocean views and cool breezes - let the sounds of the waves lull you to sleep. A chef-ready kitchen with quartz countertops and dining that accommodates large groups - vaulted ceilings throughout....
2 Bedroom Twin at WorldMark Kihei
Enjoy a relaxed Maui escape in this comfortable 2 Bedroom Twin villa at WorldMark Kihei, located along South Maui’s warm and sunny shoreline. Perfect for families or small groups, this villa features a master bedroom with a king bed and en-suite bath, plus a second...
Charming first-floor condo next to the ocean with shared pool, hot tub & grills
Paki Maui 112Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your tropical paradise in Lahaina, HI! This charming first-floor condo offers easy access to the ocean, making...
Lihau Boho House
Spacious, stylish, newly renovated tropical boho home. Stunning ocean views! LOTS of space - 3 bedrooms, 2 sleeper couches and a futon.Quiet, residential neighborhood. NOT A PARTY PLACE!!!Everything is done for your comfort and rest. Fully equipped kitchen, massive...
The Lodge at Kukui‘ula - Bungalow 6
Welcome to Lodge at Kukui'ula Bungalow 6, a luxurious two-bedroom private retreat nestled on the pristine South Shore of Kauai. This idyllic bungalow offers the perfect blend of tranquility, modern comforts, and island charm. Designed with meticulous attention to...
Sleek Oceanside Oasis 1-Bedroom at Colony Surf
Indulge in seaside living at the iconic Colony surf building, located along the sand of Waikiki's tranquil and tucked-away Gold Coast. Enjoy gentle island breezes and incredible ocean, palm tree, and Diamond Head views from the enormous sliding window/wall that bring...
Affordable Oceanfront Stay! Outdoor Pool, Pets are Allowed
This listing is for a room within a hotel.✦ Your room is 270 sq. ft, equipped with complimentary toiletries, high definition 32-inch TV, available with Standard cable.✦ Cleaning services availability and frequency vary by stayThere are a few additional details to know...
Gorgeous Poipu 5 Bedrooms for 12 with AC!
New Listing!!Gorgeous Poipu 5 bedrooms for 12 with AC! The 5 bedrooms are made up of a separate 3 bedrooms 3 baths for 6, and a 2 bedroom, 2 bath just steps apart! 2 kings, 2 queens, 2 twins and a sofa sleeper.5 bathroom total.This fabulous property located in wonderful...
KBM Resorts | FREE CAR | Waikoloa Colony Villas | 3-Bedroom Condo with Golf Course views! WCV-305
** 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...
Spacious 2-BR/2-bath suite with full kitchen & living room, minutes from beach
Your Honolulu vacation begins at this 2-bedroom resort suite at Club Wyndham Waikiki Beach Walk. The master bedroom features a king bed and en-suite full bathroom with shower and jetted tub. The second bedroom features 2 double beds with a full bathroom directly across...
16th Fl Luana Waikiki Studio | Park & Partial Ocean View
Relax and unwind in this top-floor studio at Luana Waikiki, where old Hawaiʻi charm meets modern comfort. Just a 5-minute walk to Waikīkī Beach, this stylish retreat offers beautiful park and partial ocean views, resort-style amenities, and an unbeatable location near...
Cozy & Affordable Seaside Studio w/ Parking
This unit has almost everything you need for a seamless stay: an in-unit washer, a relaxing bathtub, access to a pool, and just steps from the beach. Ideal for both work and leisure, it’s fully equipped to make your extended stay in Hawaii comfortable and...
Kihei Ali’i Kai Duo Getaway – Steps from Kamaole Beaches
This listing is a combination of 2 separate units close to one another.The ResidencesWelcome to Kihei Ali’i Kai, a relaxing condo community in sunny South Kihei, just a short stroll from the golden sands of Kamaole Beaches I, II, and III. Tucked back from bustling South...
Stunning Ocean Side Kona Condo with breathtaking view. See whales and dolphins!
Aloha! Beauty, comfort and quality awaits! Enjoy the stunning view and sounds of the surf from your lanai, where you'll enjoy relaxing meals and watch dolphins and whales in season. No expense was spared in this beautiful ocean view condo. Designer furnishings, 2-person...
New Listing, Keauhou Punahele E102, 2/2, AC, Lanai
Escape to paradise at Keauhou Punahele E102, a beautifully maintained and spacious ground-floor condo located in one of Kona's most peaceful and lush settings. Nestled beside the Kona Country Club Golf Course, this 2-bedroom, 2-bath retreat offers comfort, tropical...
Stunning Remodel in 2025! E104 Vista Waikoloa
Vista Waikoloa E104. Please scroll down for detailed informationThis vacation rental is professionally managed by ResorticaHawaiiBedding Configuration:Master Bedroom: King BedGuest Bedroom: Queen BedLiving Room: Sleeper SofaAmenities:Beach Equipment: All of our vacation...
Wailea Grand Champions 177 - 1 Bedroom Golf Course View Condo
Welcome to Maui\'s Wailea Grand Champions, a paradise nestled in the heart of Wailea. This exquisite one-bedroom, two-bathroom vacation rental offers the perfect blend of comfort, luxury, and breathtaking views, ideal for couples or small families seeking an...
KBM Resorts | FREE CAR | Oceanfront | NEW Premium 4 Bedroom Villa with in-home Movie Theater and Private Pool and Hot Tub, A/C! Hale Nani at Kolea Kai
** 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...
Kolea 5A - 3 bedroom garden view vacation rental
This large, ground level 3-bedroom, 3-full bath villa is just two buildings away from the pool and provides two king-sizedbeds, two twin beds, four wall-mounted TVs, and Sonos speakers throughout the unit. It condo offers a prime location withdirect access to a grassy...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Modern Beachfront Studio At Honua Kai Resort | 2 Units, 5 Bedrooms | HK ML-1907
** 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 Sea Cliff Kona 108 Oceanfront 3 BD 3 BA
This direct ocean front luxury condo is the largest and only 3 bedroom 3 bathroom unit in the entire Royal Sea Cliff complex. The open concept design flows seamlessly to the ocean at your doorsteps and outdoor wet bar. The luxurious master bedroom suite and living room...
Princeville Kauai 4 Bedroom Home Sleeps 10
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Located on a quiet cul-de-sac, this magnificent, custom home was built in 2008 by a contractor for his personal residence. Attention to detail is evident throughout, with use of the finest...
Bay Villas Gold Oceanfront 1 Bedroom at The Kapalua Villas Maui, Outdoor Pool
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...
Stunning 1-bedroom condo at Royal Kahana 308, Lahaina, perfect for your Hawaiian getaway!
Royal Kahana 308 Bright Blue Direct Oceanfront Views from this 3rd Floor West Maui GetawayWelcome to your Maui Retreat: Royal Kahana 308 is a breezy 1-bedroom, 1-bath coastal-boho retreat that sleeps up to 4 guests and offers tranquil, front-row views of the Pacific...
Royal Kuhio 2303 - Spacious Upgrade Studio w/ Stunning Mountain Views in Waikiki
Heart of Waikiki - Royal Kuhio (23rd Floor)Address: 2240 Kuhio Ave., #2303, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiView: Partial ocean and mountain viewsKitchen: Fully equipped with oven,...
Kaanapali Alii | 394
Ka’anapali Alii 3943 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 394! A luxurious 2-bedroom, ocean-view residence, with a fully enclosed den that comfortably serves as a third bedroom. Located on the...
Studio Has It All Ac Sandy Beach 180 degree Ocean Front View!!
Kahana Beach Vacation Club is located directly on the Beach. Within a 10 minute drive to Napili Bay and Whaler’s Village. Enjoy a range of recreational amenities, including an outdoor pool, a spa tub and fitness center. Also, enjoy wireless Internet, concierge services...
Kaanapali Alii Unit 2112
Kaanapali Alii 21122 Bedroom | 2 Bathrooms | Sleeps 4 | Partial Ocean View________________________________________Welcome to Kaanapali Alii 2112, a beautiful one-bedroom condo with a fully enclosed den that comfortably serves as a second bedroom. This deluxe residence...
Tropical 1BR Suite – Maui Schooner Resort, Steps to Beach
Discover your Hawaiian home base in this bright and comfortable one-bedroom suite at Maui Schooner Resort in Kihei. Spacious and thoughtfully appointed, the suite is designed to sleep up to four guests with ease. Inside, the private bedroom features a king bed, and the...
Wailea Elua Village 104 - 1 Bedroom Ocean View Condo
Wailea Elua Village 104 is a stunning Wailea condominium rental that offers a truly unparalleled Hawaii vacation experience. Situated along the pristine golden sands of Ulua Beach on Maui\'s southern shore, this luxurious one-bedroom, two-bathroom condo provides guests...
Aqua Aloha Surf Waikiki 212 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki 212 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 222 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
2 bed 2 bath Condo in family-friendly building in Waikiki! Minimum 30 days
Located in Honolulu, this awesome condo features 2 queen beds in 2 bedrooms, along with a cozy living room with a sofa bed. With amenities like a washing machine, dryer, WiFi, and AC, guests can enjoy a wonderful stay in this cool space. Our place is equipped for both...
Kauai Beach Resort, #2540: Premium Ocean View Suite! 4 Gorgeous Pools & A/C!
Summary:Wake up to breathtaking ocean views from your room and lanai from our Premium Suite located at the Kauai Beach Resort & Spa, where luxury amenities meet authentic Hawaiian charm.The Space:Welcome to Kauai Beach Resort! Come and enjoy our Premium Pool and Ocean...
Charming Pu'ukala Sunset - Near Hiking and Golf by RedAwning
Discover the beauty of Kailua-Kona with a stay at our charming one-bedroom,one-bath Ohana vacation rental. This cozy coastal retreat is the perfectescape for couples seeking an island getaway. Nestled in a sereneneighborhood, you'll enjoy the tranquility of the ocean...
Upscale & Luxurious Oceanview Resort Vistas
Summary:Fully remodeled in March 2024. This elegant 2-bedroom, 2-bath condo features upscale touches with magnificent ocean views. Located steps from Wailea, all of Maui is within reach. We offer a fully stocked kitchen for those who want to cook. Enjoy the resort's...
Marriott's Maui Ocean Club Napili/Lahaina 1 Bedroom - Many Dates Available!
For any reservation inquiries, please use the "Contact Host" feature under "Check Availability."Hosted by TravelscowtDiscover our exceptional ratings with hundreds of 5-star reviews on VRBO, Google, and our own Travelscowt website.Most high-demand weeks during the...
Aqua Aloha Surf Waikiki 1409 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 1409 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed + (1) Queen sofa sleeper, Sleeps 4, 386 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that...
Poipu Beach Amazing studio
Ideally located on serene Po'pu Beach. Peaceful stretches of white sand beach and crystal blue pacific ocean with breathtaking sunsets. Onsite spa, resort pools, steps from many beaches and beach activities.Ideal for small families, this studio unit has 403sqft of space...
Napili Point | 3 Free Rental Cars | KBM Resorts | Ocean View 1-bedroom Villa At Napili Point Maui | 3 Units, 5 Bedrooms | NAP ML-1571
** 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...
Fairway Villa at Waikoloa B4 Golf View 2 Bedroom
This two-bedroom condo offers golf views and a prime location on the Kohala Coast. Hit the links or enjoy the peaceful surroundings and easy access to everything Big Island has to offer. Unit B4 Golf View 2 Bedroom 2 BathFairway Villas is located at 69-200 Pohakulana...
Honua Kai | 3 FREE Rental Cars | KBM Resorts | Ocean Front | 3 Units, 7 Bedrooms | HK ML-2546
** 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 Waiohai Beach Club - 2 BR - Island View - Sleeps 8 (SC)
Marriott Waiohai Beach Club - 2 BR Sleeps 8 - Oceanview**PLEASE READ ENTIRE DESCRIPTION BEFORE REQUESTING RESERVATION**Book our Amazing Condo & let The Timeshare Brokers, LLC make the booking process easy!Key Points: -You’re inquiring on a Timeshare for Rent. -Please be...
2/2 BEACHFRONT RESORT w AC, Poipu Bch, Kiahuna Gardenview, Pool/Gym/Courts
AC throughout the condo. This is the only condo resort in Poipu on a sandy beach! Other condos are on a rocky shoreline or a long walk or drive to the beach. This beautiful and spacious 2-level garden view condo has a full sized kitchen with everything you need to feel...
Kaanapali Alii 4101
Kaanapali Alii 41012 Bedrooms | 2 Bathrooms | Sleeps 4 | Partial Ocean View________________________________________Welcome to Kaanapali Alii 4101, a gorgeous one-bedroom condo with a fully enclosed den that comfortably serves as a second bedroom. This deluxe high-floor...
Fabulous Poipu 6 bedrooms for 10-12! AC!
New Listing!! The Listing is made up of two separate townhomes just steps apart!This fabulous property located in wonderful proximity to Brenneckes, Poipu, and Kiahuna Beach!Surrounded by a championship golf course, the property enjoys a prime spot on Kauai’s sunny...